Compound

1-(9Z-octadecenoyl)-sn-glycerol

A 1-acyl-sn-glycerol in which the acyl group is specified as oleoyl.

Definition from ChEBI (CHEBI:75757), read 2026-09-23. CC BY 4.0.

CHEBI:75757ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound
Formula: C21H40O4
Mass: 356.547 g/mol
Charge: 0
InChIKey: RZRNAYUHWVFMIP-QJRAZLAKSA-N
SMILES: CCCCCCCC/C=CCCCCCCCC(=O)OC[C@@H](O)CO
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

6 entities

6 entities reached.

0 reported hops6 assembled from the scaffold

What the reference databases state

Statements

8 statements

8 statements · 1 reference database · Subject: 1-(9Z-octadecenoyl)-sn-glycerol · Sources: Rhea

Order

1-(9Z-octadecenoyl)-sn-glycerol is converted to 1-(9Z-octadecenoyl)-sn-glycero-3-phosphateCompoundRhea RHEA:41079Inferred only
1-(9Z-octadecenoyl)-sn-glycero-3-phosphate is converted to 1-(9Z-octadecenoyl)-sn-glycerolCompoundRhea RHEA:39835Inferred only
1-(9Z-octadecenoyl)-sn-glycerol is a substrate of AGKProteinRhea RHEA:41079Inferred only
1-(9Z-octadecenoyl)-sn-glycerol is a substrate of MOGAT1ProteinRhea RHEA:77267Inferred only
1-(9Z-octadecenoyl)-sn-glycerol is a substrate of MOGAT2ProteinRhea RHEA:77267Inferred only
1-(9Z-octadecenoyl)-sn-glycerol is a substrate of PLA2G15ProteinRhea RHEA:38739Inferred only
1-(9Z-octadecenoyl)-sn-glycerol is a substrate of PLD3ProteinRhea RHEA:82567Inferred only
1-(9Z-octadecenoyl)-sn-glycerol is a substrate of PLD4ProteinRhea RHEA:82567Inferred only

Reactions

10 reactions

1,3-di-(9Z-octadecenoyl)-glycerol+water1-(9Z-octadecenoyl)-sn-glycerol+(9Z)-octadecenoate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:38595CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycerol+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine1,3-di-(9Z-octadecenoyl)-glycerol+(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38739CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphate+water1-(9Z-octadecenoyl)-sn-glycerol+hydrogenphosphate
Catalysed by PLPP1 or ACP3 or EPHX2 or PLPP4 or PLPP5 or ACP6
Reaction pageLeft to rightBalanced
Rhea RHEA:39835CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycerol+ATP(4-)1-(9Z-octadecenoyl)-sn-glycero-3-phosphate+ADP(3-)+hydron
Catalysed by AGK
Reaction pageLeft to rightBalanced
Rhea RHEA:41079CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water1-(9Z-octadecenoyl)-sn-glycerol+phosphocholine+hydron
Catalysed by ENPP6 or ABHD12
Reaction pageLeft to rightBalanced
Rhea RHEA:41091CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycerol+water1-(9Z-octadecenoyl)-sn-glycerol+(9Z)-octadecenoate+hydron
Catalysed by PLB1
Reaction pageLeft to rightBalanced
Rhea RHEA:41219CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycerol+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholinedi-(9Z)-octadecenoylglycerol+1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalanced
Rhea RHEA:44240CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycerol+(9Z)-octadecenoyl-CoA1,3-di-(9Z-octadecenoyl)-glycerol+coenzyme A(4-)
Catalysed by MOGAT2 or MOGAT1
Reaction pageLeft to rightBalanced
Rhea RHEA:77267CC BY 4.0Reference data
9-hydroxy-octadecanoate+1,2-di-(9Z-octadecenoyl)-sn-glycerol9-(9Z-octadecenoyloxy)-octadecanoate+1-(9Z-octadecenoyl)-sn-glycerol
Reaction pageDirection not assertedBalanced
Rhea RHEA:77951CC BY 4.0Reference data
3-lyso-sn-glycero-1-phospho-(3'-(9Z-octadecenoyl)-1'-sn-glycerol)+1-(9Z-octadecenoyl)-sn-glycerol3-(9Z-octadecenoyl)-sn-glycero-1-phospho-(3'-(9Z-octadecenoyl)-1'-sn-glycerol)+glycerol
Catalysed by PLD3 or PLD4
Reaction pageLeft to rightBalanced
Rhea RHEA:82567CC BY 4.0Reference data

Other names

14 names

Resolves to: 1-(9Z-octadecenoyl)-sn-glycerol

Also called: 1-monooleinMAG(18:1)MAG(18:1/0:0)MAG(18:1omega9/0:0)MAG(18:1ω9/0:0)MG(18:1(9Z)/0:0/0:0)MG(18:1(omega-9)/0:0/0:0)MG(18:1(ω-9)/0:0/0:0)MG(18:1)MG(18:1/0:0)MG(18:1omega9/0:0)MG(18:1ω9/0:0)sn-1-monooleoylglycerol
Systematic name: (2S)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate