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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:05 UTC
Update Date2019-07-23 06:10:25 UTC
HMDB IDHMDB0032139
Secondary Accession Numbers
  • HMDB32139
Metabolite Identification
Common Name1,2-Dimethoxybenzene
Description1,2-Dimethoxybenzene is found in corn. 1,2-Dimethoxybenzene is a food additive listed in the EAFUS food Additive Database (Jan 2001). 1,2-Dimethoxybenzene is found in raw and cooked foods, e.g. cheeses, grapes and asparagus.1,2-Dimethoxybenzene, commonly known as veratrole, is a chemical compound with the formula C6H4(OCH3)2. It is the dimethyl ether derived from pyrocatechol. Veratrole is slightly soluble in water, but miscible in all organic solvents. It is a building block for the organic synthesis of other aromatic compounds. Veratrole is relatively electron-rich and thus readily undergoes electrophilic substitution
Structure
Data?1563862225
Synonyms
ValueSource
2-DimethoxybenzolChEBI
2-MethoxyanisoleChEBI
Catechol dimethyl etherChEBI
Methyl guaiacolChEBI
O,O-Dimethyl catecholChEBI
O-DimethoxybenzeneChEBI
Pyrocatechol dimethyl etherChEBI
FEMA 3799HMDB
Guaiacol methyletherHMDB
O-Dimethoxy-benzeneHMDB
OrthodimethoxybenzeneHMDB
SyntholHMDB
VeratrolHMDB
VeratroleHMDB
Chemical FormulaC8H10O2
Average Molecular Weight138.1638
Monoisotopic Molecular Weight138.068079564
IUPAC Name1,2-dimethoxybenzene
Traditional Nameveratrole
CAS Registry Number91-16-7
SMILES
COC1=CC=CC=C1OC
InChI Identifier
InChI=1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3
InChI KeyABDKAPXRBAPSQN-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassMethoxybenzenes
Direct ParentDimethoxybenzenes
Alternative Parents
Substituents
  • O-dimethoxybenzene
  • Dimethoxybenzene
  • Phenoxy compound
  • Phenol ether
  • Anisole
  • Alkyl aryl ether
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point22.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP1.60Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.42 g/LALOGPS
logP2.1ALOGPS
logP1.66ChemAxon
logS-2ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area18.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity38.98 m³·mol⁻¹ChemAxon
Polarizability14.65 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000j-9500000000-ba3df3a0cec54fd4ddb1JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-9600000000-f768976db437187c3fe9JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-000i-0900000000-9ce5b11ff09d03512069JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-7900000000-074bcd0c663f55639243JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000j-9500000000-f6904476f7cfb2482f90JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f96-9100000000-82821a5bc5bbc4df87beJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000j-9500000000-ba3df3a0cec54fd4ddb1JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-9600000000-f768976db437187c3fe9JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-000i-0900000000-9ce5b11ff09d03512069JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-7900000000-074bcd0c663f55639243JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000j-9500000000-f6904476f7cfb2482f90JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0f96-9100000000-82821a5bc5bbc4df87beJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-6900000000-3def7a8de562d9ad8c38JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-fca0b605e8d5224b20a6JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-065ed98981a51fc3722fJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9300000000-ee666f72073d7c63af1bJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-6dd2938f60d4205e97a6JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-1c3155acdb826f8cb385JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ki7-9200000000-9b9c41d6b2a64125ccf0JSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-0f9j-9300000000-84232d2a7771f5297e19JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008865
KNApSAcK IDNot Available
Chemspider ID13861009
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkVeratrole
METLIN IDNot Available
PubChem Compound7043
PDB IDNot Available
ChEBI ID59114
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ding Q, Jia G, Lown JW: Synthesis and antitumor cytotoxicity evaluation of pyrido[4,3,2-de]quinolines and isoquinolino[6,5,4,3-cde]quinolines. Anticancer Drug Des. 2000 Apr;15(2):99-108. [PubMed:10901297 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .