ChemFOnt: Showing chemical card for 1-Diphosinositol pentakisphosphate (CFc000008009)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:37 UTC

Chemfont ID

CFc000008009

Molecule Identification

Common Name

1-Diphosinositol pentakisphosphate

Definition

Diphosphoinositol pentakisphosphate, also known as 1-diphosinositol pentakisphosphoric acid or 1-PP-IP5, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. Diphosphoinositol pentakisphosphate contains an inositol polyphosphate that contains a pyrophosphate bond. Diphosphoinositol pentakisphosphate (InsP7) is formed from inositol hexakisphosphate (InsP6) by a family of three inositol hexakisphosphate kinases (InsP6K) (PMID: 15533939 ). It is an intracellular signalling molecule that regulates many cellular processes including endocytosis, vesicle trafficking, apoptosis, and DNA repair (PMID: 15316027 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1S,2S,3R,4S,5S,6S)-2,3,4,5,6-Pentakis(phosphonooxy)cyclohexyl trihydrogen diphosphate	ChEBI
3-PP-IP5	ChEBI
(1S,2S,3R,4S,5S,6S)-2,3,4,5,6-Pentakis(phosphonooxy)cyclohexyl trihydrogen diphosphoric acid	Generator
1-Diphosinositol pentakisphosphoric acid	Generator
1-(Trihydrogen diphosphate)	HMDB
D-Myo-inositol, 2,3,4,5,6-pentakis(dihydrogen phosphate)	HMDB
Diphospho-myo-inositol pentakisphosphate	HMDB

Chemical Formula

C₆H₁₉O₂₇P₇

Average Molecular Weight

740.0152

Monoisotopic Molecular Weight

739.827700986

IUPAC Name

{[(1S,2S,3R,4S,5R,6R)-3-{[hydroxy(phosphonooxy)phosphoryl]oxy}-2,4,5,6-tetrakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid

Traditional Name

[(1S,2S,3R,4S,5R,6R)-3-{[hydroxy(phosphonooxy)phosphoryl]oxy}-2,4,5,6-tetrakis(phosphonooxy)cyclohexyl]oxyphosphonic acid

CAS Registry Number

148077-18-3

SMILES

OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O

InChI Identifier

InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3+,4-,5-,6-/m0/s1

InChI Key

UPHPWXPNZIOZJL-PTQMNWPWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Inositol phosphates

Alternative Parents

Substituents

Inositol phosphate
Organic pyrophosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

myo-inositol pentakisphosphate (CHEBI:62922 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0012494)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Inositol Phosphate Metabolism (PathBank: SMP0002394)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	14 g/L	ALOGPS
logP	0.35	ALOGPS
logP	-4.9	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	0.14	ChemAxon
Physiological Charge	-12	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	447.09 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	111.89 m³·mol⁻¹	ChemAxon
Polarizability	47.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0012494

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029100

KNApSAcK ID

Not Available

Chemspider ID

26332921

KEGG Compound ID

C11174

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

62922

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1-Diphosinositol pentakisphosphate (CFc000008009)

MOL for CFc000008009 (1-Diphosinositol pentakisphosphate)

3D MOL for CFc000008009 (1-Diphosinositol pentakisphosphate)

3D SDF for CFc000008009 (1-Diphosinositol pentakisphosphate)

3D-SDF for CFc000008009 (1-Diphosinositol pentakisphosphate)

PDB for CFc000008009 (1-Diphosinositol pentakisphosphate)

3D PDB for CFc000008009 (1-Diphosinositol pentakisphosphate)

SMILES for CFc000008009 (1-Diphosinositol pentakisphosphate)

INCHI for CFc000008009 (1-Diphosinositol pentakisphosphate)

Structure for CFc000008009 (1-Diphosinositol pentakisphosphate)

3D Structure for CFc000008009 (1-Diphosinositol pentakisphosphate)