Compound

N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine

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

Definition from ChEBI (CHEBI:78097), read 2026-09-23. CC BY 4.0.

CHEBI:78097ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C57H107NO9P
Mass: 981.455 g/mol
Charge: -1
InChIKey: RSIZIZJZWMQYBR-MCBYAYSZSA-M
SMILES: CCCCCCCC/C=CCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCCNC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=CCCCCCCCC
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

5 entities

5 entities reached.

0 reported hops5 assembled from the scaffold

What the reference databases state

Statements

5 statements

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

Order

N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of ABHD4ProteinRhea RHEA:45424Inferred only
N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of NAPEPLDProteinRhea RHEA:45540Inferred only
N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G1BProteinRhea RHEA:45424Inferred only
N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G2AProteinRhea RHEA:45424Inferred only
N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G5ProteinRhea RHEA:45424Inferred only

Reactions

6 reactions

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+1,2-dihexadecanoyl-sn-glycero-3-phosphocholinehexadecanoyl-sn-glycero-3-phosphocholine+N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+hydron
Catalysed by PLAAT3 or PLAAT1
Reaction pageLeft to rightBalanced
Rhea RHEA:41360CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+1,2-dihexadecanoyl-sn-glycero-3-phosphocholineN-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+2-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLA2G4E or PLAAT5 or PLAAT2
Reaction pageLeft to rightBalanced
Rhea RHEA:45172CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+1,2-dihexadecanoyl-sn-glycero-3-phosphocholineN-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+1-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLAAT5 or PLAAT2
Reaction pageLeft to rightBalanced
Rhea RHEA:45176CC BY 4.0Reference data
N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-hexadecanoyl-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+(9Z)-octadecenoate+hydron
Catalysed by PLA2G1B or PLA2G2A or PLA2G5 or ABHD4
Reaction pageLeft to rightBalanced
Rhea RHEA:45424CC BY 4.0Reference data
N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-hexadecanoylethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalanced
Rhea RHEA:45540CC BY 4.0Reference data
1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine2-octadecanoyl-sn-glycero-3-phosphocholine+N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+hydron
Catalysed by PLA2G4E
Reaction pageLeft to rightBalanced
Rhea RHEA:55252CC BY 4.0Reference data

Other names

5 names

Resolves to: N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine

Also called: 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamineN-hexadecanoyl-1,2-di-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamine(1-)N-hexadecanoyl-1,2-di-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamine(1−)NAPE (18:1(9Z)/18:1(9Z)/16:0)
Systematic name: (2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propyl 2-(hexadecanoylamino)ethyl phosphate