Compound

1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine

A 1-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the amino to the phosphate group of 1-oleoyl-sn-glycero-3-phosphoethanolamine.

Definition from ChEBI (CHEBI:74971), read 2026-09-23. CC BY 4.0.

CHEBI:74971ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound
Formula: C23H46NO7P
Mass: 479.595 g/mol
Charge: 0
InChIKey: PYVRVRFVLRNJLY-MZMPXXGTSA-N
SMILES: CCCCCCCC/C=CCCCCCCCC(=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

9 entities

9 entities reached.

0 reported hops9 assembled from the scaffold

What the reference databases state

Statements

10 statements

10 statements · 1 reference database · Subject: 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine · Sources: Rhea

Order

1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of ABHD12ProteinRhea RHEA:40895Inferred only
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of AGPAT5ProteinRhea RHEA:37499Inferred only
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of ASPGProteinRhea RHEA:40895Inferred only
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of ENPP2ProteinRhea RHEA:38927Inferred only
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of LPCAT3ProteinRhea RHEA:37495Inferred only
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of LPCAT3ProteinRhea RHEA:37503Inferred only
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of MBOAT1ProteinRhea RHEA:37499Inferred only
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of MBOAT2ProteinRhea RHEA:37499Inferred only
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is a substrate of PNPLA7ProteinRhea RHEA:40895Inferred only
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine is transported by SPNS1ProteinRhea RHEA:74415Inferred only

Reactions

14 reactions

1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine+coenzyme A(4-)
Catalysed by LPCAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:37495CC BY 4.0Reference data
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-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+(9Z,12Z)-octadecadienoyl-CoA1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine+coenzyme A(4-)
Catalysed by LPCAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:37503CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+water1-(9Z-octadecenoyl)-sn-glycero-3-phosphate+ethanolamine+hydron
Catalysed by ENPP2
Reaction pageLeft to rightBalanced
Rhea RHEA:38927CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+watersn-glycero-3-phosphoethanolamine+(9Z)-octadecenoate+hydron
Catalysed by PNPLA7 or ASPG or ABHD12
Reaction pageLeft to rightBalanced
Rhea RHEA:40895CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+(9Z)-hexadecenoyl-CoACHEBI:78810+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:42232CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+hexadecanoyl-CoACHEBI:78813+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:42236CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+tetradecanoyl-CoACHEBI:78814+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:42240CC 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
CHEBI:78813+1,2-di-(9Z-octadecenoyl)-sn-glycerol1,2-di-(9Z)-octadecenoyl-3-hexadecanoyl-sn-glycerol+1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
Reaction pageDirection not assertedBalanced
Rhea RHEA:44248CC BY 4.0Reference data
CHEBI:84234+1,2-di-(9Z-octadecenoyl)-sn-glycerolCHEBI:77686+1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
Reaction pageDirection not assertedBalanced
Rhea RHEA:44252CC BY 4.0Reference data
1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycerolCHEBI:77683+1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
Reaction pageDirection not assertedBalanced
Rhea RHEA:44256CC BY 4.0Reference data

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Where it reaches

5 systems, 12 regions, 20 tissues, 20 transporter routes — routes, not measurements: transporters known to carry 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine are expressed there, and no source reports it arriving.

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Nervous

Endocrine

Respiratory

Digestive

Reproductive

Other names

12 names

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

Also called: 1-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamine zwitterion1-18:1-lysoPE1-18:1-lysophosphatidylethanolamine1-C18:1(omega-9)-lysophosphatidylethanolamine zwitterion1-C18:1(ω-9)-lysophosphatidylethanolamine zwitterion9-Octadecenoic acid (Z)-, 3-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-2-hydroxypropyl ester, (R)-LPE 18:1LPE(18:1)PE 18:1(9Z)/0:0PE(18:1(9Z)/0:0)PE(18:1/0:0)
Systematic name: 2-azaniumylethyl (2R)-2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl phosphate