Record Information
Version3.6
Creation Date2008-09-11 00:41:42 UTC
Update Date2013-02-09 00:15:33 UTC
HMDB IDHMDB06953
Secondary Accession NumbersNone
Metabolite Identification
Common Name1-Phosphatidyl-D-myo-inositol
Description1-Phosphatidyl-D-myo-inositol is an intermediate in inositol phosphate metabolism (KEGG ID C04637). It is generated from 1-phosphatidyl-1D-myo-inositol-5P via the enzyme 1-phosphatidylinositol-5-phosphate 4-kinase [EC:2.7.1.149] and then converted to 1D-myo-inositol-1,4,5P3 via the enzyme 1-phosphatidylinositol-4,5-bisphosphate phosphodiesterase [EC:3.1.4.11].
Structure
Thumb
Synonyms
  1. (3-Phosphatidyl)-1-D-inositol
  2. 1,2-Diacyl-sn-glycero-3-phosphoinositol
  3. 1-Phosphatidyl-1D-myo-inositol
  4. 1-Phosphatidyl-myo-inositol
  5. Phosphatidyl-1D-myo-inositol
  6. Phosphatidylinositol
Chemical FormulaC11H19O13P
Average Molecular Weight390.2345
Monoisotopic Molecular Weight390.056327206
IUPAC Name[2,3-bis(formyloxy)propoxy]({[(2R,3S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid
Traditional IUPAC Name2,3-bis(formyloxy)propoxy[(2R,3S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid
CAS Registry NumberNot Available
SMILES
OC1C(O)[C@H](O)C(OP(O)(=O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1S/C11H19O13P/c12-3-21-1-5(22-4-13)2-23-25(19,20)24-11-9(17)7(15)6(14)8(16)10(11)18/h3-11,14-18H,1-2H2,(H,19,20)/t5?,6?,7-,8?,9+,10-,11?/m0/s1
InChI KeyGUBXYMKIJFOYOA-WSRCIYAPSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassLipids
ClassGlycerophospholipids
Sub ClassGlycerophosphoinositols
Other Descriptors
  • Aliphatic Homomonocyclic Compounds
Substituents
  • 1,2 Diol
  • Carboxylic Acid Ester
  • Cyclic Alcohol
  • Cyclitol Derivative
  • Cyclohexane
  • Inositol Phosphate
  • Organic Hypophosphite
  • Organic Phosphite
  • Phosphoric Acid Ester
  • Secondary Alcohol
Direct ParentPhosphatidylinositols
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility27 g/LALOGPS
logP-1.7ALOGPS
logP-4.1ChemAxon
logS-1.2ALOGPS
pKa (strongest acidic)1.83ChemAxon
pKa (strongest basic)-3.6ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count9ChemAxon
hydrogen donor count6ChemAxon
polar surface area209.51ChemAxon
rotatable bond count10ChemAxon
refractivity72.71ChemAxon
polarizability32.85ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationNot Available
Pathways
NameSMPDB LinkKEGG Link
Inositol MetabolismSMP00011map00562
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 IDFDB024159
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC01194
BioCyc ID1-PHOSPHATIDYL-MYO-INOSITOL
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB06953
Metagene LinkHMDB06953
METLIN IDNot Available
PubChem Compound53477912
PDB IDNot Available
ChEBI ID16749
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Gene Name:
PI4KA
Uniprot ID:
P42356
Gene Name:
SYNJ2
Uniprot ID:
O15056
Gene Name:
SYNJ1
Uniprot ID:
O43426