Record Information
Version1.0
Creation date2010-04-08 22:04:44 UTC
Update date2018-05-28 22:36:43 UTC
Primary IDFDB000858
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,6-Dimethoxy-1,4-benzoquinone
DescriptionConstituent of bark of Phyllostachys heterocycla variety pubescens (moso bamboo). 2,6-Dimethoxy-1,4-benzoquinone is found in green vegetables and common wheat.
CAS Number530-55-2
Structure
Thumb
Synonyms
SynonymSource
2,6-Dimetoxy-p-benzoquinoneKegg
2, 6-Dimethoxy-1,4-benzoquinoneHMDB
2, 6-Dimethoxy-p-benzoquinoneHMDB
2, 6-DimethoxyquinoneHMDB
2,5-Cyclohexadiene-1,4-dione, 2,6-dimethoxy- (9ci)HMDB
2,6-Dimethoxy-2,5-cyclohexadiene-1,4-dioneHMDB
2,6-Dimethoxy-p-benzoquinoneHMDB
2,6-Dimethoxy-p-quinoneHMDB
2,6-Dimethoxybenzo-1,4-quinoneHMDB
2,6-DimethoxyquinoneHMDB
2,6-Dimethoxysemiquinone anionsHMDB
2,6-Dimethoxysemiquinone radicalsHMDB
DMBQHMDB
Ghl.PD_Mitscher_leg0.4HMDB
2,6-Dimethoxy-1,4-benzoquinoneMeSH
2,6-DimethoxybenzoquinoneHMDB
2,5-Cyclohexadiene-1,4-dione, 2,6-dimethoxy-biospider
2,5-Cyclohexadiene-1,4-dione, 2,6-dimethoxy- (9CI)biospider
2,6-dimethoxysemiquinone Anionsbiospider
2,6-Dimetoxy-P-benzoquinoneKegg
DIMETHOXYBENZOQUINONE,2,6-biospider
ghl.PD_Mitscher_leg0.4biospider
p-Benzoquinone, 2,6-dimethoxy-biospider
Predicted Properties
PropertyValueSource
Water Solubility7.05 g/LALOGPS
logP0.36ALOGPS
logP0.21ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.47 m³·mol⁻¹ChemAxon
Polarizability15.54 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H8O4
IUPAC name2,6-dimethoxycyclohexa-2,5-diene-1,4-dione
InChI IdentifierInChI=1S/C8H8O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4H,1-2H3
InChI KeyOLBNOBQOQZRLMP-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(=O)C=C(OC)C1=O
Average Molecular Weight168.1467
Monoisotopic Molecular Weight168.042258744
Classification
Description belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentP-benzoquinones
Alternative Parents
Substituents
  • P-benzoquinone
  • Vinylogous ester
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 57.14%; H 4.80%; O 38.06%DFC
Melting PointMp 252°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP-0.06HUANG,JX ET AL. (1985)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[neutral] lmax 288 (e 12600) (MeOH) (Derep)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID61560
ChEMBL IDCHEMBL448515
KEGG Compound IDC10331
Pubchem Compound ID68262
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29673
CRC / DFC (Dictionary of Food Compounds) IDBKJ71-P:BKJ72-Q
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00000258
HET IDKIA
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— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.