Compound

2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

A lysophosphatidylcholine 18:1 in which the acyl group is specified as oleoyl and is located at position 2.

Definition from ChEBI (CHEBI:76071), read 2026-09-23. CC BY 4.0.

CHEBI:76071ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound
Formula: C26H52NO7P
Mass: 521.676 g/mol
Charge: 0
InChIKey: SULIDBRAXVDKBU-PTGWMXDISA-N
SMILES: CCCCCCCC/C=CCCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[N+](C)(C)C
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

1 entity

1 entities reached.

0 reported hops1 assembled from the scaffold

LPGAT1ProteinUNIPROT:Q92604substrate ofInferred only12 paths6 endpoints

What the reference databases state

Statements

2 statements

2 statements · 1 reference database · Subject: 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine · Sources: Rhea

Order

2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of LPGAT1ProteinRhea RHEA:74811Inferred only
2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of LPGAT1ProteinRhea RHEA:74799Inferred only

Reactions

10 reactions

1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-hexadecanoyl-N-(acetyl)-sphing-4-enine+2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38759CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+hexadecanoate+hydron
Catalysed by DDHD2 or PLAAT3 or PLA2G4F or PLA2G15 or PLAAT2 or PLAAT4
Reaction pageLeft to rightBalanced
Rhea RHEA:38783CC BY 4.0Reference data
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-octadecanoyl-N-(acetyl)-sphing-4-enine+2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38799CC BY 4.0Reference data
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+octadecanoate+hydron
Catalysed by PNPLA8
Reaction pageLeft to rightBalanced
Rhea RHEA:40823CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+(9Z)-octadecenoate+hydron
Catalysed by PLAAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:56448CC BY 4.0Reference data
2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+octadecanoyl-CoA1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPGAT1
Reaction pageDirection not assertedBalanced
Rhea RHEA:74799CC BY 4.0Reference data
2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+hexadecanoyl-CoA1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPGAT1
Reaction pageDirection not assertedBalanced
Rhea RHEA:74811CC BY 4.0Reference data
3-hexadecanoyl-sn-glycerol+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine1-(9Z)-octadecenoyl-3-hexadecanoyl-sn-glycerol+2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalanced
Rhea RHEA:77731CC BY 4.0Reference data
2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+(9Z)-octadecenoyl-CoA1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:86879CC BY 4.0Reference data
2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+(9Z,12Z)-octadecadienoyl-CoACHEBI:89597+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:86895CC BY 4.0Reference data

Other names

8 names

Resolves to: 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

Also called: 2-18:1(omega-9) LPC2-18:1(ω-9) LPCLPC 18:1LPC(18:1)PC 0:0/18:1(9Z)PC(0:0/18:1(9Z))PC(0:0/18:1)
Systematic name: (2R)-3-hydroxy-2-[(9Z)-octadec-9-enoyloxy]propyl 2-(trimethylazaniumyl)ethyl phosphate