Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-02-09 00:08:05 UTC
HMDB IDHMDB00213
Secondary Accession NumbersNone
Metabolite Identification
Common NameMyo-inositol 1-phosphate
DescriptionMyo-inositol 1-phosphate is a metabolite of the Inositol phosphate metabolism and the Phosphatidylinositol signaling system. Inositol phosphatases [EC:3.1.3.25] play a crucial role in the phosphatidylinositol signaling pathway; in brain, the expression is substantially higher in the subcortical regions, most prominently in the caudate. The phosphatidylinositol pathway is thought to be modified by lithium, a commonly prescribed medication in treating bipolar disorder. (OMIM 605922 ).
Structure
Thumb
Synonyms
  1. 1-(Dihydrogen phosphate) DL-myo-Inositol
  2. 1-(Dihydrogen phosphate) myo-Inositol
  3. DL-myo-Inositol 1-phosphate
  4. Myo-Inositol 1-monophosphate
  5. Myo-Inositol 1-phosphate
  6. Myo-Inositol-1-phosphate
  7. Myoinositol 1-phosphate
Chemical FormulaC6H13O9P
Average Molecular Weight260.1358
Monoisotopic Molecular Weight260.029718526
IUPAC Name{[(1R,2S,3R,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}phosphonic acid
Traditional IUPAC Name[(1R,2S,3R,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid
CAS Registry Number573-35-3
SMILES
O[C@H]1[C@H](O)[C@H](O)[C@H](OP(O)(O)=O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3+,4-,5-,6-/m0/s1
InChI KeyINAPMGSXUVUWAF-PTQMNWPWSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAliphatic Homomonocyclic Compounds
ClassCyclic Alcohols and Derivatives
Sub ClassCyclitols and Derivatives
Other Descriptors
  • Cyclic Alcohols and Derivatives
  • Organic Compounds
Substituents
  • 1,2 Diol
  • Cyclohexane
  • Organic Hypophosphite
  • Organic Phosphite
  • Phosphoric Acid Ester
  • Secondary Alcohol
Direct ParentInositol Phosphates
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Second messenger
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point195 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility333.0 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility39.5 g/LALOGPS
logP-2ALOGPS
logP-3.9ChemAxon
logS-0.82ALOGPS
pKa (strongest acidic)1.16ChemAxon
pKa (strongest basic)-3.6ChemAxon
physiological charge-2ChemAxon
hydrogen acceptor count8ChemAxon
hydrogen donor count7ChemAxon
polar surface area167.91ChemAxon
rotatable bond count2ChemAxon
refractivity46.65ChemAxon
polarizability20.63ChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationNot Available
Pathways
NameSMPDB LinkKEGG Link
Inositol MetabolismSMP00011map00562
Inositol Phosphate MetabolismSMP00462map00562
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB021907
KNApSAcK IDNot Available
Chemspider ID17215924
KEGG Compound IDC04006
BioCyc ID1-L-MYO-INOSITOL-1-P
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB00213
Metagene LinkHMDB00213
METLIN ID5223
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID18169
References
Synthesis ReferenceKlyashchitskii, B. A.; Pimenova, V. V.; Shvets, V. I.; Sokolov, S. D.; Preobrazhenskii, N. A. Total synthesis of sn-myoinositol 1-phosphate. Zhurnal Obshchei Khimii (1969), 39(10), 2373.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Gene Name:
ANXA3
Uniprot ID:
P12429
Gene Name:
IMPA1
Uniprot ID:
P29218
Reactions
Myo-inositol 1-phosphate + Water unknown Myoinositol + Phosphoric aciddetails
Gene Name:
IMPA2
Uniprot ID:
O14732
Reactions
Myo-inositol 1-phosphate + Water unknown Myoinositol + Phosphoric aciddetails
Gene Name:
INPP4B
Uniprot ID:
O15327
Reactions
1D-Myo-inositol 3,4-bisphosphate + Water unknown Myo-inositol 1-phosphate + Phosphoric aciddetails
Gene Name:
ISYNA1
Uniprot ID:
Q9NPH2
Reactions
Glucose 6-phosphate unknown Myo-inositol 1-phosphatedetails
Gene Name:
INPP4A
Uniprot ID:
Q96PE3
Reactions
1D-Myo-inositol 3,4-bisphosphate + Water unknown Myo-inositol 1-phosphate + Phosphoric aciddetails
Gene Name:
IMPAD1
Uniprot ID:
Q9NX62
Reactions
Myo-inositol 1-phosphate + Water unknown Myoinositol + Phosphoric aciddetails