Compound

1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate

A 1,2-diacyl-sn-glycerol 3-phosphate(2−) in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 5Z,8Z,11Z,14Z-eicosatetraenoyl (arachidonoyl) respectively; major species at pH 7.3.

Definition from ChEBI (CHEBI:72864), read 2026-09-23. CC BY 4.0.

CHEBI:72864ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C39H67O8P
Mass: 694.931 g/mol
Charge: -2
InChIKey: SPYWWYSOADUXOQ-YABMZCMSSA-L
SMILES: CCCCC/C=CC/C=CC/C=CC/C=CCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])[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

4 statements

4 statements · 1 reference database · Subject: 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate · Sources: Rhea

Order

1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate is converted to 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-cytidine-5'-diphosphateCompoundRhea RHEA:45652Inferred only
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate is a substrate of CDS1ProteinRhea RHEA:45652Inferred only
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate is a substrate of CDS2ProteinRhea RHEA:45652Inferred only
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate is a substrate of LPIN1ProteinRhea RHEA:43260Inferred only

Reactions

4 reactions

1-hexadecanoyl-sn-glycero-3-phosphate+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate+coenzyme A(4-)
Catalysed by AGPAT2 or AGPAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:35915CC BY 4.0Reference data
CHEBI:77096+ATP(4-)1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate+ADP(3-)+hydron
Catalysed by DGKE or DGKZ
Reaction pageLeft to rightBalanced
Rhea RHEA:40335CC BY 4.0Reference data
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate+waterCHEBI:77096+hydrogenphosphate
Catalysed by LPIN1
Reaction pageLeft to rightBalanced
Rhea RHEA:43260CC BY 4.0Reference data
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate+CTP+hydron1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-cytidine-5'-diphosphate+diphosphate(3-)
Catalysed by CDS2 or CDS1
Reaction pageLeft to rightBalanced
Rhea RHEA:45652CC BY 4.0Reference data

Other names

6 names

Resolves to: 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate

Also called: 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phosphate(2-)1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phosphate(2−)2-arachidonoyl-1-palmitoyl-sn-glycero-3-phosphate(2-)2-arachidonoyl-1-palmitoyl-sn-glycero-3-phosphate(2−)PA(16:0/20:4(5Z,8Z,11Z,14Z))
Systematic name: (2R)-3-(hexadecanoyloxy)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl phosphate