Showing metabocard for 1D-Myo-inositol 1,4-bisphosphate (BMDB0000968)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:39:17 UTC
Update Date2020-05-21 16:28:56 UTC
BMDB IDBMDB0000968
Secondary Accession Numbers
  • BMDB00968
Metabolite Identification
Common Name1D-Myo-inositol 1,4-bisphosphate
Description1D-Myo-1d-1d-myo-inositol 1,4-bisphosphate 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. 1D-Myo-1d-1d-myo-inositol 1,4-bisphosphate is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 1D-Myo-1d-1d-myo-inositol 1,4-bisphosphate exists in all eukaryotes, ranging from yeast to humans. 1D-Myo-1d-1d-myo-inositol 1,4-bisphosphate participates in a number of enzymatic reactions, within cattle. In particular, 1D-Myo-1d-1d-myo-inositol 1,4-bisphosphate can be biosynthesized from inositol 1,4,5-trisphosphate through the action of the enzyme phosphatidylinositol 4,5-bisphosphate 5-phosphatase a. In addition, 1D-Myo-1d-1d-myo-inositol 1,4-bisphosphate can be converted into D-myo-inositol 4-phosphate through the action of the enzyme inositol polyphosphate 1-phosphatase. In cattle, 111d-myo-1d-1d-myo-inositol 1,4-bisphosphate is involved in the metabolic pathway called the inositol phosphate metabolism pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
D-MYO-inositol-1,4-bisphosphATEChEBI
Inositol 1,4-bisphosphateChEBI
Myo-inositol 1,4-bisphosphateChEBI
D-MYO-inositol-1,4-bisphosphoric acidGenerator
Inositol 1,4-bisphosphoric acidGenerator
Myo-inositol 1,4-bisphosphoric acidGenerator
D-Myo-inositol 1,4-bisphosphoric acidGenerator
1D-Myo-inositol 1,4-bisphosphoric acidHMDB
D-myo-Inositol 1,4-bisphosphateChEBI
Chemical FormulaC6H14O12P2
Average Molecular Weight340.1157
Monoisotopic Molecular Weight339.996048936
IUPAC Name{[(1R,2R,3R,4R,5R,6S)-2,3,5,6-tetrahydroxy-4-(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional Name[(1R,2R,3R,4R,5R,6S)-2,3,5,6-tetrahydroxy-4-(phosphonooxy)cyclohexyl]oxyphosphonic acid
CAS Registry Number47055-78-7
SMILES
O[C@H]1[C@@H](O)[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1OP(O)(O)=O
InChI Identifier
InChI=1S/C6H14O12P2/c7-1-2(8)6(18-20(14,15)16)4(10)3(9)5(1)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2-,3-,4+,5+,6+/m1/s1
InChI KeyPELZSPZCXGTUMR-RTPHHQFDSA-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
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
  • 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-1.3ALOGPS
logP-4ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)0.86ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area214.44 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.52 m³·mol⁻¹ChemAxon
Polarizability25.1 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Nucleus
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000968
DrugBank IDDB03158
Phenol Explorer Compound IDNot Available
FooDB IDFDB022343
KNApSAcK IDC00007484
Chemspider ID17216032
KEGG Compound IDC01220
BioCyc IDINOSITOL-1-4-BISPHOSPHATE
BiGG ID37109
Wikipedia LinkNot Available
METLIN ID5911
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID17816
References
Synthesis ReferenceAuchus, Richard J.; Kaiser, Susan L.; Majerus, Philip W. Synthesis of inositol 1,2-(cyclic)-4,5-trisphosphate. Proceedings of the National Academy of Sciences of the United States of America (1987), 84(5), 1206-9.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. 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
Enzyme Details
2. 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 1,4,5-trisphosphate + Water → 1D-Myo-inositol 1,4-bisphosphate + Hydrogen phosphatedetails