Compound

1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine

A phospholipid derivative formed by platelets; basophils; neutrophils; monocytes; and macrophages. It is a potent platelet aggregating agent and inducer of systemic anaphylactic symptoms, including hypotension; thrombocytopenia; neutropenia; and bronchoconstriction.

Definition from MeSH (D010972), National Library of Medicine, read 2026-09-23. NLM revises MeSH; this copy may not reflect its current record.

CHEBI:52450ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound
Formula: C28H58NO7P
Mass: 551.746 g/mol
Charge: 0
InChIKey: ZXCIEWBDUAPBJF-MUUNZHRXSA-N
SMILES: CCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(C)=O
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Statements

3 statements

3 statements · 1 reference database · Subject: 1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine · Sources: Rhea

Order

1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of ENPP7ProteinRhea RHEA:63384Inferred only
1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of LPCAT2ProteinRhea RHEA:37699Inferred only
1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of PLA2G7ProteinRhea RHEA:41183Inferred only

Reactions

3 reactions

1-O-octadecyl-sn-glycero-3-phosphocholine+acetyl-CoA1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:37699CC BY 4.0Reference data
1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine+water1-O-octadecyl-sn-glycero-3-phosphocholine+acetate+hydron
Catalysed by PLA2G7
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:41183CC BY 4.0Reference data
1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine+water1-O-octadecyl-2-acetyl-sn-glycerol+phosphocholine+hydron
Catalysed by ENPP7
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:63384CC BY 4.0Reference data

Other names

35 names

Resolves to: 1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine

Also called: (-)-1-O-octadeyl-2-O-acetyl-sn-glycerylphosphocholine(−)-1-O-octadeyl-2-O-acetyl-sn-glycerylphosphocholine(R)-7-(acetyloxy)-4-hydroxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphaheptaconasan-1-aminium hydroxide inner salt 4-oxide1-0-octadecyl 2-0-acetyl sn-glycero-3-phosphorylcholine1-O-octadecyl 2-O-acetyl sn-glycero-3-phosphorylcholine1-O-octadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine1-O-octadecyl-2-O-acetyl-sn-glycero-3-phosphocholine1-O-octadecyl-2-O-acetyl-sn-glyceryl-3-phosphorylcholine1-O-octadecyl-PAF1-O-octadecyl-platelet-activating factor1-O-Stearoyl-2-acetyl-sn-glyceryl-3-phosphorylcholine1-O-Stearyl-2-acetyl-sn-glyceryl-3-phosphorylcholine1-octadecyl-2-acetyl-sn-glycero-3-phosphocholineacetyl-glyceryl-ether-phosphorylcholineAGEPCblood platelet activating factor-acetherBlood platelet activating factor-aetherBlood platelet-activating factorC18-PafC18-PAF-acetherC18:0 PAFPAFPAF acetherPAF-acetherPC O-18:0/2:0PC O-20:0PC(O-18:0/2:0)PC(O-20:0)phosphatidylcholine (O-18:0/2:0)platelet activating factorplatelet activating factor-acetherPlatelet-activating factorRo 14-8161
Systematic name: (2R)-2-acetoxy-3-(octadecyloxy)propyl 2-(trimethylammonio)ethyl phosphate(2RR)-2-acetoxy-3-(octadecyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate