CHEBI:9055 - scoparone

ChEBI IDCHEBI:9055
ChEBI Namescoparone
Stars
DefinitionA member of the class of coumarins that is esculetin in which the two hydroxy groups at positions 6 and 7 are replaced by methoxy groups. It is a major constituent of the Chinese herbal medicine Yin Chen Hao, and exhibits a variety of pharmacological activities such as anti-inflammatory, anti-allergic, and anti-tumor activities.
Last Modified27 September 2021
DownloadsMolfile
FormulaC11H10O4
Net Charge0
Average Mass206.197
Monoisotopic Mass206.05791
SMILESCOc1cc2ccc(=O)oc2cc1OC
InChIInChI=1S/C11H10O4/c1-13-9-5-7-3-4-11(12)15-8(7)6-10(9)14-2/h3-6H,1-2H3
InChIKeyGUAFOGOEJLSQBT-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Artemisia capillaris (ncbitaxon:265783) - PubMed (33894369)
Castanea crenata (ncbitaxon:103480) - PubMed (27983636)
Tagetes lucida (ncbitaxon:169606) aerial part (BTO:0001658) PubMed (32961278)
Roles Classification
Biological Roles:
immunosuppressive agent  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.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
immunosuppressive agent  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.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
anti-allergic agent  A drug used to treat allergic reactions.
antilipemic drug  A substance used to treat hyperlipidemia (an excess of lipids in the blood).
ChEBI Ontology
Outgoing Relation(s)
scoparone (CHEBI:9055) has functional parent esculetin (CHEBI:490095)
scoparone (CHEBI:9055) has role anti-allergic agent (CHEBI:50857)
scoparone (CHEBI:9055) has role anti-inflammatory agent (CHEBI:67079)
scoparone (CHEBI:9055) has role antihypertensive agent (CHEBI:35674)
scoparone (CHEBI:9055) has role antilipemic drug (CHEBI:35679)
scoparone (CHEBI:9055) has role immunosuppressive agent (CHEBI:35705)
scoparone (CHEBI:9055) has role plant metabolite (CHEBI:76924)
scoparone (CHEBI:9055) is a aromatic ether (CHEBI:35618)
scoparone (CHEBI:9055) is a coumarins (CHEBI:23403)
IUPAC Name 
6,7-dimethoxy-2H-chromen-2-one
Synonyms  Source
6,7-dimethoxy-2H-1-benzopyran-2-oneIUPAC
6,7-dimethoxybenzopyran-2-oneChemIDplus
6,7-dimethoxycoumarinKEGG COMPOUND
6,7-dimethylesculetinChemIDplus
aesculetin dimethyl etherChemIDplus
O,O-dimethylesculetinChEBI
UniProt Name  Source
scoparoneUniProt
Manual XrefsDatabases
8110ChemSpider
C00002498KNApSAcK
C09311KEGG COMPOUND
CPD-14452MetaCyc
FDB002774FooDB
HMDB0030818HMDB
ScoparoneWikipedia
Registry NumbersSources
Reaxys:169572Reaxys
CAS:120-08-1NIST Chemistry WebBook
CAS:120-08-1ChemIDplus
Citations