Showing metabocard for Inositol 1,3,4-trisphosphate (BMDB0001143)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (4) Show 4 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:41:40 UTC
Update Date2020-05-21 16:29:06 UTC
BMDB IDBMDB0001143
Secondary Accession Numbers
  • BMDB01143
Metabolite Identification
Common NameInositol 1,3,4-trisphosphate
DescriptionInositol 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.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(1S,3S,4S)-1,3,4-TRIPHOSPHO-myo-inositolChEBI
D-Myo-inositol 1,3,4-trisphosphateChEBI
D-Myo-inositol 1,3,4-trisphosphoric acidGenerator
Inositol 1,3,4-trisphosphoric acidGenerator
1,3,4-ItpHMDB
1D-Myo-inositol 1,3,4-trisphosphateHMDB
I3SHMDB
Inositol 1,3,4-triphosphateHMDB
Myo-inositol 1,3,4-trisphosphateHMDB
Inositol 1,3,4-trisphosphate, (D)-isomerHMDB
D-myo-Inositol 1,3,4-tris(phosphate)HMDB
Inositol 1,3,4-trisphosphateHMDB
Ins(1,3,4)P3HMDB
Chemical FormulaC6H15O15P3
Average Molecular Weight420.0956
Monoisotopic Molecular Weight419.962379346
IUPAC Name{[(1S,2R,3R,4S,5S,6S)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional Nameinositol 1,3,4-trisphosphate
CAS Registry Number98102-63-7
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 KeyMMWCIQZXVOZEGG-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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentInositol 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 FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity68.39 m³·mol⁻¹ChemAxon
Polarizability29.73 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002b-7195200000-2871156f7c1e00704088View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0fka-8912544000-6466de288b248e0534c9View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0006-0091000000-4748b18c24a28a83e10bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-00ba-9030000000-32edb6df84b89249800aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 10V, negativesplash10-0udi-0000900000-1b3fca9ae09a6e9974b5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 13V, negativesplash10-0udi-0000900000-a276fc4491e761718dfaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 16V, negativesplash10-0udi-0002900000-bcbe8de3f6c9f3878dc2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 21V, negativesplash10-0udi-1609700000-8524975955b3b52a5188View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 26V, negativesplash10-0pk9-4809100000-bd4057c77d97fcd8899cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 31V, negativesplash10-056r-9805000000-7df4af8b6064aead614dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 36V, negativesplash10-004i-9401000000-4c1e912ddb150b70b5d4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 43V, negativesplash10-004i-9200000000-84c539d19c53654b7250View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 50V, negativesplash10-004i-9100000000-588efa0963cb71999431View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 60V, negativesplash10-004i-9000000000-6a2554d172da41062dddView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0udi-0109000000-0e68666378959fa09055View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-004i-9000000000-46d4cee1b5ac630ba9b8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0zfr-0890000000-107341de028331b689c2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-004i-6900000000-dc0e986525b75ecb2fb0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-08gi-0849000000-19971dee01d98c786cd0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0a4i-0952000000-fd8d641519350c7213eaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 10V, negativesplash10-014i-0000900000-d3ffebcbd2b7887c7769View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-3008900000-e987cfb2603d94f1a6a4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-2006900000-95047338604f8928313fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-4291000000-8e9bb388f01ec6d535abView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-4001900000-395b5e207aa26dd43f27View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9003200000-5e6369906fdedd08ad60View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-4b72b937fe3bf7fe817eView in MoNA
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001143
DrugBank IDDB01729
Phenol Explorer Compound IDNot Available
FooDB IDFDB022450
KNApSAcK IDNot Available
Chemspider ID388561
KEGG Compound IDC01243
BioCyc IDINOSITOL-1-3-4-TRIPHOSPHATE
BiGG ID37172
Wikipedia LinkNot Available
METLIN ID6035
PubChem Compound439455
PDB IDNot Available
ChEBI ID18228
References
Synthesis ReferenceMarecek J F; Estevez V A; Prestwich G D New tetherable derivatives of myo-inositol 2,4,5- and 1,3,4-trisphosphates. Carbohydrate research (1992), 234 65-73.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Inositol-tetrakisphosphate 1-kinase
General function:
Involved in ATP binding
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 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 (By similarity). 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. Plays an important role in MLKL-mediated necroptosis. Produces highly phosphorylated inositol phosphates such as inositolhexakisphosphate (InsP6) which bind to MLKL mediating the release of an N-terminal auto-inhibitory region leading to its activation. Essential for activated phospho-MLKL to oligomerize and localize to the cell membrane during necroptosis (By similarity).
Gene Name:
ITPK1
Uniprot ID:
P0C0T1
Molecular weight:
45842.0
Reactions
Adenosine triphosphate + Inositol 1,3,4-trisphosphate → ADP + 1D-Myo-inositol 1,3,4,6-tetrakisphosphatedetails
Inositol 1,3,4-trisphosphate + Adenosine triphosphate → Inositol 1,3,4,5-tetraphosphate + ADPdetails
Enzyme Details
2. Inositol polyphosphate 1-phosphatase
General function:
Inorganic ion transport and metabolism
Specific function:
Not Available
Gene Name:
INPP1
Uniprot ID:
P21327
Molecular weight:
43965.0
Reactions
Inositol 1,3,4-trisphosphate + Water → 1D-Myo-inositol 3,4-bisphosphate + Hydrogen phosphatedetails
Enzyme Details
3. Synaptojanin-1
General function:
Not Available
Specific function:
Phosphatase that acts on various phosphoinositides, including phosphatidylinositol 4-phosphate, phosphatidylinositol (4,5)-bisphosphate and phosphatidylinositol (3,4,5)-trisphosphate. Has a role in clathrin-mediated endocytosis (By similarity). Hydrolyzes PIP2 bound to actin regulatory proteins resulting in the rearrangement of actin filaments downstream of tyrosine kinase and ASH/GRB2 (PubMed:9199318).
Gene Name:
SYNJ1
Uniprot ID:
O18964
Molecular weight:
146584.0
Reactions
Inositol 1,3,4,5-tetraphosphate + Water → Inositol 1,3,4-trisphosphate + Hydrogen phosphatedetails
Enzyme Details
4. Inositol polyphosphate-4-phosphatase type II B
General function:
Not Available
Specific function:
Not Available
Gene Name:
INPP4B
Uniprot ID:
F1MNJ3
Molecular weight:
104713.0
Reactions
Inositol 1,3,4-trisphosphate + Water → 1D-Myo-inositol 1,3-bisphosphate + Hydrogen phosphatedetails