HYDROXY(4-HYDROXY-3-METHOXYPHENYL)ACETIC ACID (CHEM006063)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:09:36 UTC
Update Date2016-11-09 01:09:40 UTC
Accession NumberCHEM006063
Identification
Common NameHYDROXY(4-HYDROXY-3-METHOXYPHENYL)ACETIC ACID
ClassSmall Molecule
DescriptionAn aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Hydroxy(4-hydroxy-3-methoxyphenyl)acetic acidChEBI
Vanilmandelic acidChEBI
3-Methoxy-4-hydroxymandelateGenerator
Hydroxy(4-hydroxy-3-methoxyphenyl)acetateGenerator
VanilmandelateGenerator
VanillylmandelateGenerator
2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetateGenerator
Acid, 4-hydroxy-3-methoxymandelicHMDB
Acid, methoxyhydroxymandelicHMDB
Acid, vanillylmandelicHMDB
Acid, vanilmandelicHMDB
Methoxyhydroxymandelic acidHMDB
4 Hydroxy 3 methoxymandelic acidHMDB
2-Hydroxy-2-(4'-hydroxy-3'methoxyphenyl)acetic acidHMDB
2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acidHMDB
Chemical FormulaC9H10O5
Average Molecular Mass198.173 g/mol
Monoisotopic Mass198.053 g/mol
CAS Registry Number55-10-7
IUPAC Name2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid
Traditional Namevanillylmandelic acid
SMILESCOC1=C(O)C=CC(=C1)C(O)C(O)=O
InChI IdentifierInChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)
InChI KeyCGQCWMIAEPEHNQ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Alpha-hydroxy acid
  • Monocyclic benzene moiety
  • Hydroxy acid
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Alcohol
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Aromatic alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility5.16 g/LALOGPS
logP0.94ALOGPS
logP0.43ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)3.11ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.15 m³·mol⁻¹ChemAxon
Polarizability18.47 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-0002-1491000000-7f5d648c672e16020470Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-009t-7396100000-b5450c24921a68f5f6b3Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-3900000000-97b85fd5a9736a5d5eb0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f7k-0900000000-0767bb6b6e228e056968Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-19fb61f26dd1382803c8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zmr-3900000000-447b05ffefbd29558da8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-b489fe6bd4be10b39c4aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ukj-0900000000-8287953608f65abe096fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-4900000000-5d0f657dbcaa907fc20bSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0133489
FooDB IDFDB090532
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDVANILLYL_MANDELATE
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkVanillylmandelic_acid
Chemspider IDNot Available
ChEBI ID20106
PubChem Compound ID1245
Kegg Compound IDC05584
YMDB IDNot Available
ECMDB IDM2MDB005325
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=13756637
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23112240
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23399766
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23830883
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24327171
6. Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis)