CHEBI:16196 - oleic acid

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ChEBI Name oleic acid
ChEBI ID CHEBI:16196
Definition An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44741, CHEBI:104361, CHEBI:7741, CHEBI:25664
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Formula C18H34O2
Net Charge 0
Average Mass 282.46140
Monoisotopic Mass 282.256
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-
InChIKey ZQPPMHVWECSIRJ-KTKRTIGZSA-N
SMILES CCCCCCCC\C=C/CCCCCCCC(O)=O
Metabolite of Species Details
Neolitsea daibuensis (IPNI:466954-1) Found in root (BTO:0001188). Cold MeOH extract of dried roots See: PubMed
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Daphnia galeata (NCBI:27404) See: Is the fatty acid composition of Daphnia galeata determined by the fatty acid composition of the ingested diet?Weers P.M.M., Siewertsen K., and Gulati R.D.Freshwater Biology (1997), 38, 731-738
Centella asiatica (NCBI:48106) See: MetaboLights Study
Escherichia coli (NCBI:562) See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Roles Classification
Chemical Role(s): solvent
A liquid that can dissolve other substances (solutes) without any change in their chemical composition.
antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via octadec-9-enoic acid )
EC 3.1.1.1 (carboxylesterase) inhibitor
Any EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that inhibits the action of carboxylesterase (EC 3.1.1.1 ).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Daphnia galeata metabolite
A Daphnia metabolite produced by the species Daphnia galeata.
Application(s): solvent
A liquid that can dissolve other substances (solutes) without any change in their chemical composition.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing oleic acid (CHEBI:16196) has parent hydride cis-octadec-9-ene (CHEBI:37604)
oleic acid (CHEBI:16196) has role Daphnia galeata metabolite (CHEBI:83038)
oleic acid (CHEBI:16196) has role Escherichia coli metabolite (CHEBI:76971)
oleic acid (CHEBI:16196) has role antioxidant (CHEBI:22586)
oleic acid (CHEBI:16196) has role EC 3.1.1.1 (carboxylesterase) inhibitor (CHEBI:78444)
oleic acid (CHEBI:16196) has role mouse metabolite (CHEBI:75771)
oleic acid (CHEBI:16196) has role plant metabolite (CHEBI:76924)
oleic acid (CHEBI:16196) has role solvent (CHEBI:46787)
oleic acid (CHEBI:16196) is a octadec-9-enoic acid (CHEBI:36021)
oleic acid (CHEBI:16196) is conjugate acid of oleate (CHEBI:30823)
Incoming (9Z)-12-(phosphonooxy)octadecenoic acid (CHEBI:85140) has functional parent oleic acid (CHEBI:16196)
(9Z)-12-hydroxyoctadec-9-enoic acid (CHEBI:85639) has functional parent oleic acid (CHEBI:16196)
(9Z,12R)-12,18-dihydroxyoctadecenoic acid (CHEBI:129091) has functional parent oleic acid (CHEBI:16196)
(R)-oleoylcarnitine (CHEBI:84651) has functional parent oleic acid (CHEBI:16196)
1,1ʼ,2-trilinoleoyl-2ʼ-oleoyl cardiolipin (CHEBI:84399) has functional parent oleic acid (CHEBI:16196)
1,1'-dilinoleoyl-2-oleoyl monolysocardiolipin (CHEBI:84583) has functional parent oleic acid (CHEBI:16196)
1,1'-dioleyl 2,2'-dilysocardiolipin (CHEBI:77560) has functional parent oleic acid (CHEBI:16196)
1,2-di-[(9Z)-octadecenoyl]-sn-glycero-3-phosphoethanolamine (CHEBI:84839) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-3-lauroyl-sn-glycerol (CHEBI:77685) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-3-linoleoyl-sn-glycerol (CHEBI:77683) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-3-myristoyl-sn-glycerol (CHEBI:77684) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-3-palmitoylglycerol (CHEBI:75848) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-3-stearoyl-sn-glycerol (CHEBI:77686) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-sn-glycero-3-phospho-(1ʼ-sn-glycerol) (CHEBI:75385) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-sn-glycero-3-phospho-(1ʼ-sn-glycerol-3ʼ-phosphate) (CHEBI:82848) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-sn-glycero-3-phospho-N,N-dimethylethanolamine (CHEBI:85963) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-sn-glycero-3-phospho-N-methylethanolamine (CHEBI:85962) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-sn-glycero-3-phospho-L-serine (CHEBI:60568) has functional parent oleic acid (CHEBI:16196)
1,2-dioleoyl-sn-glycero-3-phosphocholine (CHEBI:74669) has functional parent oleic acid (CHEBI:16196)
1,3-dioleoyl-2-palmitoylglycerol (CHEBI:75846) has functional parent oleic acid (CHEBI:16196)
1,3-dioleoylglycerol (CHEBI:75735) has functional parent oleic acid (CHEBI:16196)
1,3-dipalmitoyl-2-oleoylglycerol (CHEBI:75688) has functional parent oleic acid (CHEBI:16196)
1-α-linolenoyl-2-oleoylglycerol (CHEBI:75609) has functional parent oleic acid (CHEBI:16196)
1-(1Z-hexadecenyl)-2-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:84533) has functional parent oleic acid (CHEBI:16196)
1-(1Z-octadecenyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:79203) has functional parent oleic acid (CHEBI:16196)
1-(1Z-octadecenyl)-2-oleoyl-sn-glycero-3-phosphoserine (CHEBI:79206) has functional parent oleic acid (CHEBI:16196)
1-(9Z)-octadecenoyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphate (CHEBI:75074) has functional parent oleic acid (CHEBI:16196)
1-(alk-1-enyl)-2-oleoyl-sn-glycero-3-phosphocholine (CHEBI:75148) has functional parent oleic acid (CHEBI:16196)
1-O-hexadecyl-2-oleoyl-sn-glycero-3-phosphocholine (CHEBI:75268) has functional parent oleic acid (CHEBI:16196)
1-O-oleoyl-N-acetylsphingosine (CHEBI:76054) has functional parent oleic acid (CHEBI:16196)
1-O-palmityl-3-oleoylglycerol (CHEBI:76062) has functional parent oleic acid (CHEBI:16196)
1-[(1Z)-octadecenyl]-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86241) has functional parent oleic acid (CHEBI:16196)
1-[(1Z,11Z)-octadecadienyl]-2-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85020) has functional parent oleic acid (CHEBI:16196)
1-[(2Z)-hexadecenoyl]-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:84809) has functional parent oleic acid (CHEBI:16196)
1-[(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl]-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86183) has functional parent oleic acid (CHEBI:16196)
1-[(6Z,9Z,12Z)-octadecatrienoyl]-2-[(9Z)-octadecenoyl]-snglycero-3-phosphocholine (CHEBI:86123) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-hexadecenoyl]-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:84811) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycero-3-phosphocholine (CHEBI:84814) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-[(5Z,8Z,11Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86178) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-[(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl]-sn-glycero-3-phosphocholine (CHEBI:86187) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-[(6Z,9Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:84831) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-[(6Z,9Z,12Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86130) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-[(7Z,10Z,13Z,16Z)-docosatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:86201) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-[(7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl]-sn-glycero-3-phosphocholine (CHEBI:86205) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-[(9Z)-hexadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86100) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86133) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-docosanoyl-sn-glycero-3-phosphocholine (CHEBI:86190) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-eicosanoyl-sn-glycero-3-phosphocholine (CHEBI:86172) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-tetracosanoyl-sn-glycero-3-phosphocholine (CHEBI:86217) has functional parent oleic acid (CHEBI:16196)
1-[(9Z)-octadecenoyl]-2-tetradecanoyl-sn-glycero-3-phosphocholine (CHEBI:86092) has functional parent oleic acid (CHEBI:16196)
1-[(9Z,12Z,15Z)-octadecatrienoyl]-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86127) has functional parent oleic acid (CHEBI:16196)
1-acyl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:75109) has functional parent oleic acid (CHEBI:16196)
1-arachidonoyl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:75141) has functional parent oleic acid (CHEBI:16196)
1-arachidonoyl-2-oleoylglycerol (CHEBI:75611) has functional parent oleic acid (CHEBI:16196)
1-arachidoyl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:74942) has functional parent oleic acid (CHEBI:16196)
1-butyryl-2-oleoyl-sn-glycerol (CHEBI:75443) has functional parent oleic acid (CHEBI:16196)
1-capryl-2-oleoyl-sn-glycerol (CHEBI:75505) has functional parent oleic acid (CHEBI:16196)
1-decanoyl-2-oleoyl-sn-glycero-3-phosphocholine (CHEBI:86410) has functional parent oleic acid (CHEBI:16196)
1-decanoyl-2-oleoylglycerol (CHEBI:85787) has functional parent oleic acid (CHEBI:16196)
1-eicosanoyl-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86171) has functional parent oleic acid (CHEBI:16196)
1-heptadecanoyl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:74841) has functional parent oleic acid (CHEBI:16196)
1-heptadecanoyl-2-oleoyl-sn-glycero-3-phosphocholine (CHEBI:133624) has functional parent oleic acid (CHEBI:16196)
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:73124) has functional parent oleic acid (CHEBI:16196)
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine (CHEBI:73001) has functional parent oleic acid (CHEBI:16196)
1-hexadecyl-2-[(Z)-octadec-9-enoyl]-sn-glycero-3-phosphocholine (CHEBI:34112) has functional parent oleic acid (CHEBI:16196)
1-icosanoyl-2-oleoyl-sn-glycerol (CHEBI:75470) has functional parent oleic acid (CHEBI:16196)
1-lauroyl-2-oleoylglycerol (CHEBI:75579) has functional parent oleic acid (CHEBI:16196)
1-linolenoyl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:74833) has functional parent oleic acid (CHEBI:16196)
1-linoleoyl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:74830) has functional parent oleic acid (CHEBI:16196)
1-linoleoyl-2-oleoylglycerol (CHEBI:75614) has functional parent oleic acid (CHEBI:16196)
1-myristoyl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:74943) has functional parent oleic acid (CHEBI:16196)
1-myristoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85237) has functional parent oleic acid (CHEBI:16196)
1-myristoyl-2-oleoylglycerol (CHEBI:75582) has functional parent oleic acid (CHEBI:16196)
1-octanoyl-2-oleoyl-sn-glycerol (CHEBI:75462) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2,3-di-linoleoyl-sn-glycerol (CHEBI:84458) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-(α-linolenoyl)-sn-glycerol (CHEBI:75475) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-(11Z)-octadecenoyl-sn-glycero-3-phosphate (CHEBI:75357) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol (CHEBI:84439) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-(6Z)-octadecenoyl-sn-glycero-3-phosphate (CHEBI:75363) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycerol (CHEBI:84438) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycerol (CHEBI:84437) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-O-arachidonyl-sn-glycerol (CHEBI:75914) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-[(8Z,11Z,14Z)-icosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:89618) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-acyl-sn-glycero-3-phosphocholine (CHEBI:78421) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-acyl-sn-glycero-3-phosphoserine(1−) (CHEBI:78422) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-arachidonoyl-sn-glycero-3-phosphate (CHEBI:75118) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-arachidonoyl-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:82762) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-arachidonoyl-sn-glycero-3-phospho-L-serine (CHEBI:75099) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:74671) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-arachidonoyl-sn-glycerol (CHEBI:75449) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-arachidonoyl-sn-glycerol-3-phosphoethanolamine (CHEBI:75169) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-arachidoyl-sn-glycero-3-phosphate (CHEBI:75134) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-decanoyl-sn-glycerol (CHEBI:75444) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-gondoyl-sn-glycerol (CHEBI:84436) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-heptadecanoyl-sn-glycero-3-phosphate (CHEBI:74845) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-lauroyl-sn-glycero-3-phospho-(1ʼ-sn-glycerol) (CHEBI:77121) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-lauroyl-sn-glycerol (CHEBI:75445) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-linolenoyl-PAP (CHEBI:53754) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-linoleoyl-sn-glycero-3-phosphate (CHEBI:74849) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-linoleoyl-sn-glycero-3-phospho-L-serine (CHEBI:75096) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-linoleoyl-sn-glycero-3-phosphocholine (CHEBI:74670) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-linoleoyl-sn-glycerol (CHEBI:75450) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-linoleyl-sn-glycero-3-phosphoethanolamine (CHEBI:84543) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-myristoyl-sn-glycero-3-phosphate (CHEBI:74930) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-myristoyl-sn-glycero-3-phosphoethanolamine (CHEBI:82840) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-myristoyl-sn-glycerol (CHEBI:75446) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-palmitoleoyl-sn-glycero-3-phospho-L-serine (CHEBI:75101) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-palmitoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:82837) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-palmitoyl-sn-glycero-3-phosphate (CHEBI:74836) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-palmitoyl-sn-glycero-3-phospho-L-serine (CHEBI:75106) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-palmitoyl-sn-glycero-3-phosphocholine (CHEBI:74667) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-palmitoyl-sn-glycero-3-phosphoethanolamine (CHEBI:82839) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-palmitoylglycerol (CHEBI:76065) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-pentadecanoyl-sn-glycero-3-phosphate (CHEBI:74852) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-stearoyl-sn-glycero-3-phosphate (CHEBI:74839) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-stearoyl-sn-glycero-3-phospho-L-serine (CHEBI:75103) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-stearoyl-sn-glycero-3-phosphocholine (CHEBI:76073) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-stearoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85076) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-stearoyl-sn-glycerol (CHEBI:75448) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-2-{6-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]hexanoyl}-sn-glycero-3-phospho-L-serine (CHEBI:88338) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-3-linoleoylglycerol (CHEBI:133484) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-3-palmitoylglycerol (CHEBI:75869) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-sn-glycero-3-phospho-D-myo-inositol (CHEBI:82753) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:75168) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-sn-glycero-3-phosphoglycerol (CHEBI:85410) has functional parent oleic acid (CHEBI:16196)
1-oleoyl-sn-glycerol (CHEBI:75757) has functional parent oleic acid (CHEBI:16196)
1-oleoylglycerol (CHEBI:75342) has functional parent oleic acid (CHEBI:16196)
1-oleyl-2-linoleyl-PAP (CHEBI:53752) has functional parent oleic acid (CHEBI:16196)
1-palmitoyl-2-oleoyl-3-stearoyl-sn-glycerol (CHEBI:77623) has functional parent oleic acid (CHEBI:16196)
1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoglycerol (CHEBI:34080) has functional parent oleic acid (CHEBI:16196)
1-palmitoyl-2-oleoylglycerol (CHEBI:75585) has functional parent oleic acid (CHEBI:16196)
1-palmityl-2-acetyl-3-oleoyl-sn-glycerol (CHEBI:76055) has functional parent oleic acid (CHEBI:16196)
1-palmityl-2-methyl-3-oleoyl-sn-glycerol (CHEBI:76064) has functional parent oleic acid (CHEBI:16196)
1-palmityl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:77357) has functional parent oleic acid (CHEBI:16196)
1-palmityl-2-oleoyl-sn-glycerol (CHEBI:77185) has functional parent oleic acid (CHEBI:16196)
1-pentadecanoyl-2-oleoyl-sn-glycero-3-phosphocholine (CHEBI:133623) has functional parent oleic acid (CHEBI:16196)
1-stearoyl-2-arachidonoyl-3-oleoyl-sn-glycerol (CHEBI:75729) has functional parent oleic acid (CHEBI:16196)
1-stearoyl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:74847) has functional parent oleic acid (CHEBI:16196)
1-stearoyl-2-oleoyl-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:77346) has functional parent oleic acid (CHEBI:16196)
1-stearoyl-2-oleoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-biphosphate (CHEBI:77279) has functional parent oleic acid (CHEBI:16196)
1-stearoyl-2-oleoyl-sn-glycero-3-phospho-1D-myo-inositol 4-phosphate (CHEBI:77277) has functional parent oleic acid (CHEBI:16196)
1-stearoyl-2-oleoyl-sn-glycero-3-phospho-1D-myo-inositol 5-phosphate (CHEBI:77347) has functional parent oleic acid (CHEBI:16196)
1-stearoyl-2-oleoyl-sn-glycero-3-phosphoserine (CHEBI:79096) has functional parent oleic acid (CHEBI:16196)
1-stearoyl-2-oleoylglycerol (CHEBI:75590) has functional parent oleic acid (CHEBI:16196)
1-tetracosanoyl-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86213) has functional parent oleic acid (CHEBI:16196)
1-tetradecanoyl-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:84808) has functional parent oleic acid (CHEBI:16196)
1-tetradecyl-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86424) has functional parent oleic acid (CHEBI:16196)
10-hydroperoxy-8E-octadecenoic acid (CHEBI:85589) has functional parent oleic acid (CHEBI:16196)
18-hydroxyoleic acid (CHEBI:79312) has functional parent oleic acid (CHEBI:16196)
18-hydroxyoleoyl-CoA (CHEBI:86053) has functional parent oleic acid (CHEBI:16196)
2,3-dioleoyl-sn-glycerol (CHEBI:75824) has functional parent oleic acid (CHEBI:16196)
2-oleoyl-sn-glycero-3-phosphate (CHEBI:78270) has functional parent oleic acid (CHEBI:16196)
2-oleoyl-sn-glycero-3-phosphocholine (CHEBI:76071) has functional parent oleic acid (CHEBI:16196)
2-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:76231) has functional parent oleic acid (CHEBI:16196)
2-oleoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:76088) has functional parent oleic acid (CHEBI:16196)
2-oleoyl-sn-glycero-3-phosphoserine (CHEBI:77646) has functional parent oleic acid (CHEBI:16196)
2-oleoylglycerol (CHEBI:73990) has functional parent oleic acid (CHEBI:16196)
2-palmitoyl-3-oleoyl-sn-glycerol (CHEBI:75870) has functional parent oleic acid (CHEBI:16196)
3-oleoyl-sn-glycerol (CHEBI:75938) has functional parent oleic acid (CHEBI:16196)
3-oxooleoyl-CoA (CHEBI:88007) has functional parent oleic acid (CHEBI:16196)
9-hydroperoxy-10E-octadecenoic acid (CHEBI:85587) has functional parent oleic acid (CHEBI:16196)
all-trans-retinyl oleate (CHEBI:70760) has functional parent oleic acid (CHEBI:16196)
N,1-dioleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85664) has functional parent oleic acid (CHEBI:16196)
N,O-dioleoylethanolamine (CHEBI:76068) has functional parent oleic acid (CHEBI:16196)
N-[(9Z)-octadecenoyl]sphinganine (CHEBI:74100) has functional parent oleic acid (CHEBI:16196)
N-arachidonoyl-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85784) has functional parent oleic acid (CHEBI:16196)
N-arachidonoyl-1-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85666) has functional parent oleic acid (CHEBI:16196)
n-butyl oleate (CHEBI:82946) has functional parent oleic acid (CHEBI:16196)
N-icosanoyl-1-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85667) has functional parent oleic acid (CHEBI:16196)
N-lauroyl-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85794) has functional parent oleic acid (CHEBI:16196)
N-myristoyl-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85793) has functional parent oleic acid (CHEBI:16196)
N-oleoyl-(4E,14Z)-sphingadienine-1-phosphocholine (CHEBI:105799) has functional parent oleic acid (CHEBI:16196)
N-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85670) has functional parent oleic acid (CHEBI:16196)
N-oleoyl-L-phenylalanine (CHEBI:134021) has functional parent oleic acid (CHEBI:16196)
N-oleoylglycine (CHEBI:73723) has functional parent oleic acid (CHEBI:16196)
N-oleoylphytosphingosine (CHEBI:85204) has functional parent oleic acid (CHEBI:16196)
N-oleoylserotonin (CHEBI:134064) has functional parent oleic acid (CHEBI:16196)
N-oleoylsphingosine (CHEBI:77996) has functional parent oleic acid (CHEBI:16196)
N-oleoylsphingosine 1-phosphate (CHEBI:85882) has functional parent oleic acid (CHEBI:16196)
N-oleoylsphingosine-1-phosphocholine (CHEBI:84487) has functional parent oleic acid (CHEBI:16196)
N-oleoylthreonine (CHEBI:131695) has functional parent oleic acid (CHEBI:16196)
N-palmitoyl-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:78940) has functional parent oleic acid (CHEBI:16196)
N-palmitoyl-1-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85654) has functional parent oleic acid (CHEBI:16196)
N-stearoyl-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85791) has functional parent oleic acid (CHEBI:16196)
N-stearoyl-1-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85660) has functional parent oleic acid (CHEBI:16196)
O-oleoylanandamide (CHEBI:76070) has functional parent oleic acid (CHEBI:16196)
arachidyl oleate (CHEBI:75628) has functional parent oleic acid (CHEBI:16196)
CDP-1,2-dioleoyl-sn-glycerol (CHEBI:85856) has functional parent oleic acid (CHEBI:16196)
CDP-1-stearoyl-2-oleoyl-sn-glycerol (CHEBI:85841) has functional parent oleic acid (CHEBI:16196)
cholesteryl oleate (CHEBI:46898) has functional parent oleic acid (CHEBI:16196)
decyl oleate (CHEBI:75620) has functional parent oleic acid (CHEBI:16196)
egonol oleate (CHEBI:69548) has functional parent oleic acid (CHEBI:16196)
ethyl oleate (CHEBI:84940) has functional parent oleic acid (CHEBI:16196)
methyl oleate (CHEBI:27542) has functional parent oleic acid (CHEBI:16196)
monooleoylglycerol (CHEBI:75937) has functional parent oleic acid (CHEBI:16196)
oleoyl danshenxinkun A (CHEBI:66819) has functional parent oleic acid (CHEBI:16196)
oleoyl ethanolamide (CHEBI:71466) has functional parent oleic acid (CHEBI:16196)
oleoyl neocryptotanshinone (CHEBI:66820) has functional parent oleic acid (CHEBI:16196)
oleoyl-containing glycerolipid (CHEBI:88240) has functional parent oleic acid (CHEBI:16196)
oleoylcholine (CHEBI:133693) has functional parent oleic acid (CHEBI:16196)
oleyl oleate (CHEBI:75626) has functional parent oleic acid (CHEBI:16196)
oleylanilide (CHEBI:53721) has functional parent oleic acid (CHEBI:16196)
palmitoleyl oleate (CHEBI:75624) has functional parent oleic acid (CHEBI:16196)
palmityl oleate (CHEBI:75622) has functional parent oleic acid (CHEBI:16196)
stearyl oleate (CHEBI:75625) has functional parent oleic acid (CHEBI:16196)
triolein (CHEBI:53753) has functional parent oleic acid (CHEBI:16196)
trioleoyl 2-monolysocardiolipin (CHEBI:77561) has functional parent oleic acid (CHEBI:16196)
1-(γ-linolenoyl)-2-oleoyl-sn-glycero-3-phosphate (CHEBI:74936) is a oleic acid (CHEBI:16196)
N,1,2-trioleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85790) is a oleic acid (CHEBI:16196)
oleate (CHEBI:30823) is conjugate base of oleic acid (CHEBI:16196)
oleoyl group (CHEBI:25667) is substituent group from oleic acid (CHEBI:16196)
IUPAC Name
(9Z)-octadec-9-enoic acid
Synonyms Sources
(9Z)-Octadecenoic acid KEGG COMPOUND
(Z)-Octadec-9-enoic acid KEGG COMPOUND
18:1 n-9 ChEBI
18:1Δ9cis ChEBI
C18:1 n-9 ChEBI
cis-9-octadecenoic acid NIST Chemistry WebBook
cis9-octadecenoic acid ChemIDplus
cis-oleic acid ChEBI
Octadec-9-enoic acid ChEMBL
Oelsäure ChEBI
Oleate KEGG COMPOUND
Oleic acid KEGG COMPOUND
OLEIC ACID PDBeChem
Ölsäure ChEBI
Database Links Databases
C00001232 KNApSAcK
C00712 KEGG COMPOUND
D02315 KEGG DRUG
DB04224 DrugBank
ECMDB21348 ECMDB
HMDB00207 HMDB
LMFA01030002 LIPID MAPS
OLA PDBeChem
Oleic_acid Wikipedia
View more database links
Registry Numbers Types Sources
109551 Gmelin Registry Number Gmelin
112-80-1 CAS Registry Number KEGG COMPOUND
112-80-1 CAS Registry Number ChemIDplus
112-80-1 CAS Registry Number NIST Chemistry WebBook
1726542 Beilstein Registry Number Beilstein
1726542 Reaxys Registry Number Reaxys
57556 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
11304127 PubMed citation Europe PMC
15325315 PubMed citation Europe PMC
15723125 PubMed citation Europe PMC
18772370 PubMed citation Europe PMC
19761868 PubMed citation Europe PMC
23844805 PubMed citation Europe PMC
24819471 PubMed citation Europe PMC
25794012 PubMed citation Europe PMC
5332408 PubMed citation Europe PMC
6205897 PubMed citation Europe PMC
Last Modified
14 December 2016
General Comment
2011-01-15 Found in various animal and vegetable sources, it is reported to exert hypotensive effects.