Compound

1-hexadecanoyl-sn-glycero-3-phosphoethanolamine

A lysophosphatidylethanolamine zwitterion 16:0 obtained by transfer of a proton from the phosphate to the amino group of 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine.

Definition from ChEBI (CHEBI:73004), read 2026-09-23. CC BY 4.0.

CHEBI:73004ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound
Formula: C21H44NO7P
Mass: 453.557 g/mol
Charge: 0
InChIKey: YVYMBNSKXOXSKW-HXUWFJFHSA-N
SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[NH3+]
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

11 statements

11 statements · 1 reference database · Subject: 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine · Sources: Rhea

Order

1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of ASPGProteinRhea RHEA:40891Inferred only
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of ASPGProteinRhea RHEA:40899Inferred only
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of GDPD1ProteinRhea RHEA:53172Inferred only
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of LPCAT3ProteinRhea RHEA:36023Inferred only
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of MBOAT1ProteinRhea RHEA:36015Inferred only
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of MBOAT2ProteinRhea RHEA:37419Inferred only
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of MBOAT2ProteinRhea RHEA:36015Inferred only
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4CProteinRhea RHEA:40899Inferred only
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4CProteinRhea RHEA:63760Inferred only
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4CProteinRhea RHEA:63764Inferred only
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine is a substrate of PLA2G4CProteinRhea RHEA:63768Inferred only

Reactions

21 reactions

1-hexadecanoyl-sn-glycero-3-phosphoethanolamine+hexadecanoyl-CoA1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:36007CC BY 4.0Reference data
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine+octadecanoyl-CoACHEBI:73006+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:36011CC BY 4.0Reference data
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine+(9Z)-octadecenoyl-CoA1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+coenzyme A(4-)
Catalysed by MBOAT1 or MBOAT2
Reaction pageLeft to rightBalanced
Rhea RHEA:36015CC BY 4.0Reference data
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine+(9Z,12Z)-octadecadienoyl-CoA1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:36019CC BY 4.0Reference data
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine+coenzyme A(4-)
Catalysed by LPCAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:36023CC BY 4.0Reference data
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine+(9Z)-hexadecenoyl-CoA1-hexadecanoyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphoethanolamine+coenzyme A(4-)
Catalysed by MBOAT2
Reaction pageLeft to rightBalanced
Rhea RHEA:37419CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+N-(acetyl)-sphing-4-enine1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine+1-hexadecanoyl-sn-glycero-3-phosphoethanolamine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38823CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine+N-(acetyl)-sphing-4-enine1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enine+1-hexadecanoyl-sn-glycero-3-phosphoethanolamine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38835CC BY 4.0Reference data
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine+N-(acetyl)-sphing-4-enine1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enine+1-hexadecanoyl-sn-glycero-3-phosphoethanolamine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38839CC BY 4.0Reference data
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine+water1-hexadecanoyl-sn-glycero-3-phosphoethanolamine+(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydron
Catalysed by PLA2G6 or PLA2G4B or PLA2G2A or PLA2G5 or PLAAT3 or PLA2G4F or PLA2G4D or PLA2G2F or PLAAT1 or PNPLA8 or PLAAT2 or PLA2G3 and 1 more alternative
Reaction pageLeft to rightBalanced
Rhea RHEA:40431CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine+water1-hexadecanoyl-sn-glycero-3-phosphoethanolamine+(9Z,12Z)-octadecadienoate+hydron
Catalysed by PLA2G10 or PLA2G1B or PLA2G4B or PLA2G2A or PLA2G5 or PLAAT3 or PLA2G4F or PLA2G4D or PLA2G2F or PLAAT2 or PLA2G3 or PLA2G2E and 2 more alternatives
Reaction pageLeft to rightBalanced
Rhea RHEA:40815CC BY 4.0Reference data
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine+watersn-glycero-3-phosphoethanolamine+hexadecanoate+hydron
Catalysed by ASPG
Reaction pageLeft to rightBalanced
Rhea RHEA:40891CC BY 4.0Reference data

Show the remaining 9

Other names

17 names

Resolves to: 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine

Also called: 1-palmitoyl-GPE1-palmitoyl-GPE (16:0)1-palmitoyl-phosphatidylethenolamine1-palmitoyl-sn-glycero-3-phosphoethanolamine zwitterion1-Palmitoyl-sn-glycerol-3-L-alpha-phosphorylethanolamine1-Palmitoyl-sn-glycerophosphatidylethanolamine16:0 LYSO-PE2-ammonioethyl (2R)-2-hydroxy-3-(palmitoyloxy)propyl phosphateGPE(16:0)GPE(16:0/0:0)Hexadecanoic acid, 3-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-2-hydroxypropyl ester, (R)-LPE 16:0LPE(16:0)LPE(16:0/0:0)PE 16:0/0:0PE(16:0/0:0)
Systematic name: 2-azaniumylethyl (2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphate