Cannabis Compound Database: Showing Compound Card for Inositol 1,3,4,5,6-pentakisphosphate (CDB005204)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (4) Show 5 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 19:19:46 UTC

Updated at

2020-11-18 16:39:31 UTC

CannabisDB ID

CDB005204

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Inositol 1,3,4,5,6-pentakisphosphate

Description

Inositol 1,3,4,5,6-pentakisphosphate, also known as inositol pentaphosphate, 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. Inositol 1,3,4,5,6-pentakisphosphate is an extremely strong acidic compound (based on its pKa). Inositol 1,3,4,5,6-pentakisphosphate exists in all living species, ranging from bacteria to humans. Within humans, inositol 1,3,4,5,6-pentakisphosphate participates in a number of enzymatic reactions. In particular, inositol 1,3,4,5,6-pentakisphosphate can be converted into myo-inositol hexakisphosphate; which is catalyzed by the enzyme inositol-pentakisphosphate 2-kinase. In addition, inositol 1,3,4,5,6-pentakisphosphate can be biosynthesized from myo-inositol hexakisphosphate through its interaction with the enzyme multiple inositol polyphosphate phosphatase 1. In humans, inositol 1,3,4,5,6-pentakisphosphate is involved in inositol phosphate metabolism. Inositol 1,3,4,5,6-pentakisphosphate 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 1,3,4,5,6-pentakisphosphate	ChEBI
D-myo-Inositol 1,3,4,5,6-pentakisphosphate	ChEBI
1D-myo-Inositol 1,3,4,5,6-pentakisphosphoric acid	Generator
Inositol 1,3,4,5,6-pentakisphosphoric acid	Generator
D-myo-Inositol 1,3,4,5,6-pentakisphosphoric acid	Generator
Inositol 1,3,4,5,6-pentaphosphate	HMDB
Inositol pentaphosphate	HMDB
myo-Inositol 1,3,4,5,6-pentakis(phosphate)	HMDB
myo-Inositol 1,3,4,5,6-pentaphosphate	HMDB
myo-Inositol pentakisphosphate	HMDB
I(1,3,4,5,6)P5	HMDB
Inositol 1,3,4,5,6-pentakisphosphate	HMDB
Ins(1,3,4,5,6)P5	HMDB
myo-inositol 1,3,4,5,6-pentakisphosphate	HMDB

Chemical Formula

C₆H₁₇O₂₁P₅

Average Molecular Weight

580.06

Monoisotopic Molecular Weight

579.895

IUPAC Name

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

Traditional Name

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

CAS Registry Number

20298-95-7

SMILES

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/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2+,3-,4-,5+,6+

InChI Key

CTPQAXVNYGZUAJ-KXXVROSKSA-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
Cyclohexanol
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

myo-inositol pentakisphosphate (CHEBI:16322 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Subcellular:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	-7.999	Not Available

Predicted Properties

Property	Value	Source
logP	-0.14	ALOGPS
logP	-4.4	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	0.19	ChemAxon
Physiological Charge	-10	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	354.03 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	90.14 m³·mol⁻¹	ChemAxon
Polarizability	38.48 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

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000t-9022820000-0b347c8feac8081572f2	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udj-8421291000-e7a6038279ed0bab458b	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, "myo-Inositol 1,3,4,5,6-pentakisphosphate,1TMS,#1" TMS, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TMS_1_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TBDMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Inositol 1,3,4,5,6-pentakisphosphate, TBDMS_1_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-0udi-1000900000-189387da7b3691739738	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-001i-0009000000-d8e4bd96982581664cb8	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-06si-0976000000-4348a6ca785e225be82b	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-0udi-0000900000-73573d716178b0ffb8dd	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-0udi-0109000000-21271275bbff7f497e41	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-08gi-0977000000-4950d48887941a016c30	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-004i-9000000000-46d4cee1b5ac630ba9b8	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-052r-0900000000-4df79b7aad7183429c3e	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-0a4i-0941000000-ebf11ba55edea9d0d03c	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-0udi-0109000000-4701557ed0d5f78bceee	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-0a4i-0970000000-64206d567dce176ff875	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-001i-0009200000-ddb1fa1c37d0ac5a6c75	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 40V, negative	splash10-06ri-0977000000-778f76090718afa48252	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 23V, negative	splash10-004i-0000090000-09b887f4588457992521	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 26V, negative	splash10-004i-0000290000-99907810b58601057eb2	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 30V, negative	splash10-0059-0000890000-1db30e238cc14e69ef7c	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 32V, negative	splash10-003r-0000940000-cdf319ca2ef7756b6fa2	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 39V, negative	splash10-001i-0102900000-2a426dc0f4578da92fc2	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 49V, negative	splash10-0kcr-0816900000-c79cbf49bffaaf498cbe	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-2000590000-a78e46f1069068bb0c1a	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01q9-1000390000-aeca364d94e2aaa6c4d6	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-2019200000-69fb19c69da99cd9f2d2	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-4000190000-e7d2cc4d7c8bcd94a4e4	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000220000-c245a52aad69af0e69ae	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-2809ce202dff18cc242c	2016-09-12	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
Inositol polyphosphate multikinase	IPMK	10q21.1	Q8NFU5	details
Sedoheptulokinase	SHPK	17p13	Q9UHJ6	details
Inositol-tetrakisphosphate 1-kinase	ITPK1	14q31	Q13572	details
Inositol-pentakisphosphate 2-kinase	IPPK	9q22.31	Q9H8X2	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Inositol-tetrakisphosphate 1-kinase	ITPK1	14q31	Q13572	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0003529

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023187

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

16322

References

General References

Not Available

Enzymes

Enzyme Details

1. Inositol polyphosphate multikinase

General function:: Involved in inositol trisphosphate 3-kinase activity
Specific function:: Inositol phosphate kinase with a broad substrate specificity. Has a preference for inositol 1,4,5-trisphosphate (Ins(1,4,5)P3) and inositol 1,3,4,6-tetrakisphosphate (Ins(1,3,4,6)P4).
Gene Name:: IPMK
Uniprot ID:: Q8NFU5
Molecular weight:: 47221.455

Enzyme Details

2. 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

3. Inositol-tetrakisphosphate 1-kinase

General function:: Involved in catalytic activity
Specific function:: Kinase that can phosphorylate various inositol polyphosphate such as Ins(3,4,5,6)P4 or Ins(1,3,4)P3. Phosphorylates Ins(3,4,5,6)P4 at position 1 to form Ins(1,3,4,5,6)P5. This reaction is thought to have regulatory importance, since Ins(3,4,5,6)P4 is an inhibitor of plasma membrane Ca(2+)-activated Cl(-) channels, while Ins(1,3,4,5,6)P5 is not. Also phosphorylates Ins(1,3,4)P3 on O-5 and O-6 to form Ins(1,3,4,6)P4, an essential molecule in the hexakisphosphate (InsP6) pathway. Also acts as an inositol polyphosphate phosphatase that dephosphorylate Ins(1,3,4,5)P4 and Ins(1,3,4,6)P4 to Ins(1,3,4)P3, and Ins(1,3,4,5,6)P5 to Ins(3,4,5,6)P4. May also act as an isomerase that interconverts the inositol tetrakisphosphate isomers Ins(1,3,4,5)P4 and Ins(1,3,4,6)P4 in the presence of ADP and magnesium. Probably acts as the rate-limiting enzyme of the InsP6 pathway. Modifies TNF-alpha-induced apoptosis by interfering with the activation of TNFRSF1A-associated death domain.
Gene Name:: ITPK1
Uniprot ID:: Q13572
Molecular weight:: 45620.645

Enzyme Details

4. 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

Showing Compound Card for Inositol 1,3,4,5,6-pentakisphosphate (CDB005204)

Structure for CDB005204 (Inositol 1,3,4,5,6-pentakisphosphate)

Enzymes