Human Metabolome Database Version 3.5

Showing metabocard for Vanilpyruvic acid (HMDB11714)

Record Information
Version 3.5
Creation Date 2009-02-23 06:32:29 -0700
Update Date 2013-05-29 13:46:51 -0600
HMDB ID HMDB11714
Secondary Accession Numbers None
Metabolite Identification
Common Name Vanilpyruvic acid
Description Vanilpyruvic acid is a catecholamine metabolite and precursor to vanilactic acid. Accumulation in urine is indicative of Aromatic L-aminoacid decarboxylase deficiency (PMID 16288991 Link_out).
Structure Thumb
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Synonyms
  1. Vanil pyruvic acid
Chemical Formula C10H10O5
Average Molecular Weight 210.1834
Monoisotopic Molecular Weight 210.05282343
IUPAC Name 3-(4-hydroxy-3-methoxyphenyl)-2-oxopropanoic acid
Traditional IUPAC Name 3-(4-hydroxy-3-methoxyphenyl)-2-oxopropanoic acid
CAS Registry Number 1081-71-6
SMILES COC1=C(O)C=CC(CC(=O)C(O)=O)=C1
InChI Identifier InChI=1S/C10H10O5/c1-15-9-5-6(2-3-7(9)11)4-8(12)10(13)14/h2-3,5,11H,4H2,1H3,(H,13,14)
InChI Key YGQHQTMRZPHIBB-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Homomonocyclic Compounds
Class Benzyl Alcohols and Derivatives
Sub Class Phenylpyruvic Acid Derivatives
Other Descriptors
  • Organic Compounds
  • a small molecule(Cyc)
Substituents
  • Alkyl Aryl Ether
  • Alpha Keto Acid
  • Anisole
  • Carboxylic Acid
  • Ketone
  • Methoxyphenol
  • Phenol
  • Phenol Derivative
Direct Parent Phenylpyruvic Acid Derivatives
Ontology
Status Detected and 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 1.3 g/L ALOGPS
LogP 1.36 ALOGPS
LogP 1.44 ChemAxon
LogS -2.21 ALOGPS
pKa (strongest acidic) 2.73 ChemAxon
pKa (strongest basic) -4.9 ChemAxon
Hydrogen Acceptor Count 5 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 83.83 A2 ChemAxon
Rotatable Bond Count 4 ChemAxon
Refractivity 51.16 ChemAxon
Polarizability 19.53 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations
  • Urine
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Reference
Urine Detected and Quantified 10 +/- 2 umol/mmol creatinine Infant (0-1 year old) Male Aromatic L-amino acid decarboxylase deficiency
Associated Disorders and Diseases
Disease References
Aromatic L-amino acid decarboxylase deficiency
  • Abdenur JE, Abeling N, Specola N, Jorge L, Schenone AB, van Cruchten AC, Chamoles NA: Aromatic l-aminoacid decarboxylase deficiency: unusual neonatal presentation and additional findings in organic acid analysis. Mol Genet Metab. 2006 Jan;87(1):48-53. Epub 2005 Nov 9. Pubmed: 16288991 Link_out
      Associated OMIM IDs
      • 107930 Link_out (Aromatic L-amino acid decarboxylase deficiency)
      DrugBank ID Not Available
      DrugBank Metabolite ID Not Available
      Phenol Explorer Compound ID Not Available
      Phenol Explorer Metabolite ID Not Available
      FoodDB ID FDB028400
      KNApSAcK ID Not Available
      Chemspider ID 13501 Link_out
      KEGG Compound ID Not Available
      BioCyc ID Not Available
      BiGG ID Not Available
      Wikipedia Link Not Available
      NuGOwiki Link HMDB11714 Link_out
      Metagene Link HMDB11714 Link_out
      METLIN ID Not Available
      PubChem Compound 14124 Link_out
      PDB ID Not Available
      ChEBI ID Not Available
      References
      Synthesis Reference Not Available
      Material Safety Data Sheet (MSDS) Not Available
      General References
      1. Abdenur JE, Abeling N, Specola N, Jorge L, Schenone AB, van Cruchten AC, Chamoles NA: Aromatic l-aminoacid decarboxylase deficiency: unusual neonatal presentation and additional findings in organic acid analysis. Mol Genet Metab. 2006 Jan;87(1):48-53. Epub 2005 Nov 9. Pubmed: 16288991 Link_out