ContaminantDB: Scoparone

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 21:57:45 UTC

Update Date

2016-11-09 01:17:58 UTC

Accession Number

CHEM024845

Identification

Common Name

Scoparone

Class

Small Molecule

Description

Scoparone is found in anise. Scoparone is found in several citrus oil

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6,7-Dimethoxycoumarin	Kegg
6,7-Dimethoxy-2-benzopyrone	HMDB
6,7-Dimethoxy-2H-1-benzopyran-2-one	HMDB
6,7-Dimethoxy-2H-chromen-2-one	HMDB
6,7-Dimethoxy-benzopyran-2-one	HMDB
6,7-Dimethoxy-coumarin	HMDB, MeSH
6,7-Dimethoxybenzopyran-2-one	HMDB
6,7-Dimethylesculetin	HMDB, MeSH
Aesculetin dimethyl ether	HMDB
Benzopyran-2-one, 6,7-dimethoxy- (9ci)	HMDB
Dimethyl esculetin	HMDB
Dimethylaesculetin	HMDB
Escoparone	HMDB
Esculetin 6,7-dimethyl ether	HMDB
Esculetin dimethyl ether	HMDB
O,O-Dimethylesculetin	HMDB
O-Methylisoscopoletin	HMDB
O-Methylscopoletin	HMDB
Scoparin?	HMDB
Scoparon	HMDB
Scopoletin methyl ether	HMDB

Chemical Formula

C₁₁H₁₀O₄

Average Molecular Mass

206.197 g/mol

Monoisotopic Mass

206.058 g/mol

CAS Registry Number

120-08-1

IUPAC Name

6,7-dimethoxy-2H-chromen-2-one

Traditional Name

scoparone

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 Key

GUAFOGOEJLSQBT-UHFFFAOYSA-N

Chemical Taxonomy

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).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins 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 Framework

Aromatic heteropolycyclic compounds

External Descriptors

coumarins (CHEBI:9055 )
coumarins (C09311 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.41 g/L	ALOGPS
logP	1.8	ALOGPS
logP	1.47	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	54.48 m³·mol⁻¹	ChemAxon
Polarizability	20.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0bvu-6930000000-ced173387f2077948312	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-7980000000-bac19c33733285c01d2e	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0bvu-6930000000-ced173387f2077948312	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-7980000000-bac19c33733285c01d2e	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01t9-1910000000-49576d749f9a27e74639	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0a4i-1920000000-9bd0d132645d4ed6bc1c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0a4i-0490000000-6ba38bf256267dc79574	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0k96-0900000000-aa6111d1cffc77ac9e90	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0a4i-0490000000-eeed81a14383625d7bf3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0f6x-0900000000-dfc6fbc2696bac03caa3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0490000000-b740c17de432f1e6a236	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0f6x-0900000000-acf2d8ef9a78b346ec0a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0390000000-fe20d160d812860d12df	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0pbc-0920000000-283a15c7999af7cccb15	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0190000000-a354b13b55c501391e59	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-0900000000-bb1cabccc184b742df3f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-6ff0954c5cfe49286580	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0490000000-89ad655054326a39f101	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a6u-4900000000-ae0decb43930d6b0fbfd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0pbc-0930000000-7618d733b5a16befcbf4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0a4i-0490000000-25b3b6e4b37d1caede53	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-80d2cec4f0f08e37a84d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0490000000-ff9f81eadfea79cd2bc2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0a4i-3900000000-3f388422d31ee01c11c8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-b6538eddc7c066beb1e3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0k96-0900000000-588c33c50e5869e07b88	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0190000000-5054bd554f5a32a27974	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0490000000-5077dddb7176cefd49da	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5a-3900000000-34600055b290259d617d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-99c859898d8c3407680e	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0030818

FooDB ID

FDB002774

Phenol Explorer ID

Not Available

KNApSAcK ID

C00002498

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Scoparone

Chemspider ID

8110

ChEBI ID

Not Available

PubChem Compound ID

8417

Kegg Compound ID

C09311

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

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.

2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

Scoparone (CHEM024845)

Structure for CHEM024845: Scoparone