Compound

(9Z,12Z,15Z)-octadecatrienoate

A fatty acid that is found in plants and involved in the formation of prostaglandins.

Definition from MeSH (D017962), National Library of Medicine, read 2026-09-23. NLM revises MeSH; this copy may not reflect its current record.

CHEBI:32387ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of (9Z,12Z,15Z)-octadecatrienoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C18H29O2
Mass: 277.428 g/mol
Charge: -1
InChIKey: DTOSIQBPPRVQHS-PDBXOOCHSA-M
SMILES: CC/C=CC/C=CC/C=CCCCCCCCC(=O)[O-]
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

2 entities

2 entities reached.

0 reported hops2 assembled from the scaffold

What the reference databases state

Chemical structure

1,2-di-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phospho-N-methylethanolamine has the functional parent (9Z,12Z,15Z)-octadecatrienoateCompoundChEBI CHEBI:189859Inferred only
1,2-di-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phospho-N,N-dimethylethanolamine has the functional parent (9Z,12Z,15Z)-octadecatrienoateCompoundChEBI CHEBI:189860Inferred only
1,2-di-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphoethanolamine has the functional parent (9Z,12Z,15Z)-octadecatrienoateCompoundChEBI CHEBI:189858Inferred only

Statements

4 statements

4 statements · 1 reference database · Subject: (9Z,12Z,15Z)-octadecatrienoate · Sources: Rhea

Order

(9Z,12Z,15Z)-octadecatrienamide is converted to (9Z,12Z,15Z)-octadecatrienoateCompoundRhea RHEA:62976Inferred only
(9Z,12Z,15Z)-octadecatrienoate is converted to (9Z,12Z,15Z)-octadecatrienoyl-CoACompoundRhea RHEA:44936Inferred only
(9Z,12Z,15Z)-octadecatrienoate is a substrate of ACSL3ProteinRhea RHEA:44936Inferred only
(9Z,12Z,15Z)-octadecatrienoate is a substrate of SLC27A2ProteinRhea RHEA:44936Inferred only

Reactions

19 reactions

(9Z,12Z,15Z)-octadecatrienoate+dioxygenCHEBI:76161
Reaction pageDirection not assertedBalanced
Rhea RHEA:16329CC BY 4.0Reference data
(9Z,12Z,15Z)-octadecatrienoate+dioxygenCHEBI:63241
Reaction pageDirection not assertedBalanced
Rhea RHEA:31687CC BY 4.0Reference data
(9Z,12Z,15Z)-octadecatrienoate+dioxygenCHEBI:58757
Reaction pageDirection not assertedBalanced
Rhea RHEA:34495CC BY 4.0Reference data
(9Z,12Z,15Z)-octadecatrienoate+dioxygenCHEBI:75348
Reaction pageDirection not assertedBalanced
Rhea RHEA:37923CC BY 4.0Reference data
1,2,3-tri-(9Z,12Z,15Z)-octadecatrienoylglycerol+water1,3-di-(9Z,12Z,15Z)-octadecatrienoylglycerol+(9Z,12Z,15Z)-octadecatrienoate+hydron
Catalysed by PNPLA2
Reaction pageLeft to rightBalanced
Rhea RHEA:38411CC BY 4.0Reference data
1,2,3-tri-(9Z,12Z,15Z)-octadecatrienoylglycerol+water2,3-di-(9Z,12Z,15Z)-octadecatrienoyl-sn-glycerol+(9Z,12Z,15Z)-octadecatrienoate+hydron
Catalysed by PNPLA2
Reaction pageLeft to rightBalanced
Rhea RHEA:38415CC BY 4.0Reference data
1-octadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine+water(9Z,12Z,15Z)-octadecatrienoate+1-octadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLA2G4A
Reaction pageLeft to rightBalanced
Rhea RHEA:41307CC BY 4.0Reference data
(9Z,12Z,15Z)-octadecatrienoate+ATP(4-)+coenzyme A(4-)(9Z,12Z,15Z)-octadecatrienoyl-CoA+AMP+diphosphate(3-)
Catalysed by SLC27A2 or ACSL3
Reaction pageLeft to rightBalanced
Rhea RHEA:44936CC BY 4.0Reference data
(9Z,12Z,15Z)-octadecatrienoate+dioxygenCHEBI:133987
Reaction pageDirection not assertedBalanced
Rhea RHEA:51244CC BY 4.0Reference data
(9Z,12Z,15Z)-octadecatrienoate+dioxygenCHEBI:60962
Reaction pageDirection not assertedBalanced
Rhea RHEA:51248CC BY 4.0Reference data
(9Z,12Z,15Z)-octadecatrienoate+dioxygenCHEBI:133989
Reaction pageDirection not assertedBalanced
Rhea RHEA:51252CC BY 4.0Reference data
(9Z,12Z,15Z)-octadecatrienoate+dioxygenCHEBI:134110
Reaction pageDirection not assertedBalanced
Rhea RHEA:51440CC BY 4.0Reference data

Show the remaining 7

Other names

5 names

Resolves to: (9Z,12Z,15Z)-octadecatrienoate

Also called: (9,12,15)-linolenateall-cis--9,12,15-octadecatrienoatecis,cis,cis-9,12,15-octadecatrienoatelinolenate
Systematic name: (9Z,12Z,15Z)-octadeca-9,12,15-trienoate