Compound

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine

An N-acylphosphatidylethanolamine(1−) in which the N-acyl group is specified as arachidonoyl while the phosphatidyl acyl groups are both specified as oleoyl; major species at pH 7.3.

Definition from ChEBI (CHEBI:85277), read 2026-09-23. CC BY 4.0.

CHEBI:85277ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C61H107NO9P
Mass: 1029.499 g/mol
Charge: -1
InChIKey: WDNUSSOPDWPIPF-ANDZTLMQSA-M
SMILES: CCCCC/C=CC/C=CC/C=CC/C=CCCCC(=O)NCCOP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=CCCCCCCCC)OC(=O)CCCCCCC/C=CCCCCCCCC
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Statements

3 statements

3 statements · 1 reference database · Subject: N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine · Sources: Rhea

Order

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of NAPEPLDProteinRhea RHEA:45528Inferred only
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4EProteinRhea RHEA:55256Inferred only
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLAAT5ProteinRhea RHEA:45476Inferred only

Reactions

3 reactions

1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineN-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+1-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLAAT5
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:45476CC BY 4.0Reference data
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:45528CC BY 4.0Reference data
1,2-di-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineN-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLA2G4E
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:55256CC BY 4.0Reference data

Other names

5 names

Resolves to: N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine

Also called: 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineN-[(5Z,8Z,11Z,14Z)-icosatetraenoyl]-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine(1-)N-[(5Z,8Z,11Z,14Z)-icosatetraenoyl]-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine(1−)NAPE (18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z))
Systematic name: (2R)-2,3-bis{[(9Z)-octadec-9-enoyl]oxy}propyl 2-{[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]amino}ethyl phosphate