Compound

1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate

A 1,2-diacyl-sn-glycerol 3-phosphate(2−) obtained by deprotonation of the phosphate OH groups of 1-stearoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycero-3-phosphate; major species at pH 7.3.

Definition from ChEBI (CHEBI:77130), read 2026-09-23. CC BY 4.0.

CHEBI:77130ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C43H71O8P
Mass: 747.007 g/mol
Charge: -2
InChIKey: SFHGEOGVGJYLEK-USQBYQOHSA-L
SMILES: CC/C=CC/C=CC/C=CC/C=CC/C=CC/C=CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)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

6 statements

6 statements · 1 reference database · Subject: 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate · Sources: Rhea

Order

1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate is converted to 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-cytidine-5'-diphosphateCompoundRhea RHEA:45668Inferred only
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate is converted to 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerolCompoundRhea RHEA:43296Inferred only
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol is converted to 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateCompoundRhea RHEA:40359Inferred only
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate is a substrate of CDS1ProteinRhea RHEA:45668Inferred only
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate is a substrate of CDS2ProteinRhea RHEA:45668Inferred only
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate is a substrate of LPIN1ProteinRhea RHEA:43296Inferred only

Reactions

4 reactions

1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol+ATP(4-)1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate+ADP(3-)+hydron
Catalysed by DGKZ
Reaction pageLeft to rightBalanced
Rhea RHEA:40359CC BY 4.0Reference data
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate+water1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol+hydrogenphosphate
Catalysed by LPIN1
Reaction pageLeft to rightBalanced
Rhea RHEA:43296CC BY 4.0Reference data
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate+CTP+hydron1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-cytidine-5'-diphosphate+diphosphate(3-)
Catalysed by CDS2 or CDS1
Reaction pageLeft to rightBalanced
Rhea RHEA:45668CC BY 4.0Reference data
1-octadecanoyl-sn-glycero-3-phosphate+(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate+coenzyme A(4-)
Catalysed by AGPAT4
Reaction pageLeft to rightBalanced
Rhea RHEA:55308CC BY 4.0Reference data

Other names

7 names

Resolves to: 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate

Also called: (2R)-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyloxy]-3-(stearoyloxy)propyl phosphate1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycero-3-phosphate(2-)1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycero-3-phosphate(2−)PA 18:0/22:6(omega-3)(2-)PA 18:0/22:6(ω-3)(2−)PA(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
Systematic name: (2R)-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyloxy]-3-(octadecanoyloxy)propyl phosphate