Compound
2-(prostaglandin E2)-sn-glycero-3-phosphoethanolamine
A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.
Definition from ChEBI (CHEBI:137581), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound
- Formula
- C25H44NO10P
- Mass
- 549.598 g/mol
- Charge
- 0
- InChIKey
- MDIBHDWHCLLWJU-FLOWIMSISA-N
- SMILES
- CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=CCCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[NH3+]
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
1 entity
1 entities reached.
0 reported hops1 assembled from the scaffold
What the reference databases state
Statements
1 statement
1 statement · 1 reference database · Subject: 2-(prostaglandin E2)-sn-glycero-3-phosphoethanolamine · Sources: Rhea
- 2-(prostaglandin E2)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4AProteinRhea RHEA:53704Inferred only
Reactions
2 reactions
2-(prostaglandin E2)-sn-glycero-3-phosphoethanolamine+watersn-glycero-3-phosphoethanolamine+prostaglandin E2+hydron
Catalysed by PLA2G4A
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:53704CC BY 4.0Reference data
2-(prostaglandin H2)-sn-glycero-3-phosphoethanolamine2-(prostaglandin E2)-sn-glycero-3-phosphoethanolamine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:54228CC BY 4.0Reference data
Other names
5 names
Resolves to: 2-(prostaglandin E2)-sn-glycero-3-phosphoethanolamine
- Also called
- 2-(9-oxo-11R,15S-dihydroxy-5Z,13E-prostadienoyl)-sn-glycero-3-phosphoethanolamine zwitterion2-(prostaglandin E2)-LPE zwitterion2-(prostaglandin E2)-sn-glycero-3-phosphoethanolamine zwitterion
- Systematic name
- 2-azaniumylethyl (2R)-2-{[(5Z,11alpha,13E,15S)-11,15-dihydroxy-1,9-dioxoprosta-5,13-dien-1-yl]oxy}-3-hydroxypropyl phosphate2-azaniumylethyl (2R)-2-{[(5Z,11α,13E,15S)-11,15-dihydroxy-1,9-dioxoprosta-5,13-dien-1-yl]oxy}-3-hydroxypropyl phosphate