Compound

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

A phosphatidylethanolamine 36:2 obtained by transfer of a proton from the amino to the phosphate group of 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine.

Definition from ChEBI (CHEBI:74986), read 2026-09-23. CC BY 4.0.

CHEBI:74986ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound
Formula: C41H78NO8P
Mass: 744.048 g/mol
Charge: 0
InChIKey: MWRBNPKJOOWZPW-NYVOMTAGSA-N
SMILES: CCCCCCCC/C=CCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCC/C=CCCCCCCCC
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

6 entities

6 entities reached.

0 reported hops6 assembled from the scaffold

What the reference databases state

Statements

15 statements

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

Order

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is converted to 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-methylethanolamineCompoundRhea RHEA:70619Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PEMTProteinRhea RHEA:70619Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4EProteinRhea RHEA:55260Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4EProteinRhea RHEA:55252Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4EProteinRhea RHEA:45172Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4EProteinRhea RHEA:55248Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4EProteinRhea RHEA:55256Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLAAT1ProteinRhea RHEA:41360Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLAAT2ProteinRhea RHEA:45176Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLAAT2ProteinRhea RHEA:45172Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLAAT3ProteinRhea RHEA:41360Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLAAT5ProteinRhea RHEA:45476Inferred only

Show the remaining 3

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLAAT5ProteinRhea RHEA:45172Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLAAT5ProteinRhea RHEA:45176Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PLAAT5ProteinRhea RHEA:56504Inferred only

Reactions

18 reactions

1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+(9Z)-octadecenoyl-CoA1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+coenzyme A(4-)
Catalysed by MBOAT1 or MBOAT2 or AGPAT5
Reaction pageLeft to rightBalanced
Rhea RHEA:37499CC BY 4.0Reference data
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-di-(9Z-octadecenoyl)-sn-glycerol1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+1,2,3-tri-(9Z-octadecenoyl)-glycerol
Reaction pageDirection not assertedBalanced
Rhea RHEA:44232CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-glycerol+CDP-ethanolamine1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+CMP+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:44292CC 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
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 rightBalanced
Rhea RHEA:45476CC BY 4.0Reference data
CDP-ethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycerol1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+CMP+hydron
Catalysed by CEPT1
Reaction pageLeft to rightBalanced
Rhea RHEA:54248CC BY 4.0Reference data
1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineN-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+2-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLA2G4E
Reaction pageLeft to rightBalanced
Rhea RHEA:55248CC 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
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 rightBalanced
Rhea RHEA:55256CC 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 rightBalanced
Rhea RHEA:55260CC BY 4.0Reference data

Show the remaining 6

Other names

5 names

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

Also called: 1-(9Z)-octadecenoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamine zwitterion1-C18:1(omega-9)-2-C18:1(omega-9)-phosphatidylethanolamine zwitterion1-C18:1(ω-9)-2-C18:1(ω-9)-phosphatidylethanolamine zwitterionPE(18:1(9Z)/18:1(9Z))
Systematic name: 2-azaniumylethyl (2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propyl phosphate