NAV

1D-myo-inositol 1,4,5-trisphosphate

Identification

Generic Name
1D-myo-inositol 1,4,5-trisphosphate
DrugBank Accession Number
DB03401
Background

Intracellular messenger formed by the action of phospholipase C on phosphatidylinositol 4,5-bisphosphate, which is one of the phospholipids that make up the cell membrane. Inositol 1,4,5-trisphosphate is released into the cytoplasm where it releases calcium ions from internal stores within the cell's endoplasmic reticulum. These calcium ions stimulate the activity of B kinase or calmodulin.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 420.0956
Monoisotopic: 419.962379346
Chemical Formula
C6H15O15P3
Synonyms
  • 1,4,5-Insp3
  • D-myo-Inositol 1,4,5-trisphosphate
  • D-myo-Inositol-1,4,5-triphosphate
  • Inositol 1,4,5-trisphosphate
  • Ins(1,4,5)P3
  • InsP3
  • IP3
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCytohesin-2Not AvailableHumans
UEpsin-1Not AvailableHumans
U1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-1Not AvailableHumans
URadixinNot AvailableHumans
USpectrin beta chain, non-erythrocytic 1Not AvailableHumans
UInositol 1,4,5-trisphosphate receptor type 1Not AvailableHumans
UInositol-trisphosphate 3-kinase ANot AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as inositol phosphates. These 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
Monoalkyl phosphates / Cyclohexanols / Polyols / Organic oxides / Hydrocarbon derivatives
Substituents
Aliphatic homomonocyclic compound / Alkyl phosphate / Cyclohexanol / Hydrocarbon derivative / Inositol phosphate / Monoalkyl phosphate / Organic oxide / Organic phosphoric acid derivative / Phosphoric acid ester / Polyol
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
myo-inositol trisphosphate (CHEBI:16595)
Affected organisms
Not Available

Chemical Identifiers

UNII
MU34XVK5NR
CAS number
85166-31-0
InChI Key
MMWCIQZXVOZEGG-XJTPDSDZSA-N
InChI
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
IUPAC Name
{[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
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

References

General References
Not Available
Human Metabolome Database
HMDB0001498
KEGG Compound
C01245
PubChem Compound
439456
PubChem Substance
46506346
ChemSpider
388562
BindingDB
50075183
ChEBI
16595
ChEMBL
CHEMBL279107
ZINC
ZINC000004095598
PDBe Ligand
I3P
PDB Entries
1btn / 1djx / 1gc6 / 1h0a / 1mai / 1n4k / 1nu2 / 1oqn / 1u29 / 1w2c …
show 46 more

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility14.8 mg/mLALOGPS
logP-0.86ALOGPS
logP-4.2Chemaxon
logS-1.4ALOGPS
pKa (Strongest Acidic)0.54Chemaxon
pKa (Strongest Basic)-3.7Chemaxon
Physiological Charge-6Chemaxon
Hydrogen Acceptor Count12Chemaxon
Hydrogen Donor Count9Chemaxon
Polar Surface Area260.97 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity68.39 m3·mol-1Chemaxon
Polarizability29.61 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-002b-7195200000-2871156f7c1e00704088
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0000900000-d2838b10b80df1958e70
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0000900000-6facbbd04abf785addf3
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0014900000-978ae3dbee5930e0e930
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-4000900000-81a715d650a5f2f3702f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9221000000-64ffdbd4f9caba4175e3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004j-9211100000-f919f6dafb0c302af557
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-188.8982656
predicted
DarkChem Lite v0.1.0
[M-H]-188.9820656
predicted
DarkChem Lite v0.1.0
[M-H]-155.63837
predicted
DeepCCS 1.0 (2019)
[M+H]+186.0366656
predicted
DarkChem Lite v0.1.0
[M+H]+187.0210656
predicted
DarkChem Lite v0.1.0
[M+H]+158.03548
predicted
DeepCCS 1.0 (2019)
[M+Na]+187.5501656
predicted
DarkChem Lite v0.1.0
[M+Na]+185.7850656
predicted
DarkChem Lite v0.1.0
[M+Na]+164.19228
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Cytohesin-2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Lipid binding
Specific Function
Acts as a guanine-nucleotide exchange factor (GEF). Promotes guanine-nucleotide exchange on ARF1, ARF3 and ARF6. Promotes the activation of ARF factors through replacement of GDP with GTP. The cell...
Gene Name
CYTH2
Uniprot ID
Q99418
Uniprot Name
Cytohesin-2
Molecular Weight
46545.725 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details2. Epsin-1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Lipid binding
Specific Function
Binds to membranes enriched in phosphatidylinositol 4,5-bisphosphate (PtdIns(4,5)P2). Modifies membrane curvature and facilitates the formation of clathrin-coated invaginations (By similarity). Reg...
Gene Name
EPN1
Uniprot ID
Q9Y6I3
Uniprot Name
Epsin-1
Molecular Weight
60292.655 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details3. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Signal transducer activity
Specific Function
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. Essentia...
Gene Name
PLCD1
Uniprot ID
P51178
Uniprot Name
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-1
Molecular Weight
85664.285 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details4. Radixin
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein kinase a binding
Specific Function
Probably plays a crucial role in the binding of the barbed end of actin filaments to the plasma membrane.
Gene Name
RDX
Uniprot ID
P35241
Uniprot Name
Radixin
Molecular Weight
68563.48 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details5. Spectrin beta chain, non-erythrocytic 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Structural constituent of cytoskeleton
Specific Function
Fodrin, which seems to be involved in secretion, interacts with calmodulin in a calcium-dependent manner and is thus candidate for the calcium-dependent movement of the cytoskeleton at the membrane.
Gene Name
SPTBN1
Uniprot ID
Q01082
Uniprot Name
Spectrin beta chain, non-erythrocytic 1
Molecular Weight
274606.995 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details6. Inositol 1,4,5-trisphosphate receptor type 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Phosphatidylinositol binding
Specific Function
Intracellular channel that mediates calcium release from the endoplasmic reticulum following stimulation by inositol 1,4,5-trisphosphate. Involved in the regulation of epithelial secretion of elect...
Gene Name
ITPR1
Uniprot ID
Q14643
Uniprot Name
Inositol 1,4,5-trisphosphate receptor type 1
Molecular Weight
313926.375 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details7. Inositol-trisphosphate 3-kinase A
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Inositol-1,4,5-trisphosphate 3-kinase activity
Specific Function
Not Available
Gene Name
ITPKA
Uniprot ID
P23677
Uniprot Name
Inositol-trisphosphate 3-kinase A
Molecular Weight
51008.32 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52