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Human Metabolome Database Version 3.5

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Showing metabocard for D-Erythro-imidazole-glycerol-phosphate (HMDB12208)

Record Information
Version 3.5
Creation Date 2009-04-06 10:21:02 -0600
Update Date 2013-02-08 17:28:30 -0700
HMDB ID HMDB12208
Secondary Accession Numbers None
Metabolite Identification
Common Name D-Erythro-imidazole-glycerol-phosphate
Description D-Erythro-imidazole-glycerol-phosphate is an intermediate in Histidine metabolism. It is a substrate for imidazoleglycerol-phosphate dehydratase (hisB) and can be generated from Phosphoribulosyl-formimino-AICAR-phosphate then it is converted to Imidazole-acetol phosphate.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. D-Erythro-1-(Imidazol-4-yl)glycerol 3-phosphate
  2. D-Erythro-Imidazole-glycerol 3-phosphate
  3. D-Erythro-imidazole-glycerol phosphate
  4. D-Erythro-imidazoleglycerol-phosphate
Chemical Formula C6H11N2O6P
Average Molecular Weight 238.1351
Monoisotopic Molecular Weight 238.035472606
IUPAC Name [(2R,3S)-2,3-dihydroxy-3-(1H-imidazol-4-yl)propoxy]phosphonic acid
Traditional IUPAC Name (2R,3S)-2,3-dihydroxy-3-(1H-imidazol-4-yl)propoxyphosphonic acid
CAS Registry Number 36244-87-8
SMILES O[C@H](COP(O)(O)=O)[C@@H](O)C1=CNC=N1
InChI Identifier InChI=1S/C6H11N2O6P/c9-5(2-14-15(11,12)13)6(10)4-1-7-3-8-4/h1,3,5-6,9-10H,2H2,(H,7,8)(H2,11,12,13)/t5-,6+/m1/s1
InChI Key HFYBTHCYPKEDQQ-RITPCOANSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteromonocyclic Compounds
Class Azoles
Sub Class Imidazoles
Other Descriptors
  • Aromatic Heteromonocyclic Compounds
  • imidazoles(ChEBI)
  • sn-glycerol 3-phosphates(ChEBI)
Substituents
  • 1,2 Diol
  • Organic Hypophosphite
  • Organic Phosphite
  • Phosphoric Acid Ester
  • Secondary Alcohol
Direct Parent Imidazolyl Carboxylic Acids and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
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 22.2 g/L ALOGPS
LogP -1.59 ALOGPS
LogP -4.3 ChemAxon
LogS -1.03 ALOGPS
pKa (strongest acidic) 1.48 ChemAxon
pKa (strongest basic) 5.79 ChemAxon
Hydrogen Acceptor Count 6 ChemAxon
Hydrogen Donor Count 5 ChemAxon
Polar Surface Area 135.9 A2 ChemAxon
Rotatable Bond Count 5 ChemAxon
Refractivity 48.18 ChemAxon
Polarizability 19.79 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -2 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
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 FDB028853
KNApSAcK ID Not Available
Chemspider ID 389372 Link_out
KEGG Compound ID C04666 Link_out
BioCyc ID D-ERYTHRO-IMIDAZOLE-GLYCEROL-P Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB12208 Link_out
Metagene Link HMDB12208 Link_out
METLIN ID Not Available
PubChem Compound 440431 Link_out
PDB ID Not Available
ChEBI ID 17805 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available