Compound

1-octadecanoyl-2-(9Z-octadecenoyl)-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-oleoyl-sn-glycero-3-phosphate.

Definition from ChEBI (CHEBI:74560), read 2026-09-23. CC BY 4.0.

CHEBI:74560ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C39H73O8P
Mass: 700.979 g/mol
Charge: -2
InChIKey: HHMKVXGZZUOMHM-XZRWTQCASA-L
SMILES: CCCCCCCC/C=CCCCCCCCC(=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-(9Z-octadecenoyl)-sn-glycero-3-phosphate · Sources: Rhea

Order

1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is converted to 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphateCompoundRhea RHEA:45664Inferred only
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is converted to 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerolCompoundRhea RHEA:43284Inferred only
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol is converted to 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphateCompoundRhea RHEA:43424Inferred only
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of CDS1ProteinRhea RHEA:45664Inferred only
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of CDS2ProteinRhea RHEA:45664Inferred only
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of LPIN1ProteinRhea RHEA:43284Inferred only

Reactions

4 reactions

1-octadecanoyl-sn-glycero-3-phosphate+(9Z)-octadecenoyl-CoA1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+coenzyme A(4-)
Catalysed by LPCAT2 or ABHD5 or AGPAT3 or AGPAT5
Reaction pageLeft to rightBalanced
Rhea RHEA:37163CC BY 4.0Reference data
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+water1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol+hydrogenphosphate
Catalysed by LPIN1
Reaction pageLeft to rightBalanced
Rhea RHEA:43284CC BY 4.0Reference data
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol+ATP(4-)1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+ADP(3-)+hydron
Catalysed by DGKZ
Reaction pageLeft to rightBalanced
Rhea RHEA:43424CC BY 4.0Reference data
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+CTP+hydron1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphate+diphosphate(3-)
Catalysed by CDS2 or CDS1
Reaction pageLeft to rightBalanced
Rhea RHEA:45664CC BY 4.0Reference data

Other names

6 names

Resolves to: 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate

Also called: 1-C18:0-2-C18:1(omega-9)-phosphatidate1-C18:0-2-C18:1(ω-9)-phosphatidate1-octadecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate(2-)1-octadecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate(2−)PA(18:0/18:1(9Z))
Systematic name: (2R)-3-(octadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl phosphate