Showing metabocard for Inositol 1,3,4,5-tetraphosphate (BMDB0001059)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (5) Show 5 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:40:31 UTC
Update Date2020-05-21 16:29:05 UTC
BMDB IDBMDB0001059
Secondary Accession Numbers
  • BMDB01059
Metabolite Identification
Common NameInositol 1,3,4,5-tetraphosphate
DescriptionInositol 1,3,4,5-tetraphosphate, also known as inositol 1,3,4,5-tetraphosphate, 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-tetraphosphate is possibly soluble (in water) and an extremely strong acidic compound (based on its pKa). Inositol 1,3,4,5-tetraphosphate participates in a number of enzymatic reactions, within cattle. In particular, Inositol 1,3,4,5-tetraphosphate can be converted into inositol 1,4,5-trisphosphate through its interaction with the enzyme multiple inositol polyphosphate phosphatase 1. In addition, Inositol 1,3,4,5-tetraphosphate can be biosynthesized from inositol 1,4,5-trisphosphate through its interaction with the enzyme inositol-trisphosphate 3-kinase a. In cattle, inositol 1,3,4,5-tetraphosphate is involved in the metabolic pathway called the inositol metabolism pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Inositol 1,3,4,5-tetraphosphoric acidGenerator
1,3,4,5-Tetrakis(dihydrogen phosphate) myo-inositolHMDB
1D-Myo-inositol 1,3,4,5-tetrakis(dihydrogen phosphate)HMDB
1D-Myo-inositol 1,3,4,5-tetrakisphosphateHMDB
D-Myo-inositol 1,3,4,5-tetrakisphosphateHMDB
Inositol 1,3,4,5-tetrakis(phosphate)HMDB
Inositol 1,3,4,5-tetrakisphosphateHMDB
Inositol-(1,3,4,5)-tetrakisphosphateHMDB
Inositol-1,3,4,5-tetrakisphosphateHMDB
Inositol-1,3,4,5-tetraphosphateHMDB
Ins-1,3,4,5-P4HMDB
Myo-inositol 1,3,4,5-tetrakis(phosphate)HMDB
Myo-inositol 1,3,4,5-tetraphosphateHMDB
Myo-inositol, 1,3,4,5-tetrakis(dihydrogen phosphate)HMDB
Myo-inositol-1,3,4,5-tetrakisphosphateHMDB
[(2R,3S,5S,6S)-3,5-Dihydroxy-2,4,6-triphosphonooxycyclohexyl] dihydrogen phosphateHMDB
Inositol-1,3,4,5-tetrakisphosphate, DL-isomerHMDB
Ins(1,3,4,5)p(4)HMDB
Inositol-1,3,4,5-tetrakisphosphate, D-isomerHMDB
Ins(1,3,4,5)P4HMDB
Chemical FormulaC6H16O18P4
Average Molecular Weight500.0755
Monoisotopic Molecular Weight499.928709756
IUPAC Name{[(1R,2S,4S,5S)-2,4-dihydroxy-3,5,6-tris(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional Name[(1R,2S,4S,5S)-2,4-dihydroxy-3,5,6-tris(phosphonooxy)cyclohexyl]oxyphosphonic acid
CAS Registry Number102850-29-3
SMILES
O[C@H]1C(OP(O)(O)=O)[C@H](O)[C@@H](OP(O)(O)=O)C(OP(O)(O)=O)[C@H]1OP(O)(O)=O
InChI Identifier
InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2-,3?,4-,5+,6?/m0/s1
InChI KeyCIPFCGZLFXVXBG-FTSGZOCFSA-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
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Nucleus
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-0.45ALOGPS
logP-4.3ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)0.33ChemAxon
Physiological Charge-8ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area307.5 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity79.27 m³·mol⁻¹ChemAxon
Polarizability34.13 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, Positivesplash10-0002-9044600000-4ba1d39a2376ae51990fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0002-9512283000-844a1cfa75b9b1a00131View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-4000960000-9b59d5f2f68eced6c6b2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-3000920000-35336854e899445bf318View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pba-2009000000-b8ea1ab89bef94a720ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-3000900000-e06370a5540312cdccacView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9002200000-067fbe6f368eb447aafeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-33a9ca9001b179c65cdfView in MoNA
Biological Properties
Cellular Locations
  • Nucleus
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001059
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022398
KNApSAcK IDNot Available
Chemspider ID96919
KEGG Compound IDC01272
BioCyc IDNot Available
BiGG ID37244
Wikipedia LinkNot Available
METLIN ID5973
PubChem Compound107758
PDB IDNot Available
ChEBI ID16783
References
Synthesis ReferenceDeSolms, S. Jane; Vacca, Joseph P.; Huff, Joel R. The total synthesis of (±)-myo-inositol-1,3,4-triphosphate, (±)-myo-inositol-2,4,5-triphosphate and (±)-myo-inositol-1,3,4,5-tetraphosphate. Tetrahedron Letters (1987), 28(39), 4503-6.
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
Inositol 1,3,4-trisphosphate + Adenosine triphosphate → Inositol 1,3,4,5-tetraphosphate + ADPdetails
Enzyme Details
2. Kinase
General function:
Not Available
Specific function:
Not Available
Gene Name:
IPMK
Uniprot ID:
F1N1W2
Molecular weight:
47029.0
Reactions
Inositol 1,3,4,5-tetraphosphate + Adenosine triphosphate → Inositol 1,3,4,5,6-pentakisphosphate + ADPdetails
Enzyme Details
3. Multiple inositol polyphosphate histidine phosphatase, 1
General function:
Not Available
Specific function:
Not Available
Gene Name:
MINPP1
Uniprot ID:
Q2TBT6
Molecular weight:
41435.0
Reactions
Inositol 1,3,4,5-tetraphosphate + Water → Inositol 1,4,5-trisphosphate + Hydrogen phosphatedetails
Enzyme Details
4. 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 → 1D-Myo-inositol 1,4-bisphosphate + Hydrogen phosphatedetails
Inositol 1,3,4,5-tetraphosphate + Water → Inositol 1,3,4-trisphosphate + Hydrogen phosphatedetails
Enzyme Details
5. Kinase
General function:
Not Available
Specific function:
Not Available
Gene Name:
ITPKA
Uniprot ID:
A4FV33
Molecular weight:
50689.0
Reactions
Inositol 1,4,5-trisphosphate + Adenosine triphosphate → Inositol 1,3,4,5-tetraphosphate + ADPdetails