CHEBI:28727 - trans-vaccenic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name trans-vaccenic acid
ChEBI ID CHEBI:28727
ChEBI ASCII Name trans-vaccenic acid
Definition The trans- isomer of vaccenic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9918, CHEBI:27260
Supplier Information
Download Molfile XML SDF
Formula C18H34O2
Net Charge 0
Average Mass 282.46136
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/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7+
InChIKey UWHZIFQPPBDJPM-BQYQJAHWSA-N
SMILES CCCCCC\C=C\CCCCCCCCCC(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 trans-vaccenic acid (CHEBI:28727) is a vaccenic acid (CHEBI:36023)
trans-vaccenic acid (CHEBI:28727) is conjugate acid of trans-vaccenate(1−) (CHEBI:30828)
Incoming (11E)-octadecenoyl-CoA (CHEBI:74395) has functional parent trans-vaccenic acid (CHEBI:28727)
O-[(11E)-octadecenoyl]-D-carnitine (CHEBI:136372) has functional parent trans-vaccenic acid (CHEBI:28727)
trans-vaccenate(1−) (CHEBI:30828) is conjugate base of trans-vaccenic acid (CHEBI:28727)
trans-vaccenoyl group (CHEBI:27080) is substituent group from trans-vaccenic acid (CHEBI:28727)
IUPAC Name
(11E)-octadec-11-enoic acid
Synonyms Sources
(11E)-Octadecenoic acid KEGG COMPOUND
(E)-11-octadecenoic acid ChemIDplus
11(E)-vaccenic acid ChEBI
18:1 trans-11 ChEBI
C18:1 trans-11 ChEBI
octadec-11(E)-enoic acid ChEBI
trans-11-Octadecenoic acid KEGG COMPOUND
trans-11-Octadecensäure ChEBI
trans-octadec-11-enoic acid ChEBI
TVA ChEBI
Vaccenic acid KEGG COMPOUND
Vaccenic acid KEGG COMPOUND
Manual Xrefs Databases
C00001240 KNApSAcK
C08367 KEGG COMPOUND
LMFA01030077 LIPID MAPS
View more database links
Registry Numbers Types Sources
1726566 Beilstein Registry Number Beilstein
1726566 Reaxys Registry Number Reaxys
693-72-1 CAS Registry Number KEGG COMPOUND
693-72-1 CAS Registry Number NIST Chemistry WebBook
693-72-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15465769 PubMed citation Europe PMC
18275620 PubMed citation Europe PMC
19923390 PubMed citation Europe PMC
Last Modified
18 January 2018
General Comment
2011-01-21 A natural trans fatty acid found in ruminant food produce, it is converted to the cis-9, trans-11 isomer of conjugated linoleic acid, which has anti-inflammatory effects.