CHEBI:53486 - all-cis-icosa-8,11,14-trienoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name all-cis-icosa-8,11,14-trienoic acid
ChEBI ID CHEBI:53486
ChEBI ASCII Name all-cis-icosa-8,11,14-trienoic acid
Definition An icosatrienoic acid having three cis double bonds at positions 8, 11 and 14.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Steve Jupe
Secondary ChEBI IDs CHEBI:43587
Supplier Information ChemicalBook:CB4104636, eMolecules:508648, eMolecules:475186
Download Molfile XML SDF
Formula C20H34O2
Net Charge 0
Average Mass 306.48280
Monoisotopic Mass 306.25588
InChI InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-
InChIKey HOBAELRKJCKHQD-QNEBEIHSSA-N
SMILES CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O
Metabolite of Species Details
Mortierella alpina (NCBI:txid64518) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
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): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Application(s): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486) has role fungal metabolite (CHEBI:76946)
all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486) has role human metabolite (CHEBI:77746)
all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486) has role nutraceutical (CHEBI:50733)
all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486) is a fatty acid 20:3 (CHEBI:36036)
all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486) is a long-chain fatty acid (CHEBI:15904)
all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486) is conjugate acid of all-cis-icosa-8,11,14-trienoate (CHEBI:71589)
Incoming (7R)-hydroxy-(5S,6S)-epoxy-(8Z,11Z,14Z)-icosatrienoic acid (CHEBI:75825) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
(8R,9E,11Z,14Z)-8-hydroperoxyicosatrienoic acid (CHEBI:136626) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
(8Z,11Z,14Z)-10-hydroperoxyicosatrienoic acid (CHEBI:136630) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
(8Z,11Z,14Z)-icosatrienamide (CHEBI:146163) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
(8Z,11Z,14Z)-icosatrienoyl bioconjugate (CHEBI:76182) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
(8Z,11Z,14Z)-icosatrienoyl-containing glycerolipid (CHEBI:90076) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
(8Z,12E,14Z)-11-hydroperoxyicosatrienoic acid (CHEBI:136631) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-α-linolenoyl-2-[(8Z,11Z,14Z)-icosatrienoyl]-sn-glycerol (CHEBI:89237) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-(1Z-hexadecenyl)-2-(8Z,11Z,14Z-icosatrienoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:90474) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-(1Z-octadecenyl)-2-(8Z,11Z,14Z-icosatrienoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:90484) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-[(8Z,11Z,14Z)-icosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86256) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-eicosyl-2-[(8Z,11Z,14Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86445) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-hexadecanoyl-2-(8Z,11Z,14Z-icosatrienoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:133655) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-hexadecanoyl-2-[(8Z,11Z,14Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86121) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-hexadecyl-2-[(8Z,11Z,14Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86436) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-octadecanoyl-2-[(8Z,11Z,14Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86177) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-octadecyl-2-[(8Z,11Z,14Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86442) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-oleoyl-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycerol (CHEBI:84437) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-oleoyl-2-[(8Z,11Z,14Z)-icosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:89618) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-palmitoyl-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycerol (CHEBI:84402) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-stearoyl-2-(8Z,11Z,14Z-icosa-8,11,14-trienoyl)-sn-glycerol (CHEBI:84433) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
1-stearoyl-2-(8Z,11Z,14Z-icosatrienoyl)-sn-glycero-3-phosphoserine (CHEBI:84512) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
12(S)-HETrE (CHEBI:90995) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
12(S)-HPE(8,10,14)TrE (CHEBI:78860) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
15-HETrE (CHEBI:72644) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
8-HETrE (CHEBI:72866) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
all-cis-icosa-8,11,14-trienoyl-CoA (CHEBI:27979) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
cholesteryl all-cis-icosa-8,11,14-trienoate (CHEBI:84346) has functional parent all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
all-cis-icosa-8,11,14-trienoate (CHEBI:71589) is conjugate base of all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
(8Z,11Z,14Z)-icosatrienoyl group (CHEBI:85941) is substituent group from all-cis-icosa-8,11,14-trienoic acid (CHEBI:53486)
IUPAC Name
(8Z,11Z,14Z)-icosa-8,11,14-trienoic acid
Synonyms Sources
(8Z,11Z,14Z)-Icosatrienoic acid KEGG COMPOUND
(Z,Z,Z)-8,11,14-Eicosatrienoic acid KEGG COMPOUND
(Z,Z,Z)-8,11,14-Icosatrienoate KEGG COMPOUND
(Z,Z,Z)-8,11,14-Icosatrienoic acid KEGG COMPOUND
20:3, n-6,9,12 all-cis ChEBI
8,11,14-Eicosatrienoic Acid DrugBank
8c,11c,14c-eicosatrienoic acid ChEBI
8c,11c,14c-Eicosatriensäure ChEBI
8Z,11Z,14Z-eicosatrienoic acid ChEBI
all-cis-8,11,14-eicosatrienoic acid ChEBI
all-cis-8,11,14-icosatrienoic acid ChEBI
all-cis-eicosa-8,11,14-trienoic acid ChEBI
all-cis-Eicosa-8,11,14-triensäure ChEBI
C20:3, n-6,9,12 all-cis ChEBI
cis,cis,cis-8,11,14-eicosatrienoic acid ChEBI
DGLA DrugBank
Dihomo-gamma-linolenic acid KEGG COMPOUND
dihomo-γ-linolenic acid ChEBI
eicosa-8Z,11Z,14Z-trienoic acid ChEBI
gamma-Homolinolenic acid DrugBank
Homo-gamma-linolenic acid SUBMITTER
Homo-γ-linolensäure ChEBI
Manual Xrefs Databases
C03242 KEGG COMPOUND
DB00154 DrugBank
HMDB0002925 HMDB
LAX PDBeChem
LMFA01030158 LIPID MAPS
LMFA01030158 LIPID MAPS
View more database links
Registry Numbers Types Sources
1783-84-2 CAS Registry Number KEGG COMPOUND
1783-84-2 CAS Registry Number ChemIDplus
1913514 Reaxys Registry Number Reaxys
Citations Types Sources
3781468 PubMed citation Europe PMC
9668087 PubMed citation Europe PMC
Last Modified
20 February 2020