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Short-chain fatty acid - Wikipedia
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<nav class="vector-appearance-landmark" aria-label="Appearance"> <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">Appearance</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</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">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"><span class="mw-redirectedfrom">(Redirected from <a href="/w/index.php?title=Volatile_fatty_acid&redirect=no" class="mw-redirect" title="Volatile fatty acid">Volatile fatty acid</a>)</span></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Fatty acid with less than six carbon atoms</div> <p><b>Short-chain fatty acids</b> (<b>SCFAs</b>) are <a href="/wiki/Fatty_acid" title="Fatty acid">fatty acids</a> of two to six <a href="/wiki/Carbon" title="Carbon">carbon</a> <a href="/wiki/Atom" title="Atom">atoms</a>.<sup id="cite_ref-brody_1-0" class="reference"><a href="#cite_note-brody-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> The SCFAs' lower limit is interpreted differently, either with one, two, three or four carbon atoms.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (April 2024)">citation needed</span></a></i>]</sup> Derived from <a href="/wiki/Intestine" class="mw-redirect" title="Intestine">intestinal</a> <a href="/wiki/Microbe" class="mw-redirect" title="Microbe">microbial</a> <a href="/wiki/Fermentation" title="Fermentation">fermentation</a> of indigestible foods, SCFAs in human gut are acetic, propionic and butyric acid. They are the main energy source of <a href="/wiki/Colonocytes" class="mw-redirect" title="Colonocytes">colonocytes</a>, making them crucial to <a href="/wiki/Gastrointestinal" class="mw-redirect" title="Gastrointestinal">gastrointestinal</a> health.<sup id="cite_ref-brody_1-1" class="reference"><a href="#cite_note-brody-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-canfora_2-0" class="reference"><a href="#cite_note-canfora-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> SCFAs all possess varying degrees of water solubility, which distinguishes them from longer chain fatty acids that are immiscible. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="List_of_SCFAs">List of SCFAs</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Short-chain_fatty_acid&action=edit&section=1" title="Edit section: List of SCFAs"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div style="overflow:auto"> <table class="wikitable"> <tbody><tr> <th rowspan="2">Lipid number </th> <th colspan="2">Name </th> <th colspan="2">Salt/Ester Name </th> <th colspan="2">Formula </th> <th rowspan="2">Mass<br /><small>(g/mol)</small> </th> <th rowspan="2">Diagram </th></tr> <tr> <th>Common </th> <th>Systematic </th> <th>Common </th> <th>Systematic </th> <th>Molecular </th> <th>Structural </th></tr> <tr> <td>C2:0 </td> <td><a href="/wiki/Acetic_acid" title="Acetic acid">Acetic acid</a> </td> <td>Ethanoic acid </td> <td><a href="/wiki/Acetate" title="Acetate">Acetate</a> </td> <td>Ethanoate </td> <td><style data-mw-deduplicate="TemplateStyles:r1123817410">.mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}</style><span class="chemf nowrap"><a href="/wiki/Carbon" title="Carbon">C</a><sub class="template-chem2-sub">2</sub><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub class="template-chem2-sub">4</sub><a href="/wiki/Oxygen" title="Oxygen">O</a><sub class="template-chem2-sub">2</sub></span> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">CH<sub class="template-chem2-sub">3</sub>COOH</span> </td> <td>60.05 </td> <td><figure class="mw-halign-right" typeof="mw:File"><a href="/wiki/File:Acetic-acid-2D-skeletal.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/08/Acetic-acid-2D-skeletal.svg/30px-Acetic-acid-2D-skeletal.svg.png" decoding="async" width="30" height="26" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/08/Acetic-acid-2D-skeletal.svg/45px-Acetic-acid-2D-skeletal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/08/Acetic-acid-2D-skeletal.svg/60px-Acetic-acid-2D-skeletal.svg.png 2x" data-file-width="454" data-file-height="391" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>C3:0 </td> <td><a href="/wiki/Propionic_acid" title="Propionic acid">Propionic acid</a> </td> <td>Propanoic acid </td> <td><a href="/wiki/Propionate" class="mw-redirect" title="Propionate">Propionate</a> </td> <td>Propanoate </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap"><a href="/wiki/Carbon" title="Carbon">C</a><sub class="template-chem2-sub">3</sub><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub class="template-chem2-sub">6</sub><a href="/wiki/Oxygen" title="Oxygen">O</a><sub class="template-chem2-sub">2</sub></span> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">CH<sub class="template-chem2-sub">3</sub>CH<sub class="template-chem2-sub">2</sub>COOH</span> </td> <td>74.08 </td> <td><figure class="mw-halign-right" typeof="mw:File"><a href="/wiki/File:Propionic_acid_chemical_structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1c/Propionic_acid_chemical_structure.svg/37px-Propionic_acid_chemical_structure.svg.png" decoding="async" width="37" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1c/Propionic_acid_chemical_structure.svg/56px-Propionic_acid_chemical_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1c/Propionic_acid_chemical_structure.svg/74px-Propionic_acid_chemical_structure.svg.png 2x" data-file-width="219" data-file-height="144" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>C4:0 </td> <td><a href="/wiki/Butyric_acid" title="Butyric acid">Butyric acid</a> </td> <td>Butanoic acid </td> <td><a href="/wiki/Butyrate" class="mw-redirect" title="Butyrate">Butyrate</a> </td> <td>Butanoate </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap"><a href="/wiki/Carbon" title="Carbon">C</a><sub class="template-chem2-sub">4</sub><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub class="template-chem2-sub">8</sub><a href="/wiki/Oxygen" title="Oxygen">O</a><sub class="template-chem2-sub">2</sub></span> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">CH<sub class="template-chem2-sub">3</sub>(CH<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub>COOH</span> </td> <td>88.11 </td> <td><figure class="mw-halign-right" typeof="mw:File"><a href="/wiki/File:Butyric_acid_acsv.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/84/Butyric_acid_acsv.svg/44px-Butyric_acid_acsv.svg.png" decoding="async" width="44" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/84/Butyric_acid_acsv.svg/66px-Butyric_acid_acsv.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/84/Butyric_acid_acsv.svg/88px-Butyric_acid_acsv.svg.png 2x" data-file-width="703" data-file-height="390" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>C4:0 </td> <td><a href="/wiki/Isobutyric_acid" title="Isobutyric acid">Isobutyric acid</a> </td> <td>2-Methylpropanoic acid </td> <td><a href="/wiki/Isobutyrate" class="mw-redirect" title="Isobutyrate">Isobutyrate</a> </td> <td>2-Methylpropanoate </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap"><a href="/wiki/Carbon" title="Carbon">C</a><sub class="template-chem2-sub">4</sub><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub class="template-chem2-sub">8</sub><a href="/wiki/Oxygen" title="Oxygen">O</a><sub class="template-chem2-sub">2</sub></span> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">(CH<sub class="template-chem2-sub">3</sub>)<sub class="template-chem2-sub">2</sub>CHCOOH</span> </td> <td>88.11 </td> <td><figure class="mw-halign-right" typeof="mw:File"><a href="/wiki/File:Isobutyric-acid.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Isobutyric-acid.svg/44px-Isobutyric-acid.svg.png" decoding="async" width="44" height="37" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Isobutyric-acid.svg/66px-Isobutyric-acid.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Isobutyric-acid.svg/88px-Isobutyric-acid.svg.png 2x" data-file-width="500" data-file-height="420" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>C5:0 </td> <td><a href="/wiki/Valeric_acid" title="Valeric acid">Valeric acid</a> </td> <td>Pentanoic acid </td> <td><a href="/wiki/Valerate" class="mw-redirect" title="Valerate">Valerate</a> </td> <td>Pentanoate </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap"><a href="/wiki/Carbon" title="Carbon">C</a><sub class="template-chem2-sub">5</sub><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub class="template-chem2-sub">10</sub><a href="/wiki/Oxygen" title="Oxygen">O</a><sub class="template-chem2-sub">2</sub></span> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">CH<sub class="template-chem2-sub">3</sub>(CH<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub>COOH</span> </td> <td>102.13 </td> <td><figure class="mw-halign-right" typeof="mw:File"><a href="/wiki/File:Valeric_acid_acsv.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/06/Valeric_acid_acsv.svg/51px-Valeric_acid_acsv.svg.png" decoding="async" width="51" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/06/Valeric_acid_acsv.svg/77px-Valeric_acid_acsv.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/06/Valeric_acid_acsv.svg/102px-Valeric_acid_acsv.svg.png 2x" data-file-width="827" data-file-height="390" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>C5:0 </td> <td><a href="/wiki/3-Methylbutanoic_acid" class="mw-redirect" title="3-Methylbutanoic acid">Isovaleric acid</a> </td> <td>3-Methylbutanoic acid </td> <td><a href="/wiki/Isovalerate" class="mw-redirect" title="Isovalerate">Isovalerate</a> </td> <td>3-Methylbutanoate </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap"><a href="/wiki/Carbon" title="Carbon">C</a><sub class="template-chem2-sub">5</sub><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub class="template-chem2-sub">10</sub><a href="/wiki/Oxygen" title="Oxygen">O</a><sub class="template-chem2-sub">2</sub></span> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">(CH<sub class="template-chem2-sub">3</sub>)<sub class="template-chem2-sub">2</sub>CHCH<sub class="template-chem2-sub">2</sub>COOH</span> </td> <td>102.13 </td> <td><figure class="mw-halign-right" typeof="mw:File"><a href="/wiki/File:Isovaleric_acid_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8b/Isovaleric_acid_structure.png/51px-Isovaleric_acid_structure.png" decoding="async" width="51" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8b/Isovaleric_acid_structure.png/77px-Isovaleric_acid_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8b/Isovaleric_acid_structure.png/102px-Isovaleric_acid_structure.png 2x" data-file-width="617" data-file-height="293" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>C5:0 </td> <td><a href="/wiki/2-Methylbutanoic_acid" title="2-Methylbutanoic acid">2-Methylbutyric acid</a> </td> <td>2-Methylbutyric acid </td> <td><a href="/wiki/2-Methylbutanoic_acid" title="2-Methylbutanoic acid">2-Methylbutanoate</a> </td> <td>2-Methylbutanoate </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap"><a href="/wiki/Carbon" title="Carbon">C</a><sub class="template-chem2-sub">5</sub><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub class="template-chem2-sub">10</sub><a href="/wiki/Oxygen" title="Oxygen">O</a><sub class="template-chem2-sub">2</sub></span> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">CH<sub class="template-chem2-sub">3</sub>CH<sub class="template-chem2-sub">2</sub>CH(CH<sub class="template-chem2-sub">3</sub>)COOH</span> </td> <td>102.13 </td> <td><figure class="mw-halign-right" typeof="mw:File"><a href="/wiki/File:2-Methylbutyric_acid.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/28/2-Methylbutyric_acid.svg/51px-2-Methylbutyric_acid.svg.png" decoding="async" width="51" height="36" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/28/2-Methylbutyric_acid.svg/77px-2-Methylbutyric_acid.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/28/2-Methylbutyric_acid.svg/102px-2-Methylbutyric_acid.svg.png 2x" data-file-width="315" data-file-height="225" /></a><figcaption></figcaption></figure> </td></tr></tbody></table></div> <div class="mw-heading mw-heading2"><h2 id="Functions">Functions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Short-chain_fatty_acid&action=edit&section=2" title="Edit section: Functions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>SCFAs are produced when <a href="/wiki/Dietary_fiber" title="Dietary fiber">dietary fiber</a> is fermented in the <a href="/wiki/Colon_(anatomy)" class="mw-redirect" title="Colon (anatomy)">colon</a>.<sup id="cite_ref-brody_1-2" class="reference"><a href="#cite_note-brody-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-wong_3-0" class="reference"><a href="#cite_note-wong-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> Macronutrient composition (carbohydrate, protein or fat) of diets affects circulating SCFAs.<sup id="cite_ref-:0_4-0" class="reference"><a href="#cite_note-:0-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> Acetate, propionate and butyrate are the three most common SCFAs.<sup id="cite_ref-wong_3-1" class="reference"><a href="#cite_note-wong-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Butyric_acid" title="Butyric acid">Butyrate</a> is particularly important for <a href="/wiki/Large_intestine" title="Large intestine">colon</a> health because it is the primary energy source for <a href="/wiki/Gastrointestinal_tract#Mucosa" title="Gastrointestinal tract">colonocytes</a> (the epithelial cells of the colon).<sup id="cite_ref-brody_1-3" class="reference"><a href="#cite_note-brody-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-canfora_2-1" class="reference"><a href="#cite_note-canfora-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> The liver can use acetate for energy.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </p><p>SCFAs and <a href="/wiki/Medium-chain_fatty_acid" class="mw-redirect" title="Medium-chain fatty acid">medium-chain fatty acids</a> are primarily absorbed through the <a href="/wiki/Portal_vein" title="Portal vein">portal vein</a> during <a href="/wiki/Lipid_digestion" class="mw-redirect" title="Lipid digestion">lipid digestion</a>,<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> while <a href="/wiki/Long-chain_fatty_acid" class="mw-redirect" title="Long-chain fatty acid">long-chain fatty acids</a> are packed into <a href="/wiki/Chylomicrons" class="mw-redirect" title="Chylomicrons">chylomicrons</a>, enter <a href="/wiki/Lymph_capillary" title="Lymph capillary">lymphatic capillaries</a>, then transfer to the blood at the <a href="/wiki/Subclavian_vein" title="Subclavian vein">subclavian vein</a>.<sup id="cite_ref-brody_1-4" class="reference"><a href="#cite_note-brody-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>SCFAs have diverse <a href="/wiki/Physiology" title="Physiology">physiological</a> roles in body functions, affecting the production of lipids, energy, and vitamins.<sup id="cite_ref-brody_1-5" class="reference"><a href="#cite_note-brody-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-canfora_2-2" class="reference"><a href="#cite_note-canfora-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> They may affect appetite and cardiometabolic health.<sup id="cite_ref-:0_4-1" class="reference"><a href="#cite_note-:0-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Short-chain_fatty_acid&action=edit&section=3" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/List_of_carboxylic_acids" title="List of carboxylic acids">List of carboxylic acids</a></li> <li><a href="/wiki/Medium-chain_fatty_acid" class="mw-redirect" title="Medium-chain fatty acid">Medium-chain fatty acid</a> (MCFA), fatty acid with aliphatic tails of 6 to 12 carbons, which can form medium-chain triglycerides</li> <li><a href="/wiki/Long-chain_fatty_acid" class="mw-redirect" title="Long-chain fatty acid">Long-chain fatty acid</a> (LCFA), fatty acid with aliphatic tails of 13 to 21 carbons</li> <li><a href="/wiki/Very_long_chain_fatty_acid" title="Very long chain fatty acid">Very long chain fatty acid</a> (VLCFA), fatty acid with aliphatic tails of 22 or more carbons</li> <li><a href="/wiki/Odd-chain_fatty_acid" title="Odd-chain fatty acid">Odd-chain fatty acid</a></li></ul> <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=Short-chain_fatty_acid&action=edit&section=4" title="Edit section: References"><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"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-brody-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-brody_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-brody_1-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-brody_1-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-brody_1-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-brody_1-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-brody_1-5"><sup><i><b>f</b></i></sup></a></span> <span class="reference-text"><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="CITEREFBrody1999" class="citation book cs1">Brody T (1999). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=n2fgyhDUaTEC&pg=PA320"><i>Nutritional Biochemistry</i></a> (2nd ed.). Academic Press. p. 320. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0121348366" title="Special:BookSources/978-0121348366"><bdi>978-0121348366</bdi></a><span class="reference-accessdate">. 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"Short-chain fatty acids: ready for prime time?". <i>Nutrition in Clinical Practice</i>. <b>21</b> (4): <span class="nowrap">351–</span>366. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1177%2F0115426506021004351">10.1177/0115426506021004351</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16870803">16870803</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Nutrition+in+Clinical+Practice&rft.atitle=Short-chain+fatty+acids%3A+ready+for+prime+time%3F&rft.volume=21&rft.issue=4&rft.pages=%3Cspan+class%3D%22nowrap%22%3E351-%3C%2Fspan%3E366&rft.date=2006-08&rft_id=info%3Adoi%2F10.1177%2F0115426506021004351&rft_id=info%3Apmid%2F16870803&rft.aulast=Roy&rft.aufirst=CC&rft.au=Kien%2C+CL&rft.au=Bouthillier%2C+L&rft.au=Levy%2C+E&rfr_id=info%3Asid%2Fen.wikipedia.org%3AShort-chain+fatty+acid" class="Z3988"></span></span> </li> <li id="cite_note-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-6">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFKuksis2000" class="citation book cs1">Kuksis A (2000). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=t5FNYzGEUDsC&pg=PA163">"Biochemistry of Glycerolipids and Formation of Chylomicrons"</a>. In Christophe AB, DeVriese S (eds.). <i>Fat Digestion and Absorption</i>. The American Oil Chemists Society. p. 163. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1893997127" title="Special:BookSources/978-1893997127"><bdi>978-1893997127</bdi></a><span class="reference-accessdate">. Retrieved <span class="nowrap">December 21,</span> 2012</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Biochemistry+of+Glycerolipids+and+Formation+of+Chylomicrons&rft.btitle=Fat+Digestion+and+Absorption&rft.pages=163&rft.pub=The+American+Oil+Chemists+Society&rft.date=2000&rft.isbn=978-1893997127&rft.aulast=Kuksis&rft.aufirst=A&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dt5FNYzGEUDsC%26pg%3DPA163&rfr_id=info%3Asid%2Fen.wikipedia.org%3AShort-chain+fatty+acid" class="Z3988"></span></span> </li> <li id="cite_note-7"><span class="mw-cite-backlink"><b><a href="#cite_ref-7">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFByrneChambersMorrisonFrost2015" class="citation journal cs1">Byrne CS, Chambers ES, Morrison DJ, Frost G (September 2015). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4564526">"The role of short chain fatty acids in appetite regulation and energy homeostasis"</a>. <i>International Journal of Obesity</i>. <b>39</b> (9): <span class="nowrap">1331–</span>1338. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2Fijo.2015.84">10.1038/ijo.2015.84</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4564526">4564526</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/25971927">25971927</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=International+Journal+of+Obesity&rft.atitle=The+role+of+short+chain+fatty+acids+in+appetite+regulation+and+energy+homeostasis&rft.volume=39&rft.issue=9&rft.pages=%3Cspan+class%3D%22nowrap%22%3E1331-%3C%2Fspan%3E1338&rft.date=2015-09&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4564526%23id-name%3DPMC&rft_id=info%3Apmid%2F25971927&rft_id=info%3Adoi%2F10.1038%2Fijo.2015.84&rft.aulast=Byrne&rft.aufirst=CS&rft.au=Chambers%2C+ES&rft.au=Morrison%2C+DJ&rft.au=Frost%2C+G&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4564526&rfr_id=info%3Asid%2Fen.wikipedia.org%3AShort-chain+fatty+acid" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="Further_reading">Further reading</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Short-chain_fatty_acid&action=edit&section=5" title="Edit section: Further reading"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a rel="nofollow" class="external text" href="https://web.archive.org/web/20040302154550/http://www.danone-institute.be/communication/pdf/mono03/mono3-part4.pdf">A review of the biological properties of SCFA from the Danone Institute</a> via <a href="/wiki/Archive.org" class="mw-redirect" title="Archive.org">archive.org</a></li></ul> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output .hlist.inline ul,.mw-parser-output .hlist dl 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href="/wiki/Enanthic_acid" title="Enanthic acid">Enanthic</a> (C7)</li> <li><a href="/wiki/Caprylic_acid" title="Caprylic acid">Caprylic</a> (C8)</li> <li><a href="/wiki/Pelargonic_acid" title="Pelargonic acid">Pelargonic</a> (C9)</li> <li><a href="/wiki/Capric_acid" title="Capric acid">Capric</a> (C10)</li> <li><a href="/wiki/Undecylic_acid" title="Undecylic acid">Undecylic</a> (C11)</li> <li><a href="/wiki/Lauric_acid" title="Lauric acid">Lauric</a> (C12)</li> <li><a href="/wiki/Tridecylic_acid" title="Tridecylic acid">Tridecylic</a> (C13)</li> <li><a href="/wiki/Myristic_acid" title="Myristic acid">Myristic</a> (C14)</li> <li><a href="/wiki/Pentadecylic_acid" title="Pentadecylic acid">Pentadecylic</a> (C15)</li> <li><a href="/wiki/Palmitic_acid" title="Palmitic acid">Palmitic</a> (C16)</li> <li><a href="/wiki/Margaric_acid" title="Margaric acid">Margaric</a> (C17)</li> <li><a href="/wiki/Stearic_acid" title="Stearic acid">Stearic</a> (C18)</li> <li><a href="/wiki/Nonadecylic_acid" title="Nonadecylic acid">Nonadecylic</a> (C19)</li> <li><a href="/wiki/Arachidic_acid" title="Arachidic acid">Arachidic</a> (C20)</li> <li><a href="/wiki/Heneicosylic_acid" title="Heneicosylic acid">Heneicosylic</a> (C21)</li> <li><a href="/wiki/Behenic_acid" title="Behenic acid">Behenic</a> (C22)</li> <li><a href="/wiki/Tricosylic_acid" title="Tricosylic acid">Tricosylic</a> (C23)</li> <li><a href="/wiki/Lignoceric_acid" title="Lignoceric acid">Lignoceric</a> (C24)</li> <li><a href="/wiki/Pentacosylic_acid" title="Pentacosylic acid">Pentacosylic</a> (C25)</li> <li><a href="/wiki/Cerotic_acid" title="Cerotic acid">Cerotic</a> (C26)</li> <li><a href="/wiki/Carboceric_acid" title="Carboceric acid">Carboceric</a> (C27)</li> <li><a href="/wiki/Montanic_acid" title="Montanic acid">Montanic</a> (C28)</li> <li><a href="/wiki/Nonacosylic_acid" title="Nonacosylic acid">Nonacosylic</a> (C29)</li> <li><a href="/wiki/Melissic_acid" title="Melissic acid">Melissic</a> (C30)</li> <li><a href="/wiki/Hentriacontylic_acid" title="Hentriacontylic acid">Hentriacontylic</a> (C31)</li> <li><a href="/wiki/Lacceroic_acid" title="Lacceroic acid">Lacceroic</a> (C32)</li> <li><a href="/wiki/Psyllic_acid" title="Psyllic acid">Psyllic</a> (C33)</li> <li><a href="/wiki/Geddic_acid" title="Geddic acid">Geddic</a> (C34)</li> <li><a href="/wiki/Ceroplastic_acid" title="Ceroplastic acid">Ceroplastic</a> (C35)</li> <li><a href="/wiki/Hexatriacontylic_acid" title="Hexatriacontylic acid">Hexatriacontylic</a> (C36)</li> <li><a href="/wiki/Heptatriacontanoic_acid" title="Heptatriacontanoic acid">Heptatriacontanoic</a> (C37)</li> <li><a href="/w/index.php?title=Octatriacontanoic_acid&action=edit&redlink=1" class="new" title="Octatriacontanoic acid (page does not exist)">Octatriacontanoic</a> (C38)</li> <li><a href="/w/index.php?title=Nonatriacontanoic_acid&action=edit&redlink=1" class="new" title="Nonatriacontanoic acid (page does not exist)">Nonatriacontanoic</a> (C39)</li> <li><a href="/w/index.php?title=Tetracontanoic_acid&action=edit&redlink=1" class="new" title="Tetracontanoic acid (page does not exist)">Tetracontanoic</a> (C40)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Omega-3_fatty_acid" title="Omega-3 fatty acid">ω−3 Unsaturated</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=5-Octenoic_acid&action=edit&redlink=1" class="new" title="5-Octenoic acid (page does not exist)">Octenoic</a> (8:1)</li> <li><a href="/w/index.php?title=7-Decenoic_acid&action=edit&redlink=1" class="new" title="7-Decenoic acid (page does not exist)">Decenoic</a> (10:1)</li> <li><a href="/w/index.php?title=4,7-Decadienoic_acid&action=edit&redlink=1" class="new" title="4,7-Decadienoic acid (page does not exist)">Decadienoic</a> (10:2)</li> <li><a href="/w/index.php?title=9-Dodecenoic_acid&action=edit&redlink=1" class="new" title="9-Dodecenoic acid (page does not exist)">Lauroleic</a> (12:1)</li> <li><a href="/w/index.php?title=6,9-Dodecadienoic_acid&action=edit&redlink=1" class="new" title="6,9-Dodecadienoic acid (page does not exist)">Laurolinoleic</a> (12:2)</li> <li><a href="/w/index.php?title=11-Tetradecenoic_acid&action=edit&redlink=1" class="new" title="11-Tetradecenoic acid (page does not exist)">Myristovaccenic</a> (14:1)</li> <li><a href="/w/index.php?title=8,11-Tetradecadienoic_acid&action=edit&redlink=1" class="new" title="8,11-Tetradecadienoic acid (page does not exist)">Myristolinoleic</a> (14:2)</li> <li><a href="/w/index.php?title=5,8,11-Tetradecatrienoic_acid&action=edit&redlink=1" class="new" title="5,8,11-Tetradecatrienoic acid (page does not exist)">Myristolinolenic</a> (14:3)</li> <li><a href="/w/index.php?title=7,10,13-Hexadecatrienoic_acid&action=edit&redlink=1" class="new" title="7,10,13-Hexadecatrienoic acid (page does not exist)">Palmitolinolenic</a> (16:3)</li> <li><a href="/w/index.php?title=4,7,10,13-Hexadecatetraenoic_acid&action=edit&redlink=1" class="new" title="4,7,10,13-Hexadecatetraenoic acid (page does not exist)">Palmitidonic</a> (16:4)</li> <li><a href="/wiki/%CE%91-Linolenic_acid" title="Α-Linolenic acid">α-Linolenic</a> (18:3)</li> <li><a href="/wiki/Stearidonic_acid" title="Stearidonic acid">Stearidonic</a> (18:4)</li> <li><a href="/wiki/%CE%91-Parinaric_acid" title="Α-Parinaric acid">α-Parinaric</a> (18:4)</li> <li><a href="/w/index.php?title=11,14,17-Eicosatrienoic_acid&action=edit&redlink=1" class="new" title="11,14,17-Eicosatrienoic acid (page does not exist)">Dihomo-α-linolenic</a> (20:3)</li> <li><a href="/wiki/Eicosatetraenoic_acid" title="Eicosatetraenoic acid">Eicosatetraenoic</a> (20:4)</li> <li><a href="/wiki/Eicosapentaenoic_acid" title="Eicosapentaenoic acid">Eicosapentaenoic</a> (20:5)</li> <li><a href="/wiki/Docosapentaenoic_acid" title="Docosapentaenoic acid">Clupanodonic</a> (22:5)</li> <li><a href="/wiki/Docosahexaenoic_acid" title="Docosahexaenoic acid">Docosahexaenoic</a> (22:6)</li> <li><a href="/w/index.php?title=9,12,15,18,21-Tetracosapentaenoic_acid&action=edit&redlink=1" class="new" title="9,12,15,18,21-Tetracosapentaenoic acid (page does not exist)">9,12,15,18,21-Tetracosapentaenoic</a> (24:5)</li> <li><a href="/w/index.php?title=6,9,12,15,18,21-Tetracosahexaenoic_acid&action=edit&redlink=1" class="new" title="6,9,12,15,18,21-Tetracosahexaenoic acid (page does not exist)">6,9,12,15,18,21-Tetracosahexaenoic</a> (24:6)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Omega-5_fatty_acid&action=edit&redlink=1" class="new" title="Omega-5 fatty acid (page does not exist)">ω−5 Unsaturated</a></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/Myristoleic_acid" title="Myristoleic acid">Myristoleic</a> (14:1)</li> <li><a href="/w/index.php?title=11-Hexadecenoic_acid&action=edit&redlink=1" class="new" title="11-Hexadecenoic acid (page does not exist)">Palmitovaccenic</a> (16:1)</li> <li><a href="/wiki/%CE%91-Eleostearic_acid" title="Α-Eleostearic acid">α-Eleostearic</a> (18:3)</li> <li><a href="/wiki/%CE%92-Eleostearic_acid" title="Β-Eleostearic acid">β-Eleostearic</a> (<i>trans</i>-18:3)</li> <li><a href="/wiki/Punicic_acid" title="Punicic acid">Punicic</a> (18:3)</li> <li><a href="/w/index.php?title=7,10,13-Octadecatrienoic_acid&action=edit&redlink=1" class="new" title="7,10,13-Octadecatrienoic acid (page does not exist)">7,10,13-Octadecatrienoic</a> (18:3)</li> <li><a href="/w/index.php?title=9,12,15-Eicosatrienoic_acid&action=edit&redlink=1" class="new" title="9,12,15-Eicosatrienoic acid (page does not exist)">9,12,15-Eicosatrienoic</a> (20:3)</li> <li><a href="/w/index.php?title=6,9,12,15-Eicosatetraenoic_acid&action=edit&redlink=1" class="new" title="6,9,12,15-Eicosatetraenoic acid (page does not exist)">β-Eicosatetraenoic</a> (20:4)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Omega-6_fatty_acid" title="Omega-6 fatty acid">ω−6 Unsaturated</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=8-Tetradecenoic_acid&action=edit&redlink=1" class="new" title="8-Tetradecenoic acid (page does not exist)">8-Tetradecenoic</a> (14:1)</li> <li><a href="/w/index.php?title=12-Octadecenoic_acid&action=edit&redlink=1" class="new" title="12-Octadecenoic acid (page does not exist)">12-Octadecenoic</a> (18:1)</li> <li><a href="/wiki/Linoleic_acid" title="Linoleic acid">Linoleic</a> (18:2)</li> <li><a href="/wiki/Linolelaidic_acid" title="Linolelaidic acid">Linolelaidic</a> (<i>trans</i>-18:2)</li> <li><a href="/wiki/%CE%93-Linolenic_acid" title="Γ-Linolenic acid">γ-Linolenic</a> (18:3)</li> <li><a href="/wiki/Calendic_acid" title="Calendic acid">Calendic</a> (18:3)</li> <li><a href="/wiki/Pinolenic_acid" title="Pinolenic acid">Pinolenic</a> (18:3)</li> <li><a href="/w/index.php?title=Dihomo-linoleic_acid&action=edit&redlink=1" class="new" title="Dihomo-linoleic acid (page does not exist)">Dihomo-linoleic</a> (20:2)</li> <li><a href="/wiki/Dihomo-%CE%B3-linolenic_acid" title="Dihomo-γ-linolenic acid">Dihomo-γ-linolenic</a> (20:3)</li> <li><a href="/wiki/Sciadonic_acid" title="Sciadonic acid">Sciadonic</a> (20:3)</li> <li><a href="/wiki/Arachidonic_acid" title="Arachidonic acid">Arachidonic</a> (20:4)</li> <li><a href="/wiki/Docosatetraenoic_acid" title="Docosatetraenoic acid">Adrenic</a> (22:4)</li> <li><a href="/wiki/Docosapentaenoic_acid" title="Docosapentaenoic acid">Osbond</a> (22:5)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Omega-7_fatty_acid" title="Omega-7 fatty acid">ω−7 Unsaturated</a></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/Palmitoleic_acid" title="Palmitoleic acid">Palmitoleic</a> (16:1)</li> <li><a href="/wiki/Vaccenic_acid" title="Vaccenic acid">Vaccenic</a> (18:1)</li> <li><a href="/wiki/Rumenic_acid" title="Rumenic acid">Rumenic</a> (18:2)</li> <li><a href="/wiki/Paullinic_acid" title="Paullinic acid">Paullinic</a> (20:1)</li> <li><a href="/w/index.php?title=7,10,13-Eicosatrienoic_acid&action=edit&redlink=1" class="new" title="7,10,13-Eicosatrienoic acid (page does not exist)">7,10,13-Eicosatrienoic</a> (20:3)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Omega-9_fatty_acid" title="Omega-9 fatty acid">ω−9 Unsaturated</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Oleic_acid" title="Oleic acid">Oleic</a> (18:1)</li> <li><a href="/wiki/Elaidic_acid" title="Elaidic acid">Elaidic</a> (<i>trans</i>-18:1)</li> <li><a href="/wiki/11-Eicosenoic_acid" title="11-Eicosenoic acid">Gondoic</a> (20:1)</li> <li><a href="/wiki/Erucic_acid" title="Erucic acid">Erucic</a> (22:1)</li> <li><a href="/wiki/Nervonic_acid" title="Nervonic acid">Nervonic</a> (24:1)</li> <li><a href="/w/index.php?title=8,11-Eicosadienoic_acid&action=edit&redlink=1" class="new" title="8,11-Eicosadienoic acid (page does not exist)">8,11-Eicosadienoic</a> (20:2)</li> <li><a href="/wiki/Mead_acid" title="Mead acid">Mead</a> (20:3)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Omega-10_fatty_acid&action=edit&redlink=1" class="new" title="Omega-10 fatty acid (page does not exist)">ω−10 Unsaturated</a></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/Sapienic_acid" title="Sapienic acid">Sapienic</a> (16:1)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Omega-11_fatty_acid&action=edit&redlink=1" class="new" title="Omega-11 fatty acid (page does not exist)">ω−11 Unsaturated</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Gadoleic_acid" title="Gadoleic acid">Gadoleic</a> (20:1)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Omega-12_fatty_acid&action=edit&redlink=1" class="new" title="Omega-12 fatty acid (page does not exist)">ω−12 Unsaturated</a></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="/w/index.php?title=4-Hexadecenoic_acid&action=edit&redlink=1" class="new" title="4-Hexadecenoic acid (page does not exist)">4-Hexadecenoic</a> (16:1)</li> <li><a href="/wiki/Petroselinic_acid" title="Petroselinic acid">Petroselinic</a> (18:1)</li> <li><a href="/w/index.php?title=8-Eicosenoic_acid&action=edit&redlink=1" class="new" title="8-Eicosenoic acid (page does not exist)">8-Eicosenoic</a> (20:1)</li></ul> </div></td></tr></tbody></table></div> <!-- NewPP limit report Parsed by mw‐web.codfw.main‐84b999ff94‐8m6gv Cached time: 20250204092746 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1, show‐toc] CPU time usage: 0.351 seconds Real time usage: 0.439 seconds Preprocessor visited node count: 2116/1000000 Post‐expand include size: 52680/2097152 bytes Template argument size: 3334/2097152 bytes Highest expansion depth: 12/100 Expensive parser function count: 2/500 Unstrip recursion depth: 1/20 Unstrip post‐expand size: 45254/5000000 bytes Lua time usage: 0.212/10.000 seconds Lua memory usage: 5299962/52428800 bytes Number of Wikibase entities loaded: 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