You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2009-02-24 16:16:40 UTC
Update Date2020-02-26 21:35:43 UTC
HMDB IDHMDB0011719
Secondary Accession Numbers
  • HMDB11719
Metabolite Identification
Common NameHomovanillic acid sulfate
DescriptionHomovanillic acid sulfate is a component of olive oil and is a major catecholamine metabolite. It is used as a reagent to detect oxidative enzymes and is associated with dopamine levels in the brain. In psychiatry and neuroscience, brain and cerebrospinal fluid levels of homovanillic acid (HVA) are measured as a marker of metabolic stress caused by 2-deoxy-D-glucose. HVA presence supports a diagnosis of neuroblastoma and malignant pheochromocytoma (Wikipedia). Homovanillic acid sulfate is an endogenous phenolic acid metabolite detected after the consumption of whole grain.
Structure
Data?1582752943
Synonyms
ValueSource
Homovanillate sulfateGenerator
Homovanillate sulphateGenerator
Homovanillic acid sulfuric acidGenerator
Homovanillic acid sulphuric acidGenerator
3-Methoxy-4-(sulfooxy)-benzeneacetic acidHMDB
4-Sulfooxy-3-methoxy-benzeneacetic acidHMDB
4-Sulfooxy-3-methoxyphenylacetic acidHMDB
2-[3-Methoxy-4-(sulfooxy)phenyl]acetateHMDB
2-[3-Methoxy-4-(sulphooxy)phenyl]acetateHMDB
2-[3-Methoxy-4-(sulphooxy)phenyl]acetic acidHMDB
(4-Hydroxy-3-methoxyphenyl)acetic acid sulfateHMDB
(4-Hydroxy-3-methoxyphenyl)acetic acid sulphateHMDB
3'-Methoxy-4'-hydroxyphenylacetic acid sulfateHMDB
3'-Methoxy-4'-hydroxyphenylacetic acid sulphateHMDB
3-Methoxy-4-(sulfooxy)benzeneacetic acidHMDB
3-Methoxy-4-hydroxyphenylacetic acid sulfateHMDB
3-Methoxy-4-hydroxyphenylacetic acid sulphateHMDB
3’-methoxy-4’-hydroxyphenylacetic acid sulfateHMDB
3’-methoxy-4’-hydroxyphenylacetic acid sulphateHMDB
4-Hydroxy-3-methoxybenzeneacetic acid sulfateHMDB
4-Hydroxy-3-methoxybenzeneacetic acid sulphateHMDB
Homovanillic acid sulphateHMDB
Vanilacetic acid sulfateHMDB
Vanilacetic acid sulphateHMDB
Homovanillic acid sulfateHMDB
Chemical FormulaC9H10O7S
Average Molecular Weight262.237
Monoisotopic Molecular Weight262.014723364
IUPAC Name2-[3-methoxy-4-(sulfooxy)phenyl]acetic acid
Traditional Name[3-methoxy-4-(sulfooxy)phenyl]acetic acid
CAS Registry Number38339-06-9
SMILES
COC1=C(OS(O)(=O)=O)C=CC(CC(O)=O)=C1
InChI Identifier
InChI=1S/C9H10O7S/c1-15-8-4-6(5-9(10)11)2-3-7(8)16-17(12,13)14/h2-4H,5H2,1H3,(H,10,11)(H,12,13,14)
InChI KeyIACOAKYXFIWAQN-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic sulfuric acids and derivatives
Sub ClassArylsulfates
Direct ParentPhenylsulfates
Alternative Parents
Substituents
  • Phenylsulfate
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Sulfuric acid monoester
  • Sulfate-ester
  • Sulfuric acid ester
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

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 Solubility1.34 g/LALOGPS
logP-0.75ALOGPS
logP0.67ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)-2.2ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area110.13 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity55.8 m³·mol⁻¹ChemAxon
Polarizability23.02 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00li-2960000000-3e8a7404fa35b7a77660Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00ri-9362000000-4893c9646094364efeddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dj-0090000000-1d06fa113f1ff1ee2588Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01pk-1790000000-4d554bbddf1c0503529fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1000-9730000000-a7194a181066373289c1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03xr-0090000000-bceaa777b7de01af3cc3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02u9-0950000000-41f58f9369ec5003dd04Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-015i-2900000000-e046a6eb6fb218759bb9Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MaleNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028403
KNApSAcK IDNot Available
Chemspider ID21896746
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound29981063
PDB IDNot Available
ChEBI ID88405
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available