Compound

1-O-hexadecyl-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:44811ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound
Formula: C26H54NO7P
Mass: 523.692 g/mol
Charge: 0
InChIKey: HVAUUPRFYPCOCA-AREMUKBSSA-N
SMILES: CCCCCCCCCCCCCCCCOC[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

7 entities

7 entities reached.

0 reported hops7 assembled from the scaffold

What the reference databases state

Statements

10 statements

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

Order

1-O-hexadecyl-sn-glycero-3-phosphocholine is converted to 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholineCompoundRhea RHEA:37719Inferred only
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of ABHD3ProteinRhea RHEA:40479Inferred only
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of PAFAH1B2ProteinRhea RHEA:40479Inferred only
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of PAFAH1B3ProteinRhea RHEA:40479Inferred only
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of PAFAH2ProteinRhea RHEA:40479Inferred only
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of PAFAH2ProteinRhea RHEA:41408Inferred only
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of PAFAH2ProteinRhea RHEA:41396Inferred only
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of PLA2G10ProteinRhea RHEA:40479Inferred only
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of PLA2G6ProteinRhea RHEA:40479Inferred only
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine is a substrate of PLA2G7ProteinRhea RHEA:40479Inferred only

Reactions

6 reactions

1-O-hexadecyl-sn-glycero-3-phosphocholine+acetyl-CoA1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT2 or LPCAT1
Reaction pageLeft to rightBalanced
Rhea RHEA:37719CC BY 4.0Reference data
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+water1-O-hexadecyl-sn-glycero-3-phosphocholine+acetate+hydron
Catalysed by PLA2G10 or PLA2G6 or PAFAH1B2 or PLA2G7 or PAFAH1B3 or ABHD3 or PAFAH2
Reaction pageLeft to rightBalanced
Rhea RHEA:40479CC BY 4.0Reference data
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine1-O-(1Z-alkenyl)-2-acetyl-sn-glycero-3-phosphoethanolamine+1-O-hexadecyl-sn-glycero-3-phosphocholine
Catalysed by PAFAH2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:41396CC BY 4.0Reference data
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+sphing-4-enine1-O-hexadecyl-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine+hydron
Catalysed by PAFAH2
Reaction pageLeft to rightBalanced
Rhea RHEA:41408CC BY 4.0Reference data
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+ATP(4-)+water1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+ADP(3-)+hydrogenphosphate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:49484CC BY 4.0Reference data
1-O-hexadecyl-2-acetyl-sn-glycerol+CDP-choline1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+CMP+hydron
Catalysed by CEPT1
Reaction pageLeft to rightBalanced
Rhea RHEA:54348CC BY 4.0Reference data

Other names

25 names

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

Also called: (R)-7-(acetyloxy)-4-hydroxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphapentacosan-1-aminium hydroxide inner salt 4-oxide1-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine1-O-hexadecyl PAF1-O-hexadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine1-O-hexadecyl-2-O-acetyl-sn-glycero-3-phosophocholine1-O-Hexadecyl-2-O-acetyl-sn-glycero-3-phosphocholine1-O-hexadecyl-2-O-acetyl-sn-glyceryl-3-phosphorylcholine1-O-hexadecyl-platelet-activating factorBlood platelet-activating factorBlood platelet-activating factor acetherC16 PAFC16-PAFC16-PAF acetherC16:0 PAFPAFPAF acetherPC O-16:0/2:0PC O-18:0PC(O-16:0/2:0)PC(O-18:0)Platelet activating factorplatelet-activating factorPlatelet-activating factor acetherplatelet-activating factor C16
Systematic name: (2R)-2-acetoxy-3-(hexadecyloxy)propyl 2-(trimethylammonio)ethyl phosphate