CHEBI:27997 - elaidic acid

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ChEBI Name elaidic acid
ChEBI ID CHEBI:27997
Definition A 9-octadecenoic acid and the trans-isomer of oleic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10546, CHEBI:42209, CHEBI:23903
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Formula C18H34O2
Net Charge 0
Average Mass 282.46140
Monoisotopic Mass 282.25588
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-MDZDMXLPSA-N
SMILES CCCCCCCC\C=C\CCCCCCCC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): food component
A physiological role played by any substance that is distributed in foodstuffs. It includes materials derived from plants or animals, such as vitamins or minerals, as well as environmental contaminants.
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 )
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ChEBI Ontology
Outgoing elaidic acid (CHEBI:27997) has parent hydride trans-octadec-9-ene (CHEBI:37607)
elaidic acid (CHEBI:27997) has role food component (CHEBI:78295)
elaidic acid (CHEBI:27997) is a octadec-9-enoic acid (CHEBI:36021)
elaidic acid (CHEBI:27997) is conjugate acid of elaidate (CHEBI:30825)
elaidic acid (CHEBI:27997) is conjugate acid of Octadec-9-enoic acid anion (CHEBI:231086)
Incoming (9E)-10-nitrooctadecenoic acid (CHEBI:86285) has functional parent elaidic acid (CHEBI:27997)
(9E)-12-(phosphonooxy)octadecenoic acid (CHEBI:85136) has functional parent elaidic acid (CHEBI:27997)
(9E)-12-hydroxyoctadec-9-enoic acid (CHEBI:85641) has functional parent elaidic acid (CHEBI:27997)
(9E)-9-nitrooctadecenoic acid (CHEBI:86329) has functional parent elaidic acid (CHEBI:27997)
(9E)-octadec-9-enoylcarnitine (CHEBI:86038) has functional parent elaidic acid (CHEBI:27997)
1,2-di-(9E-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) (CHEBI:84525) has functional parent elaidic acid (CHEBI:27997)
1-[(9E)-octadecenoyl]glycerol (CHEBI:131342) has functional parent elaidic acid (CHEBI:27997)
2-[(9E)-9-octadecenoyl]glycerol (CHEBI:131380) has functional parent elaidic acid (CHEBI:27997)
cholesteryl elaidate (CHEBI:46902) has functional parent elaidic acid (CHEBI:27997)
cystodytin H (CHEBI:65714) has functional parent elaidic acid (CHEBI:27997)
cystodytin I (CHEBI:65715) has functional parent elaidic acid (CHEBI:27997)
hexadecyl elaidate (CHEBI:84072) has functional parent elaidic acid (CHEBI:27997)
ricinelaidic acid (CHEBI:45478) has functional parent elaidic acid (CHEBI:27997)
trielaidin (CHEBI:53759) has functional parent elaidic acid (CHEBI:27997)
elaidate (CHEBI:30825) is conjugate base of elaidic acid (CHEBI:27997)
Octadec-9-enoic acid anion (CHEBI:231086) is conjugate base of elaidic acid (CHEBI:27997)
elaidoyl group (CHEBI:23904) is substituent group from elaidic acid (CHEBI:27997)
IUPAC Name
(9E)-octadec-9-enoic acid
Synonyms Sources
(9E)-Octadecenoic acid KEGG COMPOUND
(E)-Oleic acid KEGG COMPOUND
9-OCTADECENOIC ACID PDBeChem
9-Octadecenoic acid, (E)- KEGG COMPOUND
9-trans-Octadecenoic acid KEGG COMPOUND
Acide elaidique KEGG COMPOUND
D9-trans-Octadecenoic acid KEGG COMPOUND
Elaidic acid KEGG COMPOUND
Elaidinsaure KEGG COMPOUND
Elaidinsäure ChEBI
trans-9-Octadecenoic acid KEGG COMPOUND
trans-D9-Octadecenoic acid KEGG COMPOUND
trans-Δ9-octadecenoic acid ChemIDplus
trans-Elaidic acid KEGG COMPOUND
trans-Oleic acid KEGG COMPOUND
Manual Xrefs Databases
C01712 KEGG COMPOUND
ELA PDBeChem
Elaidic_acid Wikipedia
HMDB0000573 HMDB
LMFA01030073 LIPID MAPS
View more database links
Registry Numbers Types Sources
112-79-8 CAS Registry Number KEGG COMPOUND
112-79-8 CAS Registry Number NIST Chemistry WebBook
112-79-8 CAS Registry Number ChemIDplus
171874 Gmelin Registry Number Gmelin
1726543 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10342226 PubMed citation Europe PMC
23601386 PubMed citation Europe PMC
24800387 PubMed citation Europe PMC
8018112 PubMed citation Europe PMC
881948 PubMed citation Europe PMC
Last Modified
04 April 2018
General Comment
2011-03-29 Elaidic acid is a major trans-fat in hydrogenated vegetable oils. Also occurring in small amounts in caprine and bovine milk, it is known to have atherogenic effects.