CHEBI:32389 - all-cis-octadeca-6,9,12,15-tetraenoic acid

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ChEBI Name all-cis-octadeca-6,9,12,15-tetraenoic acid
ChEBI ID CHEBI:32389
ChEBI ASCII Name all-cis-octadeca-6,9,12,15-tetraenoic acid
Definition An octadecatetraenoic acid having four double bonds located at positions 6, 9, 12 and 15 (the all-cis-isomer). It has been isolated from Lithospermum officinale and fish oils.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H28O2
Net Charge 0
Average Mass 276.41370
Monoisotopic Mass 276.209
InChI InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-,13-12-
InChIKey JIWBIWFOSCKQMA-LTKCOYKYSA-N
SMILES CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(O)=O
Metabolite of Species Details
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
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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via omega-3 fatty acid )
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.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
(via omega-3 fatty acid )
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via omega-3 fatty acid )
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via omega-3 fatty acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389) has role Daphnia galeata metabolite (CHEBI:83038)
all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389) has role mouse metabolite (CHEBI:75771)
all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389) has role plant metabolite (CHEBI:76924)
all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389) is a ω−3 fatty acid (CHEBI:25681)
all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389) is a long-chain fatty acid (CHEBI:15904)
all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389) is a octadecatetraenoic acid (CHEBI:37810)
all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389) is conjugate acid of (6Z,9Z,12Z,15Z)-octadecatetraenoate (CHEBI:77222)
Incoming (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoA (CHEBI:63545) has functional parent all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389)
(6Z,9Z,12Z,15Z)-octadecatetraenoyl-containing glycerolipid (CHEBI:90079) has functional parent all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389)
1-[(6Z,9Z,12Z,15Z)-octadecatetraenoyl]-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycerol (CHEBI:87246) has functional parent all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389)
1-hexadecanoyl-2-[(6Z,9Z,12Z,15Z)-octadecatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:86101) has functional parent all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389)
1-octadecanoyl-2-[(6Z,9Z,12Z,15Z)-octadecatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:86134) has functional parent all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389)
ethyl stearidonate (CHEBI:84856) has functional parent all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389)
stearidonoyl bioconjugate (CHEBI:76185) has functional parent all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389)
(6Z,9Z,12Z,15Z)-octadecatetraenoate (CHEBI:77222) is conjugate base of all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389)
(6Z,9Z,12Z,15Z)-octadecatetraenoyl group (CHEBI:85954) is substituent group from all-cis-octadeca-6,9,12,15-tetraenoic acid (CHEBI:32389)
IUPAC Name
(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid
Synonyms Sources
(6Z,9Z,12Z,15Z)-Octadecatetraenoic acid KEGG COMPOUND
6,9,12,15-Octadecatetraenoic acid KEGG COMPOUND
SDA ChEBI
stearidonic acid ChEBI
Database Links Databases
C00000405 KNApSAcK
C16300 KEGG COMPOUND
CA2827585 Patent
CPD-12653 MetaCyc
HMDB0006547 HMDB
KR20130045846 Patent
LMFA01030357 LIPID MAPS
Stearidonic_acid Wikipedia
View more database links
Registry Numbers Types Sources
1712973 Beilstein Registry Number Beilstein
1712973 Reaxys Registry Number Reaxys
20290-75-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
23932357 PubMed citation Europe PMC
24553695 PubMed citation Europe PMC
Last Modified
27 January 2016