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Showing Compound 3-methoxy-4-hydroxyphenylglycol (FDB030440)

Record Information
Version1.0
Creation date2015-05-07 19:15:24 UTC
Update date2019-11-26 03:21:44 UTC
Primary IDFDB030440
Secondary Accession Numbers
  • FDB022651
Chemical Information
FooDB Name3-methoxy-4-hydroxyphenylglycol
DescriptionVanylglycol, also known as methoxyhydroxyphenylglycol or 4-hydroxy-3-methoxy-B-phenylglycol, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Vanylglycol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Vanylglycol can be found in a number of food items such as common bean, arrowroot, tree fern, and garland chrysanthemum, which makes vanylglycol a potential biomarker for the consumption of these food products. Vanylglycol can be found primarily in blood, cerebrospinal fluid (CSF), and urine, as well as throughout most human tissues. In humans, vanylglycol is involved in a couple of metabolic pathways, which include disulfiram action pathway and tyrosine metabolism. Vanylglycol is also involved in several metabolic disorders, some of which include hawkinsinuria, tyrosinemia type I, tyrosinemia, transient, of the newborn, and dopamine beta-hydroxylase deficiency. Moreover, vanylglycol is found to be associated with hereditary spastic paraplegia, major depressive disorder, olivopontocerebral atrophy, and sepiapterin reductase deficiency.
CAS Number534-82-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1-(4-Hydroxy-3-methoxyphenyl)-1,2-ethanediolHMDB
3-Methoxy-4-hydroxyphenethylene glycolHMDB
3-Methoxy-4-hydroxyphenyl glycolHMDB
4-Hydroxy-3-methoxy-b-phenylglycolHMDB
4-Hydroxy-3-methoxy-beta-phenylglycolHMDB
4-Hydroxy-3-methoxyphenyl glycolHMDB
HMPGHMDB
HydroxymethoxyphenylglycolHMDB, MeSH
MethoxyhydroxyphenylglycolHMDB, MeSH
MHPGHMDB, MeSH
MOPEGHMDB, MeSH
4 Hydroxy 3 methoxyphenylethyleneglycolMeSH, HMDB
4 Hydroxy 3 methoxyphenylglycolMeSH, HMDB
4-Hydroxy-3-methoxyphenylethyleneglycolMeSH, HMDB
Methoxyhydroxyphenylglycol, (-)-isomerMeSH, HMDB
4 Hydroxy 3 methoxyphenylethylene glycolMeSH, HMDB
4-Hydroxy-3-methoxyphenylglycolMeSH, HMDB
Methoxyhydroxyphenylglycol, (+)-isomerMeSH, HMDB
4-Hydroxy-3-methoxyphenylethylene glycolMeSH, HMDB
Methoxyhydroxyphenylglycol, (+-)-isomerMeSH, HMDB
Predicted PropertiesNot Available
Chemical FormulaC9H12O4
IUPAC name
InChI IdentifierInChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3
InChI KeyFBWPWWWZWKPJFL-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(=CC=C1O)C(O)CO
Average Molecular Weight184.1892
Monoisotopic Molecular Weight184.073558872
Classification
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
  • Anisole
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Secondary alcohol
  • 1,2-diol
  • Ether
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSVanylglycol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-2900000000-85ebe9a57a84ddca41b6Spectrum
Predicted GC-MSVanylglycol, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0079-7149000000-54b71f18882477571debSpectrum
Predicted GC-MSVanylglycol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanylglycol, TBDMS_3_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-0uxr-0900000000-fb2c82b5598c8c9bab3a2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-00di-0900000000-a449b185542d66dc0be82012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-006x-9600000000-316d1194b9b0ed76d1782012-07-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-f104dd3883189a74b6222015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-0900000000-040295df7423a417edab2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f72-3900000000-87310e73492350a05b5c2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-01cbe4fce361c48afabf2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05ur-1900000000-b4ac6a118c11eb31a6ff2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-5900000000-4a1c057f8cdd445e71252015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004r-0900000000-df828b6c78ec969e404f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-4900000000-97f0c28e2ac7713a8fc52021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ue9-9100000000-ed2fd3623e179bd8e27f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00lr-0900000000-9b55b059e2dc27b7380f2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-2900000000-44ed0b094433b8f047212021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053u-6900000000-4de993e85915570061f32021-09-25View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference