Human Metabolome Database Version 3.5

Showing metabocard for 1-Phosphatidyl-D-myo-inositol (HMDB06953)

Record Information
Version 3.5
Creation Date 2008-09-10 18:41:42 -0600
Update Date 2013-02-08 17:15:33 -0700
HMDB ID HMDB06953
Secondary Accession Numbers None
Metabolite Identification
Common Name 1-Phosphatidyl-D-myo-inositol
Description 1-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
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
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 Formula C11H19O13P
Average Molecular Weight 390.2345
Monoisotopic Molecular Weight 390.056327206
IUPAC Name [2,3-bis(formyloxy)propoxy]({[(2R,3S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid
Traditional IUPAC Name 2,3-bis(formyloxy)propoxy[(2R,3S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid
CAS Registry Number Not 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 Key GUBXYMKIJFOYOA-WSRCIYAPSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Glycerophospholipids
Sub Class Glycerophosphoinositols
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 Parent Phosphatidylinositols
Ontology
Status Expected 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
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 27 g/L ALOGPS
LogP -1.66 ALOGPS
LogP -4.1 ChemAxon
LogS -1.16 ALOGPS
pKa (strongest acidic) 1.83 ChemAxon
pKa (strongest basic) -3.6 ChemAxon
Hydrogen Acceptor Count 9 ChemAxon
Hydrogen Donor Count 6 ChemAxon
Polar Surface Area 209.51 A2 ChemAxon
Rotatable Bond Count 10 ChemAxon
Refractivity 72.71 ChemAxon
Polarizability 32.85 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations Not Available
Tissue Location Not Available
Pathways
Name SMPDB Link KEGG Link
Inositol Metabolism SMP00011 map00562 Link_out
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB024159
KNApSAcK ID Not Available
Chemspider ID Not Available
KEGG Compound ID C01194 Link_out
BioCyc ID 1-PHOSPHATIDYL-MYO-INOSITOL Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB06953 Link_out
Metagene Link HMDB06953 Link_out
METLIN ID Not Available
PubChem Compound 53477912 Link_out
PDB ID Not Available
ChEBI ID 16749 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available

Enzymes
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1
Reactions: Not Available
Gene Name: PLCB1
Uniprot ID: Q9NQ66 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-4
Reactions: Not Available
Gene Name: PLCB4
Uniprot ID: Q15147 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-2
Reactions: Not Available
Gene Name: PLCB2
Uniprot ID: Q00722 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-3
Reactions: Not Available
Gene Name: PLCB3
Uniprot ID: Q01970 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2
Reactions: Not Available
Gene Name: PLCG2
Uniprot ID: P16885 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit delta isoform
Reactions: Not Available
Gene Name: PIK3CD
Uniprot ID: O00329 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-5-phosphate 4-kinase type-2 alpha
Reactions: Not Available
Gene Name: PIP4K2A
Uniprot ID: P48426 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit beta isoform
Reactions: Not Available
Gene Name: PIK3CB
Uniprot ID: P42338 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
Reactions: Not Available
Gene Name: PIK3CA
Uniprot ID: P42336 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol-3-phosphate 5-kinase
Reactions: Not Available
Gene Name: PIKFYVE
Uniprot ID: Q9Y2I7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-5-phosphate 4-kinase type-2 beta
Reactions: Not Available
Gene Name: PIP4K2B
Uniprot ID: P78356 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
Reactions: Not Available
Gene Name: PIK3CG
Uniprot ID: P48736 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol 4-kinase alpha
Reactions: Not Available
Gene Name: PI4KA
Uniprot ID: P42356 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Inositol polyphosphate 5-phosphatase OCRL-1
Reactions: Not Available
Gene Name: OCRL
Uniprot ID: Q01968 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol 3,4,5-trisphosphate 3-phosphatase and dual-specificity protein phosphatase PTEN
Reactions: Not Available
Gene Name: PTEN
Uniprot ID: P60484 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Synaptojanin-2
Reactions: Not Available
Gene Name: SYNJ2
Uniprot ID: O15056 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 72 kDa inositol polyphosphate 5-phosphatase
Reactions: Not Available
Gene Name: INPP5E
Uniprot ID: Q9NRR6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Synaptojanin-1
Reactions: Not Available
Gene Name: SYNJ1
Uniprot ID: O43426 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Type II inositol 1,4,5-trisphosphate 5-phosphatase
Reactions: Not Available
Gene Name: INPP5B
Uniprot ID: P32019 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-4-phosphate 5-kinase type-1 gamma
Reactions: Not Available
Gene Name: PIP5K1C
Uniprot ID: O60331 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol 3-kinase catalytic subunit type 3
Reactions: Not Available
Gene Name: PIK3C3
Uniprot ID: Q8NEB9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-5-phosphate 4-kinase type-2 gamma
Reactions: Not Available
Gene Name: PIP4K2C
Uniprot ID: Q8TBX8 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-4
Reactions: Not Available
Gene Name: PLCD4
Uniprot ID: Q9BRC7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-3
Reactions: Not Available
Gene Name: PLCD3
Uniprot ID: Q8N3E9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylglycerophosphatase and protein-tyrosine phosphatase 1
Reactions: Not Available
Gene Name: PTPMT1
Uniprot ID: Q8WUK0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA