Cannabis Compound Database: Showing Compound Card for Myo-inositol hexakisphosphate (CDB005205)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (8) Show 10 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 19:19:52 UTC

Updated at

2020-11-18 16:39:31 UTC

CannabisDB ID

CDB005205

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Myo-inositol hexakisphosphate

Description

myo-Inositol hexakisphosphate, also known as phytate or phytic acid, 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. A myo-inositol hexakisphosphate in which each hydroxy group of myo-inositol is monophosphorylated. myo-Inositol hexakisphosphate is an extremely strong acidic compound (based on its pKa). Outside of the human body, myo-Inositol hexakisphosphate is found, on average, in the highest concentration within a few different foods, such as flaxseeds, wild carrots, and carrots and in a lower concentration in corns, barley, and almonds. myo-Inositol hexakisphosphate has also been detected, but not quantified in, several different foods, such as broccoli, lentils, mango, avocado, and black walnuts. This could make myo-inositol hexakisphosphate a potential biomarker for the consumption of these foods. Myo-inositol hexakisphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.

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

660.04

Monoisotopic Molecular Weight

659.8614

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

Disposition

Route of exposure:

Enteral:

Ingestion

Organ and components:

Biofluid and excreta:

Subcellular:

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	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Myo-inositol hexakisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9010130000-79789c04eb088a4921f4	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-0010900000-46d89c793fba346cf7e9	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-1009000000-46b7a4c75bff46979e0b	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-0009100000-cf2ce2a974b658d7c328	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-08gi-0977000000-41fc9434c05c6ae2e583	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-0000900000-dbb6ef62e0f42b07be5d	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-0udi-0109000000-6a74302cf09c82ed2c60	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 27V, negative	splash10-0a4i-0000009000-486f077b60ab3f17a02c	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 34V, negative	splash10-0a4i-0000019000-0705d658e5a0a9dc9309	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 42V, negative	splash10-08fr-0000297000-94fd4b547fb4f498fede	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 50V, negative	splash10-03di-0000591000-4bb0e70b029e9a7198b3	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 55V, negative	splash10-03di-0001960000-f20e432fbb20c7fb2757	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 65V, negative	splash10-01q9-0213910000-3eb56c68248fd7fab97a	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 68V, negative	splash10-01q9-0314910000-b5ff058b03b1800f858a	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 75V, negative	splash10-06si-1626900000-3adb5220231709ac850b	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 81V, negative	splash10-0a7i-2926500000-58768ea75ae02711d398	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 89V, negative	splash10-0a6r-3914200000-f28cba023fc51560b41d	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 95V, negative	splash10-0a6r-4915200000-f41fea66cbae73b15170	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 104V, negative	splash10-056r-8914100000-bfe3540072adbf7a7254	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 112V, negative	splash10-056r-9713000000-00685357fa2376ac868f	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 124V, negative	splash10-004i-9401000000-1d01747e43a821106cc8	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 129V, negative	splash10-056r-9500000000-e90799c283bf8b2e5fa3	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 155V, negative	splash10-004i-9100000000-f58c31e149759919ec65	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-03di-0000391000-679c843ca9b00b3a1296	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-014i-0109100000-5d5b22140d5b0cf62d62	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-0ap0-0981000000-0395167a0d68d4487c0b	2020-07-21	View Spectrum

NMR

Not Available

Pathways

Name	SMPDB/Pathwhiz	KEGG
Inositol Metabolism
Inositol Phosphate Metabolism

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Sedoheptulokinase	SHPK	17p13	Q9UHJ6	details
Multiple inositol polyphosphate phosphatase 1	MINPP1	10q23	Q9UNW1	details
Diphosphoinositol polyphosphate phosphohydrolase 3-beta	NUDT11	Xp11.22	Q96G61	details
Diphosphoinositol polyphosphate phosphohydrolase 1	NUDT3	6p21.2	O95989	details
Diphosphoinositol polyphosphate phosphohydrolase 2	NUDT4	12q21	Q9NZJ9	details
Inositol-pentakisphosphate 2-kinase	IPPK	9q22.31	Q9H8X2	details
Inositol hexakisphosphate kinase 3	IHPK3		Q5TAQ4	details
Putative uncharacterized protein IP6K1	IP6K1	3p21.31	Q92551	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Diphosphoinositol polyphosphate phosphohydrolase 3-beta	NUDT11	Xp11.22	Q96G61	details
Diphosphoinositol polyphosphate phosphohydrolase 2	NUDT4	12q21	Q9NZJ9	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0003502

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

General References

Not Available

Enzymes

Enzyme Details

1. Sedoheptulokinase

General function:: Involved in phosphotransferase activity, alcohol group as acceptor
Specific function:: Acts as a modulator of macrophage activation through control of glucose metabolism (By similarity).
Gene Name:: SHPK
Uniprot ID:: Q9UHJ6
Molecular weight:: 51504.425

Enzyme Details

2. Multiple inositol polyphosphate phosphatase 1

General function:: Involved in acid phosphatase activity
Specific function:: Acts as a phosphoinositide 5- and phosphoinositide 6-phosphatase and regulates cellular levels of inositol pentakisphosphate (InsP5) and inositol hexakisphosphate (InsP6). Also acts as a 2,3-bisphosphoglycerate 3-phosphatase, by mediating the dephosphorylation of 2,3-bisphosphoglycerate (2,3-BPG) to produce phospho-D-glycerate without formation of 3-phosphoglycerate. May play a role in bone development (endochondral ossification).
Gene Name:: MINPP1
Uniprot ID:: Q9UNW1
Molecular weight:: 34660.555

Enzyme Details

3. Diphosphoinositol polyphosphate phosphohydrolase 3-beta

General function:: Involved in hydrolase activity
Specific function:: Cleaves a beta-phosphate from the diphosphate groups in PP-InsP5 (diphosphoinositol pentakisphosphate), suggesting that it may play a role in signal transduction. 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.
Gene Name:: NUDT11
Uniprot ID:: Q96G61
Molecular weight:: 18558.835

Enzyme Details

4. Diphosphoinositol polyphosphate phosphohydrolase 1

General function:: Involved in hydrolase activity
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 hexakisphophate) is not a substrate. Acts as a negative regulator of the ERK1/2 pathway. 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.
Gene Name:: NUDT3
Uniprot ID:: O95989
Molecular weight:: 19470.855

Enzyme Details

5. Diphosphoinositol polyphosphate phosphohydrolase 2

General function:: Involved in hydrolase activity
Specific function:: Cleaves a beta-phosphate from the diphosphate groups in PP-InsP5 (diphosphoinositol pentakisphosphate), PP-InsP4 and [PP]2-InsP4 (bisdiphosphoinositol tetrakisphosphate), suggesting that it may play a role in signal transduction. Also able to catalyze the hydrolysis of dinucleoside oligophosphate Ap6A, but not Ap5A. The major reaction products are ADP and p4a from Ap6A. Also able to hydrolyze 5-phosphoribose 1-diphosphate.
Gene Name:: NUDT4
Uniprot ID:: Q9NZJ9
Molecular weight:: 20305.895

Enzyme Details

6. Inositol-pentakisphosphate 2-kinase

General function:: Involved in ATP binding
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). InsP6 is involved in many processes such as mRNA export, non-homologous end-joining, endocytosis, ion channel regulation. It also protects cells from TNF-alpha-induced apoptosis.
Gene Name:: IPPK
Uniprot ID:: Q9H8X2
Molecular weight:: 56016.12

Enzyme Details

7. Inositol hexakisphosphate kinase 3

General function:: Involved in inositol trisphosphate 3-kinase activity
Specific function:: Not Available
Gene Name:: IHPK3
Uniprot ID:: Q5TAQ4
Molecular weight:: 46416.3

Enzyme Details

8. Putative uncharacterized protein IP6K1

General function:: Involved in inositol trisphosphate 3-kinase activity
Specific function:: Not Available
Gene Name:: IP6K1
Uniprot ID:: Q92551
Molecular weight:: 31523.6

Showing Compound Card for Myo-inositol hexakisphosphate (CDB005205)

Structure for CDB005205 (Myo-inositol hexakisphosphate)

Enzymes