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Vitamin C - Wikipedia

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class="vector-toc-text"> <span class="vector-toc-numb">3.2</span> <span>Food labeling</span> </div> </a> <ul id="toc-Food_labeling-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Sources" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Sources"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Sources</span> </div> </a> <button aria-controls="toc-Sources-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Sources subsection</span> </button> <ul id="toc-Sources-sublist" class="vector-toc-list"> <li id="toc-Plant_sources" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Plant_sources"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.1</span> <span>Plant sources</span> </div> </a> <ul id="toc-Plant_sources-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Animal_sources" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Animal_sources"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.2</span> <span>Animal sources</span> </div> </a> <ul id="toc-Animal_sources-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Food_preparation" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Food_preparation"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.3</span> <span>Food preparation</span> </div> </a> <ul id="toc-Food_preparation-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Supplements" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Supplements"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.4</span> <span>Supplements</span> </div> </a> <ul id="toc-Supplements-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Food_fortification" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Food_fortification"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.5</span> <span>Food fortification</span> </div> </a> <ul id="toc-Food_fortification-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Food_preservation_additive" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Food_preservation_additive"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Food preservation additive</span> </div> </a> <ul id="toc-Food_preservation_additive-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Pharmacology" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Pharmacology"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Pharmacology</span> </div> </a> <button aria-controls="toc-Pharmacology-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Pharmacology subsection</span> </button> <ul id="toc-Pharmacology-sublist" class="vector-toc-list"> <li id="toc-Pharmacodynamics" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Pharmacodynamics"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1</span> <span>Pharmacodynamics</span> </div> </a> <ul id="toc-Pharmacodynamics-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Pharmacokinetics" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Pharmacokinetics"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.2</span> <span>Pharmacokinetics</span> </div> </a> <ul id="toc-Pharmacokinetics-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Synthesis" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Synthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>Synthesis</span> </div> </a> <button aria-controls="toc-Synthesis-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Synthesis subsection</span> </button> <ul id="toc-Synthesis-sublist" class="vector-toc-list"> <li id="toc-Animal_synthesis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Animal_synthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">7.1</span> <span>Animal synthesis</span> </div> </a> <ul id="toc-Animal_synthesis-sublist" class="vector-toc-list"> <li id="toc-Non-synthesizers" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Non-synthesizers"> <div class="vector-toc-text"> <span class="vector-toc-numb">7.1.1</span> <span>Non-synthesizers</span> </div> </a> <ul id="toc-Non-synthesizers-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Evolution_of_animal_synthesis" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Evolution_of_animal_synthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">7.1.2</span> <span>Evolution of animal synthesis</span> </div> </a> <ul id="toc-Evolution_of_animal_synthesis-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Plant_synthesis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Plant_synthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">7.2</span> <span>Plant synthesis</span> </div> </a> <ul id="toc-Plant_synthesis-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Industrial_synthesis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Industrial_synthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">7.3</span> <span>Industrial synthesis</span> </div> </a> <ul id="toc-Industrial_synthesis-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Health_effects" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Health_effects"> <div class="vector-toc-text"> <span class="vector-toc-numb">8</span> <span>Health effects</span> </div> </a> <button aria-controls="toc-Health_effects-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Health effects subsection</span> </button> <ul id="toc-Health_effects-sublist" class="vector-toc-list"> <li id="toc-Scurvy" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Scurvy"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.1</span> <span>Scurvy</span> </div> </a> <ul id="toc-Scurvy-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Sepsis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Sepsis"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.2</span> <span>Sepsis</span> </div> </a> <ul id="toc-Sepsis-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Common_cold" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Common_cold"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.3</span> <span>Common cold</span> </div> </a> <ul id="toc-Common_cold-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-COVID-19" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#COVID-19"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.4</span> <span>COVID-19</span> </div> </a> <ul id="toc-COVID-19-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Cancer" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Cancer"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.5</span> <span>Cancer</span> </div> </a> <ul id="toc-Cancer-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Cardiovascular_disease" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Cardiovascular_disease"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.6</span> <span>Cardiovascular disease</span> </div> </a> <ul id="toc-Cardiovascular_disease-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Blood_pressure" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Blood_pressure"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.7</span> <span>Blood pressure</span> </div> </a> <ul id="toc-Blood_pressure-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Type_2_diabetes" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Type_2_diabetes"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.8</span> <span>Type 2 diabetes</span> </div> </a> <ul id="toc-Type_2_diabetes-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Iron_deficiency" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Iron_deficiency"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.9</span> <span>Iron deficiency</span> </div> </a> <ul id="toc-Iron_deficiency-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Cognitive_impairment_and_Alzheimer&#039;s_disease" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Cognitive_impairment_and_Alzheimer&#039;s_disease"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.10</span> <span>Cognitive impairment and Alzheimer's disease</span> </div> </a> <ul id="toc-Cognitive_impairment_and_Alzheimer&#039;s_disease-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Eye_health" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Eye_health"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.11</span> <span>Eye health</span> </div> </a> <ul id="toc-Eye_health-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Periodontal_disease" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Periodontal_disease"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.12</span> <span>Periodontal disease</span> </div> </a> <ul id="toc-Periodontal_disease-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Adverse_effects" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Adverse_effects"> <div class="vector-toc-text"> <span class="vector-toc-numb">9</span> <span>Adverse effects</span> </div> </a> <ul id="toc-Adverse_effects-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-History" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#History"> <div class="vector-toc-text"> <span class="vector-toc-numb">10</span> <span>History</span> </div> </a> <button aria-controls="toc-History-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle History subsection</span> </button> <ul id="toc-History-sublist" class="vector-toc-list"> <li id="toc-Scurvy_at_sea" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Scurvy_at_sea"> <div class="vector-toc-text"> <span class="vector-toc-numb">10.1</span> <span>Scurvy at sea</span> </div> </a> <ul id="toc-Scurvy_at_sea-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Discovery" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Discovery"> <div class="vector-toc-text"> <span class="vector-toc-numb">10.2</span> <span>Discovery</span> </div> </a> <ul id="toc-Discovery-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-History_of_large_dose_therapies" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#History_of_large_dose_therapies"> <div class="vector-toc-text"> <span class="vector-toc-numb">10.3</span> <span>History of large dose therapies</span> </div> </a> <ul id="toc-History_of_large_dose_therapies-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Research_directions" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Research_directions"> <div class="vector-toc-text"> <span class="vector-toc-numb">11</span> <span>Research directions</span> </div> </a> <button aria-controls="toc-Research_directions-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Research directions subsection</span> </button> <ul id="toc-Research_directions-sublist" class="vector-toc-list"> <li id="toc-Cancer_research" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Cancer_research"> <div class="vector-toc-text"> <span class="vector-toc-numb">11.1</span> <span>Cancer research</span> </div> </a> <ul id="toc-Cancer_research-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Skin_aging_research" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Skin_aging_research"> <div class="vector-toc-text"> <span class="vector-toc-numb">11.2</span> <span>Skin aging research</span> </div> </a> <ul id="toc-Skin_aging_research-sublist" class="vector-toc-list"> <li id="toc-Pneumonia" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Pneumonia"> <div class="vector-toc-text"> <span class="vector-toc-numb">11.2.1</span> <span>Pneumonia</span> </div> </a> <ul id="toc-Pneumonia-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> </ul> </li> <li id="toc-Notes" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Notes"> <div class="vector-toc-text"> <span class="vector-toc-numb">12</span> <span>Notes</span> </div> </a> <ul id="toc-Notes-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">13</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-External_links" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#External_links"> <div class="vector-toc-text"> <span class="vector-toc-numb">14</span> <span>External links</span> </div> </a> <ul id="toc-External_links-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Contents" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" class="vector-dropdown-checkbox " aria-label="Toggle the table of contents" > <label id="vector-page-titlebar-toc-label" for="vector-page-titlebar-toc-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only " aria-hidden="true" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">Toggle the table of contents</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Vitamin C</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Go to an article in another language. Available in 95 languages" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-95" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">95 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-af mw-list-item"><a href="https://af.wikipedia.org/wiki/Vitamien_C" title="Vitamien C – Afrikaans" lang="af" hreflang="af" data-title="Vitamien C" data-language-autonym="Afrikaans" data-language-local-name="Afrikaans" class="interlanguage-link-target"><span>Afrikaans</span></a></li><li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D9%81%D9%8A%D8%AA%D8%A7%D9%85%D9%8A%D9%86_%D8%B3%D9%8A" title="فيتامين سي – Arabic" lang="ar" hreflang="ar" data-title="فيتامين سي" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-hyw mw-list-item"><a href="https://hyw.wikipedia.org/wiki/%C2%AB%D5%8D%D5%AB%C2%BB_%D5%AF%D5%A5%D5%B6%D5%BD%D5%A1%D5%B6%D5%AB%D6%82%D5%A9" title="«Սի» կենսանիւթ – Western Armenian" lang="hyw" hreflang="hyw" data-title="«Սի» կենսանիւթ" data-language-autonym="Արեւմտահայերէն" data-language-local-name="Western Armenian" class="interlanguage-link-target"><span>Արեւմտահայերէն</span></a></li><li class="interlanguage-link interwiki-ast mw-list-item"><a href="https://ast.wikipedia.org/wiki/Vitamina_C" title="Vitamina C – Asturian" lang="ast" hreflang="ast" data-title="Vitamina C" data-language-autonym="Asturianu" data-language-local-name="Asturian" class="interlanguage-link-target"><span>Asturianu</span></a></li><li class="interlanguage-link interwiki-az mw-list-item"><a href="https://az.wikipedia.org/wiki/C_vitamini" title="C vitamini – Azerbaijani" lang="az" hreflang="az" data-title="C vitamini" data-language-autonym="Azərbaycanca" data-language-local-name="Azerbaijani" class="interlanguage-link-target"><span>Azərbaycanca</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D9%88%DB%8C%D8%AA%D8%A7%D9%85%DB%8C%D9%86_%D8%AB" title="ویتامین ث – South Azerbaijani" lang="azb" hreflang="azb" data-title="ویتامین ث" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-ban mw-list-item"><a href="https://ban.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Balinese" lang="ban" hreflang="ban" data-title="Vitamin C" data-language-autonym="Basa Bali" data-language-local-name="Balinese" class="interlanguage-link-target"><span>Basa Bali</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%AD%E0%A6%BF%E0%A6%9F%E0%A6%BE%E0%A6%AE%E0%A6%BF%E0%A6%A8_%E0%A6%B8%E0%A6%BF" title="ভিটামিন সি – Bangla" lang="bn" hreflang="bn" data-title="ভিটামিন সি" data-language-autonym="বাংলা" data-language-local-name="Bangla" class="interlanguage-link-target"><span>বাংলা</span></a></li><li class="interlanguage-link interwiki-zh-min-nan mw-list-item"><a href="https://zh-min-nan.wikipedia.org/wiki/B%C3%AE-t%C3%A1-m%C3%ADn_C" title="Bî-tá-mín C – Minnan" lang="nan" hreflang="nan" data-title="Bî-tá-mín C" data-language-autonym="閩南語 / Bân-lâm-gú" data-language-local-name="Minnan" class="interlanguage-link-target"><span>閩南語 / Bân-lâm-gú</span></a></li><li class="interlanguage-link interwiki-be mw-list-item"><a href="https://be.wikipedia.org/wiki/%D0%90%D1%81%D0%BA%D0%B0%D1%80%D0%B1%D1%96%D0%BD%D0%B0%D0%B2%D0%B0%D1%8F_%D0%BA%D1%96%D1%81%D0%BB%D0%B0%D1%82%D0%B0" title="Аскарбінавая кіслата – Belarusian" lang="be" hreflang="be" data-title="Аскарбінавая кіслата" data-language-autonym="Беларуская" data-language-local-name="Belarusian" class="interlanguage-link-target"><span>Беларуская</span></a></li><li class="interlanguage-link interwiki-be-x-old mw-list-item"><a href="https://be-tarask.wikipedia.org/wiki/%D0%92%D1%96%D1%82%D0%B0%D0%BC%D1%96%D0%BD_C" title="Вітамін C – Belarusian (Taraškievica orthography)" lang="be-tarask" hreflang="be-tarask" data-title="Вітамін C" data-language-autonym="Беларуская (тарашкевіца)" data-language-local-name="Belarusian (Taraškievica orthography)" class="interlanguage-link-target"><span>Беларуская (тарашкевіца)</span></a></li><li class="interlanguage-link interwiki-bh mw-list-item"><a href="https://bh.wikipedia.org/wiki/%E0%A4%B5%E0%A4%BF%E0%A4%9F%E0%A4%BE%E0%A4%AE%E0%A4%BF%E0%A4%A8_%E0%A4%B8%E0%A5%80" title="विटामिन सी – Bhojpuri" lang="bh" hreflang="bh" data-title="विटामिन सी" data-language-autonym="भोजपुरी" data-language-local-name="Bhojpuri" class="interlanguage-link-target"><span>भोजपुरी</span></a></li><li class="interlanguage-link interwiki-bcl mw-list-item"><a href="https://bcl.wikipedia.org/wiki/Bitamina_C" title="Bitamina C – Central Bikol" lang="bcl" hreflang="bcl" data-title="Bitamina C" data-language-autonym="Bikol Central" data-language-local-name="Central Bikol" class="interlanguage-link-target"><span>Bikol Central</span></a></li><li class="interlanguage-link interwiki-bg mw-list-item"><a href="https://bg.wikipedia.org/wiki/%D0%92%D0%B8%D1%82%D0%B0%D0%BC%D0%B8%D0%BD_C" title="Витамин C – Bulgarian" lang="bg" hreflang="bg" data-title="Витамин C" data-language-autonym="Български" data-language-local-name="Bulgarian" class="interlanguage-link-target"><span>Български</span></a></li><li class="interlanguage-link interwiki-bs mw-list-item"><a href="https://bs.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Bosnian" lang="bs" hreflang="bs" data-title="Vitamin C" data-language-autonym="Bosanski" data-language-local-name="Bosnian" class="interlanguage-link-target"><span>Bosanski</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Vitamina_C" title="Vitamina C – Catalan" lang="ca" hreflang="ca" data-title="Vitamina C" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Vitam%C3%ADn_C" title="Vitamín C – Czech" lang="cs" hreflang="cs" data-title="Vitamín C" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-cy mw-list-item"><a href="https://cy.wikipedia.org/wiki/Fitamin_C" title="Fitamin C – Welsh" lang="cy" hreflang="cy" data-title="Fitamin C" data-language-autonym="Cymraeg" data-language-local-name="Welsh" class="interlanguage-link-target"><span>Cymraeg</span></a></li><li class="interlanguage-link interwiki-de badge-Q70894304 mw-list-item" title=""><a href="https://de.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – German" lang="de" hreflang="de" data-title="Vitamin C" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-dv mw-list-item"><a href="https://dv.wikipedia.org/wiki/%DE%88%DE%A8%DE%93%DE%A6%DE%89%DE%A8%DE%82%DE%B0_%DE%90%DE%A9" title="ވިޓަމިން ސީ – Divehi" lang="dv" hreflang="dv" data-title="ވިޓަމިން ސީ" data-language-autonym="ދިވެހިބަސް" data-language-local-name="Divehi" class="interlanguage-link-target"><span>ދިވެހިބަސް</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/C-vitamiin" title="C-vitamiin – Estonian" lang="et" hreflang="et" data-title="C-vitamiin" data-language-autonym="Eesti" data-language-local-name="Estonian" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%92%CE%B9%CF%84%CE%B1%CE%BC%CE%AF%CE%BD%CE%B7_C" title="Βιταμίνη C – Greek" lang="el" hreflang="el" data-title="Βιταμίνη C" data-language-autonym="Ελληνικά" data-language-local-name="Greek" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Vitamina_C" title="Vitamina C – Spanish" lang="es" hreflang="es" data-title="Vitamina C" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eo badge-Q70893996 mw-list-item" title=""><a href="https://eo.wikipedia.org/wiki/Vitamino_C" title="Vitamino C – Esperanto" lang="eo" hreflang="eo" data-title="Vitamino C" data-language-autonym="Esperanto" data-language-local-name="Esperanto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/C_bitamina" title="C bitamina – Basque" lang="eu" hreflang="eu" data-title="C bitamina" data-language-autonym="Euskara" data-language-local-name="Basque" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%88%DB%8C%D8%AA%D8%A7%D9%85%DB%8C%D9%86_%D8%AB" title="ویتامین ث – Persian" lang="fa" hreflang="fa" data-title="ویتامین ث" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Vitamine_C" title="Vitamine C – French" lang="fr" hreflang="fr" data-title="Vitamine C" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ga mw-list-item"><a href="https://ga.wikipedia.org/wiki/Aig%C3%A9ad_ascorbach" title="Aigéad ascorbach – Irish" lang="ga" hreflang="ga" data-title="Aigéad ascorbach" data-language-autonym="Gaeilge" data-language-local-name="Irish" class="interlanguage-link-target"><span>Gaeilge</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/Vitamina_C" title="Vitamina C – Galician" lang="gl" hreflang="gl" data-title="Vitamina C" data-language-autonym="Galego" data-language-local-name="Galician" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EB%B9%84%ED%83%80%EB%AF%BC_C" title="비타민 C – Korean" lang="ko" hreflang="ko" data-title="비타민 C" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-ha mw-list-item"><a href="https://ha.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Hausa" lang="ha" hreflang="ha" data-title="Vitamin C" data-language-autonym="Hausa" data-language-local-name="Hausa" class="interlanguage-link-target"><span>Hausa</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D5%8E%D5%AB%D5%BF%D5%A1%D5%B4%D5%AB%D5%B6_C" title="Վիտամին C – Armenian" lang="hy" hreflang="hy" data-title="Վիտամին C" data-language-autonym="Հայերեն" data-language-local-name="Armenian" class="interlanguage-link-target"><span>Հայերեն</span></a></li><li class="interlanguage-link interwiki-hi mw-list-item"><a href="https://hi.wikipedia.org/wiki/%E0%A4%B5%E0%A4%BF%E0%A4%9F%E0%A4%BE%E0%A4%AE%E0%A4%BF%E0%A4%A8_%E0%A4%B8%E0%A5%80" title="विटामिन सी – Hindi" lang="hi" hreflang="hi" data-title="विटामिन सी" data-language-autonym="हिन्दी" data-language-local-name="Hindi" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-hr badge-Q17437796 badge-featuredarticle mw-list-item" title="featured article badge"><a href="https://hr.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Croatian" lang="hr" hreflang="hr" data-title="Vitamin C" data-language-autonym="Hrvatski" data-language-local-name="Croatian" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Indonesian" lang="id" hreflang="id" data-title="Vitamin C" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-is mw-list-item"><a href="https://is.wikipedia.org/wiki/C-v%C3%ADtam%C3%ADn" title="C-vítamín – Icelandic" lang="is" hreflang="is" data-title="C-vítamín" data-language-autonym="Íslenska" data-language-local-name="Icelandic" class="interlanguage-link-target"><span>Íslenska</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Acido_ascorbico" title="Acido ascorbico – Italian" lang="it" hreflang="it" data-title="Acido ascorbico" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%95%D7%99%D7%98%D7%9E%D7%99%D7%9F_C" title="ויטמין C – Hebrew" lang="he" hreflang="he" data-title="ויטמין C" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-jv mw-list-item"><a href="https://jv.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Javanese" lang="jv" hreflang="jv" data-title="Vitamin C" data-language-autonym="Jawa" data-language-local-name="Javanese" class="interlanguage-link-target"><span>Jawa</span></a></li><li class="interlanguage-link interwiki-kn mw-list-item"><a href="https://kn.wikipedia.org/wiki/%E0%B2%B8%E0%B2%BF_%E0%B2%9C%E0%B3%80%E0%B2%B5_%E0%B2%B8%E0%B2%A4%E0%B3%8D%E0%B2%B5" title="ಸಿ ಜೀವ ಸತ್ವ – Kannada" lang="kn" hreflang="kn" data-title="ಸಿ ಜೀವ ಸತ್ವ" data-language-autonym="ಕನ್ನಡ" data-language-local-name="Kannada" class="interlanguage-link-target"><span>ಕನ್ನಡ</span></a></li><li class="interlanguage-link interwiki-ka mw-list-item"><a href="https://ka.wikipedia.org/wiki/%E1%83%90%E1%83%A1%E1%83%99%E1%83%9D%E1%83%A0%E1%83%91%E1%83%98%E1%83%9C%E1%83%98%E1%83%A1_%E1%83%9B%E1%83%9F%E1%83%90%E1%83%95%E1%83%90" title="ასკორბინის მჟავა – Georgian" lang="ka" hreflang="ka" data-title="ასკორბინის მჟავა" data-language-autonym="ქართული" data-language-local-name="Georgian" class="interlanguage-link-target"><span>ქართული</span></a></li><li class="interlanguage-link interwiki-ks mw-list-item"><a href="https://ks.wikipedia.org/wiki/%D9%88%D9%B9%D8%A7%D9%85%D9%86_%D8%B3%DB%8C" title="وٹامن سی – Kashmiri" lang="ks" hreflang="ks" data-title="وٹامن سی" data-language-autonym="कॉशुर / کٲشُر" data-language-local-name="Kashmiri" class="interlanguage-link-target"><span>कॉशुर / کٲشُر</span></a></li><li class="interlanguage-link interwiki-rw mw-list-item"><a href="https://rw.wikipedia.org/wiki/Vitamini_C" title="Vitamini C – Kinyarwanda" lang="rw" hreflang="rw" data-title="Vitamini C" data-language-autonym="Ikinyarwanda" data-language-local-name="Kinyarwanda" class="interlanguage-link-target"><span>Ikinyarwanda</span></a></li><li class="interlanguage-link interwiki-sw mw-list-item"><a href="https://sw.wikipedia.org/wiki/Vitamini_C" title="Vitamini C – Swahili" lang="sw" hreflang="sw" data-title="Vitamini C" data-language-autonym="Kiswahili" data-language-local-name="Swahili" class="interlanguage-link-target"><span>Kiswahili</span></a></li><li class="interlanguage-link interwiki-ky mw-list-item"><a href="https://ky.wikipedia.org/wiki/%D0%92%D0%B8%D1%82%D0%B0%D0%BC%D0%B8%D0%BD_C" title="Витамин C – Kyrgyz" lang="ky" hreflang="ky" data-title="Витамин C" data-language-autonym="Кыргызча" data-language-local-name="Kyrgyz" class="interlanguage-link-target"><span>Кыргызча</span></a></li><li class="interlanguage-link interwiki-la mw-list-item"><a href="https://la.wikipedia.org/wiki/Vitaminum_C" title="Vitaminum C – Latin" lang="la" hreflang="la" data-title="Vitaminum C" data-language-autonym="Latina" data-language-local-name="Latin" class="interlanguage-link-target"><span>Latina</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/C_vitam%C4%ABns" title="C vitamīns – Latvian" lang="lv" hreflang="lv" data-title="C vitamīns" data-language-autonym="Latviešu" data-language-local-name="Latvian" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-lt mw-list-item"><a href="https://lt.wikipedia.org/wiki/Vitaminas_C" title="Vitaminas C – Lithuanian" lang="lt" hreflang="lt" data-title="Vitaminas C" data-language-autonym="Lietuvių" data-language-local-name="Lithuanian" class="interlanguage-link-target"><span>Lietuvių</span></a></li><li class="interlanguage-link interwiki-mk mw-list-item"><a href="https://mk.wikipedia.org/wiki/%D0%92%D0%B8%D1%82%D0%B0%D0%BC%D0%B8%D0%BD_%D0%A6" title="Витамин Ц – Macedonian" lang="mk" hreflang="mk" data-title="Витамин Ц" data-language-autonym="Македонски" data-language-local-name="Macedonian" class="interlanguage-link-target"><span>Македонски</span></a></li><li class="interlanguage-link interwiki-ml mw-list-item"><a href="https://ml.wikipedia.org/wiki/%E0%B4%9C%E0%B5%80%E0%B4%B5%E0%B4%95%E0%B4%82_%E0%B4%B8%E0%B4%BF" title="ജീവകം സി – Malayalam" lang="ml" hreflang="ml" data-title="ജീവകം സി" data-language-autonym="മലയാളം" data-language-local-name="Malayalam" class="interlanguage-link-target"><span>മലയാളം</span></a></li><li class="interlanguage-link interwiki-mr mw-list-item"><a href="https://mr.wikipedia.org/wiki/%E0%A4%95-%E0%A4%9C%E0%A5%80%E0%A4%B5%E0%A4%A8%E0%A4%B8%E0%A4%A4%E0%A5%8D%E0%A4%A4%E0%A5%8D%E0%A4%B5" title="क-जीवनसत्त्व – Marathi" lang="mr" hreflang="mr" data-title="क-जीवनसत्त्व" data-language-autonym="मराठी" data-language-local-name="Marathi" class="interlanguage-link-target"><span>मराठी</span></a></li><li class="interlanguage-link interwiki-arz mw-list-item"><a href="https://arz.wikipedia.org/wiki/%D9%81%D9%8A%D8%AA%D8%A7%D9%85%D9%8A%D9%86_%D8%B3%D9%89" title="فيتامين سى – Egyptian Arabic" lang="arz" hreflang="arz" data-title="فيتامين سى" data-language-autonym="مصرى" data-language-local-name="Egyptian Arabic" class="interlanguage-link-target"><span>مصرى</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Malay" lang="ms" hreflang="ms" data-title="Vitamin C" data-language-autonym="Bahasa Melayu" data-language-local-name="Malay" class="interlanguage-link-target"><span>Bahasa Melayu</span></a></li><li class="interlanguage-link interwiki-nl badge-Q70894304 mw-list-item" title=""><a href="https://nl.wikipedia.org/wiki/Vitamine_C" title="Vitamine C – Dutch" lang="nl" hreflang="nl" data-title="Vitamine C" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ne mw-list-item"><a href="https://ne.wikipedia.org/wiki/%E0%A4%AD%E0%A4%BF%E0%A4%9F%E0%A4%BE%E0%A4%AE%E0%A4%BF%E0%A4%A8_%E0%A4%B8%E0%A5%80" title="भिटामिन सी – Nepali" lang="ne" hreflang="ne" data-title="भिटामिन सी" data-language-autonym="नेपाली" data-language-local-name="Nepali" class="interlanguage-link-target"><span>नेपाली</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%93%E3%82%BF%E3%83%9F%E3%83%B3C" title="ビタミンC – Japanese" lang="ja" hreflang="ja" data-title="ビタミンC" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Vitamin C" data-language-autonym="Norsk bokmål" data-language-local-name="Norwegian Bokmål" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-nn mw-list-item"><a href="https://nn.wikipedia.org/wiki/C-vitamin" title="C-vitamin – Norwegian Nynorsk" lang="nn" hreflang="nn" data-title="C-vitamin" data-language-autonym="Norsk nynorsk" data-language-local-name="Norwegian Nynorsk" class="interlanguage-link-target"><span>Norsk nynorsk</span></a></li><li class="interlanguage-link interwiki-oc mw-list-item"><a href="https://oc.wikipedia.org/wiki/Vitamina_C" title="Vitamina C – Occitan" lang="oc" hreflang="oc" data-title="Vitamina C" data-language-autonym="Occitan" data-language-local-name="Occitan" class="interlanguage-link-target"><span>Occitan</span></a></li><li class="interlanguage-link interwiki-or mw-list-item"><a href="https://or.wikipedia.org/wiki/%E0%AC%9C%E0%AD%80%E0%AC%AC%E0%AC%B8%E0%AC%BE%E0%AC%B0_%E0%AC%97" title="ଜୀବସାର ଗ – Odia" lang="or" hreflang="or" data-title="ଜୀବସାର ଗ" data-language-autonym="ଓଡ଼ିଆ" data-language-local-name="Odia" class="interlanguage-link-target"><span>ଓଡ଼ିଆ</span></a></li><li class="interlanguage-link interwiki-uz mw-list-item"><a href="https://uz.wikipedia.org/wiki/Askorbin_kislota" title="Askorbin kislota – Uzbek" lang="uz" hreflang="uz" data-title="Askorbin kislota" data-language-autonym="Oʻzbekcha / ўзбекча" data-language-local-name="Uzbek" class="interlanguage-link-target"><span>Oʻzbekcha / ўзбекча</span></a></li><li class="interlanguage-link interwiki-pa mw-list-item"><a href="https://pa.wikipedia.org/wiki/%E0%A8%B5%E0%A8%BF%E0%A8%9F%E0%A8%BE%E0%A8%AE%E0%A8%BF%E0%A8%A8_%E0%A8%B8%E0%A9%80" title="ਵਿਟਾਮਿਨ ਸੀ – Punjabi" lang="pa" hreflang="pa" data-title="ਵਿਟਾਮਿਨ ਸੀ" data-language-autonym="ਪੰਜਾਬੀ" data-language-local-name="Punjabi" class="interlanguage-link-target"><span>ਪੰਜਾਬੀ</span></a></li><li class="interlanguage-link interwiki-ps mw-list-item"><a href="https://ps.wikipedia.org/wiki/%D9%88%D9%8A%D9%BC%D8%A7%D9%85%D9%86_%D8%B3%D9%8A" title="ويټامن سي – Pashto" lang="ps" hreflang="ps" data-title="ويټامن سي" data-language-autonym="پښتو" data-language-local-name="Pashto" class="interlanguage-link-target"><span>پښتو</span></a></li><li class="interlanguage-link interwiki-pl badge-Q70894304 mw-list-item" title=""><a href="https://pl.wikipedia.org/wiki/Witamina_C" title="Witamina C – Polish" lang="pl" hreflang="pl" data-title="Witamina C" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Vitamina_C" title="Vitamina C – Portuguese" lang="pt" hreflang="pt" data-title="Vitamina C" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Vitamina_C" title="Vitamina C – Romanian" lang="ro" hreflang="ro" data-title="Vitamina C" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru badge-Q70894304 mw-list-item" title=""><a href="https://ru.wikipedia.org/wiki/%D0%92%D0%B8%D1%82%D0%B0%D0%BC%D0%B8%D0%BD_%D0%A1" title="Витамин С – Russian" lang="ru" hreflang="ru" data-title="Витамин С" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sq mw-list-item"><a href="https://sq.wikipedia.org/wiki/Vitamina_C" title="Vitamina C – Albanian" lang="sq" hreflang="sq" data-title="Vitamina C" data-language-autonym="Shqip" data-language-local-name="Albanian" class="interlanguage-link-target"><span>Shqip</span></a></li><li class="interlanguage-link interwiki-scn mw-list-item"><a href="https://scn.wikipedia.org/wiki/Ascurbatu" title="Ascurbatu – Sicilian" lang="scn" hreflang="scn" data-title="Ascurbatu" data-language-autonym="Sicilianu" data-language-local-name="Sicilian" class="interlanguage-link-target"><span>Sicilianu</span></a></li><li class="interlanguage-link interwiki-si mw-list-item"><a href="https://si.wikipedia.org/wiki/%E0%B7%80%E0%B7%92%E0%B6%A7%E0%B6%B8%E0%B7%92%E0%B6%B1%E0%B7%8A_C" title="විටමින් C – Sinhala" lang="si" hreflang="si" data-title="විටමින් C" data-language-autonym="සිංහල" data-language-local-name="Sinhala" class="interlanguage-link-target"><span>සිංහල</span></a></li><li class="interlanguage-link interwiki-simple mw-list-item"><a href="https://simple.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Simple English" lang="en-simple" hreflang="en-simple" data-title="Vitamin C" data-language-autonym="Simple English" data-language-local-name="Simple English" class="interlanguage-link-target"><span>Simple English</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Kyselina_askorbov%C3%A1" title="Kyselina askorbová – Slovak" lang="sk" hreflang="sk" data-title="Kyselina askorbová" data-language-autonym="Slovenčina" data-language-local-name="Slovak" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Slovenian" lang="sl" hreflang="sl" data-title="Vitamin C" data-language-autonym="Slovenščina" data-language-local-name="Slovenian" class="interlanguage-link-target"><span>Slovenščina</span></a></li><li class="interlanguage-link interwiki-ckb mw-list-item"><a href="https://ckb.wikipedia.org/wiki/%DA%A4%DB%8C%D8%AA%D8%A7%D9%85%DB%8C%D9%86_%D8%B3%DB%8C" title="ڤیتامین سی – Central Kurdish" lang="ckb" hreflang="ckb" data-title="ڤیتامین سی" data-language-autonym="کوردی" data-language-local-name="Central Kurdish" class="interlanguage-link-target"><span>کوردی</span></a></li><li class="interlanguage-link interwiki-sr badge-Q17437796 badge-featuredarticle mw-list-item" title="featured article badge"><a href="https://sr.wikipedia.org/wiki/%D0%92%D0%B8%D1%82%D0%B0%D0%BC%D0%B8%D0%BD_%D0%A6" title="Витамин Ц – Serbian" lang="sr" hreflang="sr" data-title="Витамин Ц" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Vitamin C" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-su mw-list-item"><a href="https://su.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Sundanese" lang="su" hreflang="su" data-title="Vitamin C" data-language-autonym="Sunda" data-language-local-name="Sundanese" class="interlanguage-link-target"><span>Sunda</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/C-vitamiini" title="C-vitamiini – Finnish" lang="fi" hreflang="fi" data-title="C-vitamiini" data-language-autonym="Suomi" data-language-local-name="Finnish" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Askorbinsyra" title="Askorbinsyra – Swedish" lang="sv" hreflang="sv" data-title="Askorbinsyra" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-tl mw-list-item"><a href="https://tl.wikipedia.org/wiki/Bitamina_C" title="Bitamina C – Tagalog" lang="tl" hreflang="tl" data-title="Bitamina C" data-language-autonym="Tagalog" data-language-local-name="Tagalog" class="interlanguage-link-target"><span>Tagalog</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/%E0%AE%89%E0%AE%AF%E0%AE%BF%E0%AE%B0%E0%AF%8D%E0%AE%9A%E0%AF%8D%E0%AE%9A%E0%AE%A4%E0%AF%8D%E0%AE%A4%E0%AF%81_%E0%AE%9A%E0%AE%BF" title="உயிர்ச்சத்து சி – Tamil" lang="ta" hreflang="ta" data-title="உயிர்ச்சத்து சி" data-language-autonym="தமிழ்" data-language-local-name="Tamil" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-tt mw-list-item"><a href="https://tt.wikipedia.org/wiki/%D0%90%D1%81%D0%BA%D0%BE%D1%80%D0%B1%D0%B8%D0%BD_%D3%99%D1%87%D0%B5%D0%BB%D0%B5%D0%B3%D0%B5" title="Аскорбин әчелеге – Tatar" lang="tt" hreflang="tt" data-title="Аскорбин әчелеге" data-language-autonym="Татарча / tatarça" data-language-local-name="Tatar" class="interlanguage-link-target"><span>Татарча / tatarça</span></a></li><li class="interlanguage-link interwiki-te mw-list-item"><a href="https://te.wikipedia.org/wiki/%E0%B0%B5%E0%B0%BF%E0%B0%9F%E0%B0%AE%E0%B0%BF%E0%B0%A8%E0%B1%8D_%E0%B0%B8%E0%B0%BF" title="విటమిన్ సి – Telugu" lang="te" hreflang="te" data-title="విటమిన్ సి" data-language-autonym="తెలుగు" data-language-local-name="Telugu" class="interlanguage-link-target"><span>తెలుగు</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B8%A7%E0%B8%B4%E0%B8%95%E0%B8%B2%E0%B8%A1%E0%B8%B4%E0%B8%99%E0%B8%8B%E0%B8%B5" title="วิตามินซี – Thai" lang="th" hreflang="th" data-title="วิตามินซี" data-language-autonym="ไทย" data-language-local-name="Thai" class="interlanguage-link-target"><span>ไทย</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/C_vitamini" title="C vitamini – Turkish" lang="tr" hreflang="tr" data-title="C vitamini" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-tyv mw-list-item"><a href="https://tyv.wikipedia.org/wiki/%D0%92%D0%98%D0%A2%D0%90%D0%9C%D0%98%D0%9D_%D0%A1" title="ВИТАМИН С – Tuvinian" lang="tyv" hreflang="tyv" data-title="ВИТАМИН С" data-language-autonym="Тыва дыл" data-language-local-name="Tuvinian" class="interlanguage-link-target"><span>Тыва дыл</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%92%D1%96%D1%82%D0%B0%D0%BC%D1%96%D0%BD_C" title="Вітамін C – Ukrainian" lang="uk" hreflang="uk" data-title="Вітамін C" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-ur mw-list-item"><a href="https://ur.wikipedia.org/wiki/%D8%AD%DB%8C%D8%A7%D8%AA%DB%8C%D9%86_%D8%AC" title="حیاتین ج – Urdu" lang="ur" hreflang="ur" data-title="حیاتین ج" data-language-autonym="اردو" data-language-local-name="Urdu" class="interlanguage-link-target"><span>اردو</span></a></li><li class="interlanguage-link interwiki-ug mw-list-item"><a href="https://ug.wikipedia.org/wiki/%DB%8B%D9%89%D8%AA%D8%A7%D9%85%D9%89%D9%86_C" title="ۋىتامىن C – Uyghur" lang="ug" hreflang="ug" data-title="ۋىتامىن C" data-language-autonym="ئۇيغۇرچە / Uyghurche" data-language-local-name="Uyghur" class="interlanguage-link-target"><span>ئۇيغۇرچە / Uyghurche</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Vitamin_C" title="Vitamin C – Vietnamese" lang="vi" hreflang="vi" data-title="Vitamin C" data-language-autonym="Tiếng Việt" data-language-local-name="Vietnamese" class="interlanguage-link-target"><span>Tiếng Việt</span></a></li><li class="interlanguage-link interwiki-war mw-list-item"><a href="https://war.wikipedia.org/wiki/Bitamina_C" title="Bitamina C – Waray" lang="war" hreflang="war" data-title="Bitamina C" data-language-autonym="Winaray" data-language-local-name="Waray" class="interlanguage-link-target"><span>Winaray</span></a></li><li class="interlanguage-link interwiki-wuu mw-list-item"><a href="https://wuu.wikipedia.org/wiki/%E7%BB%B4%E7%94%9F%E7%B4%A0C" title="维生素C – Wu" lang="wuu" hreflang="wuu" data-title="维生素C" data-language-autonym="吴语" data-language-local-name="Wu" class="interlanguage-link-target"><span>吴语</span></a></li><li class="interlanguage-link interwiki-yi mw-list-item"><a href="https://yi.wikipedia.org/wiki/%D7%95%D7%95%D7%99%D7%98%D7%90%D7%9E%D7%99%D7%9F_C" title="וויטאמין C – Yiddish" lang="yi" hreflang="yi" data-title="וויטאמין C" data-language-autonym="ייִדיש" data-language-local-name="Yiddish" class="interlanguage-link-target"><span>ייִדיש</span></a></li><li class="interlanguage-link interwiki-zh-yue mw-list-item"><a href="https://zh-yue.wikipedia.org/wiki/%E7%B6%AD%E4%BB%96%E5%91%BDC" title="維他命C – Cantonese" lang="yue" hreflang="yue" data-title="維他命C" data-language-autonym="粵語" data-language-local-name="Cantonese" class="interlanguage-link-target"><span>粵語</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E7%BB%B4%E7%94%9F%E7%B4%A0C" title="维生素C – Chinese" lang="zh" hreflang="zh" data-title="维生素C" data-language-autonym="中文" data-language-local-name="Chinese" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q199678#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Namespaces"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div 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.infobox .navbar{font-size:100%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .infobox-full-data:not(.notheme)>div:not(.notheme)[style]{background:#1f1f23!important;color:#f8f9fa}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .infobox-full-data:not(.notheme) div:not(.notheme){background:#1f1f23!important;color:#f8f9fa}}@media(min-width:640px){body.skin--responsive .mw-parser-output .infobox-table{display:table!important}body.skin--responsive .mw-parser-output .infobox-table>caption{display:table-caption!important}body.skin--responsive .mw-parser-output .infobox-table>tbody{display:table-row-group}body.skin--responsive .mw-parser-output .infobox-table tr{display:table-row!important}body.skin--responsive .mw-parser-output .infobox-table th,body.skin--responsive .mw-parser-output .infobox-table td{padding-left:inherit;padding-right:inherit}}</style><table class="infobox" style="border-spacing:2px;"><caption class="infobox-title"><span title="International nonproprietary name (INN): Ascorbic acid">Ascorbic acid</span></caption><tbody><tr><td colspan="2" class="infobox-image notheme" style="background-color: #f8f9fa;"><span class="mw-default-size" typeof="mw:File/Frameless"><a href="/wiki/File:L-Ascorbic_acid.svg" class="mw-file-description"><img alt="Natta projection of structural formula for L-ascorbic acid" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e7/L-Ascorbic_acid.svg/220px-L-Ascorbic_acid.svg.png" decoding="async" width="220" height="130" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e7/L-Ascorbic_acid.svg/330px-L-Ascorbic_acid.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e7/L-Ascorbic_acid.svg/440px-L-Ascorbic_acid.svg.png 2x" data-file-width="620" data-file-height="367" /></a></span></td></tr><tr><td colspan="2" class="infobox-image notheme" style="background-color: #f8f9fa;"><span class="mw-default-size" typeof="mw:File/Frameless"><a href="/wiki/File:Ascorbic-acid-from-xtal-1997-3D-balls.png" class="mw-file-description"><img alt="Ball-and-stick model of L-ascorbic acid" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/ca/Ascorbic-acid-from-xtal-1997-3D-balls.png/220px-Ascorbic-acid-from-xtal-1997-3D-balls.png" decoding="async" width="220" height="172" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/ca/Ascorbic-acid-from-xtal-1997-3D-balls.png/330px-Ascorbic-acid-from-xtal-1997-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/ca/Ascorbic-acid-from-xtal-1997-3D-balls.png/440px-Ascorbic-acid-from-xtal-1997-3D-balls.png 2x" data-file-width="1100" data-file-height="862" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Clinical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">Pronunciation</th><td class="infobox-data"><span class="rt-commentedText nowrap"><span class="IPA nopopups noexcerpt" lang="en-fonipa"><a href="/wiki/Help:IPA/English" title="Help:IPA/English">/<span style="border-bottom:1px dotted"><span title="/ə/: &#39;a&#39; in &#39;about&#39;">ə</span><span title="/ˈ/: primary stress follows">ˈ</span><span title="&#39;s&#39; in &#39;sigh&#39;">s</span><span title="&#39;k&#39; in &#39;kind&#39;">k</span><span title="/ɔːr/: &#39;ar&#39; in &#39;war&#39;">ɔːr</span><span title="&#39;b&#39; in &#39;buy&#39;">b</span><span title="/ɪ/: &#39;i&#39; in &#39;kit&#39;">ɪ</span><span title="&#39;k&#39; in &#39;kind&#39;">k</span></span>/</a></span></span>, <span class="rt-commentedText nowrap"><span class="IPA nopopups noexcerpt" lang="en-fonipa"><a href="/wiki/Help:IPA/English" title="Help:IPA/English">/<span style="border-bottom:1px dotted"><span title="/ə/: &#39;a&#39; in &#39;about&#39;">ə</span><span title="/ˈ/: primary stress follows">ˈ</span><span title="&#39;s&#39; in &#39;sigh&#39;">s</span><span title="&#39;k&#39; in &#39;kind&#39;">k</span><span title="/ɔːr/: &#39;ar&#39; in &#39;war&#39;">ɔːr</span><span title="&#39;b&#39; in &#39;buy&#39;">b</span><span title="/eɪ/: &#39;a&#39; in &#39;face&#39;">eɪ</span><span title="&#39;t&#39; in &#39;tie&#39;">t</span></span>,<span class="wrap"> </span>-<span style="border-bottom:1px dotted"><span title="&#39;b&#39; in &#39;buy&#39;">b</span><span title="/ɪ/: &#39;i&#39; in &#39;kit&#39;">ɪ</span><span title="&#39;t&#39; in &#39;tie&#39;">t</span></span>/</a></span></span>&#x20;</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_nomenclature#Trade_names" title="Drug nomenclature">Trade names</a></th><td class="infobox-data">Ascor, Cecon, Cevalin, others</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">Other names</th><td class="infobox-data"><style data-mw-deduplicate="TemplateStyles:r920966791">.mw-parser-output span.smallcaps{font-variant:small-caps}.mw-parser-output span.smallcaps-smaller{font-size:85%}</style><span class="smallcaps">l</span>-ascorbic acid, ascorbic acid, ascorbate</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/American_Society_of_Health-System_Pharmacists" title="American Society of Health-System Pharmacists">AHFS</a>/<a href="/wiki/Drugs.com" title="Drugs.com">Drugs.com</a></th><td class="infobox-data"><span title="www.drugs.com"><a rel="nofollow" class="external text" href="https://www.drugs.com/monograph/ascorbic-acid.html">Monograph</a></span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/MedlinePlus" title="MedlinePlus">MedlinePlus</a></th><td class="infobox-data"><span title="medlineplus.gov"><a rel="nofollow" class="external text" href="https://medlineplus.gov/druginfo/meds/a682583.html">a682583</a></span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">License data</a></th><td class="infobox-data"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"> <ul><li><small><abbr class="country-name" title="United States">US</abbr></small>&#160;<a href="/wiki/DailyMed" title="DailyMed">DailyMed</a>:&#160;<span title="dailymed.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://dailymed.nlm.nih.gov/dailymed/search.cfm?labeltype=all&amp;query=Ascorbic+acid">Ascorbic acid</a></span></li></ul></div> </td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Route_of_administration" title="Route of administration">Routes of<br />administration</a></th><td class="infobox-data"><a href="/wiki/Oral_administration" title="Oral administration">By mouth</a>, <a href="/wiki/Intramuscular_injection" title="Intramuscular injection">intramuscular</a> (IM), <a href="/wiki/Intravenous_therapy" title="Intravenous therapy">intravenous</a> (IV), <a href="/wiki/Subcutaneous_injection" class="mw-redirect" title="Subcutaneous injection">subcutaneous</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a href="/wiki/ATC_code_A11" title="ATC code A11">A11GA01</a>&#x20;(<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=A11GA01">WHO</a></span>)&#x20;<a href="/wiki/ATC_code_A11" title="ATC code A11">A11GB01</a>&#x20;(<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=A11GB01">WHO</a></span>) <a href="/wiki/ATC_code_G01" title="ATC code G01">G01AD03</a>&#x20;(<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=G01AD03">WHO</a></span>) <a href="/wiki/ATC_code_S01" title="ATC code S01">S01XA15</a>&#x20;(<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=S01XA15">WHO</a></span>)</li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Legal status</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">Legal status</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"> <ul><li><small><abbr class="country-name" title="Australia">AU</abbr>:</small>&#x20;Unscheduled</li> <li><small><abbr class="country-name" title="United Kingdom">UK</abbr>:</small>&#x20;<a href="/wiki/Prescription_drug" title="Prescription drug">POM</a> (Prescription only)&#x20;/&#160;GSL<sup id="cite_ref-(emc)-2015_1-0" class="reference"><a href="#cite_note-(emc)-2015-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-(emc)-2018_2-0" class="reference"><a href="#cite_note-(emc)-2018-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup></li> <li><small><abbr class="country-name" title="United States">US</abbr>:</small>&#x20;<a href="/wiki/Prescription_drug" title="Prescription drug">℞-only</a>&#x20;/&#160;OTC/&#160;Dietary Supplement<sup id="cite_ref-DailyMed-2020_3-0" class="reference"><a href="#cite_note-DailyMed-2020-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup></li></ul></div> </td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd"><a href="/wiki/Pharmacokinetics" title="Pharmacokinetics">Pharmacokinetic</a> data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Bioavailability" title="Bioavailability">Bioavailability</a></th><td class="infobox-data">Rapid, diminishes as dose increases<sup id="cite_ref-NIH2021_4-0" class="reference"><a href="#cite_note-NIH2021-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Plasma_protein_binding" title="Plasma protein binding">Protein binding</a></th><td class="infobox-data">Negligible</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Biological_half-life" title="Biological half-life">Elimination <span class="nowrap">half-life</span></a></th><td class="infobox-data">Varies according to plasma concentration</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Excretion" title="Excretion">Excretion</a></th><td class="infobox-data"><a href="/wiki/Kidney" title="Kidney">Kidney</a></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Identifiers</th></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/IUPAC_nomenclature_of_chemistry" title="IUPAC nomenclature of chemistry">IUPAC name</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all; text-align:left; padding-left:1.5em; text-indent:-1.5em;"><li style="line-height: inherit; margin: 0"><div style="font-size: 97%;"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-<i>threo</i>-Hex-2-enono-1,4-lactone<br /><i>or</i><br />(<i>R</i>)-3,4-Dihydroxy-5-((<i>S</i>)- 1,2-dihydroxyethyl)furan-2(5<i>H</i>)-one</div></li></ul> </div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=50-81-7">50-81-7</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li><li>as salt:&#160;<span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=134-03-2">134-03-2</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/PubChem#CID" title="PubChem">PubChem</a> <span style="font-weight:normal"><abbr title="Compound ID">CID</abbr></span></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/54670067">54670067</a></span></li><li>as salt:&#x20;<span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/23667548">23667548</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Guide_to_Pharmacology" title="Guide to Pharmacology">IUPHAR/BPS</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.guidetopharmacology.org"><a rel="nofollow" class="external text" href="https://www.guidetopharmacology.org/GRAC/LigandDisplayForward?ligandId=4781">4781</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.drugbank.ca"><a rel="nofollow" class="external text" href="https://www.drugbank.ca/drugs/DB00126">DB00126</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li><li>as salt:&#160;<span title="www.drugbank.ca"><a rel="nofollow" class="external text" href="https://www.drugbank.ca/drugs/DB14482">DB14482</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.10189562.html">10189562</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li><li>as salt:&#x20;<span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.16736174.html">16736174</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/PQ6CK8PD0R">PQ6CK8PD0R</a></span></li><li>as salt:&#160;<span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/S033EH8359">S033EH8359</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/KEGG" title="KEGG">KEGG</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.kegg.jp"><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/D00018">D00018</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li><li>as salt:&#160;<span title="www.kegg.jp"><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/D05853">D05853</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:29073">CHEBI:29073</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li><li>as salt:&#160;<span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:113451">CHEBI:113451</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembl/explore/compound/ChEMBL196">ChEMBL196</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li><li>as salt:&#160;<span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembl/explore/compound/ChEMBL591665">ChEMBL591665</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/NIAID_ChemDB" title="NIAID ChemDB">NIAID ChemDB</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemdb.niaid.nih.gov"><a rel="nofollow" class="external text" href="https://chemdb.niaid.nih.gov/CompoundDetails.aspx?AIDSNO=002072">002072</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Protein_Data_Bank" title="Protein Data Bank">PDB ligand</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>ASC (<span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/pdbe-srv/PDBeXplore/ligand/?ligand=ASC">PDBe</a></span>, <span title="www.rcsb.org"><a rel="nofollow" class="external text" href="https://www.rcsb.org/ligand/ASC">RCSB&#160;PDB</a></span>)</li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/E_number" title="E number"><span title="E number (food additive code)">E number</span></a></th><td class="infobox-data">E300 <a href="/wiki/E_number#E300–E399" title="E number">(antioxidants, ...)</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q199678#P628" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID5020106">DTXSID5020106</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q199678#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a></th><td class="infobox-data"><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.000.061">100.000.061</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q199678#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Chemical and physical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chemical_formula" title="Chemical formula">Formula</a></th><td class="infobox-data"><span title="Carbon">C</span><sub>6</sub><span title="Hydrogen">H</span><sub>8</sub><span title="Oxygen">O</span><sub>6</sub></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a></th><td class="infobox-data"><span class="nowrap"><span data-sort-value="7002176124000000000♠"></span>176.124</span>&#160;g·mol<sup>−1</sup></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=OC%5BC%40H%5D%28O%29%5BC%40H%5D1OC%28%3DO%29C%28O%29%3DC1O">Interactive image</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Density" title="Density">Density</a></th><td class="infobox-data">1.694&#160;g/cm<sup>3</sup></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Melting_point" title="Melting point">Melting point</a></th><td class="infobox-data">190 to 192&#160;°C (374 to 378&#160;°F)</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a></th><td class="infobox-data">552.7&#160;°C (1,026.9&#160;°F) <sup id="cite_ref-Chem-Spider-2020-Vitamin-C_5-0" class="reference"><a href="#cite_note-Chem-Spider-2020-Vitamin-C-5"><span class="cite-bracket">&#91;</span>5<span class="cite-bracket">&#93;</span></a></sup></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">OC[C@H](O)[C@H]1OC(=O)C(O)=C1O</div></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1<sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></li><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">Key:CIWBSHSKHKDKBQ-JLAZNSOCSA-N<sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-below"><style data-mw-deduplicate="TemplateStyles:r886047488">.mw-parser-output .nobold{font-weight:normal}</style><span class="nobold">&#160;&#160;<span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&amp;rev1=477315393&amp;page2=Vitamin+C">(verify)</a></span></span></td></tr></tbody></table> <p><b>Vitamin C</b> (also known as <a href="/wiki/Chemistry_of_ascorbic_acid" title="Chemistry of ascorbic acid">ascorbic acid</a> and <b>ascorbate</b>) is a water-soluble <a href="/wiki/Vitamin" title="Vitamin">vitamin</a> found in <a href="/wiki/Citrus" title="Citrus">citrus</a> and other fruits, berries and vegetables. It is also a <a href="/wiki/Generic_drug" title="Generic drug">generic</a> prescription medication and in some countries is sold as a non-prescription <a href="/wiki/Dietary_supplement" title="Dietary supplement">dietary supplement</a>. As a therapy, it is used to prevent and treat <a href="/wiki/Scurvy" title="Scurvy">scurvy</a>, a disease caused by <a href="/wiki/Vitamin_C_deficiency" class="mw-redirect" title="Vitamin C deficiency">vitamin C deficiency</a>. </p><p>Vitamin C is an <a href="/wiki/Nutrient#Essential_nutrients" title="Nutrient">essential nutrient</a> involved in the repair of <a href="/wiki/Tissue_(biology)" title="Tissue (biology)">tissue</a>, the formation of <a href="/wiki/Collagen" title="Collagen">collagen</a>, and the <a href="/wiki/Enzyme" title="Enzyme">enzymatic</a> production of certain <a href="/wiki/Neurotransmitter" title="Neurotransmitter">neurotransmitters</a>. It is required for the functioning of several enzymes and is important for <a href="/wiki/Immune_system" title="Immune system">immune system</a> function.<sup id="cite_ref-lpi2018_6-0" class="reference"><a href="#cite_note-lpi2018-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup> It also functions as an <a href="/wiki/Antioxidant" title="Antioxidant">antioxidant</a>. Vitamin C may be taken by mouth or by intramuscular, subcutaneous or intravenous injection. Various <a href="/wiki/Health_claim" title="Health claim">health claims</a> exist on the basis that moderate vitamin C deficiency increases disease risk, such as for the <a href="/wiki/Common_cold" title="Common cold">common cold</a>, <a href="/wiki/Cancer" title="Cancer">cancer</a> or <a href="/wiki/COVID-19" title="COVID-19">COVID-19</a>.<sup class="noprint Inline-Template" style="margin-left:0.1em; white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Please_clarify" title="Wikipedia:Please clarify"><span title="The text near this tag may need clarification or removal of jargon. (May 2024)">clarification needed</span></a></i>&#93;</sup> There are also claims of benefits from vitamin C supplementation in excess of the <a href="/wiki/Dietary_Reference_Intake" title="Dietary Reference Intake">recommended dietary intake</a> for people who are not considered vitamin C deficient.<sup class="noprint Inline-Template" style="margin-left:0.1em; white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Please_clarify" title="Wikipedia:Please clarify"><span title="The text near this tag may need clarification or removal of jargon. (May 2024)">clarification needed</span></a></i>&#93;</sup> Vitamin C is generally well tolerated. Large doses may cause <a href="/wiki/Gastrointestinal_disease" title="Gastrointestinal disease">gastrointestinal discomfort</a>, headache, trouble sleeping, and flushing of the skin. The United States <a href="/wiki/National_Academy_of_Medicine" title="National Academy of Medicine">Institute of Medicine</a> recommends against consuming large amounts.<sup id="cite_ref-DRItext_7-0" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 155–165">&#58;&#8202;155–165&#8202;</span></sup> </p><p>Most animals are able to <a href="#Synthesis">synthesize their own vitamin C</a>. However, <a href="/wiki/Ape" title="Ape">apes</a> (including humans) and monkeys (but not all <a href="/wiki/Primates" class="mw-redirect" title="Primates">primates</a>), most <a href="/wiki/Bat" title="Bat">bats</a>, most fish, some rodents, and certain other animals must acquire it from dietary sources because a gene for a synthesis enzyme has mutations that render it dysfunctional. </p><p>Vitamin C was discovered in 1912, isolated in 1928, and in 1933, was the first vitamin to be <a href="/wiki/Chemical_synthesis" title="Chemical synthesis">chemically produced</a>. Partly for its discovery, <a href="/wiki/Albert_Szent-Gy%C3%B6rgyi" title="Albert Szent-Györgyi">Albert Szent-Györgyi</a> was awarded the 1937 <a href="/wiki/Nobel_Prize_in_Physiology_or_Medicine" title="Nobel Prize in Physiology or Medicine">Nobel Prize in Physiology or Medicine</a>. </p> <style data-mw-deduplicate="TemplateStyles:r886046785">.mw-parser-output .toclimit-2 .toclevel-1 ul,.mw-parser-output .toclimit-3 .toclevel-2 ul,.mw-parser-output .toclimit-4 .toclevel-3 ul,.mw-parser-output .toclimit-5 .toclevel-4 ul,.mw-parser-output .toclimit-6 .toclevel-5 ul,.mw-parser-output .toclimit-7 .toclevel-6 ul{display:none}</style><div class="toclimit-3"><meta property="mw:PageProp/toc" /></div> <div class="mw-heading mw-heading2"><h2 id="Chemistry">Chemistry</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=1" title="Edit section: Chemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="skin-invert-image"> <style data-mw-deduplicate="TemplateStyles:r1237032888/mw-parser-output/.tmulti">.mw-parser-output .tmulti .multiimageinner{display:flex;flex-direction:column}.mw-parser-output .tmulti .trow{display:flex;flex-direction:row;clear:left;flex-wrap:wrap;width:100%;box-sizing:border-box}.mw-parser-output .tmulti .tsingle{margin:1px;float:left}.mw-parser-output .tmulti .theader{clear:both;font-weight:bold;text-align:center;align-self:center;background-color:transparent;width:100%}.mw-parser-output .tmulti .thumbcaption{background-color:transparent}.mw-parser-output .tmulti .text-align-left{text-align:left}.mw-parser-output .tmulti .text-align-right{text-align:right}.mw-parser-output .tmulti .text-align-center{text-align:center}@media all and (max-width:720px){.mw-parser-output .tmulti .thumbinner{width:100%!important;box-sizing:border-box;max-width:none!important;align-items:center}.mw-parser-output .tmulti .trow{justify-content:center}.mw-parser-output .tmulti .tsingle{float:none!important;max-width:100%!important;box-sizing:border-box;text-align:center}.mw-parser-output .tmulti .tsingle .thumbcaption{text-align:left}.mw-parser-output .tmulti .trow>.thumbcaption{text-align:center}}@media screen{html.skin-theme-clientpref-night .mw-parser-output .tmulti .multiimageinner img{background-color:white}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .tmulti .multiimageinner img{background-color:white}}</style><div class="thumb tmulti tleft"><div class="thumbinner multiimageinner" style="width:154px;max-width:154px"><div class="trow"><div class="tsingle" style="width:152px;max-width:152px"><div class="thumbimage"><span typeof="mw:File"><a href="/wiki/File:Ascorbic_acid_structure.svg" class="mw-file-description"><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/5/57/Ascorbic_acid_structure.svg/150px-Ascorbic_acid_structure.svg.png" decoding="async" width="150" height="150" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/57/Ascorbic_acid_structure.svg/225px-Ascorbic_acid_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/57/Ascorbic_acid_structure.svg/300px-Ascorbic_acid_structure.svg.png 2x" data-file-width="128" data-file-height="128" /></a></span></div><div class="thumbcaption"><a href="/wiki/Ascorbic_acid" class="mw-redirect" title="Ascorbic acid">ascorbic acid</a><br />(<a href="/wiki/Reducing_agent" title="Reducing agent">reduced form</a>)</div></div></div><div class="trow"><div class="tsingle" style="width:152px;max-width:152px"><div class="thumbimage"><span typeof="mw:File"><a href="/wiki/File:Dehydroascorbic_acid_2.svg" class="mw-file-description"><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3a/Dehydroascorbic_acid_2.svg/150px-Dehydroascorbic_acid_2.svg.png" decoding="async" width="150" height="150" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3a/Dehydroascorbic_acid_2.svg/225px-Dehydroascorbic_acid_2.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3a/Dehydroascorbic_acid_2.svg/300px-Dehydroascorbic_acid_2.svg.png 2x" data-file-width="128" data-file-height="128" /></a></span></div><div class="thumbcaption"><a href="/wiki/Dehydroascorbic_acid" title="Dehydroascorbic acid">dehydroascorbic acid</a><br />(<a href="/wiki/Oxidizing_agent" title="Oxidizing agent">oxidized form</a>)</div></div></div></div></div> </div> <p><span class="anchor" id="Enantiomeric_notation_of_vitamin_C_vitamers_and_their_biological_significance"></span> </p> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Chemistry_of_ascorbic_acid" title="Chemistry of ascorbic acid">Chemistry of ascorbic acid</a></div> <p>The name "vitamin C" always refers to the <a href="/wiki/Enantiomer" title="Enantiomer"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-enantiomer</a> of <a href="/wiki/Ascorbic_acid" class="mw-redirect" title="Ascorbic acid">ascorbic acid</a> and its <a href="/wiki/Redox" title="Redox">oxidized</a> form, dehydroascorbate (DHA). Therefore, unless written otherwise, "ascorbate" and "ascorbic acid" refer in the nutritional literature to <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-ascorbate and <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-ascorbic acid respectively. Ascorbic acid is a <a href="/wiki/Weak_acid" class="mw-redirect" title="Weak acid">weak</a> <a href="/wiki/Sugar_acid" title="Sugar acid">sugar acid</a> structurally related to <a href="/wiki/Glucose" title="Glucose">glucose</a>. In biological systems, ascorbic acid can be found only at low <a href="/wiki/PH" title="PH">pH</a>, but in solutions above pH 5 is predominantly found in the <a href="/wiki/Ionized" class="mw-redirect" title="Ionized">ionized</a> form, ascorbate.<sup id="cite_ref-PKIN2020VitC_8-0" class="reference"><a href="#cite_note-PKIN2020VitC-8"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup> </p><p>Numerous analytical methods have been developed for ascorbic acid detection. For example, vitamin C content of a food sample such as fruit juice can be calculated by measuring the volume of the sample required to decolorize a solution of <a href="/wiki/Dichlorophenolindophenol" title="Dichlorophenolindophenol">dichlorophenolindophenol</a> (DCPIP) and then calibrating the results by comparison with a known concentration of vitamin C.<sup id="cite_ref-British_Nutrition_Foundation-2004_9-0" class="reference"><a href="#cite_note-British_Nutrition_Foundation-2004-9"><span class="cite-bracket">&#91;</span>9<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Nuffield_Foundation-2011_10-0" class="reference"><a href="#cite_note-Nuffield_Foundation-2011-10"><span class="cite-bracket">&#91;</span>10<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Deficiency">Deficiency</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=2" title="Edit section: Deficiency"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Plasma vitamin C is the most widely applied test for vitamin C status.<sup id="cite_ref-PKIN2020VitC_8-1" class="reference"><a href="#cite_note-PKIN2020VitC-8"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup> Adequate levels are defined as near 50 μmol/L. <a href="/wiki/Hypovitaminosis" class="mw-redirect" title="Hypovitaminosis">Hypovitaminosis</a> of vitamin C is defined as less than 23 μmol/L, and <a href="/wiki/Vitamin_deficiency" title="Vitamin deficiency">deficiency</a> as less than 11.4 μmol/L.<sup id="cite_ref-Schleicher2009_11-0" class="reference"><a href="#cite_note-Schleicher2009-11"><span class="cite-bracket">&#91;</span>11<span class="cite-bracket">&#93;</span></a></sup> For people 20 years of age or above, data from the US 2017–18 <a href="/wiki/National_Health_and_Nutrition_Examination_Survey" title="National Health and Nutrition Examination Survey">National Health and Nutrition Examination Survey</a> showed mean serum concentrations of 53.4 <span class="nowrap">&#160;</span>μmol/L. The percent of people reported as deficient was 5.9%.<sup id="cite_ref-Narayanan-2021_12-0" class="reference"><a href="#cite_note-Narayanan-2021-12"><span class="cite-bracket">&#91;</span>12<span class="cite-bracket">&#93;</span></a></sup> Globally, vitamin C deficiency is common in low and middle-income countries, and not uncommon in high income countries. In the latter, prevalence is higher in males than in females.<sup id="cite_ref-Rowe2020_13-0" class="reference"><a href="#cite_note-Rowe2020-13"><span class="cite-bracket">&#91;</span>13<span class="cite-bracket">&#93;</span></a></sup> </p><p>Plasma levels are considered saturated at about 65 μmol/L, achieved by intakes of 100 to 200&#160;mg/day, which are well above the recommended intakes. Even higher oral intake does not further raise plasma nor tissue concentrations because absorption efficiency decreases and any excess that is absorbed is excreted in urine.<sup id="cite_ref-PKIN2020VitC_8-2" class="reference"><a href="#cite_note-PKIN2020VitC-8"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Diagnostic_testing">Diagnostic testing</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=3" title="Edit section: Diagnostic testing"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Vitamin C content in plasma is used to determine vitamin status. For research purposes, concentrations can be assessed in <a href="/wiki/Leukocyte" class="mw-redirect" title="Leukocyte">leukocytes</a> and tissues, which are normally maintained at an order of magnitude higher than in plasma via an energy-dependent transport system, depleted slower than plasma concentrations during dietary deficiency and restored faster during dietary repletion,<sup id="cite_ref-DRItext_7-1" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 103–109">&#58;&#8202;103–109&#8202;</span></sup> but these analysis are difficult to measure, and hence not part of standard diagnostic testing.<sup id="cite_ref-PKIN2020VitC_8-3" class="reference"><a href="#cite_note-PKIN2020VitC-8"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid15820776_14-0" class="reference"><a href="#cite_note-pmid15820776-14"><span class="cite-bracket">&#91;</span>14<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Diet">Diet</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=4" title="Edit section: Diet"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Recommended_consumption">Recommended consumption</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=5" title="Edit section: Recommended consumption"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Recommendations for vitamin C intake by adults have been set by various national agencies: </p> <ul><li>40&#160;mg/day: India <a href="/wiki/National_Institute_of_Nutrition,_Hyderabad" title="National Institute of Nutrition, Hyderabad">National Institute of Nutrition, Hyderabad</a><sup id="cite_ref-NIN_15-0" class="reference"><a href="#cite_note-NIN-15"><span class="cite-bracket">&#91;</span>15<span class="cite-bracket">&#93;</span></a></sup></li> <li>45&#160;mg/day or 300&#160;mg/week: the <a href="/wiki/World_Health_Organization" title="World Health Organization">World Health Organization</a><sup id="cite_ref-isbn92-4-154612-3_16-0" class="reference"><a href="#cite_note-isbn92-4-154612-3-16"><span class="cite-bracket">&#91;</span>16<span class="cite-bracket">&#93;</span></a></sup></li> <li>80&#160;mg/day: the <a href="/wiki/European_Commission" title="European Commission">European Commission</a> Council on nutrition labeling<sup id="cite_ref-EU_RDA_17-0" class="reference"><a href="#cite_note-EU_RDA-17"><span class="cite-bracket">&#91;</span>17<span class="cite-bracket">&#93;</span></a></sup></li> <li>90&#160;mg/day (males) and 75&#160;mg/day (females): <a href="/wiki/Health_Canada" title="Health Canada">Health Canada</a> 2007<sup id="cite_ref-urlNatural_Health_Product_Monograph_-_Vitamin_C_&#91;Health_Canada,_2007&#93;_18-0" class="reference"><a href="#cite_note-urlNatural_Health_Product_Monograph_-_Vitamin_C_[Health_Canada,_2007]-18"><span class="cite-bracket">&#91;</span>18<span class="cite-bracket">&#93;</span></a></sup></li> <li>90&#160;mg/day (males) and 75&#160;mg/day (females): <a href="/wiki/United_States_National_Academy_of_Sciences" class="mw-redirect" title="United States National Academy of Sciences">United States National Academy of Sciences</a><sup id="cite_ref-DRItext_7-2" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 134–152">&#58;&#8202;134–152&#8202;</span></sup></li> <li>100&#160;mg/day: Japan National Institute of Health and Nutrition<sup id="cite_ref-JapanDRI2015_19-0" class="reference"><a href="#cite_note-JapanDRI2015-19"><span class="cite-bracket">&#91;</span>19<span class="cite-bracket">&#93;</span></a></sup></li> <li>110&#160;mg/day (males) and 95&#160;mg/day (females): <a href="/wiki/European_Food_Safety_Authority" title="European Food Safety Authority">European Food Safety Authority</a><sup id="cite_ref-EFSA-Recommended_20-0" class="reference"><a href="#cite_note-EFSA-Recommended-20"><span class="cite-bracket">&#91;</span>20<span class="cite-bracket">&#93;</span></a></sup></li></ul> <table class="wikitable" style="float:right;"> <tbody><tr> <th style="text-align:center;" colspan="2">US vitamin C recommendations (<a href="/wiki/Milligram" class="mw-redirect" title="Milligram">mg</a> per day)<sup id="cite_ref-DRItext_7-3" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 134–152">&#58;&#8202;134–152&#8202;</span></sup> </th></tr> <tr> <td>RDA (children ages 1–3 years) </td> <td>15 </td></tr> <tr> <td>RDA (children ages 4–8 years) </td> <td>25 </td></tr> <tr> <td>RDA (children ages 9–13 years) </td> <td>45 </td></tr> <tr> <td>RDA (girls ages 14–18 years) </td> <td>65 </td></tr> <tr> <td>RDA (boys ages 14–18 years) </td> <td>75 </td></tr> <tr> <td>RDA (adult female) </td> <td>75 </td></tr> <tr> <td>RDA (adult male) </td> <td>90 </td></tr> <tr> <td>RDA (pregnancy) </td> <td>85 </td></tr> <tr> <td>RDA (lactation) </td> <td>120 </td></tr> <tr> <td>UL (adult female) </td> <td>2,000 </td></tr> <tr> <td>UL (adult male) </td> <td>2,000 </td></tr></tbody></table> <p>In 2000, the chapter on Vitamin C in the North American <a href="/wiki/Dietary_Reference_Intake" title="Dietary Reference Intake">Dietary Reference Intake</a> was updated to give the <a href="/wiki/Recommended_Dietary_Allowance" class="mw-redirect" title="Recommended Dietary Allowance">Recommended Dietary Allowance</a> (RDA) as 90 milligrams per day for adult men, 75&#160;mg/day for adult women, and setting a <a href="/wiki/Tolerable_upper_intake_level" class="mw-redirect" title="Tolerable upper intake level">Tolerable upper intake level</a> (UL) for adults of 2,000&#160;mg/day.<sup id="cite_ref-DRItext_7-4" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 134–152">&#58;&#8202;134–152&#8202;</span></sup> The table (right) shows RDAs for the United States and Canada for children, and for pregnant and lactating women,<sup id="cite_ref-DRItext_7-5" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 134–152">&#58;&#8202;134–152&#8202;</span></sup> as well as the ULs for adults. </p><p>For the European Union, the EFSA set higher recommendations for adults, and also for children: 20&#160;mg/day for ages 1–3, 30&#160;mg/day for ages 4–6, 45&#160;mg/day for ages 7–10, 70&#160;mg/day for ages 11–14, 100&#160;mg/day for males ages 15–17, 90&#160;mg/day for females ages 15–17. For pregnancy 100&#160;mg/day; for lactation 155&#160;mg/day.<sup id="cite_ref-EFSA-Recommended_20-1" class="reference"><a href="#cite_note-EFSA-Recommended-20"><span class="cite-bracket">&#91;</span>20<span class="cite-bracket">&#93;</span></a></sup> </p><p>Cigarette smokers and people exposed to secondhand smoke have lower serum vitamin C levels than nonsmokers.<sup id="cite_ref-Schleicher2009_11-1" class="reference"><a href="#cite_note-Schleicher2009-11"><span class="cite-bracket">&#91;</span>11<span class="cite-bracket">&#93;</span></a></sup> The thinking is that inhalation of smoke causes oxidative damage, depleting this antioxidant vitamin.<sup id="cite_ref-DRItext_7-6" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 152–153">&#58;&#8202;152–153&#8202;</span></sup> The US Institute of Medicine estimated that smokers need 35&#160;mg more vitamin C per day than nonsmokers, but did not formally establish a higher RDA for smokers.<sup id="cite_ref-DRItext_7-7" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 152–153">&#58;&#8202;152–153&#8202;</span></sup> </p><p>The US National Center for Health Statistics conducts biannual National Health and Nutrition Examination Survey (NHANES) to assess the health and nutritional status of adults and children in the United States. Some results are reported as What We Eat In America. The 2013–2014 survey reported that for adults ages 20 years and older, men consumed on average 83.3&#160;mg/d and women 75.1&#160;mg/d. This means that half the women and more than half the men are not consuming the RDA for vitamin C.<sup id="cite_ref-National_Health_and_Nutrition_Examination_Survey:_What_We_Eat_in_America,_DHHS-USDA_Dietary_Survey_Integration-2_21-0" class="reference"><a href="#cite_note-National_Health_and_Nutrition_Examination_Survey:_What_We_Eat_in_America,_DHHS-USDA_Dietary_Survey_Integration-2-21"><span class="cite-bracket">&#91;</span>21<span class="cite-bracket">&#93;</span></a></sup> The same survey stated that about 30% of adults reported they consumed a vitamin C dietary supplement or a multi-vitamin/mineral supplement that included vitamin C, and that for these people total consumption was between 300 and 400&#160;mg/d.<sup id="cite_ref-National_Health_and_Nutrition_Examination_Survey:_What_We_Eat_in_America,_DHHS-USDA_Dietary_Survey_Integration_22-0" class="reference"><a href="#cite_note-National_Health_and_Nutrition_Examination_Survey:_What_We_Eat_in_America,_DHHS-USDA_Dietary_Survey_Integration-22"><span class="cite-bracket">&#91;</span>22<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Tolerable_upper_intake_level">Tolerable upper intake level</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=6" title="Edit section: Tolerable upper intake level"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In 2000, the Institute of Medicine of the US National Academy of Sciences set a <a href="/wiki/Tolerable_upper_intake_level" class="mw-redirect" title="Tolerable upper intake level">Tolerable upper intake level</a> (UL) for adults of 2,000&#160;mg/day. The amount was chosen because human trials had reported diarrhea and other gastrointestinal disturbances at intakes of greater than 3,000&#160;mg/day. This was the Lowest-Observed-Adverse-Effect Level (LOAEL), meaning that other adverse effects were observed at even higher intakes. ULs are progressively lower for younger and younger children.<sup id="cite_ref-DRItext_7-8" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 155–165">&#58;&#8202;155–165&#8202;</span></sup> In 2006, the <a href="/wiki/European_Food_Safety_Authority" title="European Food Safety Authority">European Food Safety Authority</a> (EFSA) also pointed out the disturbances at that dose level, but reached the conclusion that there was not sufficient evidence to set a UL for vitamin C,<sup id="cite_ref-European_Food_Safety_Authority-2006_23-0" class="reference"><a href="#cite_note-European_Food_Safety_Authority-2006-23"><span class="cite-bracket">&#91;</span>23<span class="cite-bracket">&#93;</span></a></sup> as did the Japan National Institute of Health and Nutrition in 2010.<sup id="cite_ref-JapanDRI2015_19-1" class="reference"><a href="#cite_note-JapanDRI2015-19"><span class="cite-bracket">&#91;</span>19<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Food_labeling">Food labeling</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=7" title="Edit section: Food labeling"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>For US food and dietary supplement labeling purposes, the amount in a serving is expressed as a percent of Daily Value (%DV). For vitamin C labeling purposes, 100% of the Daily Value was 60&#160;mg, but as of May 27, 2016, it was revised to 90&#160;mg to bring it into agreement with the RDA.<sup id="cite_ref-FedReg_24-0" class="reference"><a href="#cite_note-FedReg-24"><span class="cite-bracket">&#91;</span>24<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Dietary_Supplement_Label_Database_(DSLD)-2020_25-0" class="reference"><a href="#cite_note-Dietary_Supplement_Label_Database_(DSLD)-2020-25"><span class="cite-bracket">&#91;</span>25<span class="cite-bracket">&#93;</span></a></sup> A table of the old and new adult daily values is provided at <a href="/wiki/Reference_Daily_Intake" title="Reference Daily Intake">Reference Daily Intake</a>. </p><p>European Union regulations require that labels declare energy, protein, fat, saturated fat, carbohydrates, sugars, and salt. Voluntary nutrients may be shown if present in significant amounts. Instead of Daily Values, amounts are shown as percent of Reference Intakes (RIs). For vitamin C, 100% RI was set at 80&#160;mg in 2011.<sup id="cite_ref-REGULATION-EU-2009_26-0" class="reference"><a href="#cite_note-REGULATION-EU-2009-26"><span class="cite-bracket">&#91;</span>26<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Sources">Sources</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=8" title="Edit section: Sources"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Although also present in other plant-derived foods, the richest natural sources of vitamin C are fruits and vegetables.<sup id="cite_ref-NIH2021_4-1" class="reference"><a href="#cite_note-NIH2021-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-lpi2018_6-1" class="reference"><a href="#cite_note-lpi2018-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup> Vitamin C is the most widely taken <a href="/wiki/Dietary_supplement" title="Dietary supplement">dietary supplement</a>.<sup id="cite_ref-lpi2018_6-2" class="reference"><a href="#cite_note-lpi2018-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Plant_sources">Plant sources</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=9" title="Edit section: Plant sources"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">For vitamin C content in ten common staple foods such as corn, rice, and wheat, see <a href="/wiki/Staple_food#Nutrition" title="Staple food">Staple food §&#160;Nutrition</a>.</div> <p>The following table is approximate and shows the relative abundance in different raw plant sources.<sup id="cite_ref-NIH2021_4-2" class="reference"><a href="#cite_note-NIH2021-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-lpi2018_6-3" class="reference"><a href="#cite_note-lpi2018-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-USDA_Nutrient_Data_Laboratory,_the_Food_and_Nutrition_Information_Center_and_Information_Systems_Division_of_the_National_Agricultural_Library._27-0" class="reference"><a href="#cite_note-USDA_Nutrient_Data_Laboratory,_the_Food_and_Nutrition_Information_Center_and_Information_Systems_Division_of_the_National_Agricultural_Library.-27"><span class="cite-bracket">&#91;</span>27<span class="cite-bracket">&#93;</span></a></sup> The amount is given in milligrams per 100&#160;grams of the edible portion of the fruit or vegetable: </p> <div style="float:left; padding: 1em;"> <table class="wikitable"> <tbody><tr> <th>Raw plant source<sup id="cite_ref-USDA-NDL_28-0" class="reference"><a href="#cite_note-USDA-NDL-28"><span class="cite-bracket">&#91;</span>28<span class="cite-bracket">&#93;</span></a></sup> </th> <th>Amount<br /> (mg / 100g) </th></tr> <tr> <td><a href="/wiki/Terminalia_ferdinandiana" title="Terminalia ferdinandiana">Kakadu plum</a></td> <td>1000–5300<sup id="cite_ref-Brand-1987_29-0" class="reference"><a href="#cite_note-Brand-1987-29"><span class="cite-bracket">&#91;</span>29<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Camu_camu" class="mw-redirect" title="Camu camu">Camu camu</a></td> <td>2800<sup id="cite_ref-pmid11464674_30-0" class="reference"><a href="#cite_note-pmid11464674-30"><span class="cite-bracket">&#91;</span>30<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Acerola" class="mw-redirect" title="Acerola">Acerola</a></td> <td>1677<sup id="cite_ref-Vendramini-2000_31-0" class="reference"><a href="#cite_note-Vendramini-2000-31"><span class="cite-bracket">&#91;</span>31<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Indian_gooseberry" class="mw-redirect" title="Indian gooseberry">Indian gooseberry</a></td> <td>445<sup id="cite_ref-Begum-2008_32-0" class="reference"><a href="#cite_note-Begum-2008-32"><span class="cite-bracket">&#91;</span>32<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Sinha-2012_33-0" class="reference"><a href="#cite_note-Sinha-2012-33"><span class="cite-bracket">&#91;</span>33<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Rose_hip" title="Rose hip">Rose hip</a></td> <td>426 </td></tr> <tr> <td><a href="/wiki/Common_sea-buckthorn" class="mw-redirect" title="Common sea-buckthorn">Common sea-buckthorn</a></td> <td>400<sup id="cite_ref-pmid19021790_34-0" class="reference"><a href="#cite_note-pmid19021790-34"><span class="cite-bracket">&#91;</span>34<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Guava" title="Guava">Guava</a></td> <td>228 </td></tr> <tr> <td><a href="/wiki/Blackcurrant" title="Blackcurrant">Blackcurrant</a></td> <td>200 </td></tr> <tr> <td>Yellow <a href="/wiki/Bell_pepper" title="Bell pepper">bell pepper/capsicum</a></td> <td>183 </td></tr> <tr> <td>Red <a href="/wiki/Bell_pepper" title="Bell pepper">bell pepper/capsicum</a></td> <td>128 </td></tr> <tr> <td><a href="/wiki/Kale" title="Kale">Kale</a></td> <td>120 </td></tr> <tr> <td><a href="/wiki/Broccoli" title="Broccoli">Broccoli</a></td> <td>90 </td></tr> <tr> <td><a href="/wiki/Kiwifruit" title="Kiwifruit">Kiwifruit</a></td> <td>90 </td></tr></tbody></table> </div> <div style="float:left; padding: 1em;"> <table class="wikitable"> <tbody><tr> <th>Raw plant source<sup id="cite_ref-USDA-NDL_28-1" class="reference"><a href="#cite_note-USDA-NDL-28"><span class="cite-bracket">&#91;</span>28<span class="cite-bracket">&#93;</span></a></sup> </th> <th>Amount<br /> (mg / 100g) </th></tr> <tr> <td>Green <a href="/wiki/Bell_pepper" title="Bell pepper">bell pepper/capsicum</a></td> <td>80 </td></tr> <tr> <td><a href="/wiki/Brussels_sprout" title="Brussels sprout">Brussels sprouts</a></td> <td>80 </td></tr> <tr> <td><a href="/wiki/Loganberry" title="Loganberry">Loganberry</a>, <a href="/wiki/Redcurrant" title="Redcurrant">redcurrant</a></td> <td>80 </td></tr> <tr> <td><a href="/wiki/Cloudberry" class="mw-redirect" title="Cloudberry">Cloudberry</a>, <a href="/wiki/Elderberry" class="mw-redirect" title="Elderberry">elderberry</a></td> <td>60 </td></tr> <tr> <td><a href="/wiki/Strawberry" title="Strawberry">Strawberry</a></td> <td>60 </td></tr> <tr> <td><a href="/wiki/Papaya" title="Papaya">Papaya</a></td> <td>60 </td></tr> <tr> <td><a href="/wiki/Orange_(fruit)" title="Orange (fruit)">Orange</a>, <a href="/wiki/Lemon" title="Lemon">lemon</a></td> <td>53 </td></tr> <tr> <td><a href="/wiki/Cauliflower" title="Cauliflower">Cauliflower</a></td> <td>48 </td></tr> <tr> <td><a href="/wiki/Pineapple" title="Pineapple">Pineapple</a></td> <td>48 </td></tr> <tr> <td><a href="/wiki/Cantaloupe" title="Cantaloupe">Cantaloupe</a></td> <td>40 </td></tr> <tr> <td><a href="/wiki/Passion_fruit" class="mw-redirect" title="Passion fruit">Passion fruit</a>, <a href="/wiki/Raspberry" title="Raspberry">raspberry</a></td> <td>30 </td></tr> <tr> <td><a href="/wiki/Grapefruit" title="Grapefruit">Grapefruit</a>, <a href="/wiki/Lime_(fruit)" title="Lime (fruit)">lime</a></td> <td>30 </td></tr> <tr> <td><a href="/wiki/Cabbage" title="Cabbage">Cabbage</a>, <a href="/wiki/Spinach" title="Spinach">spinach</a></td> <td>30 </td></tr></tbody></table> </div> <div style="float:left; padding: 1em;"> <table class="wikitable"> <tbody><tr> <th>Raw plant source<sup id="cite_ref-USDA-NDL_28-2" class="reference"><a href="#cite_note-USDA-NDL-28"><span class="cite-bracket">&#91;</span>28<span class="cite-bracket">&#93;</span></a></sup> </th> <th>Amount<br /> (mg / 100g) </th></tr> <tr> <td><a href="/wiki/Mango" title="Mango">Mango</a></td> <td>28 </td></tr> <tr> <td><a href="/wiki/Blackberry" title="Blackberry">Blackberry</a>, <a href="/wiki/Cassava" title="Cassava">cassava</a></td> <td>21 </td></tr> <tr> <td><a href="/wiki/Potato" title="Potato">Potato</a></td> <td>20 </td></tr> <tr> <td><a href="/wiki/Honeydew_melon" class="mw-redirect" title="Honeydew melon">Honeydew melon</a></td> <td>20 </td></tr> <tr> <td><a href="/wiki/Tomato" title="Tomato">Tomato</a></td> <td>14 </td></tr> <tr> <td><a href="/wiki/Cranberry" title="Cranberry">Cranberry</a></td> <td>13 </td></tr> <tr> <td><a href="/wiki/Blueberry" title="Blueberry">Blueberry</a>, <a href="/wiki/Grape" title="Grape">grape</a></td> <td>10 </td></tr> <tr> <td><a href="/wiki/Apricot" title="Apricot">Apricot</a>, <a href="/wiki/Plum" title="Plum">plum</a>, <a href="/wiki/Watermelon" title="Watermelon">watermelon</a></td> <td>10 </td></tr> <tr> <td><a href="/wiki/Avocado" title="Avocado">Avocado</a></td> <td>8.8 </td></tr> <tr> <td><a href="/wiki/Onion" title="Onion">Onion</a></td> <td>7.4 </td></tr> <tr> <td><a href="/wiki/Cherry" title="Cherry">Cherry</a>, <a href="/wiki/Peach" title="Peach">peach</a></td> <td>7 </td></tr> <tr> <td><a href="/wiki/Apple" title="Apple">Apple</a></td> <td>6 </td></tr> <tr> <td><a href="/wiki/Carrot" title="Carrot">Carrot</a>, <a href="/wiki/Asparagus" title="Asparagus">asparagus</a></td> <td>6 </td></tr></tbody></table> </div><div style="clear:both;" class=""></div> <div class="mw-heading mw-heading3"><h3 id="Animal_sources">Animal sources</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=10" title="Edit section: Animal sources"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Compared to plant sources, animal-sourced foods do not provide so great an amount of vitamin C, and what there is is largely destroyed by the heat used when it is cooked. For example, raw chicken liver contains 17.9&#160;mg/100&#160;g, but fried, the content is reduced to 2.7&#160;mg/100&#160;g. Vitamin C is present in <a href="/wiki/Breastfeeding#Benefits" title="Breastfeeding">human breast milk</a> at 5.0&#160;mg/100&#160;g. Cow's milk contains 1.0&#160;mg/100&#160;g, but the heat of pasteurization destroys it.<sup id="cite_ref-Clark-2007_35-0" class="reference"><a href="#cite_note-Clark-2007-35"><span class="cite-bracket">&#91;</span>35<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Food_preparation">Food preparation</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=11" title="Edit section: Food preparation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Vitamin C <a href="/wiki/Chemical_decomposition" title="Chemical decomposition">chemically decomposes</a> under certain conditions, many of which may occur during the cooking of food. Vitamin C concentrations in various food substances decrease with time in proportion to the temperature at which they are stored.<sup id="cite_ref-pmid7621082_36-0" class="reference"><a href="#cite_note-pmid7621082-36"><span class="cite-bracket">&#91;</span>36<span class="cite-bracket">&#93;</span></a></sup> Cooking can reduce the vitamin C content of vegetables by around 60%, possibly due to increased enzymatic destruction.<sup id="cite_ref-pmid14801407_37-0" class="reference"><a href="#cite_note-pmid14801407-37"><span class="cite-bracket">&#91;</span>37<span class="cite-bracket">&#93;</span></a></sup> Longer cooking times may add to this effect.<sup id="cite_ref-Oxford_38-0" class="reference"><a href="#cite_note-Oxford-38"><span class="cite-bracket">&#91;</span>38<span class="cite-bracket">&#93;</span></a></sup> Another cause of vitamin<span class="nowrap">&#160;</span>C loss from food is <a href="/wiki/Leaching_(chemistry)" title="Leaching (chemistry)">leaching</a>, which transfers vitamin<span class="nowrap">&#160;</span>C to the cooking water, which is decanted and not consumed.<sup id="cite_ref-VitCFort1997_39-0" class="reference"><a href="#cite_note-VitCFort1997-39"><span class="cite-bracket">&#91;</span>39<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Supplements">Supplements</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=12" title="Edit section: Supplements"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Vitamin C dietary supplements are available as tablets, capsules, drink mix packets, in multi-vitamin/mineral formulations, in antioxidant formulations, and as crystalline powder.<sup id="cite_ref-AHFS2016_40-0" class="reference"><a href="#cite_note-AHFS2016-40"><span class="cite-bracket">&#91;</span>40<span class="cite-bracket">&#93;</span></a></sup> Vitamin C is also added to some fruit juices and juice drinks. Tablet and capsule content ranges from 25&#160;mg to 1500&#160;mg per serving. The most commonly used supplement compounds are ascorbic acid, sodium ascorbate and calcium ascorbate.<sup id="cite_ref-AHFS2016_40-1" class="reference"><a href="#cite_note-AHFS2016-40"><span class="cite-bracket">&#91;</span>40<span class="cite-bracket">&#93;</span></a></sup> Vitamin C molecules can also be bound to the fatty acid palmitate, creating <a href="/wiki/Ascorbyl_palmitate" title="Ascorbyl palmitate">ascorbyl palmitate</a>, or else incorporated into liposomes.<sup id="cite_ref-pmid27375360_41-0" class="reference"><a href="#cite_note-pmid27375360-41"><span class="cite-bracket">&#91;</span>41<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Food_fortification">Food fortification</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=13" title="Edit section: Food fortification"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Countries fortify foods with nutrients to address known deficiencies.<sup id="cite_ref-WhyFortify_42-0" class="reference"><a href="#cite_note-WhyFortify-42"><span class="cite-bracket">&#91;</span>42<span class="cite-bracket">&#93;</span></a></sup> While many countries mandate or have voluntary programs to fortify wheat flour, maize (corn) flour or rice with vitamins,<sup id="cite_ref-Map_43-0" class="reference"><a href="#cite_note-Map-43"><span class="cite-bracket">&#91;</span>43<span class="cite-bracket">&#93;</span></a></sup> none include vitamin C in those programs.<sup id="cite_ref-Map_43-1" class="reference"><a href="#cite_note-Map-43"><span class="cite-bracket">&#91;</span>43<span class="cite-bracket">&#93;</span></a></sup> As described in <i>Vitamin C Fortification of Food Aid Commodities</i> (1997), the United States provides rations to international food relief programs, later under the auspices of the <a href="/wiki/Food_for_Peace" title="Food for Peace">Food for Peace Act</a> and the Bureau for Humanitarian Assistance.<sup id="cite_ref-USAID-2023_44-0" class="reference"><a href="#cite_note-USAID-2023-44"><span class="cite-bracket">&#91;</span>44<span class="cite-bracket">&#93;</span></a></sup> Vitamin C is added to corn-soy blend and wheat-soy blend products at 40&#160;mg/100 grams. (along with minerals and other vitamins). Supplemental rations of these highly fortified, blended foods are provided to refugees and displaced persons in camps and to beneficiaries of development feeding programs that are targeted largely toward mothers and children.<sup id="cite_ref-VitCFort1997_39-1" class="reference"><a href="#cite_note-VitCFort1997-39"><span class="cite-bracket">&#91;</span>39<span class="cite-bracket">&#93;</span></a></sup> The report adds: "The stability of vitamin C (L-ascorbic acid) is of concern because this is one of the most labile vitamins in foods. Its main loss during processing and storage is from oxidation, which is accelerated by light, oxygen, heat, increased pH, high moisture content (water activity), and the presence of copper or ferrous salts. To reduce oxidation, the vitamin C used in commodity fortification is coated with ethyl cellulose (2.5 percent). Oxidative losses also occur during food processing and preparation, and additional vitamin C may be lost if it dissolves into cooking liquid and is then discarded."<sup id="cite_ref-VitCFort1997_39-2" class="reference"><a href="#cite_note-VitCFort1997-39"><span class="cite-bracket">&#91;</span>39<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Food_preservation_additive">Food preservation additive</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=14" title="Edit section: Food preservation additive"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ascorbic acid and some of its <a href="/wiki/Salt_(chemistry)" title="Salt (chemistry)">salts</a> and <a href="/wiki/Ester" title="Ester">esters</a> are common <a href="/wiki/Food_additive" title="Food additive">additives</a> added to various foods, such as <a href="/wiki/Canning" title="Canning">canned</a> fruits, mostly to slow <a href="/wiki/Redox" title="Redox">oxidation</a> and <a href="/wiki/Food_browning" title="Food browning">enzymatic browning</a>.<sup id="cite_ref-Washburn-2017_45-0" class="reference"><a href="#cite_note-Washburn-2017-45"><span class="cite-bracket">&#91;</span>45<span class="cite-bracket">&#93;</span></a></sup> It may be used as a <a href="/wiki/Flour_treatment_agent" class="mw-redirect" title="Flour treatment agent">flour treatment agent</a> used in <a href="/wiki/Breadmaking" class="mw-redirect" title="Breadmaking">breadmaking</a>.<sup id="cite_ref-fobvc_46-0" class="reference"><a href="#cite_note-fobvc-46"><span class="cite-bracket">&#91;</span>46<span class="cite-bracket">&#93;</span></a></sup> As food additives, they are assigned <a href="/wiki/E_number" title="E number">E numbers</a>, with safety assessment and approval the responsibility of the <a href="/wiki/European_Food_Safety_Authority" title="European Food Safety Authority">European Food Safety Authority</a>.<sup id="cite_ref-Food_Additives_and_Ingredients_Association_UK_&amp;_Ireland-_Making_life_taste_better_47-0" class="reference"><a href="#cite_note-Food_Additives_and_Ingredients_Association_UK_&amp;_Ireland-_Making_life_taste_better-47"><span class="cite-bracket">&#91;</span>47<span class="cite-bracket">&#93;</span></a></sup> The relevant E numbers are: </p> <ol><li>E300 ascorbic acid (approved for use as a food additive in the UK,<sup id="cite_ref-food.gov.uk_48-0" class="reference"><a href="#cite_note-food.gov.uk-48"><span class="cite-bracket">&#91;</span>48<span class="cite-bracket">&#93;</span></a></sup> US<sup id="cite_ref-fda.gov_49-0" class="reference"><a href="#cite_note-fda.gov-49"><span class="cite-bracket">&#91;</span>49<span class="cite-bracket">&#93;</span></a></sup> Canada,<sup id="cite_ref-health.canada.ca_50-0" class="reference"><a href="#cite_note-health.canada.ca-50"><span class="cite-bracket">&#91;</span>50<span class="cite-bracket">&#93;</span></a></sup> Australia and New Zealand<sup id="cite_ref-comlaw.gov.au_51-0" class="reference"><a href="#cite_note-comlaw.gov.au-51"><span class="cite-bracket">&#91;</span>51<span class="cite-bracket">&#93;</span></a></sup>)</li> <li>E301 <a href="/wiki/Sodium_ascorbate" title="Sodium ascorbate">sodium ascorbate</a> (approved for use as a food additive in the UK,<sup id="cite_ref-food.gov.uk_48-1" class="reference"><a href="#cite_note-food.gov.uk-48"><span class="cite-bracket">&#91;</span>48<span class="cite-bracket">&#93;</span></a></sup> US,<sup id="cite_ref-US_Food_and_Drug_Administration_52-0" class="reference"><a href="#cite_note-US_Food_and_Drug_Administration-52"><span class="cite-bracket">&#91;</span>52<span class="cite-bracket">&#93;</span></a></sup> Canada,<sup id="cite_ref-health.canada.ca_50-1" class="reference"><a href="#cite_note-health.canada.ca-50"><span class="cite-bracket">&#91;</span>50<span class="cite-bracket">&#93;</span></a></sup> Australia and New Zealand<sup id="cite_ref-comlaw.gov.au_51-1" class="reference"><a href="#cite_note-comlaw.gov.au-51"><span class="cite-bracket">&#91;</span>51<span class="cite-bracket">&#93;</span></a></sup>)</li> <li>E302 <a href="/wiki/Calcium_ascorbate" title="Calcium ascorbate">calcium ascorbate</a> (approved for use as a food additive in the UK,<sup id="cite_ref-food.gov.uk_48-2" class="reference"><a href="#cite_note-food.gov.uk-48"><span class="cite-bracket">&#91;</span>48<span class="cite-bracket">&#93;</span></a></sup> US<sup id="cite_ref-fda.gov_49-1" class="reference"><a href="#cite_note-fda.gov-49"><span class="cite-bracket">&#91;</span>49<span class="cite-bracket">&#93;</span></a></sup> Canada,<sup id="cite_ref-health.canada.ca_50-2" class="reference"><a href="#cite_note-health.canada.ca-50"><span class="cite-bracket">&#91;</span>50<span class="cite-bracket">&#93;</span></a></sup> Australia and New Zealand<sup id="cite_ref-comlaw.gov.au_51-2" class="reference"><a href="#cite_note-comlaw.gov.au-51"><span class="cite-bracket">&#91;</span>51<span class="cite-bracket">&#93;</span></a></sup>)</li> <li>E303 <a href="/wiki/Potassium_ascorbate" title="Potassium ascorbate">potassium ascorbate</a> (approved in Australia and New Zealand,<sup id="cite_ref-comlaw.gov.au_51-3" class="reference"><a href="#cite_note-comlaw.gov.au-51"><span class="cite-bracket">&#91;</span>51<span class="cite-bracket">&#93;</span></a></sup> but not in the UK, US or Canada)</li> <li>E304 fatty acid esters of ascorbic acid such as <a href="/wiki/Ascorbyl_palmitate" title="Ascorbyl palmitate">ascorbyl palmitate</a> (approved for use as a food additive in the UK,<sup id="cite_ref-food.gov.uk_48-3" class="reference"><a href="#cite_note-food.gov.uk-48"><span class="cite-bracket">&#91;</span>48<span class="cite-bracket">&#93;</span></a></sup> US,<sup id="cite_ref-fda.gov_49-2" class="reference"><a href="#cite_note-fda.gov-49"><span class="cite-bracket">&#91;</span>49<span class="cite-bracket">&#93;</span></a></sup> Canada,<sup id="cite_ref-health.canada.ca_50-3" class="reference"><a href="#cite_note-health.canada.ca-50"><span class="cite-bracket">&#91;</span>50<span class="cite-bracket">&#93;</span></a></sup> Australia and New Zealand<sup id="cite_ref-comlaw.gov.au_51-4" class="reference"><a href="#cite_note-comlaw.gov.au-51"><span class="cite-bracket">&#91;</span>51<span class="cite-bracket">&#93;</span></a></sup>)</li></ol> <p>The stereoisomers of Vitamin C have a similar effect in food despite their lack of efficacy in humans. They include <a href="/wiki/Erythorbic_acid" title="Erythorbic acid">erythorbic acid</a> and its sodium salt (E315, E316).<sup id="cite_ref-food.gov.uk_48-4" class="reference"><a href="#cite_note-food.gov.uk-48"><span class="cite-bracket">&#91;</span>48<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Pharmacology">Pharmacology</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=15" title="Edit section: Pharmacology"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Chemistry_of_ascorbic_acid" title="Chemistry of ascorbic acid">Chemistry of ascorbic acid</a></div> <p><a href="/wiki/Pharmacodynamics" title="Pharmacodynamics">Pharmacodynamics</a> is the study of how the drug – in this instance vitamin C – affects the organism, whereas <a href="/wiki/Pharmacokinetics" title="Pharmacokinetics">pharmacokinetics</a> is the study of how an organism affects the drug. </p> <div class="mw-heading mw-heading3"><h3 id="Pharmacodynamics">Pharmacodynamics</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=16" title="Edit section: Pharmacodynamics"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Pharmacodynamics includes enzymes for which vitamin C is a cofactor, with function potentially compromised in a deficiency state, and any enzyme cofactor or other physiological function affected by administration of vitamin C, orally or injected, in excess of normal requirements. At normal physiological concentrations, vitamin C serves as an <a href="/wiki/Enzyme" title="Enzyme">enzyme</a> <a href="/wiki/Substrate_(biochemistry)" class="mw-redirect" title="Substrate (biochemistry)">substrate</a> or <a href="/wiki/Cofactor_(biochemistry)" title="Cofactor (biochemistry)">cofactor</a> and an <a href="/wiki/Electron_donor" title="Electron donor">electron donor</a> antioxidant. The enzymatic functions include the synthesis of <a href="/wiki/Collagen" title="Collagen">collagen</a>, <a href="/wiki/Carnitine" title="Carnitine">carnitine</a>, and <a href="/wiki/Neurotransmitter" title="Neurotransmitter">neurotransmitters</a>; the synthesis and <a href="/wiki/Catabolism" title="Catabolism">catabolism</a> of <a href="/wiki/Tyrosine" title="Tyrosine">tyrosine</a>; and the metabolism of <a href="/wiki/Microsome" title="Microsome">microsomes</a>. In nonenzymatic functions it acts as a reducing agent, donating electrons to oxidized molecules and preventing oxidation in order to keep iron and copper atoms in their reduced states.<sup id="cite_ref-PKIN2020VitC_8-4" class="reference"><a href="#cite_note-PKIN2020VitC-8"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup> At non-physiological concentrations achieved by intravenous dosing, vitamin C may function as a <a href="/wiki/Pro-oxidant" title="Pro-oxidant">pro-oxidant</a>, with therapeutic toxicity against cancer cells.<sup id="cite_ref-Bottger2021_53-0" class="reference"><a href="#cite_note-Bottger2021-53"><span class="cite-bracket">&#91;</span>53<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Park2018_54-0" class="reference"><a href="#cite_note-Park2018-54"><span class="cite-bracket">&#91;</span>54<span class="cite-bracket">&#93;</span></a></sup> </p><p>Vitamin C functions as a cofactor for the following <a href="/wiki/Enzyme" title="Enzyme">enzymes</a>:<sup id="cite_ref-PKIN2020VitC_8-5" class="reference"><a href="#cite_note-PKIN2020VitC-8"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup> </p> <ul><li>Three groups of enzymes (<a href="/wiki/Prolyl-3-hydroxylase" class="mw-redirect" title="Prolyl-3-hydroxylase">prolyl-3-hydroxylases</a>, <a href="/wiki/P4HA1" title="P4HA1">prolyl-4-hydroxylases</a>, and <a href="/wiki/Lysyl_hydroxylase" title="Lysyl hydroxylase">lysyl hydroxylases</a>) that are required for the <a href="/wiki/Hydroxylation" title="Hydroxylation">hydroxylation</a> of <a href="/wiki/Proline" title="Proline">proline</a> and <a href="/wiki/Lysine" title="Lysine">lysine</a> in the synthesis of <a href="/wiki/Collagen" title="Collagen">collagen</a>. These reactions add <a href="/wiki/Hydroxide" title="Hydroxide">hydroxyl groups</a> to the amino acids <a href="/wiki/Proline" title="Proline">proline</a> or <a href="/wiki/Lysine" title="Lysine">lysine</a> in the collagen molecule via <a href="/wiki/Prolyl_hydroxylase" class="mw-redirect" title="Prolyl hydroxylase">prolyl hydroxylase</a> and <a href="/wiki/Lysyl_hydroxylase" title="Lysyl hydroxylase">lysyl hydroxylase</a>, both requiring vitamin C as a <a href="/wiki/Cofactor_(biochemistry)" title="Cofactor (biochemistry)">cofactor</a>. The role of vitamin C as a cofactor is to oxidize prolyl hydroxylase and lysyl hydroxylase from Fe<sup>2+</sup> to Fe<sup>3+</sup> and to reduce it from Fe<sup>3+</sup> to Fe<sup>2+</sup>. Hydroxylation allows the collagen molecule to assume its triple <a href="/wiki/Helix" title="Helix">helix</a> structure, and thus vitamin C is essential to the development and maintenance of <a href="/wiki/Granulation_tissue" title="Granulation tissue">scar tissue</a>, <a href="/wiki/Blood_vessel" title="Blood vessel">blood vessels</a>, and <a href="/wiki/Cartilage" title="Cartilage">cartilage</a>.</li> <li>Two enzymes (<a href="/wiki/Trimethyllysine_dioxygenase" title="Trimethyllysine dioxygenase">ε-N-trimethyl-L-lysine hydroxylase</a> and <a href="/wiki/Gamma-butyrobetaine_dioxygenase" title="Gamma-butyrobetaine dioxygenase">γ-butyrobetaine hydroxylase</a>) are necessary for synthesis of <a href="/wiki/Carnitine" title="Carnitine">carnitine</a>. Carnitine is essential for the transport of <a href="/wiki/Fatty_acid" title="Fatty acid">fatty acids</a> into <a href="/wiki/Mitochondria" class="mw-redirect" title="Mitochondria">mitochondria</a> for <a href="/wiki/Adenosine_triphosphate" title="Adenosine triphosphate">ATP</a> generation.</li> <li><a href="/wiki/Hypoxia-inducible_factor-proline_dioxygenase" title="Hypoxia-inducible factor-proline dioxygenase">Hypoxia-inducible factor-proline dioxygenase</a> enzymes (isoforms: <a href="/wiki/EGLN1" title="EGLN1">EGLN1</a>, <a href="/wiki/EGLN2" title="EGLN2">EGLN2</a>, and <a href="/wiki/EGLN3" title="EGLN3">EGLN3</a>) allows cells to respond physiologically to low concentrations of oxygen.</li> <li><a href="/wiki/Dopamine_beta-hydroxylase" title="Dopamine beta-hydroxylase">Dopamine beta-hydroxylase</a> participates in the biosynthesis of <a href="/wiki/Norepinephrine" title="Norepinephrine">norepinephrine</a> from <a href="/wiki/Dopamine" title="Dopamine">dopamine</a>.</li> <li><a href="/wiki/Peptidylglycine_alpha-amidating_monooxygenase" title="Peptidylglycine alpha-amidating monooxygenase">Peptidylglycine alpha-amidating monooxygenase</a> amidates <a href="/wiki/Peptide_hormone" title="Peptide hormone">peptide hormones</a> by removing the glyoxylate residue from their c-terminal glycine residues. This increases peptide hormone stability and activity.</li></ul> <p>As an antioxidant, ascorbate scavenges reactive oxygen and nitrogen compounds, thus neutralizing the potential tissue damage of these <a href="/wiki/Free_radical" class="mw-redirect" title="Free radical">free radical</a> compounds. Dehydroascorbate, the oxidized form, is then recycled back to ascorbate by endogenous antioxidants such as <a href="/wiki/Glutathione" title="Glutathione">glutathione</a>.<sup id="cite_ref-DRItext_7-9" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 98–99">&#58;&#8202;98–99&#8202;</span></sup> In the eye, ascorbate is thought to protect against photolytically generated free-radical damage; higher plasma ascorbate is associated with lower risk of cataracts.<sup id="cite_ref-pmid30878580_55-0" class="reference"><a href="#cite_note-pmid30878580-55"><span class="cite-bracket">&#91;</span>55<span class="cite-bracket">&#93;</span></a></sup> Ascorbate may also provide antioxidant protection indirectly by regenerating other biological antioxidants such as <a href="/wiki/%CE%91-tocopherol" class="mw-redirect" title="Α-tocopherol">α-tocopherol</a> back to an active state.<sup id="cite_ref-DRItext_7-10" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 98–99">&#58;&#8202;98–99&#8202;</span></sup> In addition, ascorbate also functions as a non-enzymatic reducing agent for mixed-function oxidases in the microsomal drug-metabolizing system that inactivates a wide variety of substrates such as drugs and environmental carcinogens.<sup id="cite_ref-DRItext_7-11" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 98–99">&#58;&#8202;98–99&#8202;</span></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Pharmacokinetics">Pharmacokinetics</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=17" title="Edit section: Pharmacokinetics"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ascorbic acid is absorbed in the body by both active transport and passive diffusion.<sup id="cite_ref-56" class="reference"><a href="#cite_note-56"><span class="cite-bracket">&#91;</span>56<span class="cite-bracket">&#93;</span></a></sup> Approximately 70%–90% of vitamin C is active-transport absorbed when intakes of 30–180&#160;mg/day from a combination of food sources and moderate-dose dietary supplements such as a multi-vitamin/mineral product are consumed. However, when large amounts are consumed, such as a vitamin C dietary supplement, the active transport system becomes saturated, and while the total amount being absorbed continues to increase with dose, absorption efficiency falls to less than 50%.<sup id="cite_ref-NIH2021_4-3" class="reference"><a href="#cite_note-NIH2021-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup> Active transport is managed by Sodium-Ascorbate Co-Transporter proteins (SVCTs) and Hexose Transporter proteins (GLUTs). <a href="/wiki/SLC23A1" title="SLC23A1">SVCT1</a> and <a href="/wiki/SLC23A2" title="SLC23A2">SVCT2</a> import ascorbate across plasma membranes.<sup id="cite_ref-Savini_2008_57-0" class="reference"><a href="#cite_note-Savini_2008-57"><span class="cite-bracket">&#91;</span>57<span class="cite-bracket">&#93;</span></a></sup> The Hexose Transporter proteins <a href="/wiki/GLUT1" title="GLUT1">GLUT1</a>, <a href="/wiki/GLUT3" title="GLUT3">GLUT3</a> and <a href="/wiki/GLUT4" title="GLUT4">GLUT4</a> transfer only the oxydized dehydroascorbic acid (DHA) form of vitamin C.<sup id="cite_ref-pmid9228080_58-0" class="reference"><a href="#cite_note-pmid9228080-58"><span class="cite-bracket">&#91;</span>58<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Linster2007_59-0" class="reference"><a href="#cite_note-Linster2007-59"><span class="cite-bracket">&#91;</span>59<span class="cite-bracket">&#93;</span></a></sup> The amount of DHA found in plasma and tissues under normal conditions is low, as cells rapidly reduce DHA to ascorbate.<sup id="cite_ref-pmid12729925_60-0" class="reference"><a href="#cite_note-pmid12729925-60"><span class="cite-bracket">&#91;</span>60<span class="cite-bracket">&#93;</span></a></sup> </p><p>SVCTs are the predominant system for vitamin C transport within the body.<sup id="cite_ref-Savini_2008_57-1" class="reference"><a href="#cite_note-Savini_2008-57"><span class="cite-bracket">&#91;</span>57<span class="cite-bracket">&#93;</span></a></sup> In both vitamin C synthesizers (example: rat) and non-synthesizers (example: human) cells maintain ascorbic acid concentrations much higher than the approximately 50 micromoles/liter (μmol/L) found in plasma. For example, the ascorbic acid content of pituitary and adrenal glands can exceed 2,000&#160;μmol/L, and muscle is at 200–300&#160;μmol/L.<sup id="cite_ref-Padayatty2016_61-0" class="reference"><a href="#cite_note-Padayatty2016-61"><span class="cite-bracket">&#91;</span>61<span class="cite-bracket">&#93;</span></a></sup> The known coenzymatic functions of ascorbic acid do not require such high concentrations, so there may be other, as yet unknown functions. A consequence of all this high concentration organ content is that plasma vitamin C is not a good indicator of whole-body status, and people may vary in the amount of time needed to show symptoms of deficiency when consuming a diet very low in vitamin C.<sup id="cite_ref-Padayatty2016_61-1" class="reference"><a href="#cite_note-Padayatty2016-61"><span class="cite-bracket">&#91;</span>61<span class="cite-bracket">&#93;</span></a></sup> </p><p>Excretion (via urine) is as ascorbic acid and metabolites. The fraction that is excreted as unmetabolized ascorbic acid increases as intake increases. In addition, ascorbic acid converts (reversibly) to DHA and from that compound non-reversibly to 2,3-diketogulonate and then oxalate. These three metabolites are also excreted via urine. During times of low dietary intake, vitamin C is reabsorbed by the kidneys rather than excreted. This salvage process delays onset of deficiency. Humans are better than guinea pigs at converting DHA back to ascorbate, and thus take much longer to become vitamin C deficient.<sup id="cite_ref-PKIN2020VitC_8-6" class="reference"><a href="#cite_note-PKIN2020VitC-8"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Linster2007_59-1" class="reference"><a href="#cite_note-Linster2007-59"><span class="cite-bracket">&#91;</span>59<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Synthesis">Synthesis</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=18" title="Edit section: Synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Most animals and plants are able to synthesize vitamin C through a sequence of <a href="/wiki/Enzyme" title="Enzyme">enzyme</a>-driven steps, which convert <a href="/wiki/Monosaccharides" class="mw-redirect" title="Monosaccharides">monosaccharides</a> to vitamin C. Yeasts do not make <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-ascorbic acid but rather its <a href="/wiki/Stereoisomer" class="mw-redirect" title="Stereoisomer">stereoisomer</a>, <a href="/wiki/Erythorbic_acid" title="Erythorbic acid">erythorbic acid</a>.<sup id="cite_ref-pmid17971855_62-0" class="reference"><a href="#cite_note-pmid17971855-62"><span class="cite-bracket">&#91;</span>62<span class="cite-bracket">&#93;</span></a></sup> In plants, synthesis is accomplished through the conversion of <a href="/wiki/Mannose" title="Mannose">mannose</a> or <a href="/wiki/Galactose" title="Galactose">galactose</a> to ascorbic acid.<sup id="cite_ref-pmid9620799_63-0" class="reference"><a href="#cite_note-pmid9620799-63"><span class="cite-bracket">&#91;</span>63<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Stone_64-0" class="reference"><a href="#cite_note-Stone-64"><span class="cite-bracket">&#91;</span>64<span class="cite-bracket">&#93;</span></a></sup> In animals, the starting material is <a href="/wiki/Glucose" title="Glucose">glucose</a>. In some species that synthesize ascorbate in the liver (including <a href="/wiki/Mammal" title="Mammal">mammals</a> and <a href="/wiki/Passerine" title="Passerine">perching birds</a>), the glucose is extracted from <a href="/wiki/Glycogen" title="Glycogen">glycogen</a>; ascorbate synthesis is a glycogenolysis-dependent process.<sup id="cite_ref-pmid11458272_65-0" class="reference"><a href="#cite_note-pmid11458272-65"><span class="cite-bracket">&#91;</span>65<span class="cite-bracket">&#93;</span></a></sup> In humans and in animals that cannot synthesize vitamin C, the enzyme <a href="/wiki/Gulonolactone_oxidase" class="mw-redirect" title="Gulonolactone oxidase"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-gulonolactone oxidase</a> (GULO), which catalyzes the last step in the biosynthesis, is highly mutated and non-functional.<sup id="cite_ref-valpuesta_66-0" class="reference"><a href="#cite_note-valpuesta-66"><span class="cite-bracket">&#91;</span>66<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid1962571_67-0" class="reference"><a href="#cite_note-pmid1962571-67"><span class="cite-bracket">&#91;</span>67<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid1400507_68-0" class="reference"><a href="#cite_note-pmid1400507-68"><span class="cite-bracket">&#91;</span>68<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid10572964_69-0" class="reference"><a href="#cite_note-pmid10572964-69"><span class="cite-bracket">&#91;</span>69<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Animal_synthesis">Animal synthesis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=19" title="Edit section: Animal synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>There is some information on serum vitamin C concentrations maintained in animal species that are able to synthesize vitamin C. One study of several breeds of dogs reported an average of 35.9&#160;μmol/L.<sup id="cite_ref-pmid11666145_70-0" class="reference"><a href="#cite_note-pmid11666145-70"><span class="cite-bracket">&#91;</span>70<span class="cite-bracket">&#93;</span></a></sup> A report on goats, sheep and cattle reported ranges of 100–110, 265–270 and 160–350&#160;μmol/L, respectively.<sup id="cite_ref-Ranjan2012_71-0" class="reference"><a href="#cite_note-Ranjan2012-71"><span class="cite-bracket">&#91;</span>71<span class="cite-bracket">&#93;</span></a></sup> </p><p>The biosynthesis of ascorbic acid in <a href="/wiki/Vertebrates" class="mw-redirect" title="Vertebrates">vertebrates</a> starts with the formation of UDP-glucuronic acid. UDP-glucuronic acid is formed when UDP-glucose undergoes two oxidations catalyzed by the enzyme UDP-glucose 6-dehydrogenase. UDP-glucose 6-dehydrogenase uses the co-factor NAD<sup>+</sup> as the electron acceptor. The transferase UDP-glucuronate pyrophosphorylase removes a <a href="/wiki/Uridine_monophosphate" title="Uridine monophosphate">UMP</a> and <a href="/wiki/Glucuronokinase" title="Glucuronokinase">glucuronokinase</a>, with the cofactor ADP, removes the final phosphate leading to <a href="/wiki/Glucuronic_acid" title="Glucuronic acid"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">d</span>-glucuronic acid</a>. The aldehyde group of this compound is reduced to a primary alcohol using the enzyme <a href="/wiki/Glucuronate_reductase" title="Glucuronate reductase">glucuronate reductase</a> and the cofactor NADPH, yielding <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-gulonic acid. This is followed by lactone formation—utilizing the hydrolase <a href="/wiki/Gluconolactonase" title="Gluconolactonase">gluconolactonase</a>—between the carbonyl on C1 and hydroxyl group on C4. <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-Gulonolactone then reacts with oxygen, catalyzed by the enzyme <a href="/wiki/L-gulonolactone_oxidase" title="L-gulonolactone oxidase">L-gulonolactone oxidase</a> (which is nonfunctional in humans and other <a href="/wiki/Haplorrhini" class="mw-redirect" title="Haplorrhini">Haplorrhini</a> primates; see <a href="/wiki/Pseudogene#Unitary_pseudogenes" title="Pseudogene">Unitary pseudogenes</a>) and the cofactor FAD+. This reaction produces 2-oxogulonolactone (2-keto-gulonolactone), which spontaneously undergoes <a href="/wiki/Enolization" class="mw-redirect" title="Enolization">enolization</a> to form ascorbic acid.<sup id="cite_ref-Stone_64-1" class="reference"><a href="#cite_note-Stone-64"><span class="cite-bracket">&#91;</span>64<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-West_Sussex_2009_72-0" class="reference"><a href="#cite_note-West_Sussex_2009-72"><span class="cite-bracket">&#91;</span>72<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Linster2007_59-2" class="reference"><a href="#cite_note-Linster2007-59"><span class="cite-bracket">&#91;</span>59<span class="cite-bracket">&#93;</span></a></sup> Reptiles and older orders of birds make ascorbic acid in their kidneys. Recent orders of birds and most mammals make ascorbic acid in their liver.<sup id="cite_ref-Stone_64-2" class="reference"><a href="#cite_note-Stone-64"><span class="cite-bracket">&#91;</span>64<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Non-synthesizers">Non-synthesizers</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=20" title="Edit section: Non-synthesizers"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Some mammals have lost the ability to synthesize vitamin C, including <a href="/wiki/Simian" title="Simian">simians</a> and <a href="/wiki/Tarsier" title="Tarsier">tarsiers</a>, which together make up one of two major <a href="/wiki/Primate" title="Primate">primate</a> suborders, <a href="/wiki/Haplorhini" title="Haplorhini">Haplorhini</a>. This group includes humans. The other more primitive primates (<a href="/wiki/Strepsirrhini" title="Strepsirrhini">Strepsirrhini</a>) have the ability to make vitamin C. Synthesis does not occur in some species in the rodent family <a href="/wiki/Caviidae" title="Caviidae">Caviidae</a>, which includes <a href="/wiki/Guinea_pig" title="Guinea pig">guinea pigs</a> and <a href="/wiki/Capybara" title="Capybara">capybaras</a>, but does occur in other rodents, including <a href="/wiki/Rat" title="Rat">rats</a> and <a href="/wiki/Mouse" title="Mouse">mice</a>.<sup id="cite_ref-Miller-2014_73-0" class="reference"><a href="#cite_note-Miller-2014-73"><span class="cite-bracket">&#91;</span>73<span class="cite-bracket">&#93;</span></a></sup> </p><p>Synthesis does not occur in most bat species,<sup id="cite_ref-Jenness-1980_74-0" class="reference"><a href="#cite_note-Jenness-1980-74"><span class="cite-bracket">&#91;</span>74<span class="cite-bracket">&#93;</span></a></sup> but there are at least two species, frugivorous bat <i><a href="/wiki/Rousettus_leschenaultii" class="mw-redirect" title="Rousettus leschenaultii">Rousettus leschenaultii</a></i> and insectivorous bat <i><a href="/wiki/Hipposideros_armiger" class="mw-redirect" title="Hipposideros armiger">Hipposideros armiger</a></i>, that retain (or regained) their ability of vitamin C production.<sup id="cite_ref-pmid21037206_75-0" class="reference"><a href="#cite_note-pmid21037206-75"><span class="cite-bracket">&#91;</span>75<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid22069493_76-0" class="reference"><a href="#cite_note-pmid22069493-76"><span class="cite-bracket">&#91;</span>76<span class="cite-bracket">&#93;</span></a></sup> A number of species of passerine birds also do not synthesize, but not all of them, and those that do not are not clearly related; it has been proposed that the ability was lost separately a number of times in birds.<sup id="cite_ref-Martinez_del_Rio_1997_77-0" class="reference"><a href="#cite_note-Martinez_del_Rio_1997-77"><span class="cite-bracket">&#91;</span>77<span class="cite-bracket">&#93;</span></a></sup> In particular, the ability to synthesize vitamin C is presumed to have been lost and then later re-acquired in at least two cases.<sup id="cite_ref-pmid22294879_78-0" class="reference"><a href="#cite_note-pmid22294879-78"><span class="cite-bracket">&#91;</span>78<span class="cite-bracket">&#93;</span></a></sup> The ability to synthesize vitamin<span class="nowrap">&#160;</span>C has also been lost in about 96% of <a href="/wiki/Extant_taxon" class="mw-redirect" title="Extant taxon">extant</a> fish<sup id="cite_ref-Berra_79-0" class="reference"><a href="#cite_note-Berra-79"><span class="cite-bracket">&#91;</span>79<span class="cite-bracket">&#93;</span></a></sup> (the <a href="/wiki/Teleosts" class="mw-redirect" title="Teleosts">teleosts</a>).<sup id="cite_ref-pmid22294879_78-1" class="reference"><a href="#cite_note-pmid22294879-78"><span class="cite-bracket">&#91;</span>78<span class="cite-bracket">&#93;</span></a></sup> </p><p>On a milligram consumed per kilogram of body weight basis, simian non-synthesizer species consume the vitamin in amounts 10 to 20 times higher than what is recommended by governments for humans.<sup id="cite_ref-pmid10378206_80-0" class="reference"><a href="#cite_note-pmid10378206-80"><span class="cite-bracket">&#91;</span>80<span class="cite-bracket">&#93;</span></a></sup> This discrepancy constituted some of the basis of the controversy on human recommended dietary allowances being set too low.<sup id="cite_ref-pmid5275366_81-0" class="reference"><a href="#cite_note-pmid5275366-81"><span class="cite-bracket">&#91;</span>81<span class="cite-bracket">&#93;</span></a></sup> However, simian consumption does not indicate simian requirements. Merck's veterinary manual states that daily intake of vitamin C at 3–6&#160;mg/kg prevents scurvy in non-human primates.<sup id="cite_ref-Parrott-2022_82-0" class="reference"><a href="#cite_note-Parrott-2022-82"><span class="cite-bracket">&#91;</span>82<span class="cite-bracket">&#93;</span></a></sup> By way of comparison, across several countries, the recommended dietary intake for adult humans is in the range of 1–2&#160;mg/kg. </p> <div class="mw-heading mw-heading4"><h4 id="Evolution_of_animal_synthesis">Evolution of animal synthesis</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=21" title="Edit section: Evolution of animal synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ascorbic acid is a common enzymatic <a href="/wiki/Cofactor_(biochemistry)" title="Cofactor (biochemistry)">cofactor</a> in mammals used in the synthesis of <a href="/wiki/Collagen" title="Collagen">collagen</a>, as well as a powerful <a href="/wiki/Reducing_agent" title="Reducing agent">reducing agent</a> capable of rapidly scavenging a number of <a href="/wiki/Reactive_oxygen_species" title="Reactive oxygen species">reactive oxygen species</a> (ROS). Given that ascorbate has these important functions, it is surprising that the ability to synthesize this molecule has not always been conserved. In fact, anthropoid primates, <i><a href="/wiki/Guinea_pig" title="Guinea pig">Cavia porcellus</a></i> (guinea pigs), <a href="/wiki/Teleost" title="Teleost">teleost</a> fishes, most bats, and some <a href="/wiki/Passerine" title="Passerine">passerine</a> birds have all independently lost the ability to internally synthesize vitamin C in either the kidney or the liver.<sup id="cite_ref-pmid21140195_83-0" class="reference"><a href="#cite_note-pmid21140195-83"><span class="cite-bracket">&#91;</span>83<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid22294879_78-2" class="reference"><a href="#cite_note-pmid22294879-78"><span class="cite-bracket">&#91;</span>78<span class="cite-bracket">&#93;</span></a></sup> In all of the cases where genomic analysis was done on an ascorbic acid <a href="/wiki/Auxotrophy" title="Auxotrophy">auxotroph</a>, the origin of the change was found to be a result of loss-of-function mutations in the gene that encodes <small>L</small>-gulono-γ-lactone oxidase, the enzyme that catalyzes the last step of the ascorbic acid pathway outlined above.<sup id="cite_ref-pmid23404229_84-0" class="reference"><a href="#cite_note-pmid23404229-84"><span class="cite-bracket">&#91;</span>84<span class="cite-bracket">&#93;</span></a></sup> One explanation for the repeated loss of the ability to synthesize vitamin C is that it was the result of <a href="/wiki/Genetic_drift" title="Genetic drift">genetic drift</a>; assuming that the diet was rich in vitamin<span class="nowrap">&#160;</span>C, natural selection would not act to preserve it.<sup id="cite_ref-pmid20210993_85-0" class="reference"><a href="#cite_note-pmid20210993-85"><span class="cite-bracket">&#91;</span>85<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid3338984_86-0" class="reference"><a href="#cite_note-pmid3338984-86"><span class="cite-bracket">&#91;</span>86<span class="cite-bracket">&#93;</span></a></sup> </p><p>In the case of the simians, it is thought that the loss of the ability to make vitamin C may have occurred much farther back in evolutionary history than the emergence of humans or even apes, since it evidently occurred soon after the appearance of the first primates, yet sometime after the split of early primates into the two major suborders <a href="/wiki/Haplorrhini" class="mw-redirect" title="Haplorrhini">Haplorrhini</a> (which cannot make vitamin C) and its sister suborder of non-tarsier prosimians, the <a href="/wiki/Strepsirrhini" title="Strepsirrhini">Strepsirrhini</a> ("wet-nosed" primates), which retained the ability to make vitamin C.<sup id="cite_ref-pmid3113259_87-0" class="reference"><a href="#cite_note-pmid3113259-87"><span class="cite-bracket">&#91;</span>87<span class="cite-bracket">&#93;</span></a></sup> According to molecular clock dating, these two suborder primate branches parted ways about 63 to 60 million years ago.<sup id="cite_ref-pmid15085543_88-0" class="reference"><a href="#cite_note-pmid15085543-88"><span class="cite-bracket">&#91;</span>88<span class="cite-bracket">&#93;</span></a></sup> Approximately three to five million years later (58 million years ago), only a short time afterward from an evolutionary perspective, the infraorder <a href="/wiki/Tarsiiformes" title="Tarsiiformes">Tarsiiformes</a>, whose only remaining family is that of the tarsier (<a href="/wiki/Tarsiidae" class="mw-redirect" title="Tarsiidae">Tarsiidae</a>), branched off from the other haplorrhines.<sup id="cite_ref-pmid9668008_89-0" class="reference"><a href="#cite_note-pmid9668008-89"><span class="cite-bracket">&#91;</span>89<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Porter_1997_90-0" class="reference"><a href="#cite_note-Porter_1997-90"><span class="cite-bracket">&#91;</span>90<span class="cite-bracket">&#93;</span></a></sup> Since tarsiers also cannot make vitamin C, this implies the mutation had already occurred, and thus must have occurred between these two marker points (63 to 58 million years ago).<sup id="cite_ref-pmid3113259_87-1" class="reference"><a href="#cite_note-pmid3113259-87"><span class="cite-bracket">&#91;</span>87<span class="cite-bracket">&#93;</span></a></sup> </p><p>It has also been noted that the loss of the ability to synthesize ascorbate strikingly parallels the inability to break down <a href="/wiki/Uric_acid" title="Uric acid">uric acid</a>, also a characteristic of primates. Uric acid and ascorbate are both strong <a href="/wiki/Reducing_agent" title="Reducing agent">reducing agents</a>. This has led to the suggestion that, in higher primates, uric acid has taken over some of the functions of ascorbate.<sup id="cite_ref-pmid5477017_91-0" class="reference"><a href="#cite_note-pmid5477017-91"><span class="cite-bracket">&#91;</span>91<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Plant_synthesis">Plant synthesis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=22" title="Edit section: Plant synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size skin-invert-image" typeof="mw:File/Thumb"><a href="/wiki/File:Vitamin_C_Biosynthesis_in_Plants.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Vitamin_C_Biosynthesis_in_Plants.svg/390px-Vitamin_C_Biosynthesis_in_Plants.svg.png" decoding="async" width="390" height="276" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Vitamin_C_Biosynthesis_in_Plants.svg/585px-Vitamin_C_Biosynthesis_in_Plants.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Vitamin_C_Biosynthesis_in_Plants.svg/780px-Vitamin_C_Biosynthesis_in_Plants.svg.png 2x" data-file-width="1052" data-file-height="744" /></a><figcaption>Vitamin C biosynthesis in plants</figcaption></figure> <p>There are many different biosynthesis pathways to ascorbic acid in plants. Most proceed through products of <a href="/wiki/Glycolysis" title="Glycolysis">glycolysis</a> and other <a href="/wiki/Metabolic_pathway" title="Metabolic pathway">metabolic pathways</a>. For example, one pathway utilizes plant <a href="/wiki/Cell_wall" title="Cell wall">cell wall</a> polymers.<sup id="cite_ref-valpuesta_66-1" class="reference"><a href="#cite_note-valpuesta-66"><span class="cite-bracket">&#91;</span>66<span class="cite-bracket">&#93;</span></a></sup> The principal plant ascorbic acid biosynthesis pathway seems to be via <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-galactose. The enzyme <a href="/wiki/L-galactose_1-dehydrogenase" title="L-galactose 1-dehydrogenase"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-galactose dehydrogenase</a> catalyzes the overall <a href="/wiki/Organic_redox_reaction" title="Organic redox reaction">oxidation</a> to the <a href="/wiki/Lactone" title="Lactone">lactone</a> and isomerization of the lactone to the C4-hydroxyl group, resulting in <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-galactono-1,4-lactone.<sup id="cite_ref-West_Sussex_2009_72-1" class="reference"><a href="#cite_note-West_Sussex_2009-72"><span class="cite-bracket">&#91;</span>72<span class="cite-bracket">&#93;</span></a></sup> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-Galactono-1,4-lactone then reacts with the mitochondrial flavoenzyme <a href="/wiki/Galactonolactone_dehydrogenase" title="Galactonolactone dehydrogenase"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-galactonolactone dehydrogenase</a><sup id="cite_ref-pmid18190525_92-0" class="reference"><a href="#cite_note-pmid18190525-92"><span class="cite-bracket">&#91;</span>92<span class="cite-bracket">&#93;</span></a></sup> to produce ascorbic acid.<sup id="cite_ref-West_Sussex_2009_72-2" class="reference"><a href="#cite_note-West_Sussex_2009-72"><span class="cite-bracket">&#91;</span>72<span class="cite-bracket">&#93;</span></a></sup> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-Ascorbic acid has a negative feedback on <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-galactose dehydrogenase in spinach.<sup id="cite_ref-pmid15509850_93-0" class="reference"><a href="#cite_note-pmid15509850-93"><span class="cite-bracket">&#91;</span>93<span class="cite-bracket">&#93;</span></a></sup> Ascorbic acid efflux by embryos of dicot plants is a well-established mechanism of iron reduction and a step obligatory for iron uptake.<sup id="cite_ref-95" class="reference"><a href="#cite_note-95"><span class="cite-bracket">&#91;</span>a<span class="cite-bracket">&#93;</span></a></sup> </p><p>All plants synthesize ascorbic acid. Ascorbic acid functions as a cofactor for enzymes involved in photosynthesis, synthesis of plant hormones, as an antioxidant and regenerator of other antioxidants.<sup id="cite_ref-Gallie2013_96-0" class="reference"><a href="#cite_note-Gallie2013-96"><span class="cite-bracket">&#91;</span>95<span class="cite-bracket">&#93;</span></a></sup> Plants use multiple pathways to synthesize vitamin C. The major pathway starts with glucose, <a href="/wiki/Fructose" title="Fructose">fructose</a> or <a href="/wiki/Mannose" title="Mannose">mannose</a> (all simple sugars) and proceeds to <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-<a href="/wiki/Galactose" title="Galactose">galactose</a>, <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-galactonolactone and ascorbic acid.<sup id="cite_ref-Gallie2013_96-1" class="reference"><a href="#cite_note-Gallie2013-96"><span class="cite-bracket">&#91;</span>95<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Mellidou2017_97-0" class="reference"><a href="#cite_note-Mellidou2017-97"><span class="cite-bracket">&#91;</span>96<span class="cite-bracket">&#93;</span></a></sup> This biosynthesis is regulated following a <a href="/wiki/Diurnal_rhythm" class="mw-redirect" title="Diurnal rhythm">diurnal rhythm</a>.<sup id="cite_ref-Mellidou2017_97-1" class="reference"><a href="#cite_note-Mellidou2017-97"><span class="cite-bracket">&#91;</span>96<span class="cite-bracket">&#93;</span></a></sup> Enzyme expression peaks in the morning to supporting biosynthesis for when mid-day sunlight intensity demands high ascorbic acid concentrations.<sup id="cite_ref-Mellidou2017_97-2" class="reference"><a href="#cite_note-Mellidou2017-97"><span class="cite-bracket">&#91;</span>96<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid27179323_98-0" class="reference"><a href="#cite_note-pmid27179323-98"><span class="cite-bracket">&#91;</span>97<span class="cite-bracket">&#93;</span></a></sup> Minor pathways may be specific to certain parts of plants; these can be either identical to the vertebrate pathway (including the GLO enzyme), or start with inositol and get to ascorbic acid via <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-galactonic acid to <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-galactonolactone.<sup id="cite_ref-Gallie2013_96-2" class="reference"><a href="#cite_note-Gallie2013-96"><span class="cite-bracket">&#91;</span>95<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Industrial_synthesis">Industrial synthesis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=23" title="Edit section: Industrial synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Chemistry_of_ascorbic_acid" title="Chemistry of ascorbic acid">Chemistry of ascorbic acid</a></div> <p>Vitamin C can be produced from <a href="/wiki/Glucose" title="Glucose">glucose</a> by two main routes. The no longer utilized <a href="/wiki/Reichstein_process" title="Reichstein process">Reichstein process</a>, developed in the 1930s, used a single fermentation followed by a purely chemical route. The modern two-step <a href="/wiki/Fermentation_(biochemistry)" class="mw-redirect" title="Fermentation (biochemistry)">fermentation</a> process, originally developed in <a href="/wiki/China" title="China">China</a> in the 1960s, uses additional fermentation to replace part of the later chemical stages. The Reichstein process and the modern two-step fermentation processes both use <a href="/wiki/Glucose" title="Glucose">glucose</a> as the starting material, convert that to <a href="/wiki/Sorbitol" title="Sorbitol">sorbitol</a>, and then to <a href="/wiki/Sorbose" title="Sorbose">sorbose</a> using fermentation.<sup id="cite_ref-pmid23208776_99-0" class="reference"><a href="#cite_note-pmid23208776-99"><span class="cite-bracket">&#91;</span>98<span class="cite-bracket">&#93;</span></a></sup> The two-step fermentation process then converts sorbose to 2-keto-l-gulonic acid (KGA) through another fermentation step, avoiding an extra intermediate. Both processes yield approximately 60% vitamin C from the glucose starting point.<sup id="cite_ref-Competition_Commission-2001_100-0" class="reference"><a href="#cite_note-Competition_Commission-2001-100"><span class="cite-bracket">&#91;</span>99<span class="cite-bracket">&#93;</span></a></sup> Researchers are exploring means for one-step fermentation.<sup id="cite_ref-pmid33717042_101-0" class="reference"><a href="#cite_note-pmid33717042-101"><span class="cite-bracket">&#91;</span>100<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid35996146_102-0" class="reference"><a href="#cite_note-pmid35996146-102"><span class="cite-bracket">&#91;</span>101<span class="cite-bracket">&#93;</span></a></sup> </p><p>China produces about 70% of the global vitamin C market. The rest is split among European Union, India and North America. The global market is expected to exceed 141 thousand metric tons in 2024.<sup id="cite_ref-Vantage_market_research-2022_103-0" class="reference"><a href="#cite_note-Vantage_market_research-2022-103"><span class="cite-bracket">&#91;</span>102<span class="cite-bracket">&#93;</span></a></sup> Cost per metric ton (1000&#160;kg) in US dollars was $2,220 in Shanghai, $2,850 in Hamburg and $3,490 in the US.<sup id="cite_ref-ChemAnalyst-2023_104-0" class="reference"><a href="#cite_note-ChemAnalyst-2023-104"><span class="cite-bracket">&#91;</span>103<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Health_effects">Health effects</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=24" title="Edit section: Health effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:VitaminSupplementPills2.jpg" class="mw-file-description"><img alt="Rows and rows of dietary supplement bottles on shelves" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e3/VitaminSupplementPills2.jpg/220px-VitaminSupplementPills2.jpg" decoding="async" width="220" height="146" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e3/VitaminSupplementPills2.jpg/330px-VitaminSupplementPills2.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e3/VitaminSupplementPills2.jpg/440px-VitaminSupplementPills2.jpg 2x" data-file-width="4928" data-file-height="3264" /></a><figcaption>Vitamin C supplements among other dietary supplements at a US drug store</figcaption></figure> <p>Vitamin C has a definitive role in treating scurvy, which is a disease caused by vitamin<span class="nowrap">&#160;</span>C deficiency. Beyond that, a role for vitamin<span class="nowrap">&#160;</span>C as prevention or treatment for various diseases is disputed, with reviews often reporting conflicting results. No effect of vitamin<span class="nowrap">&#160;</span>C supplementation reported for overall mortality.<sup id="cite_ref-pmid22419320_105-0" class="reference"><a href="#cite_note-pmid22419320-105"><span class="cite-bracket">&#91;</span>104<span class="cite-bracket">&#93;</span></a></sup> It is on the <a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">World Health Organization's List of Essential Medicines</a><sup id="cite_ref-WHO23rd_106-0" class="reference"><a href="#cite_note-WHO23rd-106"><span class="cite-bracket">&#91;</span>105<span class="cite-bracket">&#93;</span></a></sup> and on the World Health Organization's Model Forumulary.<sup id="cite_ref-WHO_Formulary_2008_107-0" class="reference"><a href="#cite_note-WHO_Formulary_2008-107"><span class="cite-bracket">&#91;</span>106<span class="cite-bracket">&#93;</span></a></sup> In 2022, it was the 226th most commonly prescribed medication in the United States, with more than 1<span class="nowrap">&#160;</span>million prescriptions.<sup id="cite_ref-108" class="reference"><a href="#cite_note-108"><span class="cite-bracket">&#91;</span>107<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-109" class="reference"><a href="#cite_note-109"><span class="cite-bracket">&#91;</span>108<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Scurvy">Scurvy</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=25" title="Edit section: Scurvy"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Scurvy" title="Scurvy">Scurvy</a></div> <p><a href="/wiki/Scurvy" title="Scurvy">Scurvy</a> is a disease resulting from a deficiency of vitamin C. Without this vitamin, <a href="/wiki/Collagen" title="Collagen">collagen</a> made by the body is too unstable to perform its function and several other <a href="/wiki/Enzyme" title="Enzyme">enzymes</a> in the body do not operate correctly. Early symptoms are malaise and lethargy, progressing to shortness of breath, bone pain and susceptibility to bruising. As the disease progressed, it is characterized by <a href="/wiki/Hyperkeratosis" title="Hyperkeratosis">spots</a> on and <a href="/wiki/Ecchymosis" class="mw-redirect" title="Ecchymosis">bleeding</a> under the skin and bleeding gums. The skin lesions are most abundant on the thighs and legs. A person with the ailment looks pale, feels depressed, and is partially immobilized. In advanced scurvy there is fever, old wounds may become open and <a href="/wiki/Suppuration" class="mw-redirect" title="Suppuration">suppurating</a>, loss of <a href="/wiki/Tooth" title="Tooth">teeth</a>, convulsions and, eventually, death. Until quite late in the disease the damage is reversible, as healthy collagen replaces the defective collagen with vitamin<span class="nowrap">&#160;</span>C repletion.<sup id="cite_ref-lpi2018_6-4" class="reference"><a href="#cite_note-lpi2018-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-AHFS2016_40-2" class="reference"><a href="#cite_note-AHFS2016-40"><span class="cite-bracket">&#91;</span>40<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid21402244_110-0" class="reference"><a href="#cite_note-pmid21402244-110"><span class="cite-bracket">&#91;</span>109<span class="cite-bracket">&#93;</span></a></sup> </p><p>Notable human dietary studies of experimentally induced scurvy were conducted on <a href="/wiki/Conscientious_objector" title="Conscientious objector">conscientious objectors</a> during World War II in Britain and on Iowa state prisoners in the late 1960s to the 1980s. Men in the prison study developed the first signs of scurvy about four weeks after starting the vitamin C-free diet, whereas in the earlier British study, six to eight months were required, possibly due to the pre-loading of this group with a 70&#160;mg/day supplement for six weeks before the scorbutic diet was fed. Men in both studies had blood levels of ascorbic acid too low to be accurately measured by the time they developed signs of scurvy. These studies both reported that all obvious symptoms of scurvy could be completely reversed by supplementation of only 10&#160;mg a day.<sup id="cite_ref-pmid4977512_111-0" class="reference"><a href="#cite_note-pmid4977512-111"><span class="cite-bracket">&#91;</span>110<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid16510534_112-0" class="reference"><a href="#cite_note-pmid16510534-112"><span class="cite-bracket">&#91;</span>111<span class="cite-bracket">&#93;</span></a></sup> Treatment of scurvy can be with vitamin<span class="nowrap">&#160;</span>C-containing foods or dietary supplements or injection.<sup id="cite_ref-AHFS2016_40-3" class="reference"><a href="#cite_note-AHFS2016-40"><span class="cite-bracket">&#91;</span>40<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-DRItext_7-12" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Page: 101">&#58;&#8202;101&#8202;</span></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Sepsis">Sepsis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=26" title="Edit section: Sepsis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>People in <a href="/wiki/Sepsis" title="Sepsis">sepsis</a> may have micronutrient deficiencies, including low levels of vitamin C.<sup id="cite_ref-pmid29984680_113-0" class="reference"><a href="#cite_note-pmid29984680-113"><span class="cite-bracket">&#91;</span>112<span class="cite-bracket">&#93;</span></a></sup> An intake of 3.0 g/day, which requires intravenous administration, appears to be needed to maintain normal plasma concentrations in people with sepsis or severe burn injury.<sup id="cite_ref-Liang2023_114-0" class="reference"><a href="#cite_note-Liang2023-114"><span class="cite-bracket">&#91;</span>113<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid25635594_115-0" class="reference"><a href="#cite_note-pmid25635594-115"><span class="cite-bracket">&#91;</span>114<span class="cite-bracket">&#93;</span></a></sup> Sepsis mortality may be reduced with administration of intravenous vitamin C.<sup id="cite_ref-pmid37111066_116-0" class="reference"><a href="#cite_note-pmid37111066-116"><span class="cite-bracket">&#91;</span>115<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid37599680_117-0" class="reference"><a href="#cite_note-pmid37599680-117"><span class="cite-bracket">&#91;</span>116<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Common_cold">Common cold</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=27" title="Edit section: Common cold"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Linus_Pauling.jpg" class="mw-file-description"><img alt="1955 black-and-white photo of Nobel Prize winner, Linus Pauling." src="//upload.wikimedia.org/wikipedia/commons/thumb/d/db/Linus_Pauling.jpg/170px-Linus_Pauling.jpg" decoding="async" width="170" height="240" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/db/Linus_Pauling.jpg/255px-Linus_Pauling.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/d/db/Linus_Pauling.jpg 2x" data-file-width="280" data-file-height="396" /></a><figcaption>The Nobel Prize winner <a href="/wiki/Linus_Pauling" title="Linus Pauling">Linus Pauling</a> advocated taking vitamin C for the <a href="/wiki/Common_cold" title="Common cold">common cold</a> in <a href="/wiki/Vitamin_C_and_the_Common_Cold_(book)" title="Vitamin C and the Common Cold (book)">a 1970 book</a>.</figcaption></figure> <p>Research on vitamin<span class="nowrap">&#160;</span>C in the common cold has been divided into effects on prevention, duration, and severity. Oral intakes of more than 200&#160;mg/day taken on a regular basis was not effective in prevention of the common cold. Restricting analysis to trials that used at least 1000&#160;mg/day also saw no prevention benefit. However, taking a vitamin<span class="nowrap">&#160;</span>C supplement on a regular basis did reduce the average duration of the illness by 8% in adults and 14% in children, and also reduced the severity of colds.<sup id="cite_ref-Hem2013_118-0" class="reference"><a href="#cite_note-Hem2013-118"><span class="cite-bracket">&#91;</span>117<span class="cite-bracket">&#93;</span></a></sup> Vitamin C taken on a regular basis reduced the duration of severe symptoms but had no effect on the duration of mild symptoms.<sup id="cite_ref-Hem2023_119-0" class="reference"><a href="#cite_note-Hem2023-119"><span class="cite-bracket">&#91;</span>118<span class="cite-bracket">&#93;</span></a></sup> Therapeutic use, meaning that the vitamin was not started unless people started to feel the beginnings of a cold, had no effect on the duration or severity of the illness.<sup id="cite_ref-Hem2013_118-1" class="reference"><a href="#cite_note-Hem2013-118"><span class="cite-bracket">&#91;</span>117<span class="cite-bracket">&#93;</span></a></sup> </p><p>Vitamin C distributes readily in high concentrations into <a href="/wiki/Immune_system" title="Immune system">immune cells</a>, promotes <a href="/wiki/Natural_killer_cell" title="Natural killer cell">natural killer cell</a> activities, promotes <a href="/wiki/Lymphocyte" title="Lymphocyte">lymphocyte</a> proliferation, and is depleted quickly during infections, effects suggesting a prominent role in immune system function.<sup id="cite_ref-Wintergerst-2006_120-0" class="reference"><a href="#cite_note-Wintergerst-2006-120"><span class="cite-bracket">&#91;</span>119<span class="cite-bracket">&#93;</span></a></sup> The <a href="/wiki/European_Food_Safety_Authority" title="European Food Safety Authority">European Food Safety Authority</a> concluded there is a <a href="/wiki/Causality" title="Causality">cause and effect relationship</a> between the dietary intake of vitamin C and functioning of a normal immune system in adults and in children under three years of age.<sup id="cite_ref-efsa09_121-0" class="reference"><a href="#cite_note-efsa09-121"><span class="cite-bracket">&#91;</span>120<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-efsa15_122-0" class="reference"><a href="#cite_note-efsa15-122"><span class="cite-bracket">&#91;</span>121<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="COVID-19">COVID-19</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=28" title="Edit section: COVID-19"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/COVID-19_drug_repurposing_research#Vitamin_C" title="COVID-19 drug repurposing research">COVID-19 drug repurposing research §&#160;Vitamin C</a>, and <a href="/wiki/COVID-19_misinformation#Vitamin_C" title="COVID-19 misinformation">COVID-19 misinformation §&#160;Vitamin C</a></div> <p>During March through July 2020, vitamin C was the subject of more US FDA warning letters than any other ingredient for claims for prevention and/or treatment of COVID-19.<sup id="cite_ref-pmid33001378_123-0" class="reference"><a href="#cite_note-pmid33001378-123"><span class="cite-bracket">&#91;</span>122<span class="cite-bracket">&#93;</span></a></sup> In April 2021, the US <a href="/wiki/National_Institutes_of_Health" title="National Institutes of Health">National Institutes of Health</a> (NIH) COVID-19 Treatment Guidelines stated that "there are insufficient data to recommend either for or against the use of vitamin<span class="nowrap">&#160;</span>C for the prevention or treatment of COVID-19."<sup id="cite_ref-COVID-19_Treatment_Guidelines-2021_124-0" class="reference"><a href="#cite_note-COVID-19_Treatment_Guidelines-2021-124"><span class="cite-bracket">&#91;</span>123<span class="cite-bracket">&#93;</span></a></sup> In an update posted December 2022, the NIH position was unchanged: </p> <ul><li>There is insufficient evidence for the COVID-19 Treatment Guidelines Panel (the Panel) to recommend either for or against the use of vitamin C for the treatment of COVID-19 in nonhospitalized patients.</li> <li>There is insufficient evidence for the Panel to recommend either for or against the use of vitamin C for the treatment of COVID-19 in hospitalized patients.<sup id="cite_ref-U.S._National_Institutes_of_Health-2022_125-0" class="reference"><a href="#cite_note-U.S._National_Institutes_of_Health-2022-125"><span class="cite-bracket">&#91;</span>124<span class="cite-bracket">&#93;</span></a></sup></li></ul> <p>For people hospitalized with severe COVID-19 there are reports of a significant reduction in the risk of all-cause, in-hospital mortality with the administration of vitamin C relative to no vitamin C. There were no significant differences in ventilation incidence, hospitalization duration or length of intensive care unit stay between the two groups. The majority of the trials incorporated into these meta-analyses used intravenous administration of the vitamin.<sup id="cite_ref-Kow2023_126-0" class="reference"><a href="#cite_note-Kow2023-126"><span class="cite-bracket">&#91;</span>125<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Huang2022_127-0" class="reference"><a href="#cite_note-Huang2022-127"><span class="cite-bracket">&#91;</span>126<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Olczak2022_128-0" class="reference"><a href="#cite_note-Olczak2022-128"><span class="cite-bracket">&#91;</span>127<span class="cite-bracket">&#93;</span></a></sup> Acute kidney injury was lower in people treated with vitamin C treatment. There were no differences in the frequency of other adverse events due to the vitamin.<sup id="cite_ref-Olczak2022_128-1" class="reference"><a href="#cite_note-Olczak2022-128"><span class="cite-bracket">&#91;</span>127<span class="cite-bracket">&#93;</span></a></sup> The conclusion was that further large-scale studies are needed to affirm its mortality benefits before issuing updated guidelines and recommendations.<sup id="cite_ref-Kow2023_126-1" class="reference"><a href="#cite_note-Kow2023-126"><span class="cite-bracket">&#91;</span>125<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Huang2022_127-1" class="reference"><a href="#cite_note-Huang2022-127"><span class="cite-bracket">&#91;</span>126<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Olczak2022_128-2" class="reference"><a href="#cite_note-Olczak2022-128"><span class="cite-bracket">&#91;</span>127<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Cancer">Cancer</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=29" title="Edit section: Cancer"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Higher vitamin C intake appears to reduce the risk for <a href="/wiki/Lung_cancer" title="Lung cancer">lung cancer</a>.<sup id="cite_ref-pmid25145261_129-0" class="reference"><a href="#cite_note-pmid25145261-129"><span class="cite-bracket">&#91;</span>128<span class="cite-bracket">&#93;</span></a></sup> There is no evidence that vitamin C supplementation reduces the risk of prostate cancer,<sup id="cite_ref-Stratton_J,_Godwin_M_243–52_130-0" class="reference"><a href="#cite_note-Stratton_J,_Godwin_M_243–52-130"><span class="cite-bracket">&#91;</span>129<span class="cite-bracket">&#93;</span></a></sup> <a href="/wiki/Colorectal_cancer" title="Colorectal cancer">colorectal cancer</a><sup id="cite_ref-pmid25335850_131-0" class="reference"><a href="#cite_note-pmid25335850-131"><span class="cite-bracket">&#91;</span>130<span class="cite-bracket">&#93;</span></a></sup> or breast cancer.<sup id="cite_ref-pmid21761132_132-0" class="reference"><a href="#cite_note-pmid21761132-132"><span class="cite-bracket">&#91;</span>131<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Cardiovascular_disease">Cardiovascular disease</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=30" title="Edit section: Cardiovascular disease"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>There is no evidence that vitamin C supplementation decreases the risk cardiovascular disease,<sup id="cite_ref-pmid28301692_133-0" class="reference"><a href="#cite_note-pmid28301692-133"><span class="cite-bracket">&#91;</span>132<span class="cite-bracket">&#93;</span></a></sup> although there may be an association between higher circulating vitamin C levels or dietary vitamin C and a lower risk of stroke.<sup id="cite_ref-pmid24284213_134-0" class="reference"><a href="#cite_note-pmid24284213-134"><span class="cite-bracket">&#91;</span>133<span class="cite-bracket">&#93;</span></a></sup> There is a positive effect of vitamin C on <a href="/wiki/Endothelial_dysfunction" title="Endothelial dysfunction">endothelial dysfunction</a> when taken at doses greater than 500&#160;mg per day. (The endothelium is a layer of cells that line the interior surface of blood vessels.)<sup id="cite_ref-pmid24792921_135-0" class="reference"><a href="#cite_note-pmid24792921-135"><span class="cite-bracket">&#91;</span>134<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Blood_pressure">Blood pressure</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=31" title="Edit section: Blood pressure"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Serum vitamin C was reported to be 15.13 μmol/L lower in people with <a href="/wiki/Hypertension" title="Hypertension">hypertension</a> compared to normotensives. The vitamin was inversely associated with both <a href="/wiki/Systolic_blood_pressure" class="mw-redirect" title="Systolic blood pressure">systolic blood pressure</a> (SBP) and <a href="/wiki/Diastolic_blood_pressure" class="mw-redirect" title="Diastolic blood pressure">diastolic blood pressure</a> (DBP).<sup id="cite_ref-pmid32426036_136-0" class="reference"><a href="#cite_note-pmid32426036-136"><span class="cite-bracket">&#91;</span>135<span class="cite-bracket">&#93;</span></a></sup> Oral supplementation of the vitamin resulted in a very modest but statistically significant decrease in SBP in people with hypertension.<sup id="cite_ref-Guan2020_137-0" class="reference"><a href="#cite_note-Guan2020-137"><span class="cite-bracket">&#91;</span>136<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Llban2023_138-0" class="reference"><a href="#cite_note-Llban2023-138"><span class="cite-bracket">&#91;</span>137<span class="cite-bracket">&#93;</span></a></sup> The proposed explanation is that vitamin C increases intracellular concentrations of <a href="/wiki/Tetrahydrobiopterin" title="Tetrahydrobiopterin">tetrahydrobiopterin</a>, an endothelial <a href="/wiki/Nitric_oxide_synthase" title="Nitric oxide synthase">nitric oxide synthase</a> cofactor that promotes the production of <a href="/wiki/Nitric_oxide" title="Nitric oxide">nitric oxide</a>, which is a potent vasodilator. Vitamin C supplementation might also reverse the nitric oxide synthase inhibitor <a href="/wiki/NG-monomethyl-L-arginine" class="mw-redirect" title="NG-monomethyl-L-arginine">NG-monomethyl-L-arginine 1</a>, and there is also evidence cited that vitamin C directly enhances the biological activity of nitric oxide<sup id="cite_ref-Guan2020_137-1" class="reference"><a href="#cite_note-Guan2020-137"><span class="cite-bracket">&#91;</span>136<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Type_2_diabetes">Type 2 diabetes</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=32" title="Edit section: Type 2 diabetes"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>There are contradictory reviews. From one, vitamin C supplementation cannot be recommended for management of <a href="/wiki/Type_2_diabetes" title="Type 2 diabetes">type 2 diabetes</a>.<sup id="cite_ref-mason_139-0" class="reference"><a href="#cite_note-mason-139"><span class="cite-bracket">&#91;</span>138<span class="cite-bracket">&#93;</span></a></sup> However, another reported that supplementation with high doses of vitamin C can decrease <a href="/wiki/Glucose_test" title="Glucose test">blood glucose</a>, <a href="/wiki/Insulin" title="Insulin">insulin</a> and <a href="/wiki/Glycated_hemoglobin" title="Glycated hemoglobin">hemoglobin A1c</a>.<sup id="cite_ref-nos_140-0" class="reference"><a href="#cite_note-nos-140"><span class="cite-bracket">&#91;</span>139<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Iron_deficiency">Iron deficiency</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=33" title="Edit section: Iron deficiency"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>One of the causes of <a href="/wiki/Iron-deficiency_anemia" title="Iron-deficiency anemia">iron-deficiency anemia</a> is reduced absorption of iron. Iron absorption can be enhanced through ingestion of vitamin C alongside iron-containing food or supplements. Vitamin C helps to keep iron in the reduced ferrous state, which is more soluble and more easily absorbed.<sup id="cite_ref-pmid28189173_141-0" class="reference"><a href="#cite_note-pmid28189173-141"><span class="cite-bracket">&#91;</span>140<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Cognitive_impairment_and_Alzheimer's_disease"><span id="Cognitive_impairment_and_Alzheimer.27s_disease"></span>Cognitive impairment and Alzheimer's disease</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=34" title="Edit section: Cognitive impairment and Alzheimer&#039;s disease"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Lower plasma vitamin C concentrations were reported in people with cognitive impairment and <a href="/wiki/Alzheimer%27s_disease" title="Alzheimer&#39;s disease">Alzheimer's disease</a> compared to people with normal cognition.<sup id="cite_ref-pmid24144963_142-0" class="reference"><a href="#cite_note-pmid24144963-142"><span class="cite-bracket">&#91;</span>141<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid22543848_143-0" class="reference"><a href="#cite_note-pmid22543848-143"><span class="cite-bracket">&#91;</span>142<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid22366772_144-0" class="reference"><a href="#cite_note-pmid22366772-144"><span class="cite-bracket">&#91;</span>143<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Eye_health">Eye health</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=35" title="Edit section: Eye health"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Higher dietary intake of vitamin C was associated with lower risk of age-related cataracts.<sup id="cite_ref-pmid30878580_55-1" class="reference"><a href="#cite_note-pmid30878580-55"><span class="cite-bracket">&#91;</span>55<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-145" class="reference"><a href="#cite_note-145"><span class="cite-bracket">&#91;</span>144<span class="cite-bracket">&#93;</span></a></sup> Vitamin C supplementation did not prevent age-related macular degeneration.<sup id="cite_ref-146" class="reference"><a href="#cite_note-146"><span class="cite-bracket">&#91;</span>145<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Periodontal_disease">Periodontal disease</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=36" title="Edit section: Periodontal disease"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Low intake and low serum concentration were associated with greater progression of <a href="/wiki/Periodontal_disease" title="Periodontal disease">periodontal disease</a>.<sup id="cite_ref-pmid38245765_147-0" class="reference"><a href="#cite_note-pmid38245765-147"><span class="cite-bracket">&#91;</span>146<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid31336735_148-0" class="reference"><a href="#cite_note-pmid31336735-148"><span class="cite-bracket">&#91;</span>147<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Adverse_effects">Adverse effects</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=37" title="Edit section: Adverse effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Oral intake of dietary supplements vitamin C in excess of requirements is poorly absorbed,<sup id="cite_ref-NIH2021_4-4" class="reference"><a href="#cite_note-NIH2021-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup> and excess amounts in the blood are rapidly excreted in the urine, so it exhibits low acute toxicity.<sup id="cite_ref-lpi2018_6-5" class="reference"><a href="#cite_note-lpi2018-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup> More than two to three grams, consumed orally, may cause nausea, abdominal cramps and diarrhea. These effects are attributed to the osmotic effect of unabsorbed vitamin C passing through the intestine.<sup id="cite_ref-DRItext_7-13" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Page: 156">&#58;&#8202;156&#8202;</span></sup> In theory, high vitamin C intake may cause excessive absorption of iron. A summary of reviews of supplementation in healthy subjects did not report this problem, but left as untested the possibility that individuals with hereditary <a href="/wiki/Hemochromatosis" class="mw-redirect" title="Hemochromatosis">hemochromatosis</a> might be adversely affected.<sup id="cite_ref-DRItext_7-14" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Page: 158">&#58;&#8202;158&#8202;</span></sup> </p><p>There is a longstanding belief among the mainstream medical community that vitamin C increases risk of <a href="/wiki/Kidney_stone" class="mw-redirect" title="Kidney stone">kidney stones</a>.<sup id="cite_ref-BattlingQuackery_149-0" class="reference"><a href="#cite_note-BattlingQuackery-149"><span class="cite-bracket">&#91;</span>148<span class="cite-bracket">&#93;</span></a></sup> "Reports of kidney stone formation associated with excess ascorbic acid intake are limited to individuals with renal disease".<sup id="cite_ref-DRItext_7-15" class="reference"><a href="#cite_note-DRItext-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup><sup class="reference nowrap"><span title="Pages: 156–157">&#58;&#8202;156–157&#8202;</span></sup> A review states that "data from epidemiological studies do not support an association between excess ascorbic acid intake and kidney stone formation in apparently healthy individuals",<sup id="cite_ref-VCreview2003_150-0" class="reference"><a href="#cite_note-VCreview2003-150"><span class="cite-bracket">&#91;</span>149<span class="cite-bracket">&#93;</span></a></sup> although one large, multi-year trial did report a nearly two-fold increase in kidney stones in men who regularly consumed a vitamin C supplement.<sup id="cite_ref-pmid23381591_151-0" class="reference"><a href="#cite_note-pmid23381591-151"><span class="cite-bracket">&#91;</span>150<span class="cite-bracket">&#93;</span></a></sup> </p><p>There is extensive research on the purported benefits of intravenous vitamin C for treatment of sepsis,<sup id="cite_ref-Liang2023_114-1" class="reference"><a href="#cite_note-Liang2023-114"><span class="cite-bracket">&#91;</span>113<span class="cite-bracket">&#93;</span></a></sup> severe COVID-19<sup id="cite_ref-Kow2023_126-2" class="reference"><a href="#cite_note-Kow2023-126"><span class="cite-bracket">&#91;</span>125<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Huang2022_127-2" class="reference"><a href="#cite_note-Huang2022-127"><span class="cite-bracket">&#91;</span>126<span class="cite-bracket">&#93;</span></a></sup> and cancer.<sup id="cite_ref-Jacobs2015_152-0" class="reference"><a href="#cite_note-Jacobs2015-152"><span class="cite-bracket">&#91;</span>151<span class="cite-bracket">&#93;</span></a></sup> Reviews list trials with doses as high as 24 grams per day.<sup id="cite_ref-Kow2023_126-3" class="reference"><a href="#cite_note-Kow2023-126"><span class="cite-bracket">&#91;</span>125<span class="cite-bracket">&#93;</span></a></sup> Concerns about possible adverse effects are that intravenous high-dose vitamin C leads to a supraphysiological level of vitamin C followed by oxidative degradation to dehydroascorbic acid and hence to oxalate, increasing the risk of oxalate kidney stones and oxalate nephropathy. The risk may be higher in people with <a href="/wiki/Renal_impairment" class="mw-redirect" title="Renal impairment">renal impairment</a>, as kidneys efficiently excrete excess vitamin C. Second, treatment with high dose vitamin C should be avoided in patients with <a href="/wiki/Glucose-6-phosphate_dehydrogenase_deficiency" title="Glucose-6-phosphate dehydrogenase deficiency">glucose-6-phosphate dehydrogenase deficiency</a> as it can lead to acute <a href="/wiki/Hemolysis" title="Hemolysis">hemolysis</a>. Third, treatment might interfere with the accuracy of glucometer measurement of blood glucose levels, as both vitamin C and <a href="/wiki/Glucose" title="Glucose">glucose</a> have similar molecular structure, which could lead to false high blood glucose readings. Despite all these concerns, meta-analyses of patients in intensive care for sepsis, septic shock, COVID-19 and other acute conditions reported no increase in new-onset kidney stones, acute kidney injury or requirement for renal replacement therapy for patients receiving short-term, high-dose, intravenous vitamin C treatment. This suggests that intravenous vitamin C is safe under these short-term applications.<sup id="cite_ref-pmid34684565_153-0" class="reference"><a href="#cite_note-pmid34684565-153"><span class="cite-bracket">&#91;</span>152<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid34833042_154-0" class="reference"><a href="#cite_note-pmid34833042-154"><span class="cite-bracket">&#91;</span>153<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Abobaker2020_155-0" class="reference"><a href="#cite_note-Abobaker2020-155"><span class="cite-bracket">&#91;</span>154<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="History">History</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=38" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Scurvy was known to <a href="/wiki/Hippocrates" title="Hippocrates">Hippocrates</a>, described in book two of his <i>Prorrheticorum</i> and in his <i>Liber de internis affectionibus</i>, and cited by James Lind.<sup id="cite_ref-Lind-1772_156-0" class="reference"><a href="#cite_note-Lind-1772-156"><span class="cite-bracket">&#91;</span>155<span class="cite-bracket">&#93;</span></a></sup> Symptoms of scurvy were also described by <a href="/wiki/Pliny_the_Elder" title="Pliny the Elder">Pliny the Elder</a>: (i) <style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFPliny" class="citation book cs1">Pliny. "49". <i>Naturalis historiae</i>. Vol.&#160;3.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=bookitem&amp;rft.atitle=49&amp;rft.btitle=Naturalis+historiae&amp;rft.au=Pliny&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span>; and (ii) Strabo, in <i>Geographicorum</i>, book 16, cited in the 1881 International Encyclopedia of Surgery.<sup id="cite_ref-William_Wood_and_Co.-1881_157-0" class="reference"><a href="#cite_note-William_Wood_and_Co.-1881-157"><span class="cite-bracket">&#91;</span>156<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Scurvy_at_sea">Scurvy at sea</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=39" title="Edit section: Scurvy at sea"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Wiki_Loves_Cocktails_at_WikiCon_2016,_2017_(1Y7A1464).jpg" class="mw-file-description"><img alt="Limes, lemons and oranges identified as preventing scurvy" src="//upload.wikimedia.org/wikipedia/commons/thumb/8/80/Wiki_Loves_Cocktails_at_WikiCon_2016%2C_2017_%281Y7A1464%29.jpg/220px-Wiki_Loves_Cocktails_at_WikiCon_2016%2C_2017_%281Y7A1464%29.jpg" decoding="async" width="220" height="293" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/80/Wiki_Loves_Cocktails_at_WikiCon_2016%2C_2017_%281Y7A1464%29.jpg/330px-Wiki_Loves_Cocktails_at_WikiCon_2016%2C_2017_%281Y7A1464%29.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/80/Wiki_Loves_Cocktails_at_WikiCon_2016%2C_2017_%281Y7A1464%29.jpg/440px-Wiki_Loves_Cocktails_at_WikiCon_2016%2C_2017_%281Y7A1464%29.jpg 2x" data-file-width="2482" data-file-height="3309" /></a><figcaption>Limes, lemons and oranges were among foods identified early as preventing or treating scurvy on long sailing voyages.</figcaption></figure> <p>In the 1497 expedition of <a href="/wiki/Vasco_da_Gama" title="Vasco da Gama">Vasco da Gama</a>, the curative effects of citrus fruit were known.<sup id="cite_ref-pmid11581484_158-0" class="reference"><a href="#cite_note-pmid11581484-158"><span class="cite-bracket">&#91;</span>157<span class="cite-bracket">&#93;</span></a></sup> In the 1500s, Portuguese sailors put in to the island of <a href="/wiki/Saint_Helena" title="Saint Helena">Saint Helena</a> to avail themselves of planted vegetable gardens and wild-growing fruit trees.<sup id="cite_ref-Livermore-2004_159-0" class="reference"><a href="#cite_note-Livermore-2004-159"><span class="cite-bracket">&#91;</span>158<span class="cite-bracket">&#93;</span></a></sup> Authorities occasionally recommended plant food to prevent scurvy during long sea voyages. <a href="/wiki/John_Woodall" title="John Woodall">John Woodall</a>, the first surgeon to the British <a href="/wiki/East_India_Company" title="East India Company">East India Company</a>, recommended the preventive and curative use of <a href="/wiki/Lemon" title="Lemon">lemon</a> juice in his 1617 book, <i>The Surgeon's Mate</i>.<sup id="cite_ref-Woodall-1617_160-0" class="reference"><a href="#cite_note-Woodall-1617-160"><span class="cite-bracket">&#91;</span>159<span class="cite-bracket">&#93;</span></a></sup> In 1734, the <a href="/wiki/Netherlands" title="Netherlands">Dutch</a> writer <a href="/wiki/Johann_Bachstrom" title="Johann Bachstrom">Johann Bachstrom</a> gave the firm opinion, "scurvy is solely owing to a total abstinence from fresh vegetable food, and greens."<sup id="cite_ref-Armstrong-1858_161-0" class="reference"><a href="#cite_note-Armstrong-1858-161"><span class="cite-bracket">&#91;</span>160<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Bachstrom-1734_162-0" class="reference"><a href="#cite_note-Bachstrom-1734-162"><span class="cite-bracket">&#91;</span>161<span class="cite-bracket">&#93;</span></a></sup> Scurvy had long been a principal killer of sailors during the long sea voyages.<sup id="cite_ref-url_BBC_Captain_Cook_Scurvy_163-0" class="reference"><a href="#cite_note-url_BBC_Captain_Cook_Scurvy-163"><span class="cite-bracket">&#91;</span>162<span class="cite-bracket">&#93;</span></a></sup> According to Jonathan Lamb, "In 1499, Vasco da Gama lost 116 of his crew of 170; In 1520, Magellan lost 208 out of 230;&#160;... all mainly to scurvy."<sup id="cite_ref-Lamb-2001_164-0" class="reference"><a href="#cite_note-Lamb-2001-164"><span class="cite-bracket">&#91;</span>163<span class="cite-bracket">&#93;</span></a></sup> </p> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:James_Lind_by_Chalmers.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/James_Lind_by_Chalmers.jpg/170px-James_Lind_by_Chalmers.jpg" decoding="async" width="170" height="200" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/James_Lind_by_Chalmers.jpg/255px-James_Lind_by_Chalmers.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d4/James_Lind_by_Chalmers.jpg/340px-James_Lind_by_Chalmers.jpg 2x" data-file-width="468" data-file-height="551" /></a><figcaption><a href="/wiki/James_Lind" title="James Lind">James Lind</a>, a British Royal Navy surgeon who, in 1747, identified that a quality in fruit prevented scurvy in one of the first recorded <a href="/wiki/Scientific_control#Controlled_experiments" title="Scientific control">controlled experiments</a><sup id="cite_ref-Baron2009_165-0" class="reference"><a href="#cite_note-Baron2009-165"><span class="cite-bracket">&#91;</span>164<span class="cite-bracket">&#93;</span></a></sup></figcaption></figure> <p>The first attempt to give scientific basis for the cause of this disease was by a ship's surgeon in the <a href="/wiki/Royal_Navy" title="Royal Navy">Royal Navy</a>, <a href="/wiki/James_Lind" title="James Lind">James Lind</a>. While at sea in May 1747, Lind provided some crew members with two oranges and one lemon per day, in addition to normal rations, while others continued on <a href="/wiki/Cider" title="Cider">cider</a>, <a href="/wiki/Vinegar" title="Vinegar">vinegar</a>, <a href="/wiki/Sulfuric_acid" title="Sulfuric acid">sulfuric acid</a> or <a href="/wiki/Seawater" title="Seawater">seawater</a>, along with their normal rations, in one of the world's first controlled experiments.<sup id="cite_ref-Baron2009_165-1" class="reference"><a href="#cite_note-Baron2009-165"><span class="cite-bracket">&#91;</span>164<span class="cite-bracket">&#93;</span></a></sup> The results showed that citrus fruits prevented the disease. Lind published his work in 1753 in his <i>Treatise on the Scurvy</i>.<sup id="cite_ref-lind_james_166-0" class="reference"><a href="#cite_note-lind_james-166"><span class="cite-bracket">&#91;</span>165<span class="cite-bracket">&#93;</span></a></sup> </p><p>Fresh fruit was expensive to keep on board, whereas boiling it down to juice allowed easy storage, but destroyed the vitamin (especially if it was boiled in copper kettles).<sup id="cite_ref-Oxford_38-1" class="reference"><a href="#cite_note-Oxford-38"><span class="cite-bracket">&#91;</span>38<span class="cite-bracket">&#93;</span></a></sup> It was 1796 before the British navy adopted <a href="/wiki/Lemon" title="Lemon">lemon</a> juice as standard issue at sea. In 1845, ships in the West Indies were provided with <a href="/wiki/Lime_(fruit)" title="Lime (fruit)">lime</a> juice instead, and in 1860 lime juice was used throughout the Royal Navy, giving rise to the American use of the nickname <a href="/wiki/Glossary_of_names_for_the_British" title="Glossary of names for the British">"limey"</a> for the British.<sup id="cite_ref-Baron2009_165-2" class="reference"><a href="#cite_note-Baron2009-165"><span class="cite-bracket">&#91;</span>164<span class="cite-bracket">&#93;</span></a></sup> <a href="/wiki/James_Cook" title="James Cook">Captain James Cook</a> had previously demonstrated the advantages of carrying <a href="/wiki/Sauerkraut" title="Sauerkraut">"Sour krout"</a> on board by taking his crew on a 1772–75 Pacific Ocean voyage without losing any of his men to scurvy.<sup id="cite_ref-isbn0-14-043647-2_167-0" class="reference"><a href="#cite_note-isbn0-14-043647-2-167"><span class="cite-bracket">&#91;</span>166<span class="cite-bracket">&#93;</span></a></sup> For his report on his methods the British Royal Society awarded him the Copley Medal in 1776.<sup id="cite_ref-The_Royal_Society-2015_168-0" class="reference"><a href="#cite_note-The_Royal_Society-2015-168"><span class="cite-bracket">&#91;</span>167<span class="cite-bracket">&#93;</span></a></sup> </p><p>The name <i>antiscorbutic</i> was used in the eighteenth and nineteenth centuries for foods known to prevent scurvy. These foods included lemons, limes, oranges, sauerkraut, cabbage, <a href="/wiki/Malt" title="Malt">malt</a>, and <a href="/wiki/Portable_soup" title="Portable soup">portable soup</a>.<sup id="cite_ref-isbn1-74114-200-8_169-0" class="reference"><a href="#cite_note-isbn1-74114-200-8-169"><span class="cite-bracket">&#91;</span>168<span class="cite-bracket">&#93;</span></a></sup> In 1928, the Canadian Arctic anthropologist <a href="/wiki/Vilhjalmur_Stefansson" title="Vilhjalmur Stefansson">Vilhjalmur Stefansson</a> showed that the <a href="/wiki/Inuit" title="Inuit">Inuit</a> avoided scurvy on a diet largely of raw meat. Later studies on traditional food diets of the <a href="/wiki/Yukon" title="Yukon">Yukon</a> <a href="/wiki/First_Nations_in_Canada" title="First Nations in Canada">First Nations</a>, <a href="/wiki/Dene" title="Dene">Dene</a>, <a href="/wiki/Inuit" title="Inuit">Inuit</a>, and <a href="/wiki/M%C3%A9tis#Métis_people_in_Canada" title="Métis">Métis</a> of Northern Canada showed that their daily intake of vitamin C averaged between 52 and 62&#160;mg/day.<sup id="cite_ref-pmid15173410_170-0" class="reference"><a href="#cite_note-pmid15173410-170"><span class="cite-bracket">&#91;</span>169<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Discovery">Discovery</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=40" title="Edit section: Discovery"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Further information: <a href="/wiki/Vitamin#History" title="Vitamin">Vitamin §&#160;History</a></div> <p>Vitamin C was discovered in 1912, isolated in 1928 and synthesized in 1933, making it the first vitamin to be synthesized.<sup id="cite_ref-Squires_171-0" class="reference"><a href="#cite_note-Squires-171"><span class="cite-bracket">&#91;</span>170<span class="cite-bracket">&#93;</span></a></sup> Shortly thereafter <a href="/wiki/Tadeus_Reichstein" class="mw-redirect" title="Tadeus Reichstein">Tadeus Reichstein</a> succeeded in synthesizing the vitamin in bulk by what is now called the <a href="/wiki/Reichstein_process" title="Reichstein process">Reichstein process</a>.<sup id="cite_ref-pmid356548_172-0" class="reference"><a href="#cite_note-pmid356548-172"><span class="cite-bracket">&#91;</span>171<span class="cite-bracket">&#93;</span></a></sup> This made possible the inexpensive mass-production of vitamin C. In 1934, <a href="/wiki/Hoffmann%E2%80%93La_Roche" class="mw-redirect" title="Hoffmann–La Roche">Hoffmann–La Roche</a> bought the Reichstein process patent, trademarked synthetic vitamin C under the brand name <a href="/wiki/Redoxon" title="Redoxon">Redoxon</a>, and began to market it as a dietary supplement.<sup id="cite_ref-Roche1934_173-0" class="reference"><a href="#cite_note-Roche1934-173"><span class="cite-bracket">&#91;</span>172<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Wang-2016_174-0" class="reference"><a href="#cite_note-Wang-2016-174"><span class="cite-bracket">&#91;</span>173<span class="cite-bracket">&#93;</span></a></sup> </p><p>In 1907, a laboratory animal model which would help to identify the antiscorbutic factor was <a href="/wiki/Serendipity" title="Serendipity">serendipitously</a> discovered by the Norwegian physicians <a href="/wiki/Axel_Holst" title="Axel Holst">Axel Holst</a> and <a href="/wiki/Theodor_Fr%C3%B8lich" title="Theodor Frølich">Theodor Frølich</a>, who when studying shipboard <a href="/wiki/Beriberi" class="mw-redirect" title="Beriberi">beriberi</a>, fed <a href="/wiki/Guinea_pig" title="Guinea pig">guinea pigs</a> their test diet of grains and flour and were surprised when scurvy resulted instead of beriberi. Unknown at that time, this species did not make its own vitamin C (being a <a href="/wiki/Caviomorph" class="mw-redirect" title="Caviomorph">caviomorph</a>), whereas mice and rats do.<sup id="cite_ref-pmid12555613_175-0" class="reference"><a href="#cite_note-pmid12555613-175"><span class="cite-bracket">&#91;</span>174<span class="cite-bracket">&#93;</span></a></sup> In 1912, the <a href="/wiki/Poland" title="Poland">Polish</a> biochemist <a href="/wiki/Casimir_Funk" title="Casimir Funk">Casimir Funk</a> developed the concept of <a href="/wiki/Vitamin" title="Vitamin">vitamins</a>. One of these was thought to be the anti-scorbutic factor. In 1928, this was referred to as "water-soluble C", although its chemical structure had not been determined.<sup id="cite_ref-pmid9105273_176-0" class="reference"><a href="#cite_note-pmid9105273-176"><span class="cite-bracket">&#91;</span>175<span class="cite-bracket">&#93;</span></a></sup> </p> <figure class="mw-default-size mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:GyorgyiNIH.jpg" class="mw-file-description"><img alt="Albert Szent-Györgyi was awarded the Nobel Prize in Medicine in part for his research on vitamin C" src="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/GyorgyiNIH.jpg/170px-GyorgyiNIH.jpg" decoding="async" width="170" height="237" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/GyorgyiNIH.jpg/255px-GyorgyiNIH.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/ba/GyorgyiNIH.jpg/340px-GyorgyiNIH.jpg 2x" data-file-width="5432" data-file-height="7583" /></a><figcaption><a href="/wiki/Albert_Szent-Gy%C3%B6rgyi" title="Albert Szent-Györgyi">Albert Szent-Györgyi</a>, pictured here in 1948, was awarded the 1937 <a href="/wiki/Nobel_Prize_in_Physiology_or_Medicine" title="Nobel Prize in Physiology or Medicine">Nobel Prize in Medicine</a> "for his discoveries in connection with the biological combustion processes, with special reference to vitamin<span class="nowrap">&#160;</span>C and the catalysis of fumaric acid".<sup id="cite_ref-pmid19239412_177-0" class="reference"><a href="#cite_note-pmid19239412-177"><span class="cite-bracket">&#91;</span>176<span class="cite-bracket">&#93;</span></a></sup></figcaption></figure> <p>From 1928 to 1932, <a href="/wiki/Albert_Szent-Gy%C3%B6rgyi" title="Albert Szent-Györgyi">Albert Szent-Györgyi</a> and Joseph L. Svirbely's Hungarian team, and <a href="/wiki/Charles_Glen_King" title="Charles Glen King">Charles Glen King</a>'s American team, identified the anti-scorbutic factor. Szent-Györgyi isolated hexuronic acid from animal adrenal glands, and suspected it to be the antiscorbutic factor.<sup id="cite_ref-pmid16744896_178-0" class="reference"><a href="#cite_note-pmid16744896-178"><span class="cite-bracket">&#91;</span>177<span class="cite-bracket">&#93;</span></a></sup> In late 1931, Szent-Györgyi gave Svirbely the last of his adrenal-derived hexuronic acid with the suggestion that it might be the anti-scorbutic factor. By the spring of 1932, King's laboratory had proven this, but published the result without giving Szent-Györgyi credit for it. This led to a bitter dispute over priority.<sup id="cite_ref-pmid16744896_178-1" class="reference"><a href="#cite_note-pmid16744896-178"><span class="cite-bracket">&#91;</span>177<span class="cite-bracket">&#93;</span></a></sup> In 1933, <a href="/wiki/Walter_Norman_Haworth" class="mw-redirect" title="Walter Norman Haworth">Walter Norman Haworth</a> chemically identified the vitamin as <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-hexuronic acid, proving this by synthesis in 1933.<sup id="cite_ref-pmid11963399_179-0" class="reference"><a href="#cite_note-pmid11963399-179"><span class="cite-bracket">&#91;</span>178<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid4589872_180-0" class="reference"><a href="#cite_note-pmid4589872-180"><span class="cite-bracket">&#91;</span>179<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid4612454_181-0" class="reference"><a href="#cite_note-pmid4612454-181"><span class="cite-bracket">&#91;</span>180<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-url_NLM_Profiles_Szent-Gyorgyi_182-0" class="reference"><a href="#cite_note-url_NLM_Profiles_Szent-Gyorgyi-182"><span class="cite-bracket">&#91;</span>181<span class="cite-bracket">&#93;</span></a></sup> Haworth and Szent-Györgyi proposed that L-hexuronic acid be named a-scorbic acid, and chemically <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-ascorbic acid, in honor of its activity against scurvy.<sup id="cite_ref-url_NLM_Profiles_Szent-Gyorgyi_182-1" class="reference"><a href="#cite_note-url_NLM_Profiles_Szent-Gyorgyi-182"><span class="cite-bracket">&#91;</span>181<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Squires_171-1" class="reference"><a href="#cite_note-Squires-171"><span class="cite-bracket">&#91;</span>170<span class="cite-bracket">&#93;</span></a></sup> The term's etymology is from Latin, "a-" meaning away, or off from, while -scorbic is from Medieval Latin <i>scorbuticus</i> (pertaining to scurvy), cognate with Old Norse <i>skyrbjugr</i>, French <i>scorbut</i>, Dutch <i>scheurbuik</i> and Low German <i>scharbock</i>.<sup id="cite_ref-Online_Entymology_Dictionary-2015_183-0" class="reference"><a href="#cite_note-Online_Entymology_Dictionary-2015-183"><span class="cite-bracket">&#91;</span>182<span class="cite-bracket">&#93;</span></a></sup> Partly for this discovery, Szent-Györgyi was awarded the 1937 <a href="/wiki/Nobel_Prize_in_Physiology_or_Medicine" title="Nobel Prize in Physiology or Medicine">Nobel Prize in Medicine</a>,<sup id="cite_ref-pmid19239412_177-1" class="reference"><a href="#cite_note-pmid19239412-177"><span class="cite-bracket">&#91;</span>176<span class="cite-bracket">&#93;</span></a></sup> and Haworth shared that year's <a href="/wiki/Nobel_Prize_in_Chemistry" title="Nobel Prize in Chemistry">Nobel Prize in Chemistry</a>.<sup id="cite_ref-pmid15416703_184-0" class="reference"><a href="#cite_note-pmid15416703-184"><span class="cite-bracket">&#91;</span>183<span class="cite-bracket">&#93;</span></a></sup> </p><p>In 1957, J. J. Burns showed that some mammals are susceptible to scurvy as their <a href="/wiki/Liver" title="Liver">liver</a> does not produce the <a href="/wiki/Enzyme" title="Enzyme">enzyme</a> <a href="/wiki/L-gulonolactone_oxidase" title="L-gulonolactone oxidase"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-gulonolactone oxidase</a>, the last of the chain of four enzymes that synthesize vitamin C.<sup id="cite_ref-pmid13385237_185-0" class="reference"><a href="#cite_note-pmid13385237-185"><span class="cite-bracket">&#91;</span>184<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid13380431_186-0" class="reference"><a href="#cite_note-pmid13380431-186"><span class="cite-bracket">&#91;</span>185<span class="cite-bracket">&#93;</span></a></sup> American biochemist <a href="/wiki/Irwin_Stone" title="Irwin Stone">Irwin Stone</a> was the first to exploit vitamin C for its food preservative properties. He later developed the idea that humans possess a mutated form of the <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-gulonolactone oxidase coding gene.<sup id="cite_ref-pmid1672383_187-0" class="reference"><a href="#cite_note-pmid1672383-187"><span class="cite-bracket">&#91;</span>186<span class="cite-bracket">&#93;</span></a></sup> Stone introduced Linus Pauling to the theory that humans needed to consume vitamin C in quantities far higher than what was considered a recommended daily intake in order to optimize health.<sup id="cite_ref-IrwinStone_188-0" class="reference"><a href="#cite_note-IrwinStone-188"><span class="cite-bracket">&#91;</span>187<span class="cite-bracket">&#93;</span></a></sup> </p><p>In 2008, researchers discovered that in humans and other primates the <a href="/wiki/Red_blood_cell" title="Red blood cell">red blood cells</a> have evolved a mechanism to more efficiently utilize the vitamin C present in the body by recycling oxidized <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r920966791"><span class="smallcaps">l</span>-dehydroascorbic acid (DHA) back into ascorbic acid for reuse by the body. The mechanism was not found to be present in mammals that synthesize their own vitamin C.<sup id="cite_ref-pmid18358815_189-0" class="reference"><a href="#cite_note-pmid18358815-189"><span class="cite-bracket">&#91;</span>188<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="History_of_large_dose_therapies">History of large dose therapies</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=41" title="Edit section: History of large dose therapies"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Further information: <a href="/wiki/Vitamin_C_megadosage" title="Vitamin C megadosage">Vitamin C megadosage</a> and <a href="/wiki/Intravenous_ascorbic_acid" title="Intravenous ascorbic acid">Intravenous ascorbic acid</a></div> <p>Vitamin C megadosage is a term describing the consumption or injection of vitamin C in doses comparable to or higher than the amounts produced by the livers of mammals which are able to synthesize vitamin C. An argument for this, although not the actual term, was described in 1970 in an article by <a href="/wiki/Linus_Pauling" title="Linus Pauling">Linus Pauling</a>. Briefly, his position was that for optimal health, humans should be consuming at least 2,300&#160;mg/day to compensate for the inability to synthesize vitamin C. The recommendation also fell into the consumption range for gorillas&#160;— a non-synthesizing near-relative to humans.<sup id="cite_ref-pmid5275366_81-1" class="reference"><a href="#cite_note-pmid5275366-81"><span class="cite-bracket">&#91;</span>81<span class="cite-bracket">&#93;</span></a></sup> A second argument for high intake is that serum ascorbic acid concentrations increase as intake increases until it plateaus at about 190 to 200 micromoles per liter (μmol/L) once consumption exceeds 1,250 milligrams.<sup id="cite_ref-Mandl2009_190-0" class="reference"><a href="#cite_note-Mandl2009-190"><span class="cite-bracket">&#91;</span>189<span class="cite-bracket">&#93;</span></a></sup> As noted, government recommendations are a range of 40 to 110&#160;mg/day and normal plasma is approximately 50&#160;μmol/L, so "normal" is about 25% of what can be achieved when oral consumption is in the proposed megadose range. </p><p>Pauling popularized the concept of high dose vitamin C as prevention and treatment of the common cold in 1970. A few years later he proposed that vitamin C would prevent cardiovascular disease, and that 10 grams/day, initially administered intravenously and thereafter orally, would cure late-stage cancer.<sup id="cite_ref-pmid1068480_191-0" class="reference"><a href="#cite_note-pmid1068480-191"><span class="cite-bracket">&#91;</span>190<span class="cite-bracket">&#93;</span></a></sup> Mega-dosing with ascorbic acid has other champions, among them chemist <a href="/wiki/Irwin_Stone" title="Irwin Stone">Irwin Stone</a><sup id="cite_ref-IrwinStone_188-1" class="reference"><a href="#cite_note-IrwinStone-188"><span class="cite-bracket">&#91;</span>187<span class="cite-bracket">&#93;</span></a></sup> and the controversial <a href="/wiki/Matthias_Rath" title="Matthias Rath">Matthias Rath</a> and <a href="/wiki/Patrick_Holford" title="Patrick Holford">Patrick Holford</a>, who both have been accused of making unsubstantiated treatment claims for treating cancer and <a href="/wiki/HIV" title="HIV">HIV</a> infection.<sup id="cite_ref-Boseley-2008_192-0" class="reference"><a href="#cite_note-Boseley-2008-192"><span class="cite-bracket">&#91;</span>191<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Colquhoun-2007_193-0" class="reference"><a href="#cite_note-Colquhoun-2007-193"><span class="cite-bracket">&#91;</span>192<span class="cite-bracket">&#93;</span></a></sup> The idea that large amounts of intravenous ascorbic acid can be used to treat late-stage cancer or ameliorate the toxicity of chemotherapy is&#160;— some forty years after Pauling's seminal paper&#160;— still considered unproven and still in need of high quality research.<sup id="cite_ref-Barret-2014_194-0" class="reference"><a href="#cite_note-Barret-2014-194"><span class="cite-bracket">&#91;</span>193<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Wil2014_195-0" class="reference"><a href="#cite_note-Wil2014-195"><span class="cite-bracket">&#91;</span>194<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Jacobs2015_152-1" class="reference"><a href="#cite_note-Jacobs2015-152"><span class="cite-bracket">&#91;</span>151<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Research_directions">Research directions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=42" title="Edit section: Research directions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Cancer_research">Cancer research</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=43" title="Edit section: Cancer research"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>There is research investigating whether high dose intravenous vitamin C administration as a co-treatment will suppress <a href="/wiki/Cancer_stem_cell" title="Cancer stem cell">cancer stem cells</a>, which are responsible for tumor recurrence, metastasis and chemoresistance.<sup id="cite_ref-pmid38067361_196-0" class="reference"><a href="#cite_note-pmid38067361-196"><span class="cite-bracket">&#91;</span>195<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-pmid31947879_197-0" class="reference"><a href="#cite_note-pmid31947879-197"><span class="cite-bracket">&#91;</span>196<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Skin_aging_research">Skin aging research</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=44" title="Edit section: Skin aging research"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>There is also ongoing research on topical application of vitamin C to prevent signs of skin aging. Human skin physiologically contains small amounts of vitamin C, which supports collagen synthesis, decreases collagen degradation, and assists in antioxidant protection against UV-induced photo-aging, including <a href="/wiki/Photocarcinogenesis" class="mw-redirect" title="Photocarcinogenesis">photocarcinogenesis</a>. This knowledge is often used as a rationale for the marketing of vitamin C as a topical "serum" ingredient to prevent or treat facial skin aging, <a href="/wiki/Melasma" title="Melasma">melasma</a> (dark pigmented spots), and wrinkles; however, these claims are unsubstantiated and are not supported by research conducted so far; the supposed efficacy of topical treatment as opposed to oral intake is poorly understood.<sup id="cite_ref-Pullar2017_198-0" class="reference"><a href="#cite_note-Pullar2017-198"><span class="cite-bracket">&#91;</span>197<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Niaimi2017_199-0" class="reference"><a href="#cite_note-Niaimi2017-199"><span class="cite-bracket">&#91;</span>198<span class="cite-bracket">&#93;</span></a></sup> The purported mechanism on supposed benefit of topical vitamin C application to slow skin aging is that vitamin C functions as an antioxidant, neutralizing <a href="/wiki/Free-radical_theory_of_aging" title="Free-radical theory of aging">free radicals</a> from sunlight exposure, air pollutants or normal metabolic processes.<sup id="cite_ref-Harvard2021_200-0" class="reference"><a href="#cite_note-Harvard2021-200"><span class="cite-bracket">&#91;</span>199<span class="cite-bracket">&#93;</span></a></sup> The clinical trial literature is characterized as insufficient to support health claims; one reason being put forward was that "All the studies used vitamin C in combination with other ingredients or therapeutic mechanisms, thereby complicating any specific conclusions regarding the efficacy of vitamin C."<sup id="cite_ref-Sanabria2023_201-0" class="reference"><a href="#cite_note-Sanabria2023-201"><span class="cite-bracket">&#91;</span>200<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Correia2023_202-0" class="reference"><a href="#cite_note-Correia2023-202"><span class="cite-bracket">&#91;</span>201<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Pneumonia">Pneumonia</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=45" title="Edit section: Pneumonia"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Further research is needed to determine if prophylactic vitamin C treatment is helpful for preventing or treating pneumonia.<sup id="cite_ref-203" class="reference"><a href="#cite_note-203"><span class="cite-bracket">&#91;</span>202<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Notes">Notes</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=46" title="Edit section: Notes"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-lower-alpha"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-95"><span class="mw-cite-backlink"><b><a href="#cite_ref-95">^</a></b></span> <span class="reference-text"> Dicot plants transport only <a href="/wiki/Ferrous_iron" class="mw-redirect" title="Ferrous iron">ferrous iron</a> (Fe<sup>2+</sup>), but if the iron circulates as <a href="/wiki/Ferric" title="Ferric">ferric</a> complexes (Fe<sup>3+</sup>), it has to undergo a reduction before it can be actively transported. Plant embryos efflux high amounts of ascorbate that chemically reduce iron(III) from ferric complexes.<sup id="cite_ref-pmid24347170_94-0" class="reference"><a href="#cite_note-pmid24347170-94"><span class="cite-bracket">&#91;</span>94<span class="cite-bracket">&#93;</span></a></sup></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Vitamin_C&amp;action=edit&amp;section=47" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239543626"><div class="reflist"> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-(emc)-2015-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-(emc)-2015_1-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.medicines.org.uk/emc/product/1520/smpc">"Ascorbic acid injection 500mg/5ml"</a>. <i>(emc)</i>. July 15, 2015. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20201014011840/https://www.medicines.org.uk/emc/product/1520/smpc">Archived</a> from the original on October 14, 2020<span class="reference-accessdate">. Retrieved <span class="nowrap">October 12,</span> 2020</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=%28emc%29&amp;rft.atitle=Ascorbic+acid+injection+500mg%2F5ml&amp;rft.date=2015-07-15&amp;rft_id=https%3A%2F%2Fwww.medicines.org.uk%2Femc%2Fproduct%2F1520%2Fsmpc&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-(emc)-2018-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-(emc)-2018_2-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20200921155221/https://www.medicines.org.uk/emc/product/9615/smpc">"Ascorbic acid 100mg tablets"</a>. <i>(emc)</i>. October 29, 2018. Archived from <a rel="nofollow" class="external text" href="https://www.medicines.org.uk/emc/product/9615/smpc">the original</a> on September 21, 2020<span class="reference-accessdate">. Retrieved <span class="nowrap">October 12,</span> 2020</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=%28emc%29&amp;rft.atitle=Ascorbic+acid+100mg+tablets&amp;rft.date=2018-10-29&amp;rft_id=https%3A%2F%2Fwww.medicines.org.uk%2Femc%2Fproduct%2F9615%2Fsmpc&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-DailyMed-2020-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-DailyMed-2020_3-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=388aad52-fc01-4784-9791-1dbc80c69306">"Ascor- ascorbic acid injection"</a>. <i>DailyMed</i>. October 2, 2020. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20201029093116/https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=388aad52-fc01-4784-9791-1dbc80c69306">Archived</a> from the original on October 29, 2020<span class="reference-accessdate">. Retrieved <span class="nowrap">October 12,</span> 2020</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=DailyMed&amp;rft.atitle=Ascor-+ascorbic+acid+injection&amp;rft.date=2020-10-02&amp;rft_id=https%3A%2F%2Fdailymed.nlm.nih.gov%2Fdailymed%2FdrugInfo.cfm%3Fsetid%3D388aad52-fc01-4784-9791-1dbc80c69306&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-NIH2021-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-NIH2021_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-NIH2021_4-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-NIH2021_4-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-NIH2021_4-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-NIH2021_4-4"><sup><i><b>e</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://ods.od.nih.gov/factsheets/VitaminC-HealthProfessional/">"Vitamin C: Fact sheet for health professionals"</a>. Office of Dietary Supplements, US National Institutes of Health. March 26, 2021. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20170730052126/https://ods.od.nih.gov/factsheets/VitaminC-HealthProfessional/">Archived</a> from the original on July 30, 2017<span class="reference-accessdate">. Retrieved <span class="nowrap">February 25,</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=unknown&amp;rft.btitle=Vitamin+C%3A+Fact+sheet+for+health+professionals&amp;rft.pub=Office+of+Dietary+Supplements%2C+US+National+Institutes+of+Health&amp;rft.date=2021-03-26&amp;rft_id=https%3A%2F%2Fods.od.nih.gov%2Ffactsheets%2FVitaminC-HealthProfessional%2F&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-Chem-Spider-2020-Vitamin-C-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-Chem-Spider-2020-Vitamin-C_5-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://www.chemspider.com/Chemical-Structure.10189562.html">"Vitamin C"</a>. <i>Chem Spider</i>. Royal Society of Chemistry. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20200724030511/http://www.chemspider.com/Chemical-Structure.10189562.html">Archived</a> from the original on July 24, 2020<span class="reference-accessdate">. Retrieved <span class="nowrap">July 25,</span> 2020</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=Chem+Spider&amp;rft.atitle=Vitamin+C&amp;rft_id=http%3A%2F%2Fwww.chemspider.com%2FChemical-Structure.10189562.html&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-lpi2018-6"><span class="mw-cite-backlink">^ <a href="#cite_ref-lpi2018_6-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-lpi2018_6-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-lpi2018_6-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-lpi2018_6-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-lpi2018_6-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-lpi2018_6-5"><sup><i><b>f</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://lpi.oregonstate.edu/mic/vitamins/vitamin-C">"Vitamin C"</a>. 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Retrieved <span class="nowrap">June 19,</span> 2019</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=unknown&amp;rft.btitle=Vitamin+C&amp;rft.pub=Micronutrient+Information+Center%2C+Linus+Pauling+Institute%2C+Oregon+State+University%2C+Corvallis%2C+OR&amp;rft.date=2018-07-01&amp;rft_id=http%3A%2F%2Flpi.oregonstate.edu%2Fmic%2Fvitamins%2Fvitamin-C&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-DRItext-7"><span class="mw-cite-backlink">^ <a href="#cite_ref-DRItext_7-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-DRItext_7-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-DRItext_7-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-DRItext_7-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-DRItext_7-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-DRItext_7-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-DRItext_7-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-DRItext_7-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-DRItext_7-8"><sup><i><b>i</b></i></sup></a> <a href="#cite_ref-DRItext_7-9"><sup><i><b>j</b></i></sup></a> <a href="#cite_ref-DRItext_7-10"><sup><i><b>k</b></i></sup></a> <a href="#cite_ref-DRItext_7-11"><sup><i><b>l</b></i></sup></a> <a href="#cite_ref-DRItext_7-12"><sup><i><b>m</b></i></sup></a> <a href="#cite_ref-DRItext_7-13"><sup><i><b>n</b></i></sup></a> <a href="#cite_ref-DRItext_7-14"><sup><i><b>o</b></i></sup></a> <a href="#cite_ref-DRItext_7-15"><sup><i><b>p</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFInstitute_of_Medicine_(US)_Panel_on_Dietary_Antioxidants_Related_Compounds2000" class="citation book cs1">Institute of Medicine (US) Panel on Dietary Antioxidants Related Compounds (2000). <a rel="nofollow" class="external text" href="https://www.nap.edu/read/9810/chapter/7">"Vitamin C"</a>. <i>Dietary Reference Intakes for Vitamin C, Vitamin E, Selenium, and Carotenoids</i>. 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Retrieved <span class="nowrap">September 1,</span> 2017</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=bookitem&amp;rft.atitle=Vitamin+C&amp;rft.btitle=Dietary+Reference+Intakes+for+Vitamin+C%2C+Vitamin+E%2C+Selenium%2C+and+Carotenoids&amp;rft.place=Washington%2C+DC&amp;rft.pages=95-185&amp;rft.pub=The+National+Academies+Press&amp;rft.date=2000&amp;rft_id=info%3Apmid%2F25077263&amp;rft_id=info%3Adoi%2F10.17226%2F9810&amp;rft.isbn=978-0-309-06935-9&amp;rft.au=Institute+of+Medicine+%28US%29+Panel+on+Dietary+Antioxidants+Related+Compounds&amp;rft_id=https%3A%2F%2Fwww.nap.edu%2Fread%2F9810%2Fchapter%2F7&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-PKIN2020VitC-8"><span class="mw-cite-backlink">^ <a href="#cite_ref-PKIN2020VitC_8-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-PKIN2020VitC_8-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-PKIN2020VitC_8-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-PKIN2020VitC_8-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-PKIN2020VitC_8-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-PKIN2020VitC_8-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-PKIN2020VitC_8-6"><sup><i><b>g</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMarriottBirtStallingsYates2020" class="citation book cs1">Marriott MP, Birt DF, Stallings VA, Yates AA, eds. 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Within six days of eating the oranges, da Gama's crew recovered fully</q></cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Pediatrics&amp;rft.atitle=Infantile+scurvy%3A+a+historical+perspective&amp;rft.volume=108&amp;rft.issue=4&amp;rft.pages=E76&amp;rft.date=2001-10&amp;rft_id=https%3A%2F%2Fciteseerx.ist.psu.edu%2Fviewdoc%2Fsummary%3Fdoi%3D10.1.1.566.5857%23id-name%3DCiteSeerX&amp;rft_id=info%3Apmid%2F11581484&amp;rft_id=info%3Adoi%2F10.1542%2Fpeds.108.4.e76&amp;rft.aulast=Rajakumar&amp;rft.aufirst=K&amp;rft_id=http%3A%2F%2Fpediatrics.aappublications.org%2Fcontent%2F108%2F4%2Fe76.full&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-Livermore-2004-159"><span class="mw-cite-backlink"><b><a href="#cite_ref-Livermore-2004_159-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLivermore2004" class="citation journal cs1">Livermore H (2004). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20110529065201/http://ler.letras.up.pt/uploads/ficheiros/4999.pdf">"Santa Helena, a forgotten Portuguese discovery"</a> <span class="cs1-format">(PDF)</span>. <i>Estudos Em Homenagem a Luis Antonio de Oliveira Ramos</i> &#91;<i>Studies in Homage to Luis Antonio de Oliveira Ramos.</i>&#93;: 623–631. Archived from <a rel="nofollow" class="external text" href="http://ler.letras.up.pt/uploads/ficheiros/4999.pdf">the original</a> <span class="cs1-format">(PDF)</span> on May 29, 2011. <q>On returning, Lopes' ship had left him on St Helena, where with admirable sagacity and industry he planted vegetables and nurseries with which passing ships were marvelously sustained. [...] There were 'wild groves' of oranges, lemons and other fruits that ripened all the year round, large pomegranates and figs.</q></cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Estudos+Em+Homenagem+a+Luis+Antonio+de+Oliveira+Ramos&amp;rft.atitle=Santa+Helena%2C+a+forgotten+Portuguese+discovery&amp;rft.pages=623-631&amp;rft.date=2004&amp;rft.aulast=Livermore&amp;rft.aufirst=H&amp;rft_id=http%3A%2F%2Fler.letras.up.pt%2Fuploads%2Fficheiros%2F4999.pdf&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-Woodall-1617-160"><span class="mw-cite-backlink"><b><a href="#cite_ref-Woodall-1617_160-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWoodall1617" class="citation book cs1">Woodall J (1617). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20160411083503/https://archive.org/stream/surgionsmateortr00wood"><i>The Surgion's Mate</i></a>. London, England: Edward Griffin. p.&#160;89. Archived from <a rel="nofollow" class="external text" href="https://archive.org/stream/surgionsmateortr00wood#page/89/mode/1up">the original</a> on April 11, 2016. <q>Succus Limonum, or juice of Lemons ... [is] the most precious help that ever was discovered against the Scurvy[;] to be drunk at all times; ...</q></cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=The+Surgion%27s+Mate&amp;rft.place=London%2C+England&amp;rft.pages=89&amp;rft.pub=Edward+Griffin&amp;rft.date=1617&amp;rft.aulast=Woodall&amp;rft.aufirst=J&amp;rft_id=https%3A%2F%2Farchive.org%2Fstream%2Fsurgionsmateortr00wood%23page%2F89%2Fmode%2F1up&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-Armstrong-1858-161"><span class="mw-cite-backlink"><b><a href="#cite_ref-Armstrong-1858_161-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFArmstrong1858" class="citation journal cs1">Armstrong A (1858). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=7VJYAAAAMAAJ&amp;pg=PA295">"Observation on naval hygiene and scurvy, more particularly as the later appeared during the Polar voyage"</a>. <i>British and Foreign Medico-chirurgical Review: Or, Quarterly Journal of Practical Medicine and Surgery</i>. <b>22</b>: 295–305.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=British+and+Foreign+Medico-chirurgical+Review%3A+Or%2C+Quarterly+Journal+of+Practical+Medicine+and+Surgery&amp;rft.atitle=Observation+on+naval+hygiene+and+scurvy%2C+more+particularly+as+the+later+appeared+during+the+Polar+voyage&amp;rft.volume=22&amp;rft.pages=295-305&amp;rft.date=1858&amp;rft.aulast=Armstrong&amp;rft.aufirst=A&amp;rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D7VJYAAAAMAAJ%26pg%3DPA295&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-Bachstrom-1734-162"><span class="mw-cite-backlink"><b><a href="#cite_ref-Bachstrom-1734_162-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBachstrom1734" class="citation book cs1 cs1-prop-foreign-lang-source">Bachstrom JF (1734). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20160101135046/https://books.google.com/books?id=bj8_AAAAcAAJ&amp;pg=PA16"><i>Observationes circa scorbutum</i></a> &#91;<i>Observations on scurvy</i>&#93; (in Latin). Leiden (Lugdunum Batavorum), Netherlands: Conrad Wishof. p.&#160;16. Archived from <a rel="nofollow" class="external text" href="https://books.google.com/books?id=bj8_AAAAcAAJ&amp;pg=PA16">the original</a> on January 1, 2016. <q>... sed ex nostra causa optime explicatur, que est absentia, carentia &amp; abstinentia a vegetabilibus recentibus, ... ( ... but [this misfortune] is explained very well by our [supposed] cause, which is the absence of, lack of, and abstinence from fresh vegetables, ...</q></cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Observationes+circa+scorbutum&amp;rft.place=Leiden+%28Lugdunum+Batavorum%29%2C+Netherlands&amp;rft.pages=16&amp;rft.pub=Conrad+Wishof&amp;rft.date=1734&amp;rft.aulast=Bachstrom&amp;rft.aufirst=JF&amp;rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dbj8_AAAAcAAJ%26pg%3DPA16&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-url_BBC_Captain_Cook_Scurvy-163"><span class="mw-cite-backlink"><b><a href="#cite_ref-url_BBC_Captain_Cook_Scurvy_163-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLamb2011" class="citation web cs1">Lamb J (February 17, 2011). <a rel="nofollow" class="external text" href="https://www.bbc.co.uk/history/british/empire_seapower/captaincook_scurvy_01.shtml">"Captain Cook and the scourge of scurvy"</a>. <i>British History in depth</i>. BBC. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20110221073823/http://www.bbc.co.uk/history/british/empire_seapower/captaincook_scurvy_01.shtml">Archived</a> from the original on February 21, 2011.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=British+History+in+depth&amp;rft.atitle=Captain+Cook+and+the+scourge+of+scurvy&amp;rft.date=2011-02-17&amp;rft.aulast=Lamb&amp;rft.aufirst=J&amp;rft_id=https%3A%2F%2Fwww.bbc.co.uk%2Fhistory%2Fbritish%2Fempire_seapower%2Fcaptaincook_scurvy_01.shtml&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-Lamb-2001-164"><span class="mw-cite-backlink"><b><a href="#cite_ref-Lamb-2001_164-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLamb2001" class="citation book cs1">Lamb J (2001). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=hSoj1DR4ZSMC"><i>Preserving the self in the south seas, 1680–1840</i></a>. University of Chicago Press. p.&#160;117. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-226-46849-5" title="Special:BookSources/978-0-226-46849-5"><bdi>978-0-226-46849-5</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20160430065803/https://books.google.com/books?id=hSoj1DR4ZSMC&amp;pg=&amp;dq">Archived</a> from the original on April 30, 2016.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Preserving+the+self+in+the+south+seas%2C+1680%E2%80%931840&amp;rft.pages=117&amp;rft.pub=University+of+Chicago+Press&amp;rft.date=2001&amp;rft.isbn=978-0-226-46849-5&amp;rft.aulast=Lamb&amp;rft.aufirst=J&amp;rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DhSoj1DR4ZSMC&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-Baron2009-165"><span class="mw-cite-backlink">^ <a href="#cite_ref-Baron2009_165-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Baron2009_165-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Baron2009_165-2"><sup><i><b>c</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBaron2009" class="citation journal cs1">Baron JH (June 2009). 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London: A. Millar.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=A+treatise+of+the+scurvy&amp;rft.place=London&amp;rft.pub=A.+Millar&amp;rft.date=1753&amp;rft.aulast=Lind&amp;rft.aufirst=J&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span> In the 1757 edition of his work, Lind discusses his experiment starting on <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20160320155753/https://archive.org/stream/treatiseonscurvy00lind">"A treatise of the scurvy"</a>. p.&#160;149. Archived from <a rel="nofollow" class="external text" href="https://archive.org/stream/treatiseonscurvy00lind#page/149/mode/1up">the original</a> on March 20, 2016.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=unknown&amp;rft.btitle=A+treatise+of+the+scurvy&amp;rft.pages=149&amp;rft_id=https%3A%2F%2Farchive.org%2Fstream%2Ftreatiseonscurvy00lind%23page%2F149%2Fmode%2F1up&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-isbn0-14-043647-2-167"><span class="mw-cite-backlink"><b><a href="#cite_ref-isbn0-14-043647-2_167-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBeagleholeCookEdwards1999" class="citation book cs1">Beaglehole JH, Cook JD, Edwards PR (1999). <a rel="nofollow" class="external text" href="https://archive.org/details/journalsofcaptai00jame"><i>The journals of Captain Cook</i></a>. Harmondsworth [Eng.]: Penguin. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-14-043647-1" title="Special:BookSources/978-0-14-043647-1"><bdi>978-0-14-043647-1</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=The+journals+of+Captain+Cook&amp;rft.place=Harmondsworth+%5BEng.%5D&amp;rft.pub=Penguin&amp;rft.date=1999&amp;rft.isbn=978-0-14-043647-1&amp;rft.aulast=Beaglehole&amp;rft.aufirst=JH&amp;rft.au=Cook%2C+JD&amp;rft.au=Edwards%2C+PR&amp;rft_id=https%3A%2F%2Farchive.org%2Fdetails%2Fjournalsofcaptai00jame&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-The_Royal_Society-2015-168"><span class="mw-cite-backlink"><b><a href="#cite_ref-The_Royal_Society-2015_168-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://royalsociety.org/grants-schemes-awards/awards/copley-medal/">"Copley Medal, past winners"</a>. <i>The Royal Society</i>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20150906190948/https://royalsociety.org/grants-schemes-awards/awards/copley-medal/">Archived</a> from the original on September 6, 2015<span class="reference-accessdate">. Retrieved <span class="nowrap">January 1,</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=The+Royal+Society&amp;rft.atitle=Copley+Medal%2C+past+winners&amp;rft_id=https%3A%2F%2Froyalsociety.org%2Fgrants-schemes-awards%2Fawards%2Fcopley-medal%2F&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-isbn1-74114-200-8-169"><span class="mw-cite-backlink"><b><a href="#cite_ref-isbn1-74114-200-8_169-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFReeveStevens2006" class="citation book cs1">Reeve J, Stevens DA (2006). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=BGs6__kbqKIC&amp;pg=PA74">"Cook's Voyages 1768–1780"</a>. <i>Navy and the nation: the influence of the navy on modern Australia</i>. Allen &amp; Unwin Academic. p.&#160;74. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-1-74114-200-6" title="Special:BookSources/978-1-74114-200-6"><bdi>978-1-74114-200-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=bookitem&amp;rft.atitle=Cook%27s+Voyages+1768%E2%80%931780&amp;rft.btitle=Navy+and+the+nation%3A+the+influence+of+the+navy+on+modern+Australia&amp;rft.pages=74&amp;rft.pub=Allen+%26+Unwin+Academic&amp;rft.date=2006&amp;rft.isbn=978-1-74114-200-6&amp;rft.aulast=Reeve&amp;rft.aufirst=J&amp;rft.au=Stevens%2C+DA&amp;rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DBGs6&#95;_kbqKIC%26pg%3DPA74&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-pmid15173410-170"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid15173410_170-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKuhnleinReceveurSoueidaEgeland2004" class="citation journal cs1">Kuhnlein HV, Receveur O, Soueida R, Egeland GM (June 2004). <a rel="nofollow" class="external text" href="https://doi.org/10.1093%2Fjn%2F134.6.1447">"Arctic indigenous peoples experience the nutrition transition with changing dietary patterns and obesity"</a>. <i>The Journal of Nutrition</i>. <b>134</b> (6): 1447–53. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1093%2Fjn%2F134.6.1447">10.1093/jn/134.6.1447</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a>&#160;<a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/15173410">15173410</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=The+Journal+of+Nutrition&amp;rft.atitle=Arctic+indigenous+peoples+experience+the+nutrition+transition+with+changing+dietary+patterns+and+obesity&amp;rft.volume=134&amp;rft.issue=6&amp;rft.pages=1447-53&amp;rft.date=2004-06&amp;rft_id=info%3Adoi%2F10.1093%2Fjn%2F134.6.1447&amp;rft_id=info%3Apmid%2F15173410&amp;rft.aulast=Kuhnlein&amp;rft.aufirst=HV&amp;rft.au=Receveur%2C+O&amp;rft.au=Soueida%2C+R&amp;rft.au=Egeland%2C+GM&amp;rft_id=https%3A%2F%2Fdoi.org%2F10.1093%252Fjn%252F134.6.1447&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AVitamin+C" class="Z3988"></span></span> </li> <li id="cite_note-Squires-171"><span class="mw-cite-backlink">^ <a href="#cite_ref-Squires_171-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Squires_171-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSquires2011" class="citation book cs1">Squires VR (2011). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=VJWoCwAAQBAJ&amp;pg=PA121"><i>The role of food, agriculture, forestry and fisheries in human nutrition - Volume IV</i></a>. EOLSS Publications. p.&#160;121. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-1-84826-195-2" title="Special:BookSources/978-1-84826-195-2"><bdi>978-1-84826-195-2</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230111085247/https://books.google.com/books?id=VJWoCwAAQBAJ&amp;pg=PA121">Archived</a> from the original on January 11, 2023<span class="reference-accessdate">. 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.navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Vitamins" title="Template:Vitamins"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Vitamins" title="Template talk:Vitamins"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Vitamins" title="Special:EditPage/Template:Vitamins"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Vitamins_(A11)" style="font-size:114%;margin:0 4em"><a href="/wiki/Vitamin" title="Vitamin">Vitamins</a> (<a href="/wiki/ATC_code_A11" title="ATC code A11">A11</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">Fat <br />soluble</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Vitamin_A" title="Vitamin A">A</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/%CE%91-Carotene" title="Α-Carotene">α-Carotene</a></li> <li><a href="/wiki/%CE%92-Carotene" title="Β-Carotene">β-Carotene</a></li> <li><a href="/wiki/Retinol" title="Retinol">Retinol</a><sup>#</sup></li> <li><a href="/wiki/Tretinoin" title="Tretinoin">Tretinoin</a><sup>#</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Vitamin_D" title="Vitamin D">D</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>D<sub>2</sub> <ul><li><a href="/wiki/Ergosterol" title="Ergosterol">Ergosterol</a></li> <li><a href="/wiki/Ergocalciferol" title="Ergocalciferol">Ergocalciferol</a><sup>#</sup></li></ul></li> <li>D<sub>3</sub> <ul><li><a href="/wiki/7-Dehydrocholesterol" title="7-Dehydrocholesterol">7-Dehydrocholesterol</a></li> <li><a href="/wiki/Previtamin_D3" title="Previtamin D3">Previtamin D<sub>3</sub></a></li> <li><a href="/wiki/Cholecalciferol" title="Cholecalciferol">Cholecalciferol</a><sup>#</sup></li> <li><a href="/wiki/Calcifediol" title="Calcifediol">25-hydroxycholecalciferol</a></li> <li><a href="/wiki/Calcitriol" title="Calcitriol">Calcitriol (1,25-dihydroxycholecalciferol)</a></li> <li><a href="/wiki/Calcitroic_acid" title="Calcitroic acid">Calcitroic acid</a></li></ul></li> <li>D<sub>4</sub> <ul><li><a href="/wiki/22-Dihydroergocalciferol" title="22-Dihydroergocalciferol">Dihydroergocalciferol</a></li></ul></li> <li><a href="/wiki/Vitamin_D5" title="Vitamin D5">D<sub>5</sub></a></li> <li>D analogues <ul><li><a href="/wiki/Alfacalcidol" title="Alfacalcidol">Alfacalcidol</a></li> <li><a href="/wiki/Dihydrotachysterol" title="Dihydrotachysterol">Dihydrotachysterol</a></li> <li><a href="/wiki/Calcipotriol" title="Calcipotriol">Calcipotriol</a></li> <li><a href="/wiki/Tacalcitol" title="Tacalcitol">Tacalcitol</a></li> <li><a href="/wiki/Paricalcitol" title="Paricalcitol">Paricalcitol</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Vitamin_E" title="Vitamin E">E</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Tocopherol" title="Tocopherol">Tocopherol</a> <ul><li><a href="/wiki/%CE%91-Tocopherol" title="Α-Tocopherol">Alpha</a></li> <li><a href="/wiki/%CE%92-Tocopherol" title="Β-Tocopherol">Beta</a></li> <li><a href="/wiki/%CE%93-Tocopherol" title="Γ-Tocopherol">Gamma</a></li> <li><a href="/wiki/%CE%94-Tocopherol" title="Δ-Tocopherol">Delta</a></li></ul></li> <li><a href="/wiki/Tocotrienol" title="Tocotrienol">Tocotrienol</a> <ul><li><a href="/wiki/%CE%91-Tocotrienol" title="Α-Tocotrienol">Alpha</a></li> <li><a href="/wiki/%CE%92-Tocotrienol" title="Β-Tocotrienol">Beta</a></li> <li><a href="/wiki/%CE%93-Tocotrienol" title="Γ-Tocotrienol">Gamma</a></li> <li>Delta</li></ul></li> <li><a href="/wiki/Tocofersolan" title="Tocofersolan">Tocofersolan</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Vitamin_K" title="Vitamin K">K</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/1,4-Naphthoquinone" title="1,4-Naphthoquinone">Naphthoquinone</a></li> <li><a href="/wiki/Phytomenadione" title="Phytomenadione">Phylloquinone (K<sub>1</sub>)</a><sup>#</sup></li> <li><a href="/wiki/Vitamin_K2" title="Vitamin K2">Menaquinones (K<sub>2</sub>)</a></li> <li><a href="/wiki/Menadione" title="Menadione">Menadione (K<sub>3</sub>)</a><sup>‡</sup></li> <li><a href="/wiki/Vitamin_K4" class="mw-redirect" title="Vitamin K4">Various (K<sub>4</sub>)</a></li> <li><a href="/wiki/4-Amino-2-methyl-1-naphthol" title="4-Amino-2-methyl-1-naphthol">4-Amino-2-methyl-1-naphthol (K<sub>5</sub>)</a><sup>‡</sup></li> <li><a href="/wiki/2-Methylnaphthalene-1,4-diamine" title="2-Methylnaphthalene-1,4-diamine">2-Methylnaphthalene-1,4-diamine (K<sub>6</sub>)</a></li> <li><a href="/wiki/4-Amino-3-methyl-1-naphthol" title="4-Amino-3-methyl-1-naphthol">4-Amino-3-methyl-1-naphthol (K<sub>7</sub>)</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Water <br />soluble</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/B_vitamins" title="B vitamins">B</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>B<sub>1</sub> <ul><li><a href="/wiki/Thiamine" title="Thiamine">Thiamine</a><sup>#</sup></li></ul></li> <li><a href="/wiki/Vitamin_B1_analogues" title="Vitamin B1 analogues">B<sub>1</sub> analogues</a> <ul><li><a href="/wiki/Acefurtiamine" title="Acefurtiamine">Acefurtiamine</a></li> <li><a href="/wiki/Allithiamine" title="Allithiamine">Allithiamine</a></li> <li><a href="/wiki/Benfotiamine" title="Benfotiamine">Benfotiamine</a></li> <li><a href="/wiki/Fursultiamine" title="Fursultiamine">Fursultiamine</a></li> <li><a href="/wiki/Octotiamine" title="Octotiamine">Octotiamine</a></li> <li><a href="/wiki/Prosultiamine" title="Prosultiamine">Prosultiamine</a></li> <li><a href="/wiki/Sulbutiamine" title="Sulbutiamine">Sulbutiamine</a></li></ul></li> <li>B<sub>2</sub> <ul><li><a href="/wiki/Riboflavin" title="Riboflavin">Riboflavin</a><sup>#</sup></li></ul></li> <li><a href="/wiki/Vitamin_B3" title="Vitamin B3">B<sub>3</sub></a> <ul><li><a href="/wiki/Niacin" title="Niacin">Niacin</a></li> <li><a href="/wiki/Nicotinamide" title="Nicotinamide">Niacinamide</a><sup>#</sup></li></ul></li> <li>B<sub>5</sub> <ul><li><a href="/wiki/Pantothenic_acid" title="Pantothenic acid">Pantothenic acid</a></li> <li><a href="/wiki/Panthenol" title="Panthenol">Dexpanthenol</a></li> <li><a href="/wiki/Pantethine" title="Pantethine">Pantethine</a></li></ul></li> <li><a href="/wiki/Vitamin_B6" title="Vitamin B6">B<sub>6</sub></a> <ul><li><a href="/wiki/Pyridoxine" title="Pyridoxine">Pyridoxine</a><sup>#</sup>, <a href="/wiki/Pyridoxal_phosphate" title="Pyridoxal phosphate">Pyridoxal phosphate</a></li> <li><a href="/wiki/Pyridoxamine" title="Pyridoxamine">Pyridoxamine</a></li> <li><a href="/wiki/Pyritinol" title="Pyritinol">Pyritinol</a></li></ul></li> <li>B<sub>7</sub> <ul><li><a href="/wiki/Biotin" title="Biotin">Biotin</a></li></ul></li> <li>B<sub>9</sub> <ul><li><a href="/wiki/Folate" title="Folate">Folic acid</a><sup>#</sup></li> <li><a href="/wiki/Dihydrofolic_acid" title="Dihydrofolic acid">Dihydrofolic acid</a></li> <li><a href="/wiki/Folinic_acid" title="Folinic acid">Folinic acid</a></li> <li><a href="/wiki/Levomefolic_acid" title="Levomefolic acid">Levomefolic acid</a></li></ul></li> <li><a href="/wiki/Vitamin_B12" title="Vitamin B12">B<sub>12</sub></a> <ul><li><a href="/wiki/Adenosylcobalamin" title="Adenosylcobalamin">Adenosylcobalamin</a></li> <li><a href="/wiki/Cyanocobalamin" title="Cyanocobalamin">Cyanocobalamin</a></li> <li><a href="/wiki/Hydroxocobalamin" title="Hydroxocobalamin">Hydroxocobalamin</a><sup>#</sup></li> <li><a href="/wiki/Methylcobalamin" title="Methylcobalamin">Methylcobalamin</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a class="mw-selflink selflink">C</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a class="mw-selflink selflink">Ascorbic acid</a><sup>#</sup></li> <li><a href="/wiki/Dehydroascorbic_acid" title="Dehydroascorbic acid">Dehydroascorbic acid</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Combinations</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Multivitamin" title="Multivitamin">Multivitamins</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"><div class="hlist"> <ul><li><sup>#</sup><a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">WHO-EM</a></li> <li><sup>‡</sup><a href="/wiki/List_of_withdrawn_drugs" title="List of withdrawn drugs">Withdrawn</a> from market</li> <li><a href="/wiki/Clinical_trial" title="Clinical trial">Clinical trials</a>: <ul><li><sup>†</sup><a href="/wiki/Phases_of_clinical_research#Phase_III" title="Phases of clinical research">Phase III</a></li> <li><sup>§</sup>Never to phase III</li></ul></li></ul> </div></div></td></tr></tbody></table></div> <style data-mw-deduplicate="TemplateStyles:r1130092004">.mw-parser-output .portal-bar{font-size:88%;font-weight:bold;display:flex;justify-content:center;align-items:baseline}.mw-parser-output .portal-bar-bordered{padding:0 2em;background-color:#fdfdfd;border:1px solid #a2a9b1;clear:both;margin:1em auto 0}.mw-parser-output .portal-bar-related{font-size:100%;justify-content:flex-start}.mw-parser-output .portal-bar-unbordered{padding:0 1.7em;margin-left:0}.mw-parser-output .portal-bar-header{margin:0 1em 0 0.5em;flex:0 0 auto;min-height:24px}.mw-parser-output .portal-bar-content{display:flex;flex-flow:row wrap;flex:0 1 auto;padding:0.15em 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