Compound
N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
An N-acylphosphatidylethanolamine(1−) in which the N-acyl group and the phosphatidyl acyl groups are specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.
Definition from ChEBI (CHEBI:85291), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C59H109NO9P
- Mass
- 1007.493 g/mol
- Charge
- -1
- InChIKey
- FKSBBLIERCUNPB-WTZXFCJFSA-M
- SMILES
- CCCCCCCC/C=CCCCCCCCC(=O)NCCOP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=CCCCCCCCC)OC(=O)CCCCCCC/C=CCCCCCCCC
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
3 entities
3 entities reached.
What the reference databases state
Statements
3 statements
3 statements · 1 reference database · Subject: N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine · Sources: Rhea
- N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of NAPEPLDProteinRhea RHEA:45532Inferred only
- N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4EProteinRhea RHEA:55260Inferred only
- N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLAAT5ProteinRhea RHEA:56504Inferred only
Reactions
3 reactions
N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-(9Z-octadecenoyl) ethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:45532CC BY 4.0Reference data
21,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineN,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+hydron
Catalysed by PLA2G4E
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:55260CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineN,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+1-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLAAT5
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:56504CC BY 4.0Reference data
Other names
5 names
Resolves to: N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
- Also called
- 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-(9Z-octadecenoyl)-ethanolamineN-oleoyl-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine(1-)N-oleoyl-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine(1−)NAPE (18:1(9Z)/18:1(9Z)/18:1(9Z))
- Systematic name
- (2R)-2,3-bis{[(9Z)-octadec-9-enoyl]oxy}propyl 2-{[(9Z)-octadec-9-enoyl]amino}ethyl phosphate