U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C11H10O4
Molecular Weight 206.1947
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SCOPARONE

SMILES

COC1=C(OC)C=C2C=CC(=O)OC2=C1

InChI

InChIKey=GUAFOGOEJLSQBT-UHFFFAOYSA-N
InChI=1S/C11H10O4/c1-13-9-5-7-3-4-11(12)15-8(7)6-10(9)14-2/h3-6H,1-2H3

HIDE SMILES / InChI

Molecular Formula C11H10O4
Molecular Weight 206.1947
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Scoparone attenuates D-galactosamine/lipopolysaccharide-induced fulminant hepatic failure through inhibition of toll-like receptor 4 signaling in mice.
2013-07
[Studies on the chemical constituents from Lobelia chinensis].
2010-11
Antioxidant effects of the chestnut (Castanea crenata) inner shell extract in t-BHP-treated HepG2 cells, and CCl4- and high-fat diet-treated mice.
2010-11
Effects of scoparone on dopamine release in PC12 cells.
2010-09
A transcriptomic approach highlights induction of secondary metabolism in citrus fruit in response to Penicillium digitatum infection.
2010-08-31
Immunosuppressive constituents from Urtica dentata Hand.
2010-08
Sodium bicarbonate induces crystalline wax generation, activates host-resistance, and increases imazalil level in rind wounds of oranges, improving the control of green mold during storage.
2010-06-23
Chemical constituents and antimicrobial activities of Canthium horridum.
2010-06
Effect of mobile phase additives on the resolution of four bioactive compounds by RP-HPLC.
2010-05-25
Erymildbraedin A and B, two novel cytotoxic dimethylpyrano-isoflavones from the stem bark of Erythrina mildbraedii: evaluation of their activity toward endocrine cancer cells.
2010-04
A simple RP-HPLC method for quantification of columbianadin in rat plasma and its application to pharmacokinetic study.
2010-04
[Main chemical components for clearing heat and relieving sore throat in different germplasm of Canarium album].
2010-03
Tyrosinase small interfering RNA effectively suppresses tyrosinase gene expression in vitro and in vivo.
2010
Anti-allergic effects of scoparone on mast cell-mediated allergy model.
2009-12
[Isolation and identification of chemical constituents from peels of Citrus changshan-huyou Y.B. Chang].
2009-10-18
Relationship correlation of antioxidant and antiproliferative capacity of Cyperus rotundus products towards K562 erythroleukemia cells.
2009-09-14
Hypoglycemic herbs and their action mechanisms.
2009-06-12
Effects of scoparone on dopamine biosynthesis and L-DOPA-induced cytotoxicity in PC12 cells.
2009-06
Multiple compounds determination and fingerprint analysis of Lidanpaishi tablet and keli by high-performance liquid chromatography.
2009-02-02
MS/MS spectral tag-based annotation of non-targeted profile of plant secondary metabolites.
2009-02
Host-pathogen-biocontrol agent interaction as affected by sequential application of Na2CO3 and CaCl2.
2009
Abiotic stresses sequentially applied enhance natural resistance and reduce postharvest decay.
2009
[Studies on chemical constituents of Ranunculus japonicus].
2008-10
Simultaneous determination of 13 bioactive compounds in Herba Artemisiae Scopariae (Yin Chen) from different harvest seasons by HPLC-DAD.
2008-08-05
Effect of scoparone on neurite outgrowth in PC12 cells.
2008-07-25
Minor compounds from the stem bark of Chinese mangrove associate Catunaregam spinosa.
2008-07
Anticomplementary principles of a Chinese multiherb remedy for the treatment and prevention of SARS.
2008-05-08
[Studies on chemical constituents of Sarcandra glabra].
2008-04
A new oxygenated ursane derivative from Canthium multiflorum.
2008-04
Involvement of limonene hydroperoxides formed after oil gland injury in the induction of defense response against Penicillium digitatum in lemon fruit.
2008-03-26
Simultaneous determination by UPLC-ESI-MS of scoparone, capillarisin, rhein, and emodin in rat urine after oral administration of Yin Chen Hao Tang preparation.
2008-03
A new sesquiterpene and other terpenoid constituents of Chisocheton penduliflorus.
2008-01
Simultaneous determination of 6,7-dimethylesculetin and geniposide in rat plasma and its application to pharmacokinetic studies of Yin Chen Hao Tang preparation.
2008
Determination and pharmacokinetics of 6,7-dimethoxycoumarin in rat plasma after intragastric administration of different decoctions of yinchenhao tang.
2007-09
Antimicrobial activity of wax and hexane extracts from Citrus spp. peels.
2007-09
Constituents, biological activities and quality control parameters of the crude extract and essential oil from Arracacia tolucensis var. multifida.
2007-08-15
Scoparone inhibits ultraviolet radiation-induced lipid peroxidation.
2007-04-12
Inhibition of cytokine-mediated nitric oxide synthase expression in rat insulinoma cells by scoparone.
2007-02
[Inhibitory effects of 11 coumarin compounds against growth of human bladder carcinoma cell line E-J in vitro].
2007-01
Development of a rapid and validated method for investigating the metabolism of scoparone in rat using ultra-performance liquid chromatography/electrospray ionization quadruple time-of-flight mass spectrometry.
2007
[Studies on chemical constituents from fruits of Paliurus ramosissimus].
2006-12
Stimulation of melanogenesis by scoparone in B16 melanoma cells.
2006-11
Biocontrol of aflatoxins B1, B2, G1, G2, and fumonisin B1 with 6,7-dimethoxycoumarin, a phytoalexin from Citrus sinensis.
2006-09
Simultaneous analysis of trans- and cis-isomers of 2-glucosyloxycinnamic acids and coumarin derivatives in Dendrobium thyrsiflorum by high-performance liquid chromatography (HPLC)-photodiode array detection (DAD)-electrospray ionization (ESI)-tandem mass spectrometry (MS).
2006-06-30
[Studies on the chemical constituents in herb of Ranunculus japonicus].
2006-06
Production of three O-methhylated esculetins with Escherichia coli expressing O-methyltransferase from poplar.
2006-05
The structural elucidation of a novel iridoid derivative from Tachiadenus longiflorus (Gentianaceae) using the LSD programme and quantum chemical computations.
2006-04-26
Yb(OTf)3-catalyzed reactions of 5-alkylidene Meldrum's acids with phenols: one-pot assembly of 3,4-dihydrocoumarins, 4-chromanones, coumarins, and chromones.
2006-01-06
Induction of phytoalexins biosynthesis in orange fruit by the biocontrol yeast Rhodotorula glutinis.
2006
Biological and physical approaches to improve induced resistance against green mold of stored citrus fruit.
2005
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 21:13:34 GMT 2025
Edited
by admin
on Mon Mar 31 21:13:34 GMT 2025
Record UNII
H5841PDT4Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SCOPARONE
INCI   MI  
INCI  
Official Name English
6,7-DIMETHYLESCULETIN
Preferred Name English
6,7-DIMETHOXY-2H-1-BENZOPYRAN-2-ONE
Systematic Name English
ESCOPARONE
Common Name English
SCOPARONE [MI]
Common Name English
O,O-DIMETHYLESCULETIN
Common Name English
6,7-DIMETHOXY-2H-CHROMEN-2-ONE
Systematic Name English
ESCULETIN 6,7-DIMETHYL ETHER
Common Name English
AESCULETIN DIMETHYL ETHER
Common Name English
O-METHYLSCOPOLETIN
Common Name English
6,7-DIMETHOXYCOUMARIN
Systematic Name English
O-METHYLISOSCOPOLETIN
Common Name English
SCOPOLETIN METHYL ETHER
Common Name English
SCOPARON
Common Name English
ESCULETIN DIMETHYL ETHER
Common Name English
Code System Code Type Description
MESH
C018145
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
EPA CompTox
DTXSID10152640
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
CAS
120-08-1
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
FDA UNII
H5841PDT4Y
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
MERCK INDEX
m9811
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY Merck Index
ECHA (EC/EINECS)
204-369-0
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
PUBCHEM
8417
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
WIKIPEDIA
Scoparone
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
CHEBI
9055
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY