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Lysophosphatidic acid - Wikipedia

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class="firstHeading mw-first-heading"><span class="mw-page-title-main">Lysophosphatidic acid</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. 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class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%84%DB%8C%D8%B2%D9%88%D9%81%D8%B3%D9%81%D8%A7%D8%AA%DB%8C%D8%AF%DB%8C%DA%A9_%D8%A7%D8%B3%DB%8C%D8%AF" title="لیزوفسفاتیدیک اسید – Persian" lang="fa" hreflang="fa" data-title="لیزوفسفاتیدیک اسید" 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/Acide_lysophosphatidique" title="Acide lysophosphatidique – French" lang="fr" hreflang="fr" data-title="Acide lysophosphatidique" data-language-autonym="Français" data-language-local-name="French" 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/%C3%81cido_lisofosfat%C3%ADdico" title="Ácido lisofosfatídico – 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<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"></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">Chemical compound</div> <style data-mw-deduplicate="TemplateStyles:r1084375498">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}</style> <table class="infobox ib-chembox"> <caption>Lysophosphatidic acid </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Lysophosphatidic_acid.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/bb/Lysophosphatidic_acid.svg/250px-Lysophosphatidic_acid.svg.png" decoding="async" width="250" height="131" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/bb/Lysophosphatidic_acid.svg/375px-Lysophosphatidic_acid.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/bb/Lysophosphatidic_acid.svg/500px-Lysophosphatidic_acid.svg.png 2x" data-file-width="4926" data-file-height="2589" /></a></span> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature#Systematic_name" title="Chemical nomenclature">Systematic IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">(2<i>R</i>)-2-hydroxy-3-{[(9<i>Z</i>)-octadec-9-enoyl]oxy}propyl dihydrogen phosphate</div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">LPA<br />1-acyl-<i>sn</i>-glycerol 3-phosphate</div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><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><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=22002-87-5">22002-87-5</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> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><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=CCCCCCCC%5CC%3DC%2FCCCCCCCC%28%3DO%29OCC%28COP%28%3DO%29%28O%29O%29O">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a> </td> <td><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/chembldb/index.php/compound/inspect/ChEMBL117021">ChEMBL117021</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><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.4593722.html">4593722</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.040.631">100.040.631</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q2823281#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> <td><a href="/wiki/European_Community_number" title="European Community number"><span title="European Community number (chemical identifier)">EC Number</span></a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>244-710-0</li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/IUPHAR/BPS" class="mw-redirect" title="IUPHAR/BPS">IUPHAR/BPS</a></div> </td> <td><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="http://www.guidetopharmacology.org/GRAC/LigandDisplayForward?tab=summary&amp;ligandId=2906">2906</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Medical_Subject_Headings" title="Medical Subject Headings">MeSH</a> </td> <td><span title="www.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://www.nlm.nih.gov/cgi/mesh/2014/MB_cgi?mode=&amp;term=lysophosphatidic+acid">lysophosphatidic+acid</a></span> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><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/5497152">5497152</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><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/PG6M3969SG">PG6M3969SG</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> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><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></div> </td> <td><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/DTXSID5041061,">DTXSID001015741 DTXSID5041061, DTXSID001015741</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q2823281#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> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><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="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26)/b10-9-</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key:&#160;WRGQSWVCFNIUNZ-KTKRTIGZSA-N</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><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="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(=O)(O)O)O</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td>C<sub>21</sub>H<sub>41</sub>O<sub>7</sub>P&#x20; </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td>436.52 g/mol&#x20; &#x20; </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25&#160;°C [77&#160;°F], 100&#160;kPa).</div> <div style="margin-top: 0.3em;"><div style="text-align:center;"><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/12px-X_mark.svg.png" decoding="async" width="12" height="14" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/18px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/24px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span>&#160;<span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&amp;rev1=455085796&amp;page2=Lysophosphatidic+acid">verify</a></span>&#160;(<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a>&#160;<sup><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><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup>&#160;?) </div></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p>A <b>lysophosphatidic acid</b> (<b>LPA</b>) is a <a href="/wiki/Phospholipid" title="Phospholipid">phospholipid</a> derivative that can act as a <a href="/wiki/Lipid_signaling" title="Lipid signaling">signaling</a> molecule.<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Function">Function</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lysophosphatidic_acid&amp;action=edit&amp;section=1" title="Edit section: Function"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1236090951">.mw-parser-output .hatnote{font-style:italic}.mw-parser-output div.hatnote{padding-left:1.6em;margin-bottom:0.5em}.mw-parser-output .hatnote i{font-style:normal}.mw-parser-output .hatnote+link+.hatnote{margin-top:-0.5em}@media print{body.ns-0 .mw-parser-output .hatnote{display:none!important}}</style><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Lysophospholipid_receptor" title="Lysophospholipid receptor">Lysophospholipid receptor</a></div> <p>LPA acts as a potent <a href="/wiki/Mitogen" title="Mitogen">mitogen</a> due to its activation of three high-affinity <a href="/wiki/G-protein-coupled_receptors" class="mw-redirect" title="G-protein-coupled receptors">G-protein-coupled receptors</a> called <a href="/wiki/LPAR1" title="LPAR1">LPAR1</a>, <a href="/wiki/LPAR2" title="LPAR2">LPAR2</a>, and <a href="/wiki/LPAR3" title="LPAR3">LPAR3</a> (also known as EDG2, EDG4, and EDG7). Additional, newly identified LPA receptors include <a href="/wiki/LPAR4" title="LPAR4">LPAR4</a> (P2RY9, GPR23), <a href="/wiki/LPAR5" title="LPAR5">LPAR5</a> (GPR92) and <a href="/wiki/LPAR6" title="LPAR6">LPAR6</a> (P2RY5, GPR87). </p> <div class="mw-heading mw-heading2"><h2 id="Clinical_significance">Clinical significance</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lysophosphatidic_acid&amp;action=edit&amp;section=2" title="Edit section: Clinical significance"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Because of its ability to stimulate <a href="/wiki/Cell_proliferation" title="Cell proliferation">cell proliferation</a>, aberrant LPA-signaling has been linked to cancer in numerous ways. Dysregulation of <a href="/wiki/Autotaxin" title="Autotaxin">autotaxin</a> or the LPA receptors can lead to hyperproliferation, which may contribute to oncogenesis and <a href="/wiki/Metastasis" title="Metastasis">metastasis</a>.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">&#91;</span>5<span class="cite-bracket">&#93;</span></a></sup> </p><p>LPA may be the cause of pruritus (itching) in individuals with cholestatic (impaired bile flow) diseases. </p> <div class="mw-heading mw-heading2"><h2 id="GTPase_activation">GTPase activation</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lysophosphatidic_acid&amp;action=edit&amp;section=3" title="Edit section: GTPase activation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Downstream of LPA receptor activation, the small GTPase <a href="/wiki/Rho_family_of_GTPases" title="Rho family of GTPases">Rho</a> can be activated, subsequently activating Rho kinase. This can lead to the formation of <a href="/wiki/Stress_fiber" title="Stress fiber">stress fibers</a> and cell migration through the inhibition of <a href="/wiki/Myosin_light-chain_phosphatase" class="mw-redirect" title="Myosin light-chain phosphatase">myosin light-chain phosphatase</a>. </p> <div class="mw-heading mw-heading2"><h2 id="Metabolism">Metabolism</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lysophosphatidic_acid&amp;action=edit&amp;section=4" title="Edit section: Metabolism"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>There are a number of potential routes to its biosynthesis, but the most well-characterized is by the action of a lyso<a href="/wiki/Phospholipase_D" title="Phospholipase D">phospholipase D</a> called <a href="/wiki/Autotaxin" title="Autotaxin">autotaxin</a>, which removes the <a href="/wiki/Choline" title="Choline">choline</a> group from <a href="/wiki/Lysophosphatidylcholine" title="Lysophosphatidylcholine">lysophosphatidylcholine</a>. </p><p>Lysophosphatidic acids are also intermediates in the synthesis of <a href="/wiki/Phosphatidic_acid" title="Phosphatidic acid">phosphatidic acids</a>. </p><p><span typeof="mw:File"><a href="/wiki/File:Autotaxin_rxn.png" class="mw-file-description" title="Production of LPA by Autotaxin"><img alt="Production of LPA by Autotaxin" src="//upload.wikimedia.org/wikipedia/commons/thumb/9/90/Autotaxin_rxn.png/600px-Autotaxin_rxn.png" decoding="async" width="600" height="153" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/9/90/Autotaxin_rxn.png 1.5x" data-file-width="726" data-file-height="185" /></a></span> </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=Lysophosphatidic_acid&amp;action=edit&amp;section=5" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1184024115">.mw-parser-output .div-col{margin-top:0.3em;column-width:30em}.mw-parser-output .div-col-small{font-size:90%}.mw-parser-output .div-col-rules{column-rule:1px solid #aaa}.mw-parser-output .div-col dl,.mw-parser-output .div-col ol,.mw-parser-output .div-col ul{margin-top:0}.mw-parser-output .div-col li,.mw-parser-output .div-col dd{page-break-inside:avoid;break-inside:avoid-column}</style><div class="div-col" style="column-width: 30em;"> <ul><li><a href="/wiki/Autotaxin" title="Autotaxin">Autotaxin</a></li> <li><a href="/wiki/GPR35" title="GPR35">GPR35</a></li> <li><a href="/wiki/Phosphatidic_acid" title="Phosphatidic acid">Phosphatidic acid</a></li> <li><a href="/wiki/Sphingosine-1-phosphate" title="Sphingosine-1-phosphate">Sphingosine-1-phosphate</a></li> <li><a href="/wiki/Gintonin" title="Gintonin">Gintonin</a></li></ul> </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=Lysophosphatidic_acid&amp;action=edit&amp;section=6" 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-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></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="CITEREFvan_CorvenGroeninkJalinkEichholtz1989" class="citation journal cs1">van Corven, Emile J.; Groenink, Alida; Jalink, Kees; Eichholtz, Thomas; Moolenaar, Wouter H. 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(2003-11-01). <a rel="nofollow" class="external text" href="https://www.sciencedirect.com/science/article/pii/S0163782703000353">"Molecular mechanisms of lysophosphatidic acid action"</a>. <i>Progress in Lipid Research</i>. <b>42</b> (6): 498–526. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0163-7827%2803%2900035-3">10.1016/S0163-7827(03)00035-3</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a>&#160;<a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0163-7827">0163-7827</a>. <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/14559069">14559069</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=Progress+in+Lipid+Research&amp;rft.atitle=Molecular+mechanisms+of+lysophosphatidic+acid+action&amp;rft.volume=42&amp;rft.issue=6&amp;rft.pages=498-526&amp;rft.date=2003-11-01&amp;rft.issn=0163-7827&amp;rft_id=info%3Apmid%2F14559069&amp;rft_id=info%3Adoi%2F10.1016%2FS0163-7827%2803%2900035-3&amp;rft.aulast=Tigyi&amp;rft.aufirst=Gabor&amp;rft.au=Parrill%2C+Abby+L.&amp;rft_id=https%3A%2F%2Fwww.sciencedirect.com%2Fscience%2Farticle%2Fpii%2FS0163782703000353&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ALysophosphatidic+acid" class="Z3988"></span></span> </li> <li id="cite_note-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-5">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBeneschKoMcMullenBrindley2014" class="citation journal cs1">Benesch, MG; Ko, YM; McMullen, TP; Brindley, DN (2014). <a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.febslet.2014.02.009">"Autotaxin in the crosshairs: taking aim at cancer and other inflammatory conditions"</a>. <i>FEBS Letters</i>. <b>588</b> (16): 2712–27. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2014FEBSL.588.2712B">2014FEBSL.588.2712B</a>. <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/10.1016%2Fj.febslet.2014.02.009">10.1016/j.febslet.2014.02.009</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/24560789">24560789</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a>&#160;<a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:35544825">35544825</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=FEBS+Letters&amp;rft.atitle=Autotaxin+in+the+crosshairs%3A+taking+aim+at+cancer+and+other+inflammatory+conditions&amp;rft.volume=588&amp;rft.issue=16&amp;rft.pages=2712-27&amp;rft.date=2014&amp;rft_id=info%3Adoi%2F10.1016%2Fj.febslet.2014.02.009&amp;rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A35544825%23id-name%3DS2CID&amp;rft_id=info%3Apmid%2F24560789&amp;rft_id=info%3Abibcode%2F2014FEBSL.588.2712B&amp;rft.aulast=Benesch&amp;rft.aufirst=MG&amp;rft.au=Ko%2C+YM&amp;rft.au=McMullen%2C+TP&amp;rft.au=Brindley%2C+DN&amp;rft_id=https%3A%2F%2Fdoi.org%2F10.1016%252Fj.febslet.2014.02.009&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ALysophosphatidic+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=Lysophosphatidic_acid&amp;action=edit&amp;section=7" title="Edit section: Further reading"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKremerMartensKulikRuëff2010" class="citation journal cs1">Kremer, Andreas E.; Martens, Job J.W.W.; Kulik, Wim; Ruëff, Franziska; Kuiper, Edith M.M.; Van Buuren, Henk R.; Van Erpecum, Karel J.; Kondrackiene, Jurate; et&#160;al. (2010). "Lysophosphatidic Acid is a Potential Mediator of Cholestatic Pruritus". <i>Gastroenterology</i>. <b>139</b> (3): 1008–18, 1018.e1. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1053%2Fj.gastro.2010.05.009">10.1053/j.gastro.2010.05.009</a>. <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/20546739">20546739</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=Gastroenterology&amp;rft.atitle=Lysophosphatidic+Acid+is+a+Potential+Mediator+of+Cholestatic+Pruritus&amp;rft.volume=139&amp;rft.issue=3&amp;rft.pages=1008-18%2C+1018.e1&amp;rft.date=2010&amp;rft_id=info%3Adoi%2F10.1053%2Fj.gastro.2010.05.009&amp;rft_id=info%3Apmid%2F20546739&amp;rft.aulast=Kremer&amp;rft.aufirst=Andreas+E.&amp;rft.au=Martens%2C+Job+J.W.W.&amp;rft.au=Kulik%2C+Wim&amp;rft.au=Ru%C3%ABff%2C+Franziska&amp;rft.au=Kuiper%2C+Edith+M.M.&amp;rft.au=Van+Buuren%2C+Henk+R.&amp;rft.au=Van+Erpecum%2C+Karel+J.&amp;rft.au=Kondrackiene%2C+Jurate&amp;rft.au=Prieto%2C+Jesus&amp;rft.au=Rust%2C+Christian&amp;rft.au=Geenes%2C+Victoria+L.&amp;rft.au=Williamson%2C+Catherine&amp;rft.au=Moolenaar%2C+Wouter+H.&amp;rft.au=Beuers%2C+Ulrich&amp;rft.au=Oude+Elferink%2C+Ronald+P.J.&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ALysophosphatidic+acid" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMoolenaar1995" class="citation journal cs1">Moolenaar, Wouter H. (1995). <a rel="nofollow" class="external text" href="http://www.jbc.org/cgi/pmidlookup?view=long&amp;pmid=7768880">"Lysophosphatidic Acid, a Multifunctional Phospholipid Messenger"</a>. <i>The Journal of Biological Chemistry</i>. <b>270</b> (22): 12949–52. <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/10.1074%2Fjbc.270.22.12949">10.1074/jbc.270.22.12949</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/7768880">7768880</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+Biological+Chemistry&amp;rft.atitle=Lysophosphatidic+Acid%2C+a+Multifunctional+Phospholipid+Messenger&amp;rft.volume=270&amp;rft.issue=22&amp;rft.pages=12949-52&amp;rft.date=1995&amp;rft_id=info%3Adoi%2F10.1074%2Fjbc.270.22.12949&amp;rft_id=info%3Apmid%2F7768880&amp;rft.aulast=Moolenaar&amp;rft.aufirst=Wouter+H.&amp;rft_id=http%3A%2F%2Fwww.jbc.org%2Fcgi%2Fpmidlookup%3Fview%3Dlong%26pmid%3D7768880&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ALysophosphatidic+acid" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMillsMoolenaar2003" class="citation journal cs1">Mills, Gordon B.; Moolenaar, Wouter H. (2003). "The emerging role of lysophosphatidic acid in cancer". <i>Nature Reviews Cancer</i>. <b>3</b> (8): 582–91. <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%2Fnrc1143">10.1038/nrc1143</a>. <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/12894246">12894246</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a>&#160;<a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:29079135">29079135</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=Nature+Reviews+Cancer&amp;rft.atitle=The+emerging+role+of+lysophosphatidic+acid+in+cancer&amp;rft.volume=3&amp;rft.issue=8&amp;rft.pages=582-91&amp;rft.date=2003&amp;rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A29079135%23id-name%3DS2CID&amp;rft_id=info%3Apmid%2F12894246&amp;rft_id=info%3Adoi%2F10.1038%2Fnrc1143&amp;rft.aulast=Mills&amp;rft.aufirst=Gordon+B.&amp;rft.au=Moolenaar%2C+Wouter+H.&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ALysophosphatidic+acid" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPanupinthuLeeMills2010" class="citation journal cs1">Panupinthu, N; Lee, H Y; Mills, G B (2010). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2844037">"Lysophosphatidic acid production and action: Critical new players in breast cancer initiation and progression"</a>. <i>British Journal of Cancer</i>. <b>102</b> (6): 941–6. <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%2Fsj.bjc.6605588">10.1038/sj.bjc.6605588</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a>&#160;<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2844037">2844037</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/20234370">20234370</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=British+Journal+of+Cancer&amp;rft.atitle=Lysophosphatidic+acid+production+and+action%3A+Critical+new+players+in+breast+cancer+initiation+and+progression&amp;rft.volume=102&amp;rft.issue=6&amp;rft.pages=941-6&amp;rft.date=2010&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2844037%23id-name%3DPMC&amp;rft_id=info%3Apmid%2F20234370&amp;rft_id=info%3Adoi%2F10.1038%2Fsj.bjc.6605588&amp;rft.aulast=Panupinthu&amp;rft.aufirst=N&amp;rft.au=Lee%2C+H+Y&amp;rft.au=Mills%2C+G+B&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2844037&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ALysophosphatidic+acid" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFParkJeongPanupinthuYu2010" class="citation journal cs1">Park, S Y; Jeong, K J; Panupinthu, N; Yu, S; Lee, J; Han, J W; Kim, J M; Lee, J-S; et&#160;al. (2010). <a rel="nofollow" class="external text" href="https://doi.org/10.1038%2Fonc.2010.517">"Lysophosphatidic acid augments human hepatocellular carcinoma cell invasion through LPA1 receptor and MMP-9 expression"</a>. <i>Oncogene</i>. <b>30</b> (11): 1351–9. <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/10.1038%2Fonc.2010.517">10.1038/onc.2010.517</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/21102517">21102517</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=Oncogene&amp;rft.atitle=Lysophosphatidic+acid+augments+human+hepatocellular+carcinoma+cell+invasion+through+LPA1+receptor+and+MMP-9+expression&amp;rft.volume=30&amp;rft.issue=11&amp;rft.pages=1351-9&amp;rft.date=2010&amp;rft_id=info%3Adoi%2F10.1038%2Fonc.2010.517&amp;rft_id=info%3Apmid%2F21102517&amp;rft.aulast=Park&amp;rft.aufirst=S+Y&amp;rft.au=Jeong%2C+K+J&amp;rft.au=Panupinthu%2C+N&amp;rft.au=Yu%2C+S&amp;rft.au=Lee%2C+J&amp;rft.au=Han%2C+J+W&amp;rft.au=Kim%2C+J+M&amp;rft.au=Lee%2C+J-S&amp;rft.au=Kang%2C+J&amp;rft.au=Park%2C+C+G&amp;rft.au=Mills%2C+G+B&amp;rft.au=Lee%2C+H+Y&amp;rft_id=https%3A%2F%2Fdoi.org%2F10.1038%252Fonc.2010.517&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ALysophosphatidic+acid" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFYakubuLiliomTigyiLeffler1997" class="citation journal cs1">Yakubu, M A; Liliom, K; Tigyi, G J; Leffler, C W (1997). 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Heart and Circulatory Physiology</i>. <b>268</b> (5): H2048–H2055. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1152%2Fajpheart.1995.268.5.H2048">10.1152/ajpheart.1995.268.5.H2048</a>. <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/7771554">7771554</a>.</cite><span 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href="/wiki/Template:Lipid_signaling" title="Template:Lipid signaling"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Lipid_signaling" title="Template talk:Lipid signaling"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Lipid_signaling" title="Special:EditPage/Template:Lipid signaling"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Cell_signaling:_lipid_signaling" style="font-size:114%;margin:0 4em"><a href="/wiki/Cell_signaling" title="Cell signaling">Cell signaling</a>: <a href="/wiki/Lipid_signaling" title="Lipid signaling">lipid signaling</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Extracellular</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%"><span class="nobold"><i>Eicosanoids</i></span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Classic:</i> <a href="/wiki/Eoxin" title="Eoxin">Eoxins</a>;</li> <li><a href="/wiki/Leukotriene" title="Leukotriene">Leukotrienes</a> (<a href="/wiki/Leukotriene_receptor" title="Leukotriene receptor">LTR</a>)</li> <li><a href="/wiki/Prostacyclin" title="Prostacyclin">Prostacyclin</a> (<a href="/wiki/Prostacyclin_receptor" title="Prostacyclin receptor">IPR</a>)</li> <li><a href="/wiki/Prostaglandin" title="Prostaglandin">Prostaglandins</a> (<a href="/wiki/Prostaglandin_receptor" title="Prostaglandin receptor">PGR</a>)</li> <li><a href="/wiki/Thromboxane" title="Thromboxane">Thromboxane</a> (<a href="/wiki/Thromboxane_receptor" title="Thromboxane receptor">TXR</a>)</li> <li><i>Nonclassic:</i> <a href="/wiki/Epoxyeicosatrienoic_acid" title="Epoxyeicosatrienoic acid">EETs</a></li> <li><a href="/wiki/Endocannabinoid" class="mw-redirect" title="Endocannabinoid">Endocannabinoids</a> (<a href="/wiki/Cannabinoid_receptor" title="Cannabinoid receptor">CBR</a>)</li> <li><a href="/wiki/Epi-lipoxin" title="Epi-lipoxin">Epi-lipoxins</a> (<a href="/wiki/Formyl_peptide_receptor_2" title="Formyl peptide receptor 2">FPR2</a>)</li> <li><a href="/wiki/Hepoxilin" title="Hepoxilin">Hepoxilins</a></li> <li><a href="/wiki/Isoprostane" title="Isoprostane">Isoprostanes</a></li> <li><a href="/wiki/Lipoxin" title="Lipoxin">Lipoxins</a> (<a href="/wiki/Formyl_peptide_receptor_2" title="Formyl peptide receptor 2">FPR2</a>)</li> <li><a href="/wiki/Oxoeicosanoid" title="Oxoeicosanoid">Oxoeicosanoids</a> (<a href="/wiki/Oxoeicosanoid_receptor" class="mw-redirect" title="Oxoeicosanoid receptor">OXER</a>)</li> <li><a href="/wiki/Resolvin" title="Resolvin">Resolvins</a> (<a href="/wiki/Formyl_peptide_receptor_2" title="Formyl peptide receptor 2">FPR2</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><i>Lysophospholipids</i></span></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">LPA</a> (<a href="/wiki/Lysophosphatidic_acid_receptor" title="Lysophosphatidic acid receptor">LPAR</a>)</li> <li><a href="/wiki/Sphingosine-1-phosphate" title="Sphingosine-1-phosphate">S1P</a> (<a href="/wiki/Sphingosine-1-phosphate_receptor" title="Sphingosine-1-phosphate receptor">S1PR</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><i>Steroids</i></span></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/Bile_acid" title="Bile acid">Bile acids</a> (<a href="/wiki/G_protein-coupled_bile_acid_receptor" title="G protein-coupled bile acid receptor">GPBAR</a>)</li> <li><a href="/wiki/Neurosteroid" title="Neurosteroid">Neurosteroids</a></li> <li><a href="/wiki/Pheromone" title="Pheromone">Pheromones</a> (<a href="/wiki/Vomeronasal_receptor" title="Vomeronasal receptor">VNR</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><i>Others</i></span></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/Platelet-activating_factor" title="Platelet-activating factor">PAF</a> (<a href="/wiki/Platelet-activating_factor_receptor" title="Platelet-activating factor receptor">PAFR</a>)</li> <li><a href="/wiki/Retinal" title="Retinal">Retinal</a> (<a href="/wiki/Rhodopsin" title="Rhodopsin">RHO</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Intracellular</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%;text-align:center;"><a href="/wiki/Nuclear_receptor" title="Nuclear receptor">Nuclear receptor</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><i>Steroids:</i> <i>Sex steroids:</i> <a href="/wiki/Androgen" title="Androgen">Androgens</a> (<a href="/wiki/Androgen_receptor" title="Androgen receptor">AR</a>)</li> <li><a href="/wiki/Estrogen" title="Estrogen">Estrogens</a> (<a href="/wiki/Estrogen_receptor" title="Estrogen receptor">ER</a>)</li> <li><a href="/wiki/Progestogen" title="Progestogen">Progestogens</a> (<a href="/wiki/Progesterone_receptor" title="Progesterone receptor">PR</a>); <i>Corticosteroids:</i> <a href="/wiki/Glucocorticoid" title="Glucocorticoid">Glucocorticoids</a> (<a href="/wiki/Glucocorticoid_receptor" title="Glucocorticoid receptor">GR</a>)</li> <li><a href="/wiki/Mineralocorticoid" title="Mineralocorticoid">Mineralocorticoids</a> (<a href="/wiki/Mineralocorticoid_receptor" title="Mineralocorticoid receptor">MR</a>); <i>Others:</i> <a href="/wiki/Bile_acid" title="Bile acid">Bile acids</a> (<a href="/wiki/Farnesoid_X_receptor" title="Farnesoid X receptor">FXR</a>)</li> <li><a href="/wiki/Calcitriol" title="Calcitriol">Calcitriol</a> (<a href="/wiki/Vitamin_D_receptor" title="Vitamin D receptor">VDR</a>); <i>Others:</i> <a href="/wiki/Eicosanoid" title="Eicosanoid">Eicosanoids</a> (<a href="/wiki/Peroxisome_proliferator-activated_receptor" title="Peroxisome proliferator-activated receptor">PPAR</a>)</li> <li><a href="/wiki/Free_fatty_acid" class="mw-redirect" title="Free fatty acid">Free fatty acids</a> (<a href="/wiki/Peroxisome_proliferator-activated_receptor" title="Peroxisome proliferator-activated receptor">PPAR</a>)</li> <li><a href="/wiki/Retinoic_acid" title="Retinoic acid">Retinoic acid</a> (<a href="/wiki/Retinoic_acid_receptor" title="Retinoic acid receptor">RAR</a>, <a href="/wiki/Retinoid_X_receptor" title="Retinoid X receptor">RXR</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Second_messenger_system" title="Second messenger system">Second messenger</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><i>General:</i> <a href="/wiki/Arachidonic_acid" title="Arachidonic acid">Arachidonic acid</a></li> <li><a href="/wiki/Diacylglycerol" class="mw-redirect" title="Diacylglycerol">DAG</a> (<a href="/wiki/Protein_kinase_C" title="Protein kinase C">PKC</a>, <a href="/wiki/TRPC" title="TRPC">TRPC</a>)</li> <li><a href="/wiki/Inositol_trisphosphate" title="Inositol trisphosphate">IP<sub>3</sub></a> (<a href="/wiki/Inositol_trisphosphate_receptor" title="Inositol trisphosphate receptor">IP<sub>3</sub>R</a>, <a href="/wiki/Ryanodine_receptor" title="Ryanodine receptor">RyR</a>)</li> <li><a href="/wiki/Phosphatidic_acid" title="Phosphatidic acid">Phosphatidic acid</a></li> <li><i>Phosphoinositides:</i> <a href="/wiki/Phosphatidylinositol_4,5-bisphosphate" title="Phosphatidylinositol 4,5-bisphosphate">PIP<sub>2</sub></a> (<a href="/wiki/Inward-rectifier_potassium_ion_channel" class="mw-redirect" title="Inward-rectifier potassium ion channel">IRKs</a>)</li> <li><a href="/wiki/Phosphatidylinositol_(3,4,5)-trisphosphate" title="Phosphatidylinositol (3,4,5)-trisphosphate">PIP<sub>3</sub></a> (<a href="/wiki/Protein_kinase_B" title="Protein kinase B">PKB/Akt</a>, <a href="/wiki/Bruton%27s_tyrosine_kinase" title="Bruton&#39;s tyrosine kinase">Btk</a>, <a href="/wiki/Phosphoinositide-dependent_kinase-1" title="Phosphoinositide-dependent kinase-1">PDPK1</a>)</li> <li><a href="/wiki/Phosphatidylinositol_3,4-bisphosphate" title="Phosphatidylinositol 3,4-bisphosphate">PtdIns(3,4)P<sub>2</sub></a> (<a href="/wiki/Protein_kinase_B" title="Protein kinase B">PKB/Akt</a>, <a href="/wiki/Phosphoinositide-dependent_kinase-1" title="Phosphoinositide-dependent kinase-1">PDPK1</a>); <i>Sphingolipids:</i> <a href="/w/index.php?title=Ceramide-1-phosphate&amp;action=edit&amp;redlink=1" class="new" title="Ceramide-1-phosphate (page does not exist)">C1P</a></li> <li><a href="/wiki/Ceramide" title="Ceramide">Ceramide</a> (<a href="/wiki/Ceramide-activated_protein_phosphatase" title="Ceramide-activated protein phosphatase">CAPPs</a>, <a href="/wiki/KSR1" title="KSR1">KSR1</a>, <a href="/wiki/Protein_kinase_C_zeta_type" title="Protein kinase C zeta type">PKCζ</a>, <a href="/wiki/Cathepsin_D" title="Cathepsin D">CTSD</a>)</li> <li><a href="/wiki/Glucosylceramide" class="mw-redirect" title="Glucosylceramide">Glucosylceramides</a></li> <li><a href="/wiki/Sphingosine-1-phosphate" title="Sphingosine-1-phosphate">S1P</a></li> <li><a href="/wiki/Sphingosine" title="Sphingosine">Sphingosine</a> (<a href="/w/index.php?title=Sphingosine-dependent_protein_kinase_1&amp;action=edit&amp;redlink=1" class="new" title="Sphingosine-dependent protein kinase 1 (page does not exist)">SDK1</a>, <a href="/w/index.php?title=Protein_kinase_H&amp;action=edit&amp;redlink=1" class="new" title="Protein kinase H (page does not exist)">PKH</a>, <a href="/w/index.php?title=Yeast_protein_kinase&amp;action=edit&amp;redlink=1" class="new" title="Yeast protein kinase (page does not exist)">YPK</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Precursors</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%"><span class="nobold"><i>General</i></span></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/Fatty_acid" title="Fatty acid">Fatty acids</a> (<a href="/wiki/Omega-3_fatty_acid" title="Omega-3 fatty acid">ω-3</a>, <a href="/wiki/Omega-6_fatty_acid" title="Omega-6 fatty acid">ω-6</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><i>Steroids</i></span></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/Squalene" title="Squalene">Squalene</a></li> <li><a href="/wiki/Lanosterol" title="Lanosterol">Lanosterol</a></li> <li><a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Lipids:_phospholipids" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Phospholipids" title="Template:Phospholipids"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Phospholipids" title="Template talk:Phospholipids"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Phospholipids" title="Special:EditPage/Template:Phospholipids"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Lipids:_phospholipids" style="font-size:114%;margin:0 4em"><a href="/wiki/Lipid" title="Lipid">Lipids</a>: <a href="/wiki/Phospholipid" title="Phospholipid">phospholipids</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Glycerol" title="Glycerol">Glycerol</a> backbone<br />(<a href="/wiki/Glycerophospholipid" title="Glycerophospholipid">Glycerophospholipids/<br />Phosphoglycerides</a>)</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/Phosphatidic_acid" title="Phosphatidic acid">Phosphatidyl-</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/Phosphatidylethanolamine" title="Phosphatidylethanolamine">-ethanolamine/cephalin (PE)</a></li> <li><a href="/wiki/Phosphatidylcholine" title="Phosphatidylcholine">-choline/lecithin (PC)</a></li> <li><a href="/wiki/Phosphatidylserine" title="Phosphatidylserine">-serine (PS)</a></li> <li><a href="/wiki/Phosphatidylglycerol" title="Phosphatidylglycerol">-glycerol (PG)</a></li> <li><a href="/wiki/Phosphatidylinositol" title="Phosphatidylinositol">-inositol (PI)</a> <ul><li><a href="/wiki/Glycophosphatidylinositol" class="mw-redirect" title="Glycophosphatidylinositol">glyco-</a> (GPI)</li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Phosphoinositides:</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>PIP <ul><li><a href="/wiki/Phosphatidylinositol_3-phosphate" title="Phosphatidylinositol 3-phosphate">PI(3)P</a></li> <li><a href="/wiki/Phosphatidylinositol_4-phosphate" title="Phosphatidylinositol 4-phosphate">PI(4)P</a></li> <li><a href="/wiki/Phosphatidylinositol_5-phosphate" title="Phosphatidylinositol 5-phosphate">PI(5)P</a></li></ul></li> <li>PIP<sub>2</sub> <ul><li><a href="/wiki/Phosphatidylinositol_3,4-bisphosphate" title="Phosphatidylinositol 3,4-bisphosphate">PI(3,4)P<sub>2</sub></a></li> <li><a href="/wiki/Phosphatidylinositol_3,5-bisphosphate" title="Phosphatidylinositol 3,5-bisphosphate">PI(3,5)P<sub>2</sub></a></li> <li><a href="/wiki/Phosphatidylinositol_4,5-bisphosphate" title="Phosphatidylinositol 4,5-bisphosphate">PI(4,5)P<sub>2</sub></a></li></ul></li> <li><a href="/wiki/Phosphatidylinositol_(3,4,5)-trisphosphate" title="Phosphatidylinositol (3,4,5)-trisphosphate">PIP<sub>3</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Ether_lipid" title="Ether lipid">Ether lipids</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/Plasmalogen" title="Plasmalogen">Plasmalogen</a> <ul><li><a href="/wiki/Platelet-activating_factor" title="Platelet-activating factor">Platelet-activating factor</a></li></ul></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cardiolipin" title="Cardiolipin">Cardiolipin</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Sphingosine" title="Sphingosine">Sphingosine</a> backbone</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/Sphingomyelin" title="Sphingomyelin">Sphingomyelin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Metabolites</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><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Inositol_phosphate" title="Inositol phosphate">Inositol phosphate</a></li> <li><a href="/wiki/Inositol" title="Inositol">Inositol</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a class="mw-selflink selflink">Lysophosphatidic acid</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Choline" title="Choline">Choline</a></li> <li><a href="/wiki/Phosphocholine" title="Phosphocholine">Phosphocholine</a></li> <li><a href="/wiki/Citicoline" title="Citicoline">Citicoline</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Lysophospholipid_signaling_modulators" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Lysophospholipid_signaling_modulators" title="Template:Lysophospholipid signaling modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Lysophospholipid_signaling_modulators" title="Template talk:Lysophospholipid signaling modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Lysophospholipid_signaling_modulators" title="Special:EditPage/Template:Lysophospholipid signaling modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Lysophospholipid_signaling_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Lysophospholipid" class="mw-redirect" title="Lysophospholipid">Lysophospholipid</a> <a href="/wiki/Cell_signaling" title="Cell signaling">signaling</a> <a href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Lysophospholipid_receptor" title="Lysophospholipid receptor">Receptor</a><br /><small>(<a href="/wiki/Ligand_(biochemistry)" title="Ligand (biochemistry)">ligands</a>)</small></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:6em;;text-align:center;"><a href="/wiki/Lysophosphatidic_acid_receptor" title="Lysophosphatidic acid receptor"><abbr title="Lysophosphatidic acid receptor">LPAR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Lysophosphatidic acid receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/w/index.php?title=1-Oleoyl-LPA&amp;action=edit&amp;redlink=1" class="new" title="1-Oleoyl-LPA (page does not exist)">1-Oleoyl-LPA</a></li> <li><a href="/w/index.php?title=1-Palmitoyl-LPA&amp;action=edit&amp;redlink=1" class="new" title="1-Palmitoyl-LPA (page does not exist)">1-Palmitoyl-LPA</a></li> <li><a href="/w/index.php?title=GRI-977143&amp;action=edit&amp;redlink=1" class="new" title="GRI-977143 (page does not exist)">GRI-977143</a></li> <li><a class="mw-selflink selflink">LPA</a></li> <li><a href="/w/index.php?title=OMPT&amp;action=edit&amp;redlink=1" class="new" title="OMPT (page does not exist)">OMPT</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/w/index.php?title=H2L-5186303&amp;action=edit&amp;redlink=1" class="new" title="H2L-5186303 (page does not exist)">H2L-5186303</a></li> <li><a href="/w/index.php?title=H2L-5765834&amp;action=edit&amp;redlink=1" class="new" title="H2L-5765834 (page does not exist)">H2L-5765834</a></li> <li><a href="/w/index.php?title=Ki-16425&amp;action=edit&amp;redlink=1" class="new" title="Ki-16425 (page does not exist)">Ki-16425</a></li> <li><a href="/w/index.php?title=TC-LPA5_4&amp;action=edit&amp;redlink=1" class="new" title="TC-LPA5 4 (page does not exist)">TC-LPA5 4</a></li> <li><a href="/w/index.php?title=VPC-32183&amp;action=edit&amp;redlink=1" class="new" title="VPC-32183 (page does not exist)">VPC-32183</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center;"><a href="/wiki/Sphingosine-1-phosphate_receptor" title="Sphingosine-1-phosphate receptor"><abbr title="Sphingosine-1-phosphate receptor">S1PR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Sphingosine-1-phosphate receptor</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/w/index.php?title=Amiselimod&amp;action=edit&amp;redlink=1" class="new" title="Amiselimod (page does not exist)">Amiselimod</a></li> <li><a href="/wiki/Cenerimod" title="Cenerimod">Cenerimod</a></li> <li><a href="/w/index.php?title=Ceralifimod&amp;action=edit&amp;redlink=1" class="new" title="Ceralifimod (page does not exist)">Ceralifimod</a></li> <li><a href="/w/index.php?title=CS-2100&amp;action=edit&amp;redlink=1" class="new" title="CS-2100 (page does not exist)">CS-2100</a></li> <li><a href="/w/index.php?title=CYM-5442&amp;action=edit&amp;redlink=1" class="new" title="CYM-5442 (page does not exist)">CYM-5442</a></li> <li><a href="/w/index.php?title=CYM-5520&amp;action=edit&amp;redlink=1" class="new" title="CYM-5520 (page does not exist)">CYM-5520</a></li> <li><a href="/w/index.php?title=CYM_5541&amp;action=edit&amp;redlink=1" class="new" title="CYM 5541 (page does not exist)">CYM 5541</a></li> <li><a href="/w/index.php?title=CYM-50260&amp;action=edit&amp;redlink=1" class="new" title="CYM-50260 (page does not exist)">CYM-50260</a></li> <li><a href="/w/index.php?title=CYM-50308&amp;action=edit&amp;redlink=1" class="new" title="CYM-50308 (page does not exist)">CYM-50308</a></li> <li><a href="/w/index.php?title=Sphinganine_1-phosphate&amp;action=edit&amp;redlink=1" class="new" title="Sphinganine 1-phosphate (page does not exist)">Dihydro-S1P (sphinganine 1-phosphate)</a></li> <li><a href="/wiki/Fingolimod" title="Fingolimod">Fingolimod</a></li> <li><a href="/w/index.php?title=Fingolimod_phosphate&amp;action=edit&amp;redlink=1" class="new" title="Fingolimod phosphate (page does not exist)">Fingolimod phosphate</a></li> <li><a href="/w/index.php?title=KRP-203&amp;action=edit&amp;redlink=1" class="new" title="KRP-203 (page does not exist)">KRP-203</a></li> <li><a href="/w/index.php?title=Mocravimod&amp;action=edit&amp;redlink=1" class="new" title="Mocravimod (page does not exist)">Mocravimod</a></li> <li><a href="/wiki/Ozanimod" title="Ozanimod">Ozanimod</a></li> <li><a href="/w/index.php?title=Phyto-S1P&amp;action=edit&amp;redlink=1" class="new" title="Phyto-S1P (page does not exist)">Phyto-S1P</a></li> <li><a href="/wiki/Ponesimod" title="Ponesimod">Ponesimod</a></li> <li><a href="/w/index.php?title=RP-001&amp;action=edit&amp;redlink=1" class="new" title="RP-001 (page does not exist)">RP-001</a></li> <li><a href="/w/index.php?title=RP-002&amp;action=edit&amp;redlink=1" class="new" title="RP-002 (page does not exist)">RP-002</a></li> <li><a href="/w/index.php?title=RPC-1063&amp;action=edit&amp;redlink=1" class="new" title="RPC-1063 (page does not exist)">RPC-1063</a></li> <li><a href="/w/index.php?title=SEW-2871&amp;action=edit&amp;redlink=1" class="new" title="SEW-2871 (page does not exist)">SEW-2871</a></li> <li><a href="/wiki/Siponimod" title="Siponimod">Siponimod</a></li> <li><a href="/wiki/Sphingosine-1-phosphate" title="Sphingosine-1-phosphate">S1P</a></li> <li><a href="/w/index.php?title=Sphingosylphosphorylcholine&amp;action=edit&amp;redlink=1" class="new" title="Sphingosylphosphorylcholine (page does not exist)">SPC</a></li> <li><a href="/w/index.php?title=TC-G_1006&amp;action=edit&amp;redlink=1" class="new" title="TC-G 1006 (page does not exist)">TC-G 1006</a></li> <li><a href="/w/index.php?title=TC-SP_14&amp;action=edit&amp;redlink=1" class="new" title="TC-SP 14 (page does not exist)">TC-SP 14</a></li> <li><a href="/w/index.php?title=W-061&amp;action=edit&amp;redlink=1" class="new" title="W-061 (page does not exist)">W-061</a></li> <li><a href="/w/index.php?title=XAX-162&amp;action=edit&amp;redlink=1" class="new" title="XAX-162 (page does not exist)">XAX-162</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/w/index.php?title=CS-0777&amp;action=edit&amp;redlink=1" class="new" title="CS-0777 (page does not exist)">CS-0777</a></li> <li><a href="/w/index.php?title=CYM-50358&amp;action=edit&amp;redlink=1" class="new" title="CYM-50358 (page does not exist)">CYM-50358</a></li> <li><a href="/w/index.php?title=JTE-013&amp;action=edit&amp;redlink=1" class="new" title="JTE-013 (page does not exist)">JTE-013</a></li> <li><a href="/w/index.php?title=TY-52156&amp;action=edit&amp;redlink=1" class="new" title="TY-52156 (page does not exist)">TY-52156</a></li> <li><a href="/w/index.php?title=VPC-23019&amp;action=edit&amp;redlink=1" class="new" title="VPC-23019 (page does not exist)">VPC-23019</a></li> <li><a href="/w/index.php?title=W-146&amp;action=edit&amp;redlink=1" class="new" title="W-146 (page does not exist)">W-146</a></li></ul> <ul><li><i>Unsorted:</i> <a href="/wiki/Etrasimod" title="Etrasimod">Etrasimod</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Enzyme" title="Enzyme">Enzyme</a><br /><small>(<a href="/wiki/Enzyme_inhibitor" title="Enzyme inhibitor">inhibitors</a>)</small></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:6em;;text-align:center;"><a href="/wiki/Serine_C-palmitoyltransferase" title="Serine C-palmitoyltransferase"><abbr title="Serine C-palmitoyltransferase">SPT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Serine C-palmitoyltransferase</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Myriocin" title="Myriocin">Myriocin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center;"><a href="/wiki/Ceramidase" title="Ceramidase">Ceramidase</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Ceranib_1&amp;action=edit&amp;redlink=1" class="new" title="Ceranib 1 (page does not exist)">Ceranib 1</a></li> <li><a href="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">OEA</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center;"><a href="/wiki/Sphingosine_kinase" title="Sphingosine kinase"><abbr title="Sphingosine kinase">SphK</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Sphingosine kinase</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/N,N-Dimethylsphingosine" title="N,N-Dimethylsphingosine">N,N-DMS</a></li> <li><a href="/wiki/Safingol" title="Safingol">Safingol</a></li> <li><a href="/w/index.php?title=SKI_II&amp;action=edit&amp;redlink=1" class="new" title="SKI II (page does not exist)">SKI II</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</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><i>Precursors:</i> <i>LPA:</i> <a href="/wiki/Lysophosphatidylcholine" title="Lysophosphatidylcholine">LPC</a>; <i>S1P:</i> <a href="/wiki/Palmitoyl-CoA" title="Palmitoyl-CoA">Palmitoyl-CoA</a></li> <li><a href="/wiki/Serine" title="Serine">Serine</a></li> <li><a href="/w/index.php?title=3-Ketosphinganine&amp;action=edit&amp;redlink=1" class="new" title="3-Ketosphinganine (page does not exist)">3-Ketosphinganine (dehydrosphingosine)</a></li> <li><a href="/wiki/Dihydrosphingosine" class="mw-redirect" title="Dihydrosphingosine">Dihydrosphingosine (sphinganine)</a></li> <li><a href="/w/index.php?title=Dihydroceramide&amp;action=edit&amp;redlink=1" class="new" title="Dihydroceramide (page does not exist)">Dihydroceramide</a></li> <li><a href="/wiki/Ceramide" title="Ceramide">Ceramide</a></li> <li><a href="/wiki/Sphingosine" title="Sphingosine">Sphingosine</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></div></td></tr></tbody></table></div> <!-- NewPP limit report Parsed by mw‐api‐ext.codfw.main‐7556f8b5dd‐25qr4 Cached time: 20241122145539 Cache expiry: 2592000 Reduced expiry: 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