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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:39:13 UTC
Update Date2019-01-11 19:41:11 UTC
HMDB IDHMDB0030818
Secondary Accession Numbers
  • HMDB30818
Metabolite Identification
Common NameScoparone
DescriptionScoparone is found in anise. Scoparone is found in several citrus oil
Structure
Data?1547235671
Synonyms
ValueSource
6,7-DimethoxycoumarinKegg
6,7-Dimethoxy-2-benzopyroneHMDB
6,7-Dimethoxy-2H-1-benzopyran-2-oneHMDB
6,7-Dimethoxy-2H-chromen-2-oneHMDB
6,7-Dimethoxy-benzopyran-2-oneHMDB
6,7-Dimethoxy-coumarinHMDB
6,7-Dimethoxybenzopyran-2-oneHMDB
6,7-DimethylesculetinHMDB
Aesculetin dimethyl etherHMDB
Benzopyran-2-one, 6,7-dimethoxy- (9ci)HMDB
Dimethyl esculetinHMDB
DimethylaesculetinHMDB
EscoparoneHMDB
Esculetin 6,7-dimethyl etherHMDB
Esculetin dimethyl etherHMDB
O,O-DimethylesculetinHMDB
O-MethylisoscopoletinHMDB
O-MethylscopoletinHMDB
Scoparin?HMDB
ScoparonHMDB
Scopoletin methyl etherHMDB
Chemical FormulaC11H10O4
Average Molecular Weight206.197
Monoisotopic Molecular Weight206.057908802
IUPAC Name6,7-dimethoxy-2H-chromen-2-one
Traditional Namescoparone
CAS Registry Number120-08-1
SMILES
COC1=C(OC)C=C2C=CC(=O)OC2=C1
InChI Identifier
InChI=1S/C11H10O4/c1-13-9-5-7-3-4-11(12)15-8(7)6-10(9)14-2/h3-6H,1-2H3
InChI KeyGUAFOGOEJLSQBT-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassNot Available
Direct ParentCoumarins and derivatives
Alternative Parents
Substituents
  • Coumarin
  • 1-benzopyran
  • Benzopyran
  • Anisole
  • Pyranone
  • Alkyl aryl ether
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point144 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.41 g/LALOGPS
logP1.8ALOGPS
logP1.47ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity54.48 m³·mol⁻¹ChemAxon
Polarizability20.38 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0bvu-6930000000-ced173387f2077948312JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-7980000000-bac19c33733285c01d2eJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0bvu-6930000000-ced173387f2077948312JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-7980000000-bac19c33733285c01d2eJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01t9-1910000000-49576d749f9a27e74639JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4i-1920000000-9bd0d132645d4ed6bc1cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-3ea9dfc965f95368cbc7JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0190000000-da5c9b027559bd7e9786JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bvi-1910000000-dbe9795947b065d85bc1JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0190000000-5054bd554f5a32a27974JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0490000000-5077dddb7176cefd49daJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a5a-3900000000-34600055b290259d617dJSpectraViewer | MoNA
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 IDFDB002774
KNApSAcK IDC00002498
Chemspider ID8110
KEGG Compound IDC09311
BioCyc IDCPD-14452
BiGG IDNot Available
Wikipedia LinkScoparone
METLIN IDNot Available
PubChem Compound8417
PDB IDNot Available
ChEBI ID284936
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Huang HC, Lee CR, Weng YI, Lee MC, Lee YT: Vasodilator effect of scoparone (6,7-dimethoxycoumarin) from a Chinese herb. Eur J Pharmacol. 1992 Jul 21;218(1):123-8. [PubMed:1327821 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .