Compound

1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate

An anionic phospholipid obtained by deprotonation of the phosphate OH groups of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphate; major species at pH 7.3.

Definition from ChEBI (CHEBI:64839), read 2026-09-23. CC BY 4.0.

CHEBI:64839ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C37H69O8P
Mass: 672.925 g/mol
Charge: -2
InChIKey: OPVZUEPSMJNLOM-QEJMHMKOSA-L
SMILES: [H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(=O)([O-])[O-])OC(=O)CCCCCCC/C=CCCCCCCCC
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

7 entities

7 entities reached.

0 reported hops7 assembled from the scaffold

What the reference databases state

Statements

9 statements

9 statements · 1 reference database · Subject: 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate · Sources: Rhea

Order

1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is converted to 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerolCompoundRhea RHEA:41255Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol is converted to 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphateCompoundRhea RHEA:43416Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of DDHD1ProteinRhea RHEA:40943Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of DDHD2ProteinRhea RHEA:40943Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of LIPHProteinRhea RHEA:40943Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of LIPIProteinRhea RHEA:40943Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of LPIN1ProteinRhea RHEA:41255Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of PLA2G10ProteinRhea RHEA:63996Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of PLPP1ProteinRhea RHEA:41255Inferred only

Reactions

6 reactions

1-hexadecanoyl-sn-glycero-3-phosphate+(9Z)-octadecenoyl-CoA1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+coenzyme A(4-)
Catalysed by AGPAT2 or GPAT3 or LCLAT1 or MBOAT2 or LPCAT2 or ABHD5 or AGPAT1 or AGPAT3 or AGPAT5
Reaction pageLeft to rightBalanced
Rhea RHEA:33187CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+water2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hexadecanoate+hydron
Catalysed by DDHD2 or LIPI or DDHD1 or LIPH
Reaction pageLeft to rightBalanced
Rhea RHEA:40943CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+water1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol+hydrogenphosphate
Catalysed by PLPP1 or LPIN1
Reaction pageLeft to rightBalanced
Rhea RHEA:41255CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hexadecanoyl-CoA1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+coenzyme A(4-)
Catalysed by AGPAT3 or AGPAT5
Reaction pageLeft to rightBalanced
Rhea RHEA:42592CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol+ATP(4-)1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+ADP(3-)+hydron
Catalysed by DGKA or DGKZ
Reaction pageLeft to rightBalanced
Rhea RHEA:43416CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+water1-hexadecanoyl-sn-glycero-3-phosphate+(9Z)-octadecenoate+hydron
Catalysed by PLA2G10
Reaction pageLeft to rightBalanced
Rhea RHEA:63996CC BY 4.0Reference data

Other names

5 names

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

Also called: (2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(palmitoyloxy)propyl phosphate1-palmitoyl-2-oleoyl-sn-glycero-3-phosphatePA(16:0/18:1(9Z))PA(16:0/18:1)
Systematic name: (2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(hexadecanoyloxy)propyl phosphate