<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4983</id>
  <title>T3D4928</title>
  <common-name>Linoleic acid</common-name>
  <description>Linoleic acid is a doubly unsaturated fatty acid, also known as an omega-6 fatty acid, occurring widely in plant glycosides. In this particular polyunsaturated fatty acid (PUFA), the first double bond is located between the sixth and seventh carbon atom from the methyl end of the fatty acid (n-6). Linoleic acid is an essential fatty acid in human nutrition because it cannot be synthesized by humans. It is used in the biosynthesis of prostaglandins (via arachidonic acid) and cell membranes. (From Stedman, 26th ed).</description>
  <cas>60-33-3</cas>
  <pubchem-id>5280450</pubchem-id>
  <chemical-formula>C18H32O2</chemical-formula>
  <weight>280.4</weight>
  <appearance></appearance>
  <melting-point>-8.5 °C</melting-point>
  <boiling-point>230°C</boiling-point>
  <density nil="true"/>
  <solubility nil="true"/>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure></route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity></mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source></use-source>
  <min-risk-level></min-risk-level>
  <health-effects></health-effects>
  <symptoms></symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2014-09-11T05:22:52Z</created-at>
  <updated-at type="dateTime">2026-04-17T17:54:53Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Linoleic acid</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C01595</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>17351</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id>D019787</ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id>DB14104</drugbank-id>
  <pdb-id>EIC</pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCCCC\C=C/C\C=C/CCCCCCCC(O)=O</moldb-smiles>
  <moldb-formula>C18H32O2</moldb-formula>
  <moldb-inchi>InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-</moldb-inchi>
  <moldb-inchikey>OYHQOLUKZRVURQ-HZJYTTRNSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">280.4455</moldb-average-mass>
  <moldb-mono-mass type="decimal">280.240230268</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Liquid</state>
  <logp>7.05</logp>
  <hmdb-id>HMDB00673</hmdb-id>
  <chembl-id></chembl-id>
  <chemspider-id>4444105</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>Walborsky, Harry M.; Davis, Robert H.; Howton, David R. A total synthesis of linoleic acid. Journal of the American Chemical Society (1951), 73 2590-4.</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003884</chemdb-id>
  <dsstox-id>DTXSID2025505</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00010521</susdat-id>
  <iupac>(9Z,12Z)-octadeca-9,12-dienoic acid</iupac>
</compound>
