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Bovine Metabolome Database



Showing metabocard for Homovanillic acid (BMDB00118)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-05-05 20:57:41
Accession Number BMDB00118
Common Name Homovanillic acid
Description A dopamine metabolite occurring in human biofluids. A high proportion of patients with neuroblastoma excrete increased amounts of it in their urine. Homovanillic acid is a major catecholamine metabolite. It is used as a reagent to detect oxidative enzymes.(Wikipedia)
Synonyms
  1. (4-Hydroxy-3-methoxyphenyl)acetate
  2. (4-Hydroxy-3-methoxyphenyl)acetic acid
  3. 3-methoxy-4-hydroxy-phenylacetic acid
  4. 3-Methoxy-4-hydroxyphenylacetate
  5. 3-Methoxy-4-hydroxyphenylacetic acid
  6. 4-Hydroxy-3-methoxybenzeneacetate
  7. 4-Hydroxy-3-methoxybenzeneacetic acid
  8. 4-Hydroxy-3-methoxyphenylacetic acid
  9. Homovanilate
  10. Homovanilic acid
  11. Homovanillate
  12. Homovanillinic acid
  13. Vanilacetate
  14. Vanilacetic acid
Chemical IUPAC Name 2-(4-hydroxy-3-methoxy-phenyl)acetic acid
Chemical Formula C9H10O4
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Alcohols
Class
  • Catecholamines and Derivatives; Phenylacetates
Sub Class
  • Vanillic catecholamines
Family
  • Mammalian_Metabolite
Species
  • phenol or hydroxyhetarene; alkyl aryl ether ; carboxylic acid; aromatic compound
Biofunction
Application
Source
  • Endogenous
Average Molecular Weight 182.173
Monoisotopic Molecular Weight 182.057907
Isomeric SMILES COC1=CC(CC(O)=O)=CC=C1O
Canonical SMILES COC1=CC(CC(O)=O)=CC=C1O
KEGG Compound ID C05582 Link Image
BioCyc ID Not Available
BiGG ID 46066 Link Image
Wikipedia Link Homovanillic acid Link Image
METLIN ID 971 Link Image
PubChem Compound 1738 Link Image
PubChem Substance 7908 Link Image
ChEBI ID Not Available
CAS Registry Number 306-08-1
InChI Identifier InChI=1/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)
Synthesis Reference Not Available
Melting Point (Experimental) 138-140 oC; 142 oC
Experimental Water Solubility 17 mg/mL [HMP experimental] Source: PhysProp
Predicted Water Solubility 69.7 mg/mL [MEYLAN,WM et al. (1996)]; 2.72 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -1
State Solid
Experimental LogP/Hydrophobicity 0.33 [LAHANN,TR ET AL. (1989)] Source: PhysProp
Predicted LogP/Hydrophobicity 1.02 [Predicted by ALOGPS]; 1 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show
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PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental PDB File Show
Experimental PDB Structure
Experimental 1H NMR Spectrum Download Spectrum
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Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Download Spectrum
Download FID (Bruker)
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Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum
Low Energy
Download File
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Medium Energy
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High Energy
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Simplified TOCSY Spectrum Show Image
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BMRB Spectrum Show Image
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Cellular Location
  • Cytoplasm
Biofluid Location Not Available
Tissue Location
Tissue References
Brain
Caudate Nucleus
Central Nervous System
Fibroblasts
Kidney
Spinal Cord
Striatum
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names
  • Tyrosine Metabolism
HMDB Pathways
Name Tyrosine Metabolism
Image Show Link Image
KEGG Pathways
Name Tyrosine Metabolism
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SimCell Pathways
Name Tyrosine Metabolism
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Graph
SBML
General References
  1. Wikipedia Link Image