Compound

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)

A 1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol(1−) in which the 2-acyl group is specified as (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl (arachidonoyl).

Definition from ChEBI (CHEBI:133606), read 2026-09-23. CC BY 4.0.

CHEBI:133606ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C47H82O13P
Mass: 886.134 g/mol
Charge: -1
InChIKey: KRTOMQDUKGRFDJ-ZAHDIIMDSA-M
SMILES: CCCCC/C=CC/C=CC/C=CC/C=CCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Statements

3 statements

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

Order

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of DDHD1ProteinRhea RHEA:73967Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of MBOAT7ProteinRhea RHEA:36835Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of PLA2G5ProteinRhea RHEA:41215Inferred only

Reactions

5 reactions

1-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)+coenzyme A(4-)
Catalysed by MBOAT7
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:36835CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)+ATP(4-)CHEBI:77160+ADP(3-)+hydron
Catalysed by PIP5K1B or PIP5K1C or PIP5K1A
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:40375CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)+water1-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)+(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydron
Catalysed by PLA2G5
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:41215CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)+dioxygenCHEBI:146284
Catalysed by ALOX15B
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:63272CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)+water2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)+octadecanoate+hydron
Catalysed by DDHD1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:73967CC BY 4.0Reference data

Other names

11 names

Resolves to: 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)

Also called: 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol(1-)1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol(1−)1-octadecanoyl-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol(1-)1-octadecanoyl-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol(1−)1-stearoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol1-stearoyl-2-arachidonoyl-GPI1-stearoyl-2-arachidonoyl-GPI (18:0/20:4)GPI(18:0/20:4)PI(18:0/20:4(5Z,8Z,11Z,14Z))
Systematic name: (2R)-2-{[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy}-3-(octadecanoyloxy)propyl (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl phosphate