CHEBI:69437 - orobol

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ChEBI Name orobol
ChEBI ID CHEBI:69437
Definition A member of the class of 7-hydroxyisoflavones which consists of isoflavone substituted by hydroxy groups at positions 5, 7, 3ʼ and 4ʼ. It has been isolated from the mycelia of Cordyceps sinensis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7786
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Formula C15H10O6
Net Charge 0
Average Mass 286.23630
Monoisotopic Mass 286.048
InChI InChI=1S/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19H
InChIKey IOYHCQBYQJQBSK-UHFFFAOYSA-N
SMILES Oc1cc(O)c2c(c1)occ(-c1ccc(O)c(O)c1)c2=O
Metabolite of Species Details
Cordyceps sinensis (NCBI:72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing orobol (CHEBI:69437) has functional parent isoflavone (CHEBI:18220)
orobol (CHEBI:69437) has role anti-inflammatory agent (CHEBI:67079)
orobol (CHEBI:69437) has role fungal metabolite (CHEBI:76946)
orobol (CHEBI:69437) has role plant metabolite (CHEBI:76924)
orobol (CHEBI:69437) has role radical scavenger (CHEBI:48578)
orobol (CHEBI:69437) is a 7-hydroxyisoflavones (CHEBI:55465)
Incoming 3'-O-methylorobol (CHEBI:70032) has functional parent orobol (CHEBI:69437)
IUPAC Name
3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
Synonyms Sources
3ʼ,4ʼ,5,7-tetrahydroxyisoflavone ChEBI
3ʼ-hydroxygenistein ChEBI
5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-4-1H-benzopyran-4-one ChemIDplus
isoluteolin ChemIDplus
norsantal LIPID MAPS
santol ChEBI
Database Links Databases
C00002554 KNApSAcK
C10510 KEGG COMPOUND
HMDB0041658 HMDB
LMPK12050251 LIPID MAPS
Orobol Wikipedia
View more database links
Registry Numbers Types Sources
292790 Reaxys Registry Number Reaxys
480-23-9 CAS Registry Number KEGG COMPOUND
480-23-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1734888 PubMed citation Europe PMC
19637114 PubMed citation Europe PMC
21312307 PubMed citation Europe PMC
21848266 PubMed citation Europe PMC
23698223 PubMed citation Europe PMC
Last Modified
25 June 2015