Compound

1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate

A 1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate(5−) obtained by deprotonation of the phosphate OH groups of 1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate; major species at pH 7.3.

Definition from ChEBI (CHEBI:77137), read 2026-09-23. CC BY 4.0.

CHEBI:77137ChEBI

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Structure

2D depiction

Class: Organic compound, anion
Formula: C47H80O19P3
Mass: 1042.06 g/mol
Charge: -5
InChIKey: CNWINRVXAYPOMW-FCNJXWMTSA-I
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](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@H]1O
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

5 entities

5 entities reached.

0 reported hops5 assembled from the scaffold

What the reference databases state

Statements

5 statements

5 statements · 1 reference database · Subject: 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate · Sources: Rhea

Order

1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate is a substrate of IPMKProteinRhea RHEA:43396Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate is a substrate of PIK3CAProteinRhea RHEA:43396Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate is a substrate of PIK3CBProteinRhea RHEA:43396Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate is a substrate of PIK3CDProteinRhea RHEA:43396Inferred only
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate is transported by OSBPL2ProteinRhea RHEA:84883Inferred only

Reactions

3 reactions

CHEBI:77136+ATP(4-)1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate+ADP(3-)+hydron
Catalysed by PIP5K1B or PIP5K1C or PIP5K1A
Reaction pageLeft to rightBalanced
Rhea RHEA:40363CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate+ATP(4-)CHEBI:83243+ADP(3-)+hydron
Catalysed by PIK3CD or PIK3CA or PIK3CB or IPMK
Reaction pageLeft to rightBalanced
Rhea RHEA:43396CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate+cholesterol1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate+cholesterol
Transported by OSBPL2
Reaction pageDirection not assertedBalanced
Rhea RHEA:84883CC BY 4.0Reference data

Where it reaches

4 systems, 4 regions, 6 tissues, 6 transporter routes — routes, not measurements: transporters known to carry 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate are expressed there, and no source reports it arriving.

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Nervous

Endocrine

Digestive

Skin and adipose

Other names

9 names

Resolves to: 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate

Also called: 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol-4,5-bisphosphate1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-biphosphate(5-)1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-biphosphate(5−)1-stearoyl-2-arachidonoyl-sn-phosphatidylinositol 4,5-biphosphate(5-)1-stearoyl-2-arachidonoyl-sn-phosphatidylinositol 4,5-biphosphate(5−)18:0/20:4(omega-6) PtdIns 4,5-P2(5-)18:0/20:4(ω-6) PtdIns 4,5-P2(5−)PIP2[4,5](18:0/20:4(5Z,8Z,11Z,14Z))
Systematic name: (2R)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]-3-(stearoyloxy)propyl (1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-bis(phosphonatooxy)cyclohexyl phosphate