CHEBI:28792 - erucic acid

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ChEBI Name erucic acid
ChEBI ID CHEBI:28792
Definition A docosenoic acid having a cis- double bond at C-13. It is found particularly in brassicas - it is a major component of mustard and rapeseed oils and is produced by broccoli, Brussels sprouts, kale, and wallflowers.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4836, CHEBI:23275
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Formula C22H42O2
Net Charge 0
Average Mass 338.56770
Monoisotopic Mass 338.318
InChI InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-
InChIKey DPUOLQHDNGRHBS-KTKRTIGZSA-N
SMILES CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing erucic acid (CHEBI:28792) is a docosenoic acid (CHEBI:36031)
erucic acid (CHEBI:28792) is conjugate acid of erucate (CHEBI:32393)
Incoming α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/22:1(13Z)) (CHEBI:84987) has functional parent erucic acid (CHEBI:28792)
1-eicosanoyl-2-[(13Z)-docosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86216) has functional parent erucic acid (CHEBI:28792)
1-hexadecanoyl-2-(13Z-docosenoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:73875) has functional parent erucic acid (CHEBI:28792)
1-hexadecanoyl-2-[(13Z)-docosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86174) has functional parent erucic acid (CHEBI:28792)
1-octadecanoyl-2-[(13Z)-docosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86196) has functional parent erucic acid (CHEBI:28792)
N-[(13Z)-docosenoyl]-tetradecasphing-4-enine-1-phosphoethanolamine (CHEBI:86526) has functional parent erucic acid (CHEBI:28792)
N-[(13Z)-docosenoyl]sphing-4-enine-1-phosphocholine (CHEBI:74533) has functional parent erucic acid (CHEBI:28792)
erucoyl-CoA (CHEBI:74106) has functional parent erucic acid (CHEBI:28792)
ethyl (13Z)-docosenoate (CHEBI:84891) has functional parent erucic acid (CHEBI:28792)
erucate (CHEBI:32393) is conjugate base of erucic acid (CHEBI:28792)
erucoyl group (CHEBI:32394) is substituent group from erucic acid (CHEBI:28792)
IUPAC Name
(13Z)-docos-13-enoic acid
Synonyms Sources
(13Z)-13-docosenoic acid NIST Chemistry WebBook
(13Z)-Docosenoic acid KEGG COMPOUND
(Z)-13-docosenoic acid NIST Chemistry WebBook
(Z)-docos-13-enoic acid ChemIDplus
13-cis-docosenoic acid ChemIDplus
22:1ω9 ChEBI
C22:1n-9 LIPID MAPS
cis-13-Docosenoic acid KEGG COMPOUND
cis13-docosenoic acid ChEBI
cis-eruic acid LIPID MAPS
docos-13c-enoic acid ChEBI
Erucasäure ChEBI
Erucic acid KEGG COMPOUND
Erucic acid KEGG COMPOUND
Database Links Databases
C00001217 KNApSAcK
C08316 KEGG COMPOUND
CPD-14292 MetaCyc
Erucic_acid Wikipedia
HMDB02068 HMDB
LMFA01030089 LIPID MAPS
View more database links
Registry Numbers Types Sources
112-86-7 CAS Registry Number KEGG COMPOUND
112-86-7 CAS Registry Number ChemIDplus
112-86-7 CAS Registry Number NIST Chemistry WebBook
1728049 Beilstein Registry Number Beilstein
1728049 Reaxys Registry Number Reaxys
177365 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
1170010 PubMed citation Europe PMC
7847331 PubMed citation Europe PMC
Last Modified
23 October 2015
General Comment
2011-01-14 May have cardiopathic and anti-platelet effects.