Compound

2-hexadecanoyl-sn-glycero-3-phosphocholine

A lysophosphatidylcholine 16:0 in which the acyl group is specified as palmitoyl (hexadecanoyl) and is located at position 2.

Definition from ChEBI (CHEBI:76078), read 2026-09-23. CC BY 4.0.

CHEBI:76078ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound
Formula: C24H50NO7P
Mass: 495.638 g/mol
Charge: 0
InChIKey: NEGQHKSYEYVFTD-HSZRJFAPSA-N
SMILES: CCCCCCCCCCCCCCCC(=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

ASPGProteinUNIPROT:Q86U10substrate ofInferred only6 paths3 endpoints

What the reference databases state

Chemical structure

2-hexadecanoyl-sn-glycero-3-phosphocholine has the functional parent hexadecanoic acidCompoundChEBI CHEBI:76078Inferred only

Statements

2 statements

2 statements · 1 reference database · Subject: 2-hexadecanoyl-sn-glycero-3-phosphocholine · Sources: Rhea

Order

2-hexadecanoyl-sn-glycero-3-phosphocholine is a substrate of ASPGProteinRhea RHEA:40903Inferred only
2-hexadecanoyl-sn-glycero-3-phosphocholine is a substrate of ASPGProteinRhea RHEA:40907Inferred only

Reactions

14 reactions

1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine+2-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38767CC BY 4.0Reference data
1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine+water2-hexadecanoyl-sn-glycero-3-phosphocholine+(9Z)-octadecenoate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:38787CC BY 4.0Reference data
1,2-dihexadecanoyl-sn-glycero-3-phosphocholine+water2-hexadecanoyl-sn-glycero-3-phosphocholine+hexadecanoate+hydron
Catalysed by PLAAT3 or PLA2G15 or PLAAT1 or PLAAT2 or PLAAT4
Reaction pageLeft to rightBalanced
Rhea RHEA:40487CC BY 4.0Reference data
2-hexadecanoyl-sn-glycero-3-phosphocholine+watersn-glycerol 3-phosphocholine+hexadecanoate+hydron
Catalysed by ASPG
Reaction pageLeft to rightBalanced
Rhea RHEA:40903CC BY 4.0Reference data
22-hexadecanoyl-sn-glycero-3-phosphocholine1,2-dihexadecanoyl-sn-glycero-3-phosphocholine+sn-glycerol 3-phosphocholine
Catalysed by ASPG
Reaction pageLeft to rightBalanced
Rhea RHEA:40907CC 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
all-trans-retinol+1,2-dihexadecanoyl-sn-glycero-3-phosphocholineall-trans-retinyl hexadecanoate+2-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by LRAT
Reaction pageLeft to rightBalanced
Rhea RHEA:43904CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+1,2-dihexadecanoyl-sn-glycero-3-phosphocholineN-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+2-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLA2G4E or PLAAT5 or PLAAT2
Reaction pageLeft to rightBalanced
Rhea RHEA:45172CC BY 4.0Reference data
1,2-diheptadecanoyl-sn-glycero-3-phosphoethanolamine+1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine1,2-diheptadecanoyl-sn-glycero-3-phospho-N-(9Z-octadecenoyl)-ethanolamine+2-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLAAT3 or PLAAT2 or PLAAT4
Reaction pageLeft to rightBalanced
Rhea RHEA:53528CC BY 4.0Reference data
1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineN-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+2-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLA2G4E
Reaction pageLeft to rightBalanced
Rhea RHEA:55248CC BY 4.0Reference data
all-trans-retinol--[retinol-binding protein]+1,2-dihexadecanoyl-sn-glycero-3-phosphocholineapo--[retinol-binding protein]+all-trans-retinyl hexadecanoate+2-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by LRAT
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:56244CC BY 4.0Reference data
1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine+water2-hexadecanoyl-sn-glycero-3-phosphocholine+octadecanoate+hydron
Catalysed by PLAAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:56444CC BY 4.0Reference data

Show the remaining 2

Other names

8 names

Resolves to: 2-hexadecanoyl-sn-glycero-3-phosphocholine

Also called: (2R)-3-hydroxy-2-(palmitoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate2-Palmitoyl-sn-glycero-3-phosphocholine2-palmitoyllysophosphatidylcholineLPC 16:0LPC(16:0)PC 0:0/16:0PC(0:0/16:0)
Systematic name: (2R)-2-(hexadecanoyloxy)-3-hydroxypropyl 2-(trimethylazaniumyl)ethyl phosphate