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

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

ChEBI ID	CHEBI:53486
ChEBI Name	all-cis-icosa-8,11,14-trienoic acid
Stars
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.
Secondary ChEBI ID	CHEBI:43587
Last Modified	20 February 2020
Submitter	sjupe
Downloads	Molfile

Formula	C20H34O2
Net Charge	0
Average Mass	306.490
Monoisotopic Mass	306.25588
SMILES	CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(=O)O
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

Species of Metabolite	Component	Source	Comments
Homo sapiens (ncbitaxon:9606)	-	DOI (10.1038/nbt.2488)
Mortierella alpina (ncbitaxon:64518)	-	PubMed (9668087)

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:	fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application:	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.

ChEBI Ontology

Outgoing Relation(s)
	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 Relation(s)
	(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)
	all-cis-icosa-8,11,14-trienoyl-CoA (CHEBI:27979) 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)
	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)
	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)
	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	Source
Homo-gamma-linolenic acid	SUBMITTER
20:3, n-6,9,12 all-cis	ChEBI
(8Z,11Z,14Z)-Icosatrienoic acid	KEGG COMPOUND
Dihomo-gamma-linolenic acid	KEGG COMPOUND
(Z,Z,Z)-8,11,14-Eicosatrienoic acid	KEGG COMPOUND
(Z,Z,Z)-8,11,14-Icosatrienoic acid	KEGG COMPOUND

Manual Xrefs	Databases
LAX	PDBeChem
LMFA01030158	LIPID MAPS
C03242	KEGG COMPOUND
DB00154	DrugBank
HMDB0002925	HMDB
LMFA01030158	LIPID MAPS

Registry Numbers	Sources
Reaxys:1913514	Reaxys
CAS:1783-84-2	ChemIDplus
CAS:1783-84-2	KEGG COMPOUND

Citations