Cannabis Compound Database: Showing Compound Card for Inositol 1,3,4-trisphosphate (CDB005201)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (6) Show 11 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 19:19:28 UTC

Updated at

2020-11-18 16:39:31 UTC

CannabisDB ID

CDB005201

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Inositol 1,3,4-trisphosphate

Description

Inositol 1,3,4-trisphosphate, also known as 1,3,4-itp or I3S, 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-trisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Inositol 1,3,4-trisphosphate exists in all living species, ranging from bacteria to humans. Within humans, inositol 1,3,4-trisphosphate participates in a number of enzymatic reactions. In particular, inositol 1,3,4-trisphosphate can be converted into 1D-myo-inositol 1,3,4,6-tetrakisphosphate through the action of the enzyme inositol-tetrakisphosphate 1-kinase. In addition, inositol 1,3,4-trisphosphate can be converted into inositol 1,3,4,5-tetraphosphate through its interaction with the enzyme inositol-tetrakisphosphate 1-kinase. In humans, inositol 1,3,4-trisphosphate is involved in inositol metabolism. Inositol 1,3,4-trisphosphate 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
(1S,3S,4S)-1,3,4-TRIPHOSPHO-myo-inositol	ChEBI
D-Myo-inositol 1,3,4-trisphosphate	ChEBI
D-Myo-inositol 1,3,4-trisphosphoric acid	Generator
Inositol 1,3,4-trisphosphoric acid	Generator
1,3,4-Itp	HMDB
1D-Myo-inositol 1,3,4-trisphosphate	HMDB
I3S	HMDB
Inositol 1,3,4-triphosphate	HMDB
Myo-inositol 1,3,4-trisphosphate	HMDB
Inositol 1,3,4-trisphosphate, (D)-isomer	HMDB
D-myo-Inositol 1,3,4-tris(phosphate)	HMDB
Inositol 1,3,4-trisphosphate	HMDB
Ins(1,3,4)P3	HMDB

Chemical Formula

C₆H₁₅O₁₅P₃

Average Molecular Weight

420.1

Monoisotopic Molecular Weight

419.9624

IUPAC Name

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

Traditional Name

inositol 1,3,4-trisphosphate

CAS Registry Number

98102-63-7

SMILES

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

InChI Identifier

InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2-,3+,4+,5+,6+/m1/s1

InChI Key

MMWCIQZXVOZEGG-MLQGYMEPSA-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
Polyol
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

myo-inositol trisphosphate (CHEBI:18228 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Subcellular:

Cytoplasm

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

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	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.86	ALOGPS
logP	-4.2	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	0.54	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-6	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	260.97 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	68.39 m³·mol⁻¹	ChemAxon
Polarizability	29.73 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-trisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-002b-7195200000-2871156f7c1e00704088	Spectrum
Predicted GC-MS	Inositol 1,3,4-trisphosphate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fka-8912544000-6466de288b248e0534c9	Spectrum
Predicted GC-MS	Inositol 1,3,4-trisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-0006-0091000000-4748b18c24a28a83e10b	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-00ba-9030000000-32edb6df84b89249800a	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 10V, negative	splash10-0udi-0000900000-1b3fca9ae09a6e9974b5	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, negative	splash10-0udi-0000900000-a276fc4491e761718dfa	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 16V, negative	splash10-0udi-0002900000-bcbe8de3f6c9f3878dc2	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 21V, negative	splash10-0udi-1609700000-8524975955b3b52a5188	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 26V, negative	splash10-0pk9-4809100000-bd4057c77d97fcd8899c	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 31V, negative	splash10-056r-9805000000-7df4af8b6064aead614d	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 36V, negative	splash10-004i-9401000000-4c1e912ddb150b70b5d4	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 43V, negative	splash10-004i-9200000000-84c539d19c53654b7250	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 50V, negative	splash10-004i-9100000000-588efa0963cb71999431	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 60V, negative	splash10-004i-9000000000-6a2554d172da41062ddd	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-0udi-0109000000-0e68666378959fa09055	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-004i-9000000000-46d4cee1b5ac630ba9b8	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-0zfr-0890000000-107341de028331b689c2	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-004i-6900000000-dc0e986525b75ecb2fb0	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-08gi-0849000000-19971dee01d98c786cd0	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-0a4i-0952000000-fd8d641519350c7213ea	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 10V, negative	splash10-014i-0000900000-d3ffebcbd2b7887c7769	2020-07-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-3008900000-e987cfb2603d94f1a6a4	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uk9-2006900000-95047338604f8928313f	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-4291000000-8e9bb388f01ec6d535ab	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-4001900000-395b5e207aa26dd43f27	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9003200000-5e6369906fdedd08ad60	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-4b72b937fe3bf7fe817e	2016-09-14	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
Type I inositol 1,4,5-trisphosphate 5-phosphatase	INPP5A	10q26.3	Q14642	details
Inositol polyphosphate 1-phosphatase	INPP1	2q32	P49441	details
Phosphatidylinositol 4,5-bisphosphate 5-phosphatase A	INPP5J	22q12.2	Q15735	details
Inositol polyphosphate 5-phosphatase K	INPP5K	17p13.3	Q9BT40	details
Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2	INPPL1	11q13	O15357	details
Inositol-tetrakisphosphate 1-kinase	ITPK1	14q31	Q13572	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Inositol polyphosphate 1-phosphatase	INPP1	2q32	P49441	details
Inositol-tetrakisphosphate 1-kinase	ITPK1	14q31	Q13572	details

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Inositol polyphosphate 5-phosphatase K	INPP5K	17p13.3	Q9BT40	details
Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2	INPPL1	11q13	O15357	details

Transcriptional Factors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Inositol polyphosphate 5-phosphatase K	INPP5K	17p13.3	Q9BT40	details

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0001143

DrugBank ID

DB01729

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022450

KNApSAcK ID

Not Available

Chemspider ID

388561

KEGG Compound ID

C01243

BioCyc ID

INOSITOL-1-3-4-TRIPHOSPHATE

BiGG ID

37172

Wikipedia Link

Not Available

METLIN ID

6035

PubChem Compound

439455

PDB ID

Not Available

ChEBI ID

18228

References

General References

Not Available

Only showing the first 10 proteins. There are 11 proteins in total.

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Enzymes

Enzyme Details

1. Type I inositol 1,4,5-trisphosphate 5-phosphatase

General function:: Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:: Major isoenzyme hydrolyzing the calcium-mobilizing second messenger Ins(1,4,5)P3, this is a signal-terminating reaction.
Gene Name:: INPP5A
Uniprot ID:: Q14642
Molecular weight:: 47819.155

Enzyme Details

2. Inositol polyphosphate 1-phosphatase

General function:: Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:: Not Available
Gene Name:: INPP1
Uniprot ID:: P49441
Molecular weight:: 43997.62

Enzyme Details

3. Phosphatidylinositol 4,5-bisphosphate 5-phosphatase A

General function:: Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:: Inositol 5-phosphatase, which converts inositol 1,4,5-trisphosphate to inositol 1,4-bisphosphate. Also converts phosphatidylinositol 4,5-bisphosphate to phosphatidylinositol 4-phosphate and inositol 1,3,4,5-tetrakisphosphate to inositol 1,3,4-trisphosphate in vitro. May be involved in modulation of the function of inositol and phosphatidylinositol polyphosphate-binding proteins that are present at membranes ruffles (By similarity).
Gene Name:: INPP5J
Uniprot ID:: Q15735
Molecular weight:: 70238.575

Enzyme Details

4. Inositol polyphosphate 5-phosphatase K

General function:: Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:: Inositol 5-phosphatase which acts on inositol 1,4,5-trisphosphate, inositol 1,3,4,5-tetrakisphosphate, phosphatidylinositol 4,5-bisphosphate and phosphatidylinositol 3,4,5-trisphosphate. Has 6-fold higher affinity for phosphatidylinositol 4,5-bisphosphate than for inositol 1,4,5-trisphosphate. May negatively regulate assembly of the actin cytoskeleton.
Gene Name:: INPP5K
Uniprot ID:: Q9BT40
Molecular weight:: 42783.425

Enzyme Details

5. Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2

General function:: Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:: Phosphatidylinositol (PtdIns) phosphatase that specifically hydrolyzes the 5-phosphate of phosphatidylinositol-3,4,5-trisphosphate (PtdIns(3,4,5)P3) to produce PtdIns(3,4)P2, thereby negatively regulating the PI3K (phosphoinositide 3-kinase) pathways. Plays a central role in regulation of PI3K-dependent insulin signaling, although the precise molecular mechanisms and signaling pathways remain unclear. While overexpression reduces both insulin-stimulated MAP kinase and Akt activation, its absence does not affect insulin signaling or GLUT4 trafficking. Confers resistance to dietary obesity. May act by regulating AKT2, but not AKT1, phosphorylation at the plasma membrane. Part of a signaling pathway that regulates actin cytoskeleton remodeling. Required for the maintenance and dynamic remodeling of actin structures as well as in endocytosis, having a major impact on ligand-induced EGFR internalization and degradation. Participates in regulation of cortical and submembraneous actin by hydrolyzing PtdIns(3,4,5)P3 thereby regulating membrane ruffling. Regulates cell adhesion and cell spreading. Required for HGF-mediated lamellipodium formation, cell scattering and spreading. Acts as a negative regulator of EPHA2 receptor endocytosis by inhibiting via PI3K-dependent Rac1 activation. Acts as a regulator of neuritogenesis by regulating PtdIns(3,4,5)P3 level and is required to form an initial protrusive pattern, and later, maintain proper neurite outgrowth. Acts as a negative regulator of the FC-gamma-RIIA receptor (FCGR2A). Mediates signaling from the FC-gamma-RIIB receptor (FCGR2B), playing a central role in terminating signal transduction from activating immune/hematopoietic cell receptor systems. Involved in EGF signaling pathway. Upon stimulation by EGF, it is recruited by EGFR and dephosphorylates PtdIns(3,4,5)P3. Plays a negative role in regulating the PI3K-PKB pathway, possibly by inhibiting PKB activity. Down-regulates Fc-gamma-R-mediated phagocytosis in macrophages independently of INPP5D/SHIP1. In macrophages, down-regulates NF-kappa-B-dependent gene transcription by regulating macrophage colony-stimulating factor (M-CSF)-induced signaling. May also hydrolyze PtdIns(1,3,4,5)P4, and could thus affect the levels of the higher inositol polyphosphates like InsP6.
Gene Name:: INPPL1
Uniprot ID:: O15357
Molecular weight:: 138597.495

Enzyme Details

6. 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

Only showing the first 10 proteins. There are 11 proteins in total.

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Showing Compound Card for Inositol 1,3,4-trisphosphate (CDB005201)

Structure for CDB005201 (Inositol 1,3,4-trisphosphate)

Enzymes