Compound

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine

A phosphatidylcholine 38:4 in which the two acyl substituents at positions 1 and 2 are specified as stearoyl and arachidonoyl respectively.

Definition from ChEBI (CHEBI:74965), read 2026-09-23. CC BY 4.0.

CHEBI:74965ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound
Formula: C46H84NO8P
Mass: 810.151 g/mol
Charge: 0
InChIKey: PSVRFUPOQYJOOZ-QNPWAGBNSA-N
SMILES: CCCCC/C=CC/C=CC/C=CC/C=CCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C
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

Chemical structure

1-octadecanoyl-2-(15-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoyl)-sn-glycero-3-phosphocholine has the functional parent 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineCompoundChEBI CHEBI:146283Inferred only

Statements

10 statements

10 statements · 1 reference database · Subject: 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine · Sources: Rhea

Order

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is converted to 1-octadecanoyl-2-(15-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoyl)-sn-glycero-3-phosphocholineCompoundRhea RHEA:63264Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of ALOX15BProteinRhea RHEA:63264Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of LPGAT1ProteinRhea RHEA:74807Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G10ProteinRhea RHEA:40519Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G15ProteinRhea RHEA:57116Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G15ProteinRhea RHEA:57120Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G4AProteinRhea RHEA:40519Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G4AProteinRhea RHEA:41099Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G6ProteinRhea RHEA:40519Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of TMEM164ProteinRhea RHEA:79431Inferred only

Reactions

9 reactions

1-octadecanoyl-sn-glycero-3-phosphocholine+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:37479CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+water1-octadecanoyl-sn-glycero-3-phosphocholine+(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydron
Catalysed by PLA2G10 or PLA2G6 or PLA2G4A
Reaction pageLeft to rightBalanced
Rhea RHEA:40519CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+glycerol1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol+1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G4A
Reaction pageLeft to rightBalanced
Rhea RHEA:41099CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol+CDP-choline1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+CMP+hydron
Catalysed by CHPT1
Reaction pageLeft to rightBalanced
Rhea RHEA:54344CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enine+1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:57116CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-octadecanoyl-N-(acetyl)-sphing-4-enine+2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:57120CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+dioxygen1-octadecanoyl-2-(15-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoyl)-sn-glycero-3-phosphocholine
Catalysed by ALOX15B
Reaction pageLeft to rightBalanced
Rhea RHEA:63264CC BY 4.0Reference data
2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine+octadecanoyl-CoA1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPGAT1
Reaction pageDirection not assertedBalanced
Rhea RHEA:74807CC BY 4.0Reference data
1-(1Z-octadecenyl)-sn-glycero-3-phosphoethanolamine+1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine1-(1Z-octadecenyl)-2-(5Z,8Z,11Z,14Z- eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine+1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by TMEM164
Reaction pageLeft to rightBalanced
Rhea RHEA:79431CC BY 4.0Reference data

Other names

27 names

Resolves to: 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine

Also called: (2R)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]-3-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate1-C18:0-2-C20:4(omega-6)-phosphatidylcholine1-C18:0-2-C20:4(ω-6)-phosphatidylcholine1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphocholine1-stearoyl-2-arachidonoyl-GPC1-stearoyl-2-arachidonoyl-GPC (18:0/20:4)1-stearoyl-2-arachidonoyl-phosphatidylcholine1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphocholine1-stearoyl-2-arachidonoylphosphatidylcholineGPC(18:0/20:4)PC 18:0/20:4(5Z,8Z,11Z,14Z)PC 38:4PC(18:0_20:4)PC(18:0/20:4(5Z,8Z,11Z,14Z))PC(18:0/20:4)PC(18:0/20:4n6)PC(18:0/20:4omega6)PC(18:0/20:4w6)PC(18:0/20:4ω6)PC(38:4)Phosphatidylcholine(18:0/20:4)Phosphatidylcholine(18:0/20:4n6)Phosphatidylcholine(18:0/20:4omega6)Phosphatidylcholine(18:0/20:4w6)Phosphatidylcholine(18:0/20:4ω6)Phosphatidylcholine(38:4)
Systematic name: (2R)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]-3-(octadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate