<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4857</id>
  <title>T3D4802</title>
  <common-name>Oleic acid</common-name>
  <description>Oleic acid is an unsaturated fatty acid that occurs naturally in various animal and vegetable fats and oils. It is an odorless, colourless oil, although commercial samples may be yellowish. In chemical terms, oleic acid is classified as a monounsaturated omega-9 fatty acid. It has the formula CH3(CH2)7CH=CH(CH2)7COOH. The term "oleic" means related to, or derived from, oil or olive, the oil that is predominantly composed of oleic acid. Oleic acid is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent.  Oleic acid is a major constituent of plant oils e.g. olive oil (about 80%), almond oil (about 80%) and many others, mainly as glyceride. It is also a constituent of tall oil and present in fruits. Oleic acid is a food additive and is used in manufacturing of surfactants, soaps, plasticizers. It is also an emulsifying agent in foods and pharmaceuticals. Oleic acid is a known skin penetrant and may also be used as an herbicide, insecticide, and fungicide.</description>
  <cas>112-80-1</cas>
  <pubchem-id>445639</pubchem-id>
  <chemical-formula>C18H34O2</chemical-formula>
  <weight>282.5</weight>
  <appearance></appearance>
  <melting-point>13.4°C</melting-point>
  <boiling-point>360°C</boiling-point>
  <density nil="true"/>
  <solubility nil="true"/>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T05:17:15Z</created-at>
  <updated-at type="dateTime">2026-04-16T22:15:28Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Oleic acid</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00712</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>16196</chebi-id>
  <biocyc-id>OLEATE-CPD</biocyc-id>
  <ctd-id>D019301</ctd-id>
  <stitch-id nil="true"/>
  <drugbank-id>DB04224</drugbank-id>
  <pdb-id>OLA</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCCCCCCC\C=C/CCCCCCCC(O)=O</moldb-smiles>
  <moldb-formula>C18H34O2</moldb-formula>
  <moldb-inchi>InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-</moldb-inchi>
  <moldb-inchikey>ZQPPMHVWECSIRJ-KTKRTIGZSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">282.4614</moldb-average-mass>
  <moldb-mono-mass type="decimal">282.255880332</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Liquid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00207</hmdb-id>
  <chembl-id>CHEMBL8659</chembl-id>
  <chemspider-id>393217</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>&lt;p&gt;Ansgar Behler, Hermann Anzinger, Michael Vogt, &amp;#8220;Process for the preparation of light-colored oleic acid sulfonates.&amp;#8221; U.S. Patent US5294726, issued June, 1972.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003759</chemdb-id>
  <dsstox-id>DTXSID1025809</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00010823</susdat-id>
  <iupac>(9Z)-octadec-9-enoic acid</iupac>
</compound>
