Compound

a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)

An organophosphate oxoanion arising from deprotonation of the phosphate OH groups of 1-phosphatidyl-1D-myo-inositol-4-phosphate; major species at pH 7.3.

Definition from ChEBI (CHEBI:58178), read 2026-09-23. CC BY 4.0.

CHEBI:58178ChEBI

Open in the graph

Structure

2D depiction

Class: Structural class, not a single molecule
Formula: C11H15O16P2R2
Mass: 465.175 g/mol
Charge: -3
SMILES: *C(=O)OC[C@]([H])(COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H]1O)OC(*)=O
Look it up: ChEBI

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

40 entities

40 entities reached.

0 reported hops40 assembled from the scaffold

Show the remaining 28

What the reference databases state

Statements

71 statements

71 statements · 2 reference databases · Subject: a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) · Sources: Human-GEM, Rhea

Order

a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is converted to 1-phosphatidyl-1D-myo-inositolCompoundHuman-GEM MAR08820Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is converted to 1-phosphatidyl-1D-myo-inositolCompoundHuman-GEM MAR06547Inferred only
1-phosphatidyl-1D-myo-inositol is converted to a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)CompoundHuman-GEM MAR06546Inferred only
1-phosphatidyl-1D-myo-inositol is converted to a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)CompoundHuman-GEM MAR08830Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) is converted to a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)CompoundRhea RHEA:22764Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is converted to a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)CompoundRhea RHEA:14425Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) is converted to a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)CompoundRhea RHEA:19877Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is converted to a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)CompoundRhea RHEA:55652Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of CTDSPL2ProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of FIG4ProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of INPP5FProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of INPP5FProteinRhea RHEA:55652Inferred only

Show the remaining 59

a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of INPPL1ProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of MTMR1ProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of MTMR2ProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of MTMR6ProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of MTMR8ProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of NT5DC3ProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3C2AProteinRhea RHEA:18373Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3C2AProteinHuman-GEM MAR06548Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3C2AProteinHuman-GEM MAR08819Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3C2BProteinRhea RHEA:18373Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3C2BProteinHuman-GEM MAR06548Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3C2BProteinHuman-GEM MAR08819Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3C2BProteinHuman-GEM MAR01618Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3C2GProteinHuman-GEM MAR08819Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3C2GProteinHuman-GEM MAR06548Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3C2GProteinRhea RHEA:18373Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3CGProteinRhea RHEA:18373Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIK3R5ProteinHuman-GEM MAR06548Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5K1AProteinHuman-GEM MAR06551Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5K1AProteinRhea RHEA:14425Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5K1AProteinHuman-GEM MAR08821Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5K1BProteinRhea RHEA:14425Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5K1BProteinHuman-GEM MAR08821Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5K1BProteinHuman-GEM MAR06551Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5K1CProteinRhea RHEA:14425Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5K1CProteinHuman-GEM MAR08821Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5K1CProteinHuman-GEM MAR06551Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5KL1ProteinHuman-GEM MAR08821Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PIP5KL1ProteinHuman-GEM MAR06551Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCB1ProteinHuman-GEM MAR08823Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCB1ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCB2ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCB3ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCB4ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCD1ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCD3ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCD4ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCE1ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCG1ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCG2ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCH1ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCH2ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCXD2ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PLCZ1ProteinHuman-GEM MAR08822Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PMPCAProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of PTPRQProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of SACM1LProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of SACM1LProteinRhea RHEA:55652Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of SYNJ1ProteinRhea RHEA:55652Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of SYNJ2ProteinRhea RHEA:55652Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is a substrate of TNS2ProteinHuman-GEM MAR06547Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is transported by OSBPProteinRhea RHEA:84179Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is transported by OSBPL10ProteinRhea RHEA:81667Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is transported by OSBPL11ProteinRhea RHEA:81667Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is transported by OSBPL3ProteinRhea RHEA:85491Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is transported by OSBPL5ProteinRhea RHEA:81667Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is transported by OSBPL6ProteinRhea RHEA:81667Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is transported by OSBPL8ProteinRhea RHEA:81667Inferred only
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) is transported by OSBPL9ProteinRhea RHEA:81667Inferred only

Reactions

24 reactions

a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+ATPMAM00551r+ADP+proton
Catalysed by PIK3C2B
Reaction pageLeft to rightBalance undeterminableEC 2.7.1.68endoplasmic reticulum
Human-GEM MAR01618CC BY 4.0Reference data
ATP+1-phosphatidyl-1D-myo-inositola 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+ADP+proton
Catalysed by PI4K2B or PI4KB or PI4K2A or PI4KA
Reaction pageLeft to rightBalance undeterminableEC 2.7.1.67cytosol
Human-GEM MAR06546CC BY 4.0Reference data
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+water1-phosphatidyl-1D-myo-inositol+phosphate(3-)
Catalysed by MTMR1 or MTMR2 or MTMR8 or TNS2 or NT5DC3 or FIG4 or CTDSPL2 or PTPRQ or MTMR6 or INPPL1 or PMPCA or INPP5F and 1 more alternative
Reaction pageLeft to rightBalance undeterminableEC 3.1.3.-cytosol
Human-GEM MAR06547CC BY 4.0Reference data
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+ATPMAM00551c+ADP+proton
Catalysed by PIK3C2A & PIK3C2B or PIK3C2G or PIK3R5
Reaction pageLeft to rightBalance undeterminableEC 2.7.1.154cytosol
Human-GEM MAR06548CC BY 4.0Reference data
MAM00551c+watera 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+phosphate(3-)
Catalysed by TPTE2 or PTEN
Reaction pageLeft to rightBalance undeterminableEC 3.1.3.67cytosol
Human-GEM MAR06550CC BY 4.0Reference data
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+ATPADP+proton+MAM02736c
Catalysed by PIP5K1B or PIP5K1A or PIP5KL1 or PIP5K1C
Reaction pageLeft to rightBalance undeterminableEC 2.7.1.68cytosol
Human-GEM MAR06551CC BY 4.0Reference data
water+MAM02736ca 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+phosphate(3-)
Catalysed by SYNJ2 or OCRL or INPP5E or SYNJ1 or INPP5B
Reaction pageLeft to rightBalance undeterminableEC 3.1.3.36cytosol
Human-GEM MAR06552CC BY 4.0Reference data
MAM00551n+watera 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+phosphate(3-)
Catalysed by MTM1
Reaction pageLeft to rightBalance undeterminableEC 3.1.3.64nucleus
Human-GEM MAR08809CC BY 4.0Reference data
water+MAM02736na 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+phosphate(3-)
Catalysed by SYNJ2 or OCRL or INPP5E or SYNJ1 or INPP5B
Reaction pageLeft to rightBalance undeterminableEC 3.1.3.36nucleus
Human-GEM MAR08817CC BY 4.0Reference data
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+ATPMAM00551n+ADP+proton
Catalysed by PIK3C2A & PIK3C2B or PIK3C2G
Reaction pageLeft to rightBalance undeterminableEC 2.7.1.154nucleus
Human-GEM MAR08819CC BY 4.0Reference data
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+water1-phosphatidyl-1D-myo-inositol+phosphate(3-)
Reaction pageLeft to rightBalance undeterminablenucleus
Human-GEM MAR08820CC BY 4.0Reference data
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)+ATPADP+proton+MAM02736n
Catalysed by PIP5K1B or PIP5K1A or PIP5KL1 or PIP5K1C
Reaction pageLeft to rightBalance undeterminableEC 2.7.1.68nucleus
Human-GEM MAR08821CC BY 4.0Reference data

Show the remaining 12

Where it reaches

10 systems, 26 regions, 156 tissues, 210 transporter routes — routes, not measurements: transporters known to carry a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) are expressed there, and no source reports it arriving.

Loading the model…

Nervous

Endocrine

Respiratory

Cardiovascular

Digestive

Urinary

Reproductive

Blood and immune

Musculoskeletal

Skin and adipose

Other names

10 names

Resolves to: a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)

Also called: (2R)-2,3-bis(alkanoyloxy)propyl (1R,2R,3R,4R,5S,6R)-2,3,5,6-tetrahydroxy-4-(phosphonatooxy)cyclohexyl phosphate1-phosphatidyl-1D-myo-inositol-4-phosphate1-phosphatidyl-1D-myo-inositol-4-phosphate trianion1,2-diacyl-sn-glycero-3-phospho-1D-myo-inositol-4-phosphatephosphatidylinositol-4-phosphatephosphatidylinositol-4-phosphate trianionphosphatidylinositol-4-phosphate(3-)phosphatidylinositol-4-phosphate(3−)PIP[4]
Systematic name: 1-(3-sn-phosphatidyl)-1D-myo-inositol 4-phosphate