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Glicerofosforilcolina - Wikipedia, la enciclopedia libre

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Disponible en 12 idiomas" > <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-12" 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">12 idiomas</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%A3%D9%84%D9%81%D8%A7_%D8%BA%D9%84%D9%8A%D8%B3%D9%8A%D8%B1%D9%8A%D9%84_%D9%81%D9%88%D8%B3%D9%81%D9%88%D8%B1%D9%8A%D9%84_%D9%83%D9%88%D9%84%D9%8A%D9%86" title="ألفا غليسيريل فوسفوريل كولين (árabe)" lang="ar" hreflang="ar" data-title="ألفا غليسيريل فوسفوريل كولين" data-language-autonym="العربية" data-language-local-name="árabe" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/L-Alfa_Glicerilfosforilcolina" title="L-Alfa Glicerilfosforilcolina (catalán)" lang="ca" hreflang="ca" data-title="L-Alfa Glicerilfosforilcolina" data-language-autonym="Català" data-language-local-name="catalán" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/L-%CE%B1-Glycerylphosphorylcholin" title="L-α-Glycerylphosphorylcholin (alemán)" lang="de" hreflang="de" data-title="L-α-Glycerylphosphorylcholin" data-language-autonym="Deutsch" data-language-local-name="alemán" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Glycerophosphorylcholine" title="Glycerophosphorylcholine (inglés)" lang="en" hreflang="en" data-title="Glycerophosphorylcholine" data-language-autonym="English" data-language-local-name="inglés" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/L-alpha-Glyc%C3%A9rophosphorylcholine" title="L-alpha-Glycérophosphorylcholine (francés)" lang="fr" hreflang="fr" data-title="L-alpha-Glycérophosphorylcholine" data-language-autonym="Français" data-language-local-name="francés" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/Glicerofosfocolina" title="Glicerofosfocolina (gallego)" lang="gl" hreflang="gl" data-title="Glicerofosfocolina" data-language-autonym="Galego" data-language-local-name="gallego" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%82%A2%E3%83%AB%E3%83%95%E3%82%A1GPC" title="アルファGPC (japonés)" lang="ja" hreflang="ja" data-title="アルファGPC" data-language-autonym="日本語" data-language-local-name="japonés" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Alfosceran_choliny" title="Alfosceran choliny (polaco)" lang="pl" hreflang="pl" data-title="Alfosceran choliny" data-language-autonym="Polski" data-language-local-name="polaco" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/Alpha-GPC" title="Alpha-GPC (ruso)" lang="ru" hreflang="ru" data-title="Alpha-GPC" data-language-autonym="Русский" data-language-local-name="ruso" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Alfa-GPC" title="Alfa-GPC (serbocroata)" lang="sh" hreflang="sh" data-title="Alfa-GPC" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="serbocroata" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Alfa-GPC" title="Alfa-GPC (serbio)" lang="sr" hreflang="sr" data-title="Alfa-GPC" data-language-autonym="Српски / srpski" data-language-local-name="serbio" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Gliserofosforilkolin" title="Gliserofosforilkolin (turco)" lang="tr" hreflang="tr" data-title="Gliserofosforilkolin" data-language-autonym="Türkçe" data-language-local-name="turco" class="interlanguage-link-target"><span>Türkçe</span></a></li> </ul> <div class="after-portlet 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class="vector-column-end"> <div class="vector-sticky-pinned-container"> <nav class="vector-page-tools-landmark" aria-label="Página de herramientas"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Apariencia"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <div id="vector-appearance" class="vector-appearance vector-pinnable-element"> <div class="vector-pinnable-header vector-appearance-pinnable-header vector-pinnable-header-pinned" data-feature-name="appearance-pinned" data-pinnable-element-id="vector-appearance" data-pinned-container-id="vector-appearance-pinned-container" data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Apariencia</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">mover a la barra lateral</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">ocultar</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">De Wikipedia, la enciclopedia libre</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="es" dir="ltr"><style data-mw-deduplicate="TemplateStyles:r157776694">.mw-parser-output .infobox .imagen{max-width:100%;margin:0 auto}.mw-parser-output .infobox .imagen img{max-width:100%;height:auto}.mw-parser-output .infobox .mw-kartographer-container .thumbinner,.mw-parser-output .infobox .mw-kartographer-map{box-sizing:border-box;width:100%!important}body.skin-timeless .mw-parser-output .infobox .imagen a.image>img{max-width:100%!important;height:auto!important}</style><table class="infobox" style="width:22.7em; line-height: 1.4em; text-align:left; padding:.23em;"><tbody><tr><th colspan="3" class="cabecera medicina" style="text-align:center;background-color:transparent;color:inherit;">Glicerofosforilcolina</th></tr><tr><td colspan="3" class="imagen" style="text-align:center;background:#eee;;"> <span typeof="mw:File"><a href="/wiki/Archivo:L-alpha-GPC_Structural_Formula_V.1.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7d/L-alpha-GPC_Structural_Formula_V.1.svg/220px-L-alpha-GPC_Structural_Formula_V.1.svg.png" decoding="async" width="220" height="90" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7d/L-alpha-GPC_Structural_Formula_V.1.svg/330px-L-alpha-GPC_Structural_Formula_V.1.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7d/L-alpha-GPC_Structural_Formula_V.1.svg/440px-L-alpha-GPC_Structural_Formula_V.1.svg.png 2x" data-file-width="498" data-file-height="204" /></a></span></td></tr><tr><th colspan="3" style="text-align:center;background:#ddd;;">Identificadores</th></tr><tr><th scope="row" style="text-align:left;background:#ddeeff;;"><a href="/wiki/N%C3%BAmero_de_registro_CAS" title="Número de registro CAS">Número CAS</a></th><td colspan="2" style="background:#eee;;"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="http://webbook.nist.gov/cgi/cbook.cgi?ID=28319-77-9&amp;Units=SI">28319-77-9</a></span></td></tr><tr><th scope="row" style="text-align:left;background:#ddeeff;;"><a href="/wiki/PubChem" title="PubChem">PubChem</a></th><td colspan="2" style="background:#eee;;"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=657272">657272</a></span></td></tr><tr><th scope="row" style="text-align:left;background:#ddeeff;;"><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a></th><td colspan="2" style="background:#eee;;"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="http://www.chemspider.com/Chemical-Structure.571409.html">571409</a></span></td></tr><tr><th scope="row" style="text-align:left;background:#ddeeff;;"><a href="/wiki/Unique_Ingredient_Identifier" class="mw-redirect" title="Unique Ingredient Identifier">UNII</a></th><td colspan="2" style="background:#eee;;"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="http://fdasis.nlm.nih.gov/srs/srsdirect.jsp?regno=60M22SGW66">60M22SGW66</a></span></td></tr><tr><th scope="row" style="text-align:left;background:#ddeeff;;"><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a></th><td colspan="2" style="background:#eee;;"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="http://www.ebi.ac.uk/chebi/searchId.do?chebiId=55397">55397</a></span></td></tr><tr><th scope="row" style="text-align:left;background:#ddeeff;;"><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a></th><td colspan="2" style="background:#eee;;"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/1567463">1567463</a></span></td></tr><tr><th colspan="3" style="text-align:center;background:#ddd;;">Datos químicos</th></tr><tr><th scope="row" style="text-align:left;background:#ddeeff;;"><a href="/wiki/F%C3%B3rmula_molecular" title="Fórmula molecular">Fórmula</a></th><td colspan="2" style="background:#eee;;"> <a href="/wiki/Carbono" title="Carbono"><span style="color: rgb(000,000,000); font-weight: bold;">C</span></a><sub>8</sub><a href="/wiki/Hidr%C3%B3geno" title="Hidrógeno"><span style="color: rgb(154,154,154); font-weight: bold;">H</span></a><sub>20</sub><a href="/wiki/Nitr%C3%B3geno" title="Nitrógeno"><span style="color: rgb(000,000,255); font-weight: bold;">N</span></a><a href="/wiki/Ox%C3%ADgeno" title="Oxígeno"><span style="color: rgb(232,070,070); font-weight: bold;">O</span></a><sub>6</sub><a href="/wiki/F%C3%B3sforo" title="Fósforo"><span style="color: rgb(255,127,000); font-weight: bold;">P</span></a><sup>&#160;</sup></td></tr><tr><td colspan="3" style="text-align:center;background:#eee;;"> <div class="mw-collapsible mw-collapsed" style="font-size:95%;border:none; padding: 0;"> <div style="width:100%; font-weight:bold" align="left"><a href="/wiki/SMILES" title="SMILES">SMILES</a></div><div class="mw-collapsible-content" style="text-align:left;">[O-]P(=O)(OC[C@H](O)CO)OCC[N+](C)(C)C</div> </div></td></tr><tr><td colspan="3" style="text-align:center;background:#eee;;"> <div class="mw-collapsible mw-collapsed" style="font-size:95%;border:none; padding: 0;"> <div style="width:100%; font-weight:bold" align="left"><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div><div class="mw-collapsible-content" style="text-align:left;">InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/m1/s1<br />Key: SUHOQUVVVLNYQR-MRVPVSSYSA-N</div> </div></td></tr><tr><td class="noprint" colspan="3" style="text-align:left;"><div class="plainlinks wikidata-link" style="font-size: 0.85em">&#x5b;<a href="https://www.wikidata.org/wiki/Q28529699" class="extiw" title="d:Q28529699">editar datos en Wikidata</a>&#x5d;</div></td></tr></tbody></table> <p><b>La L-Alfa glicerilfosforilcolina</b> (<b>alfa-GPC</b>,<b> alfoscerato de colina</b>) es un compuesto natural de <a href="/wiki/Colina_(qu%C3%ADmica)" title="Colina (química)">colina</a> encontrado en el cerebro. Es también un precursor <a href="/wiki/Parasimpaticomim%C3%A9tico" title="Parasimpaticomimético">parasimpatomimético</a> de la <a href="/wiki/Acetilcolina" title="Acetilcolina">acetilcolina</a>,<sup id="cite_ref-pmid12637119_1-0" class="reference separada"><a href="#cite_note-pmid12637119-1"><span class="corchete-llamada">[</span>1<span class="corchete-llamada">]</span></a></sup>&#8203; que puede tener potencial para el tratamiento de <a href="/wiki/Enfermedad_de_Alzheimer" title="Enfermedad de Alzheimer">Enfermedad de Alzheimer</a><sup id="cite_ref-Parnetti_2-0" class="reference separada"><a href="#cite_note-Parnetti-2"><span class="corchete-llamada">[</span>2<span class="corchete-llamada">]</span></a></sup>&#8203; y la <a href="/wiki/Demencia" title="Demencia">demencia</a>.<sup id="cite_ref-Doggrell_3-0" class="reference separada"><a href="#cite_note-Doggrell-3"><span class="corchete-llamada">[</span>3<span class="corchete-llamada">]</span></a></sup>&#8203; </p><p>La Alfa-GPC entrega rápidamente <a href="/wiki/Colina_(qu%C3%ADmica)" title="Colina (química)">colina</a> al cerebro atravesando la barrera <a href="/wiki/Barrera_hematoencef%C3%A1lica" title="Barrera hematoencefálica">barrera hematoencefálica</a> y es un precursor biosintético del neurotransmisor acetilcolina.<sup id="cite_ref-Parnetti_2-1" class="reference separada"><a href="#cite_note-Parnetti-2"><span class="corchete-llamada">[</span>2<span class="corchete-llamada">]</span></a></sup>&#8203; Es un fármaco sin prescripción en la mayoría de países. En los Estados Unidos está clasificado como "generalmente reconocido como seguro" (GRAS, por sus siglas en inglés ).<sup id="cite_ref-FDA_4-0" class="reference separada"><a href="#cite_note-FDA-4"><span class="corchete-llamada">[</span>4<span class="corchete-llamada">]</span></a></sup>&#8203; </p> <div class="mw-heading mw-heading2"><h2 id="Referencias">Referencias</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Glicerofosforilcolina&amp;action=edit&amp;section=1" title="Editar sección: Referencias"><span>editar</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="listaref" style="-moz-column-count:2; -webkit-column-count:2; column-count:2; list-style-type: decimal;"><ol class="references"> <li id="cite_note-pmid12637119-1"><span class="mw-cite-backlink"><a href="#cite_ref-pmid12637119_1-0">↑</a></span> <span class="reference-text"><span id="CITAREFDe_Jesus_Moreno_Moreno_Menero_de_2003" class="citation publicación">De Jesus Moreno Moreno M (enero de 2003). <a rel="nofollow" class="external text" href="http://linkinghub.elsevier.com/retrieve/pii/S0149291803900233">«Cognitive improvement in mild to moderate Alzheimer's dementia after treatment with the acetylcholine precursor choline alfoscerate: a multicenter, double-blind, randomized, placebo-controlled trial»</a>. <i>Clin Ther</i> <b>25</b> (1): 178-93. <small><a href="/wiki/PubMed_Identifier" class="mw-redirect" title="PubMed Identifier">PMID</a>&#160;<a rel="nofollow" class="external text" href="//www.ncbi.nlm.nih.gov/pubmed/12637119">12637119</a></small>. <small><a href="/wiki/Digital_object_identifier" class="mw-redirect" title="Digital object identifier">doi</a>:<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1016%2FS0149-2918%2803%2990023-3">10.1016/S0149-2918(03)90023-3</a></small>.</span><span title="ctx_ver=Z39.88-2004&amp;rfr_id=info%3Asid%2Fes.wikipedia.org%3AGlicerofosforilcolina&amp;rft.atitle=Cognitive+improvement+in+mild+to+moderate+Alzheimer%27s+dementia+after+treatment+with+the+acetylcholine+precursor+choline+alfoscerate%3A+a+multicenter%2C+double-blind%2C+randomized%2C+placebo-controlled+trial&amp;rft.au=De+Jesus+Moreno+Moreno+M&amp;rft.aulast=De+Jesus+Moreno+Moreno+M&amp;rft.date=enero+de+2003&amp;rft.genre=article&amp;rft.issue=1&amp;rft.jtitle=Clin+Ther&amp;rft.pages=178-93&amp;rft.volume=25&amp;rft_id=http%3A%2F%2Flinkinghub.elsevier.com%2Fretrieve%2Fpii%2FS0149291803900233&amp;rft_id=info%3Adoi%2F10.1016%2FS0149-2918%2803%2990023-3&amp;rft_id=info%3Apmid%2F12637119&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal" class="Z3988"><span style="display:none;">&#160;</span></span></span> </li> <li id="cite_note-Parnetti-2"><span class="mw-cite-backlink">↑ <a href="#cite_ref-Parnetti_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Parnetti_2-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><span id="CITAREFParnetti2007" class="citation publicación">Parnetti, Lucilla (2007). «Cholinergic precursors in the treatment of cognitive impairment of vascular origin: Ineffective approaches or need for re-evaluation?». <i>Journal of the Neurological Sciences</i> <b>257</b> (1–2): 264-9. <small><a href="/wiki/PubMed_Identifier" class="mw-redirect" title="PubMed Identifier">PMID</a>&#160;<a rel="nofollow" class="external text" href="//www.ncbi.nlm.nih.gov/pubmed/17331541">17331541</a></small>. <small><a href="/wiki/Digital_object_identifier" class="mw-redirect" title="Digital object identifier">doi</a>:<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1016%2Fj.jns.2007.01.043">10.1016/j.jns.2007.01.043</a></small>.</span><span title="ctx_ver=Z39.88-2004&amp;rfr_id=info%3Asid%2Fes.wikipedia.org%3AGlicerofosforilcolina&amp;rft.atitle=Cholinergic+precursors+in+the+treatment+of+cognitive+impairment+of+vascular+origin%3A+Ineffective+approaches+or+need+for+re-evaluation%3F&amp;rft.au=Parnetti%2C+Lucilla&amp;rft.aufirst=Lucilla&amp;rft.aulast=Parnetti&amp;rft.date=2007&amp;rft.genre=article&amp;rft.issue=1%E2%80%932&amp;rft.jtitle=Journal+of+the+Neurological+Sciences&amp;rft.pages=264-9&amp;rft.volume=257&amp;rft_id=info%3Adoi%2F10.1016%2Fj.jns.2007.01.043&amp;rft_id=info%3Apmid%2F17331541&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal" class="Z3988"><span style="display:none;">&#160;</span></span></span> </li> <li id="cite_note-Doggrell-3"><span class="mw-cite-backlink"><a href="#cite_ref-Doggrell_3-0">↑</a></span> <span class="reference-text"><span id="CITAREFDoggrell_SA_&amp;_Evans_SEvansoctubre_de_2003" class="citation publicación">Doggrell SA &amp; Evans S; Evans (octubre de 2003). «Treatment of dementia with neurotransmission modulation». <i>Expert Opin Investig Drugs</i> <b>12</b> (10): 1633-1654. <small><a href="/wiki/PubMed_Identifier" class="mw-redirect" title="PubMed Identifier">PMID</a>&#160;<a rel="nofollow" class="external text" href="//www.ncbi.nlm.nih.gov/pubmed/14519085">14519085</a></small>. <small><a href="/wiki/Digital_object_identifier" class="mw-redirect" title="Digital object identifier">doi</a>:<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1517%2F13543784.12.10.1633">10.1517/13543784.12.10.1633</a></small>.</span><span title="ctx_ver=Z39.88-2004&amp;rfr_id=info%3Asid%2Fes.wikipedia.org%3AGlicerofosforilcolina&amp;rft.atitle=Treatment+of+dementia+with+neurotransmission+modulation&amp;rft.au=Doggrell+SA+%26+Evans+S&amp;rft.au=Evans&amp;rft.aulast=Doggrell+SA+%26+Evans+S&amp;rft.date=octubre+de+2003&amp;rft.genre=article&amp;rft.issue=10&amp;rft.jtitle=Expert+Opin+Investig+Drugs&amp;rft.pages=1633-1654&amp;rft.volume=12&amp;rft_id=info%3Adoi%2F10.1517%2F13543784.12.10.1633&amp;rft_id=info%3Apmid%2F14519085&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal" class="Z3988"><span style="display:none;">&#160;</span></span></span> </li> <li id="cite_note-FDA-4"><span class="mw-cite-backlink"><a href="#cite_ref-FDA_4-0">↑</a></span> <span class="reference-text">US <a href="/wiki/Administraci%C3%B3n_de_Alimentos_y_Medicamentos" title="Administración de Alimentos y Medicamentos">Food and Drug Administration</a>: <a rel="nofollow" class="external text" href="https://web.archive.org/web/20131224102629/http://www.accessdata.fda.gov/scripts/fcn/gras_notices/GRN000419.pdf">Generally Recognized as Safe (GRAS) Determination for the Use of AlphaSize Alpha-Glycerylphosphoryl Choline</a></span> </li> </ol></div> <style data-mw-deduplicate="TemplateStyles:r161257576">.mw-parser-output .mw-authority-control{margin-top:1.5em}.mw-parser-output .mw-authority-control .navbox table{margin:0}.mw-parser-output .mw-authority-control .navbox hr:last-child{display:none}.mw-parser-output .mw-authority-control .navbox+.mw-mf-linked-projects{display:none}.mw-parser-output .mw-authority-control .mw-mf-linked-projects{display:flex;padding:0.5em;border:1px solid var(--border-color-base,#a2a9b1);background-color:var(--background-color-neutral,#eaecf0);color:var(--color-base,#202122)}.mw-parser-output .mw-authority-control .mw-mf-linked-projects ul li{margin-bottom:0}.mw-parser-output .mw-authority-control .navbox{border:1px solid 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href="/wiki/Control_de_autoridades" title="Control de autoridades">Control de autoridades</a></th><td class="navbox-list navbox-odd" style="text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px"><div style="padding:0em 0.25em"> <ul><li><b>Proyectos Wikimedia</b></li> <li><span style="white-space:nowrap;"><span typeof="mw:File"><a href="/wiki/Wikidata" title="Wikidata"><img alt="Wd" src="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/20px-Wikidata-logo.svg.png" decoding="async" width="20" height="11" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/30px-Wikidata-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/40px-Wikidata-logo.svg.png 2x" data-file-width="1050" data-file-height="590" /></a></span> Datos:</span> <span class="uid"><a href="https://www.wikidata.org/wiki/Q28529699" class="extiw" title="wikidata:Q28529699">Q28529699</a></span></li> <li><b>Identificadores médicos</b></li> <li><span style="white-space:nowrap;"><a href="/wiki/Medical_Subject_Headings" title="Medical Subject Headings">MeSH</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://meshb.nlm.nih.gov/record/ui?ui=D005997">D005997</a></span></li> <li><span style="white-space:nowrap;">UMLS:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://ncim-stage.nci.nih.gov/ncimbrowser/ConceptReport.jsp?dictionary=NCI%20Metathesaurus&amp;code=C0017889">C0017889</a></span></li> <li><b>Identificadores químicos</b></li> <li><span style="white-space:nowrap;"><a href="/wiki/N%C3%BAmero_CAS" class="mw-redirect" title="Número CAS">Número CAS</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=28319-77-9">28319-77-9</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/EINECS" class="mw-redirect" title="EINECS">Números EINECS</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://echa.europa.eu/information-on-chemicals/ec-inventory/-/dislist/details/248-962-2">248-962-2</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/C%C3%B3digo_ATC" title="Código ATC">Código ATC</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=N07AX02">N07AX02</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:16870">16870</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.571409.html">571409</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://go.drugbank.com/drugs/DB04660">DB04660</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/PubChem" title="PubChem">PubChem</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/657272">657272</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/Unique_Ingredient_Identifier" class="mw-redirect" title="Unique Ingredient Identifier">UNII</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://gsrs.ncats.nih.gov/ginas/app/beta/substances/60M22SGW66">60M22SGW66</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/KEGG" title="KEGG">KEGG</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/C00670">C00670</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/SMILES" title="SMILES">SMILES</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.simolecule.com/cdkdepict/depict/bow/svg?smi=C%5BN+%5D(C)(C)CCOP(%5BO-%5D)(=O)OCC(O)CO&amp;zoom=2.0&amp;annotate=cip">ID</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?&amp;model=InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/m1/s1">ID</a></span></li> <li><span style="white-space:nowrap;">InChI key:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/sites/entrez?cmd=search&amp;db=pccompound&amp;term=%22SUHOQUVVVLNYQR-MRVPVSSYSA-N%22%5BInChIKey%5D">ID</a></span></li> <li><b>Identificadores biológicos</b></li> <li><span style="white-space:nowrap;"><a href="/wiki/Mouse_Genome_Informatics" title="Mouse Genome Informatics">MGI</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=28319-77-9">28319-77-9</a></span></li></ul> </div></td></tr></tbody></table></div><div class="mw-mf-linked-projects hlist"> <ul><li><span style="white-space:nowrap;"><span typeof="mw:File"><a href="/wiki/Wikidata" title="Wikidata"><img alt="Wd" src="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/20px-Wikidata-logo.svg.png" decoding="async" width="20" height="11" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/30px-Wikidata-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/40px-Wikidata-logo.svg.png 2x" data-file-width="1050" data-file-height="590" /></a></span> Datos:</span> <span class="uid"><a href="https://www.wikidata.org/wiki/Q28529699" 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