Compound

2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine

A 2-acyl-sn-glycero-3-phosphoserine(1−) that is the conjugate base of 2-oleoyl-sn-glycero-3-phosphoserine, in which the carboxy and phosphate groups are anionic and the amino group is cationic; major species at pH 7.3.

Definition from ChEBI (CHEBI:77342), read 2026-09-23. CC BY 4.0.

CHEBI:77342ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C24H45NO9P
Mass: 522.596 g/mol
Charge: -1
InChIKey: QQHKVAJCQFQGMF-YFKVPUFHSA-M
SMILES: CCCCCCCC/C=CCCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

1 entity

1 entities reached.

0 reported hops1 assembled from the scaffold

LPGAT1ProteinUNIPROT:Q92604substrate ofInferred only6 paths6 endpoints

What the reference databases state

Statements

1 statement

1 statement · 1 reference database · Subject: 2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine · Sources: Rhea

Order

2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine is a substrate of LPGAT1ProteinRhea RHEA:74815Inferred only

Reactions

6 reactions

1,2-di-(9Z)-octadecenoyl-sn-glycero-3-phospho-L-serine+water2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine+(9Z)-octadecenoate+hydron
Catalysed by PLA1A
Reaction pageLeft to rightBalanced
Rhea RHEA:40491CC BY 4.0Reference data
CHEBI:75242+water2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine+a fatty acid+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:41207CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine+water2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine+hexadecanoate+hydron
Catalysed by DDHD2 or DDHD1
Reaction pageLeft to rightBalanced
Rhea RHEA:43968CC BY 4.0Reference data
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine+N-(acetyl)-sphing-4-enine1-octadecanoyl-N-(acetyl)-sphing-4-enine+2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:57140CC BY 4.0Reference data
2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine+hexadecanoyl-CoA1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine+coenzyme A(4-)
Catalysed by LPGAT1
Reaction pageDirection not assertedBalanced
Rhea RHEA:74815CC BY 4.0Reference data
2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine+(9Z)-octadecenoyl-CoA1,2-di-(9Z)-octadecenoyl-sn-glycero-3-phospho-L-serine+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:86887CC BY 4.0Reference data

Other names

8 names

Resolves to: 2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine

Also called: 2-(9Z)-octadecenoyl-sn-glycero-3-phospho-L-serine(1-)2-(9Z)-octadecenoyl-sn-glycero-3-phospho-L-serine(1−)2-(9Z)-octadecenoyl-sn-lysophosphatidylserine(1-)2-(9Z)-octadecenoyl-sn-lysophosphatidylserine(1−)LPS 0:0/18:1(omega-9)(1-)LPS 0:0/18:1(ω-9)(1−)PS(0:0/18:1(9Z))
Systematic name: (2S,8R,18Z)-2-azaniumyl-8-(hydroxymethyl)-5-oxido-10-oxo-4,6,9-trioxa-5-phosphaheptacos-18-en-1-oate 5-oxide