Record Information
Version1.0
Creation date2010-04-08 22:05:31 UTC
Update date2015-07-20 21:48:16 UTC
Primary IDFDB002774
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameScoparone
DescriptionFound in several citrus oils
CAS Number120-08-1
Structure
Thumb
Synonyms
SynonymSource
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
2H-1-Benzopyran-2-one, 6,7-dimethoxy-biospider
Benzopyran-2-one, 6,7-dimethoxy-biospider
Benzopyran-2-one, 6,7-dimethoxy- (9CI)biospider
Coumarin, 6,7-dimethoxy-biospider
O-methylisoscopoletinbiospider
O-methylscopoletinbiospider
O,o-dimethylesculetinbiospider
Scoparonedb_source
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
Chemical FormulaC11H10O4
IUPAC name6,7-dimethoxy-2H-chromen-2-one
InChI IdentifierInChI=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
Isomeric SMILESCOC1=C(OC)C=C2C=CC(=O)OC2=C1
Average Molecular Weight206.197
Monoisotopic Molecular Weight206.057908802
Classification
Description 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
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • Alkyl aryl ether
  • Pyranone
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 64.07%; H 4.89%; O 31.04%DFC
Melting PointMp 144°DFC
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
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0bvu-6930000000-ced173387f2077948312View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-7980000000-bac19c33733285c01d2eView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0bvu-6930000000-ced173387f2077948312View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-7980000000-bac19c33733285c01d2eView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01t9-1910000000-49576d749f9a27e74639View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4i-1920000000-9bd0d132645d4ed6bc1cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-3ea9dfc965f95368cbc7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0190000000-da5c9b027559bd7e9786View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bvi-1910000000-dbe9795947b065d85bc1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0190000000-5054bd554f5a32a27974View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0490000000-5077dddb7176cefd49daView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a5a-3900000000-34600055b290259d617dView in MoNA
ChemSpider ID8110
ChEMBL IDCHEMBL325864
KEGG Compound IDC09311
Pubchem Compound ID8417
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30818
CRC / DFC (Dictionary of Food Compounds) IDCNP29-S:CNP27-Q
EAFUS IDNot Available
Dr. Duke ID6,7-DIMETHOXYCOUMARIN|SCOPARONE
BIGG IDNot Available
KNApSAcK IDC00002498
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 / Bioactivities
DescriptorIDDefinitionReference
aldose reductase inhibitor48550 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21).DUKE
analgesic35480 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.DUKE
anti atherogenic38070 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.DUKE
anti hepatotoxic62868 Any compound that is able to prevent damage to the liver.DUKE
anti implantationDUKE
anti inflammatory35472 A substance that reduces or suppresses inflammation.DUKE
anti ischemic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti proliferantDUKE
anti radicularDUKE
anti retinopathic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti spasmodic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
cardiac38070 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.DUKE
cholagogueDUKE
cholereticDUKE
central nervous system depressant35470 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.DUKE
hepatoprotective62868 Any compound that is able to prevent damage to the liver.DUKE
hypocholesterolemicDUKE
hypotensiveDUKE
immunosuppressant35705 An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.DUKE
myorelaxantDUKE
tranquilizerDUKE
vasodilator35620 A drug used to cause dilation of the blood vessels.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.