Compound
a 2-acyl-sn-glycero-3-phosphocholine
The ammonium betaine of a 2-acyl-sn-glycero-3-phosphocholine arising from deprotonation of the phosphate OH; major species at pH 7.3.
Definition from ChEBI (CHEBI:57875), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound
- Formula
- C9H19NO7PR
- Mass
- 284.223 g/mol
- Charge
- 0
- SMILES
- [1*]C(=O)O[C@H](CO)COP(=O)([O-])OCC[N+](C)(C)C
- Look it up
- ChEBI
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
4 entities
4 entities reached.
0 reported hops4 assembled from the scaffold
What the reference databases state
Statements
7 statements
7 statements · 1 reference database · Subject: a 2-acyl-sn-glycero-3-phosphocholine · Sources: Rhea
- a 2-acyl-sn-glycero-3-phosphocholine is converted to a 1-acyl-sn-glycero-3-phosphocholineCompoundRhea RHEA:24356Inferred only
- a 1-acyl-sn-glycero-3-phosphocholine is converted to a 2-acyl-sn-glycero-3-phosphocholineCompoundRhea RHEA:24356Inferred only
- a 2-acyl-sn-glycero-3-phosphocholine is a substrate of ASPGProteinRhea RHEA:42364Inferred only
- a 2-acyl-sn-glycero-3-phosphocholine is a substrate of ASPGProteinRhea RHEA:44696Inferred only
- a 2-acyl-sn-glycero-3-phosphocholine is a substrate of ENPP2ProteinRhea RHEA:41712Inferred only
- a 2-acyl-sn-glycero-3-phosphocholine is a substrate of LPGAT1ProteinRhea RHEA:10332Inferred only
- a 2-acyl-sn-glycero-3-phosphocholine is a substrate of PLAAT1ProteinRhea RHEA:41364Inferred only
Reactions
35 reactions
a 2-acyl-sn-glycero-3-phosphocholine+an acyl-CoAa 1,2-diacyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPGAT1
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:10332CC BY 4.0Reference data
all-trans-retinol--[retinol-binding protein]+a 1,2-diacyl-sn-glycero-3-phosphocholineapo--[retinol-binding protein]+an all-trans-retinyl ester+a 2-acyl-sn-glycero-3-phosphocholine
Catalysed by LRAT
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:17469CC BY 4.0Reference data
a 1,2-diacyl-sn-glycero-3-phosphocholine+watera 2-acyl-sn-glycero-3-phosphocholine+a fatty acid+hydron
Catalysed by LPL or LIPC or PLAAT3 or PLA2G15 or DDHD1 or ABHD3 or PLAAT5 or PLAAT1 or PNPLA8 or PLAAT2 or PLAAT4 or LIPG
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:18689CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phosphocholinea 2-acyl-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:24356CC BY 4.0Reference data
a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine+watera 2-acyl-sn-glycero-3-phosphocholine+hexadecanoate+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:40507CC BY 4.0Reference data
1,2-dihexadecanoyl-sn-glycero-3-phosphocholine+a 2-acyl-sn-glycero-3-phosphocholinea 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine+2-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLAAT1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:41364CC BY 4.0Reference data
a 2-acyl-sn-glycero-3-phosphocholine+watera 2-acyl-sn-glycerol 3-phosphate+choline+hydron
Catalysed by ENPP2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:41712CC BY 4.0Reference data
a 1-(9Z-octadecenoyl)-2-acyl-sn-glycero-3-phosphocholine+watera 2-acyl-sn-glycero-3-phosphocholine+(9Z)-octadecenoate+hydron
Catalysed by LYPLA1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:41720CC BY 4.0Reference data
2a 2-acyl-sn-glycero-3-phosphocholinesn-glycerol 3-phosphocholine+a 1,2-diacyl-sn-glycero-3-phosphocholine
Catalysed by ASPG
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:42364CC BY 4.0Reference data
N-(acetyl)-sphing-4-enine+a 1,2-diacyl-sn-glycero-3-phosphocholine1-O-acyl-N-(acetyl)-sphing-4-enine+a 2-acyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:44512CC BY 4.0Reference data
a 2-acyl-sn-glycero-3-phosphocholine+watersn-glycerol 3-phosphocholine+a fatty acid+hydron
Catalysed by ASPG
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:44696CC BY 4.0Reference data
a 1,2-diacyl-sn-glycero-3-phosphoethanolamine+a 1,2-diacyl-sn-glycero-3-phosphocholinean N-acyl-1,2-diacyl-sn-glycero-3-phosphoethanolamine+a 2-acyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLA2G4E or PLAAT5 or PLAAT2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:45188CC BY 4.0Reference data
Other names
3 names
Resolves to: a 2-acyl-sn-glycero-3-phosphocholine
- Also called
- 2-acyl-sn-glycero-3-phosphocholine2-acyl-sn-glycero-3-phosphocholine betainesLPC