Bovine Metabolome Database: Showing metabocard for Myo-inositol hexakisphosphate (BMDB0003502)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:04:58 UTC

Update Date

2020-05-21 16:29:05 UTC

BMDB ID

BMDB0003502

Secondary Accession Numbers

BMDB03502

Metabolite Identification

Common Name

Myo-inositol hexakisphosphate

Description

Myo-myo-inositol hexakisphosphate, also known as sodium myo-myo-inositol hexakisphosphate or myo-myo-inositol hexakisphosphate, 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. Myo-myo-inositol hexakisphosphate exists as a solid, possibly soluble (in water), and an extremely strong acidic compound (based on its pKa) molecule. Myo-myo-inositol hexakisphosphate exists in all living species, ranging from bacteria to humans. Myo-myo-inositol hexakisphosphate participates in a number of enzymatic reactions, within cattle. In particular, Myo-myo-inositol hexakisphosphate can be biosynthesized from inositol 1,3,4,5,6-pentakisphosphate; which is mediated by the enzyme inositol-pentakisphosphate 2-kinase. In addition, Myo-myo-inositol hexakisphosphate can be biosynthesized from 5-diphosphoinositol pentakisphosphate; which is mediated by the enzyme diphosphoinositol polyphosphate phosphohydrolase 1. In cattle, myo-myo-inositol hexakisphosphate is involved in a couple of metabolic pathways, which include the inositol metabolism pathway and the inositol phosphate metabolism pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1D-Myo-inositol 1,2,3,4,5,6-hexakisphosphate	ChEBI
1D-Myo-inositol hexakisphosphate	ChEBI
Acide fytique	ChEBI
Acido fitico	ChEBI
Acidum fyticum	ChEBI
D-Myo-inositol 1,2,3,4,5,6-hexakisphosphate	ChEBI
Inosithexaphosphorsaeure	ChEBI
Myo-inositol 1,2,3,4,5,6-hexakisphosphate	ChEBI
Phytate	ChEBI
Phytic acid	ChEBI
Phytine	ChEBI
Saeure des phytins	ChEBI
Inositol 1,2,3,4,5,6-hexakisphosphate	Kegg
1D-Myo-inositol 1,2,3,4,5,6-hexakisphosphoric acid	Generator
1D-Myo-inositol hexakisphosphoric acid	Generator
D-Myo-inositol 1,2,3,4,5,6-hexakisphosphoric acid	Generator
Myo-inositol 1,2,3,4,5,6-hexakisphosphoric acid	Generator
Inositol 1,2,3,4,5,6-hexakisphosphoric acid	Generator
Myo-inositol hexakisphosphoric acid	Generator
Inositol hexakis(phosphate)	HMDB
Inositol hexaphosphate	HMDB
Meso-inositol hexaphosphate	HMDB
Myo-inositol hexakis(phosphate)	HMDB
Myo-inositol hexaphosphate	HMDB
IP6	HMDB
InsP6	HMDB
myo-Inositol hexakisphosphate	HMDB

Chemical Formula

C₆H₁₈O₂₄P₆

Average Molecular Weight

660.0353

Monoisotopic Molecular Weight

659.861370576

IUPAC Name

{[(1s,2R,3R,4r,5S,6S)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid

Traditional Name

[(1s,2R,3R,4r,5S,6S)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxyphosphonic acid

CAS Registry Number

83-86-3

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

InChI Identifier

InChI=1S/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(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-

InChI Key

IMQLKJBTEOYOSI-GPIVLXJGSA-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
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 hexakisphosphates (CHEBI:17401 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Nucleus

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000 mg/mL	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.11	ALOGPS
logP	-4.5	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	0.14	ChemAxon
Physiological Charge	-12	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	400.56 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	101.01 m³·mol⁻¹	ChemAxon
Polarizability	42.6 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9010130000-79789c04eb088a4921f4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-0010900000-46d89c793fba346cf7e9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-1009000000-46b7a4c75bff46979e0b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-0009100000-cf2ce2a974b658d7c328	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-08gi-0977000000-41fc9434c05c6ae2e583	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-0000900000-dbb6ef62e0f42b07be5d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-0udi-0109000000-6a74302cf09c82ed2c60	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 27V, negative	splash10-0a4i-0000009000-486f077b60ab3f17a02c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 34V, negative	splash10-0a4i-0000019000-0705d658e5a0a9dc9309	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 42V, negative	splash10-08fr-0000297000-94fd4b547fb4f498fede	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 50V, negative	splash10-03di-0000591000-4bb0e70b029e9a7198b3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 55V, negative	splash10-03di-0001960000-f20e432fbb20c7fb2757	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 65V, negative	splash10-01q9-0213910000-3eb56c68248fd7fab97a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 68V, negative	splash10-01q9-0314910000-b5ff058b03b1800f858a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 75V, negative	splash10-06si-1626900000-3adb5220231709ac850b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 81V, negative	splash10-0a7i-2926500000-58768ea75ae02711d398	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 89V, negative	splash10-0a6r-3914200000-f28cba023fc51560b41d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 95V, negative	splash10-0a6r-4915200000-f41fea66cbae73b15170	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 104V, negative	splash10-056r-8914100000-bfe3540072adbf7a7254	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 112V, negative	splash10-056r-9713000000-00685357fa2376ac868f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 124V, negative	splash10-004i-9401000000-1d01747e43a821106cc8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 129V, negative	splash10-056r-9500000000-e90799c283bf8b2e5fa3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 155V, negative	splash10-004i-9100000000-f58c31e149759919ec65	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-03di-0000391000-679c843ca9b00b3a1296	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-014i-0109100000-5d5b22140d5b0cf62d62	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-0ap0-0981000000-0395167a0d68d4487c0b	View in MoNA
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Nucleus

Biospecimen Locations

Liver
Pancreas
Prostate Tissue
Spleen

Pathways

Name	SMPDB/Pathwhiz	KEGG
Inositol Metabolism		Not Available
Inositol Phosphate Metabolism		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Liver	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Pancreas	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Prostate Tissue	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Spleen	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0003502

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000374

KNApSAcK ID

Not Available

Chemspider ID

16735966

KEGG Compound ID

C01204

BioCyc ID

MI-HEXAKISPHOSPHATE

BiGG ID

Not Available

Wikipedia Link

Phytic_acid

METLIN ID

Not Available

PubChem Compound

890

PDB ID

I6P

ChEBI ID

17401

References

Synthesis Reference

Mitsuhashi Naoto; Ohnishi Miwa; Sekiguchi Yoko; Kwon Yong-Uk; Chang Young-Tae; Chung Sung-Kee; Inoue Yoshinori; Reid Robert J; Yagisawa Hitoshi; Mimura Tetsuro Phytic acid synthesis and vacuolar accumulation in suspension-cultured cells of Catharanthus roseus induced by high concentration of inorganic phosphate and cations. Plant physiology (2005), 138(3), 1607-14.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Diphosphoinositol polyphosphate phosphohydrolase 1

General function:: Replication, recombination and repair
Specific function:: Cleaves a beta-phosphate from the diphosphate groups in PP-InsP5 (diphosphoinositol pentakisphosphate) and [PP]2-InsP4 (bisdiphosphoinositol tetrakisphosphate), suggesting that it may play a role in signal transduction. InsP6 (inositol hexakisphosphate) is not a substrate. Also able to catalyze the hydrolysis of dinucleoside oligophosphates, with Ap6A and Ap5A being the preferred substrates. The major reaction products are ADP and p4a from Ap6A and ADP and ATP from Ap5A. Also able to hydrolyze 5-phosphoribose 1-diphosphate (By similarity).
Gene Name:: NUDT3
Uniprot ID:: A2VE79
Molecular weight:: 19362.0

Reactions

5-Diphosphoinositol pentakisphosphate + Water → Myo-inositol hexakisphosphate + Hydrogen phosphate	details

Enzyme Details

2. Inositol-pentakisphosphate 2-kinase

General function:: Not Available
Specific function:: Phosphorylates Ins(1,3,4,5,6)P5 at position 2 to form Ins(1,2,3,4,5,6)P6 (InsP6 or phytate).
Gene Name:: IPPK
Uniprot ID:: E1BGX9
Molecular weight:: 56106.0

Reactions

Inositol 1,3,4,5,6-pentakisphosphate + Adenosine triphosphate → Myo-inositol hexakisphosphate + ADP	details

Enzyme Details

3. Multiple inositol polyphosphate histidine phosphatase, 1

General function:: Not Available
Specific function:: Not Available
Gene Name:: MINPP1
Uniprot ID:: Q2TBT6
Molecular weight:: 41435.0

Reactions

Myo-inositol hexakisphosphate + Water → Inositol 1,3,4,5,6-pentakisphosphate + Hydrogen phosphate	details

Enzyme Details

4. Kinase

General function:: Not Available
Specific function:: Not Available
Gene Name:: IP6K1
Uniprot ID:: Q0II95
Molecular weight:: 50327.0

Reactions

Myo-inositol hexakisphosphate + Adenosine triphosphate → 5-Diphosphoinositol pentakisphosphate + ADP	details

Showing metabocard for Myo-inositol hexakisphosphate (BMDB0003502)

Structure for BMDB0003502 (Myo-inositol hexakisphosphate)

Enzymes

Reactions

Reactions

Reactions

Reactions