Compound
2-(9Z-octadecenoyl)-sn-glycero-3-phosphate
A 2-acyl-sn-glycero-3-phosphate(2−) obtained by deprotonation of the phosphate OH groups of 2-oleoyl-sn-glycero-3-phosphate; major species at pH 7.3.
Definition from ChEBI (CHEBI:77593), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C21H39O7P
- Mass
- 434.51 g/mol
- Charge
- -2
- InChIKey
- ZOOLJLSXNRZLDH-GDCKJWNLSA-L
- SMILES
- CCCCCCCC/C=CCCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])[O-]
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What the reference databases state
Statements
3 statements
3 statements · 1 reference database · Subject: 2-(9Z-octadecenoyl)-sn-glycero-3-phosphate · Sources: Rhea
- 2-(9Z-octadecenoyl)-sn-glycero-3-phosphate is converted to 2-(9Z-octadecenoyl)-glycerolCompoundRhea RHEA:62096Inferred only
- 2-(9Z-octadecenoyl)-glycerol is converted to 2-(9Z-octadecenoyl)-sn-glycero-3-phosphateCompoundRhea RHEA:62096Inferred only
- 2-(9Z-octadecenoyl)-glycerol is converted to 2-(9Z-octadecenoyl)-sn-glycero-3-phosphateCompoundRhea RHEA:63328Inferred only
Reactions
5 reactions
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
a 1-acyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+water2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+a fatty acid+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:41167CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+water2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+(9Z)-octadecenoate+hydron
Reaction pageLeft to rightBalanced
Rhea RHEA:45128CC BY 4.0Reference data
2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+water2-(9Z-octadecenoyl)-glycerol+hydrogenphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:62096CC BY 4.0Reference data
2-(9Z-octadecenoyl)-glycerol+ATP(4-)2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+ADP(3-)+hydron
Catalysed by DGKA
Reaction pageLeft to rightBalanced
Rhea RHEA:63328CC BY 4.0Reference data
Other names
6 names
Resolves to: 2-(9Z-octadecenoyl)-sn-glycero-3-phosphate
- Also called
- 2-(9Z)-octadecenoyl-sn-glycero-3-phosphate(2-)2-(9Z)-octadecenoyl-sn-glycero-3-phosphate(2−)LPA 0:0/18:1(omega-9)(2-)LPA 0:0/18:1(ω-9)(2−)PA(0:0/18:1(9Z))
- Systematic name
- (2R)-3-hydroxy-2-[(9Z)-octadec-9-enoyloxy]propyl phosphate