Compound
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
An N-acyllysophosphatidylethanolamine(1−) in which the N-acyl group is specified as arachidonoyl while the phosphatidyl acyl group is specified as oleoyl; major species at pH 7.3.
Definition from ChEBI (CHEBI:85223), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C43H75NO8P
- Mass
- 765.046 g/mol
- Charge
- -1
- InChIKey
- BDNHSOIDIOSPIQ-ZRVIQYDLSA-M
- SMILES
- CCCCC/C=CC/C=CC/C=CC/C=CCCCC(=O)NCCOP(=O)([O-])OC[C@H](O)COC(=O)CCCCCCC/C=CCCCCCCCC
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
4 entities
4 entities reached.
0 reported hops4 assembled from the scaffold
What the reference databases state
Statements
4 statements
4 statements · 1 reference database · Subject: N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine · Sources: Rhea
- N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of ABHD4ProteinRhea RHEA:45400Inferred only
- N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of GDPD1ProteinRhea RHEA:45544Inferred only
- N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of GDPD3ProteinRhea RHEA:45544Inferred only
- N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of NAPEPLDProteinRhea RHEA:45544Inferred only
Reactions
2 reactions
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine+(9Z)-octadecenoate+hydron
Catalysed by ABHD4
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:45400CC BY 4.0Reference data
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine+1-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD or GDPD3 or GDPD1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:45544CC BY 4.0Reference data
Other names
3 names
Resolves to: N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
- Also called
- 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineNAPE (18:1(9Z)/0:0/20:4(5Z,8Z,11Z,14Z))
- Systematic name
- (2R)-2-hydroxy-3-{[(9Z)-octadec-9-enoyl]oxy}propyl 2-{[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]amino}ethyl phosphate