glycitein (CHEBI:34778)

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ChEBI Name	glycitein

ChEBI ID	CHEBI:34778

Definition	A methoxyisoflavone that is isoflavone substituted by a methoxy group at position 6 and hydroxy groups at positions 7 and 4'. It has been isolated from the mycelia of the fungus Cordyceps sinensis.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:69442

Supplier Information	ChemicalBook:CB1465127, eMolecules:591562

Download	Molfile XML SDF

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Wikipedia	License
UDP-glucuronic acid is a sugar used in the creation of polysaccharides and is an intermediate in the biosynthesis of ascorbic acid (except in primates and guinea pigs). It also participates in the heme degradation process of human. It is made from UDP-glucose by UDP-glucose 6-dehydrogenase (EC 1.1.1.22) using NAD+ as a cofactor. It is the source of the glucuronosyl group in glucuronosyltransferase reactions.
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Formula

C16H12O5

Net Charge

Average Mass

284.26350

Monoisotopic Mass

284.06847

InChI

InChI=1S/C16H12O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3

InChIKey

DXYUAIFZCFRPTH-UHFFFAOYSA-N

SMILES

COc1cc2c(cc1O)occ(-c1ccc(O)cc1)c2=O

Metabolite of Species	Details
Cordyceps sinensis (NCBI:txid72228)	Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed

Roles Classification
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. phytoestrogen Any compound produced by a plant that happens to have estrogenic activity. fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds. EC 1.14.14.14 (aromatase) inhibitor An EC 1.14.14.* (oxidoreductase acting on paired donors, incorporating of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitor which interferes with the action of aromatase (EC 1.14.14.14) and so reduces production of estrogenic steroid hormones. (via 7-hydroxyisoflavone ) metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via 7-hydroxyisoflavone )

ChEBI Ontology
Outgoing	glycitein (CHEBI:34778) has functional parent isoflavone (CHEBI:18220) glycitein (CHEBI:34778) has role fungal metabolite (CHEBI:76946) glycitein (CHEBI:34778) has role phytoestrogen (CHEBI:76989) glycitein (CHEBI:34778) has role plant metabolite (CHEBI:76924) glycitein (CHEBI:34778) is a 7-hydroxyisoflavone (CHEBI:12256) glycitein (CHEBI:34778) is a methoxyisoflavone (CHEBI:38756)

Incoming	glycitein 4'-O-glucuronide (CHEBI:133667) has functional parent glycitein (CHEBI:34778)

IUPAC Name

7-hydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4H-one

Synonyms	Sources
7,4'-Dihydroxy-6-methoxyisoflavone	KEGG COMPOUND
7-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one	ChEBI

Citations

Last Modified

21 February 2017