CHEBI:28751 - biochanin A 7-O-β-D-glucoside

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name biochanin A 7-O-β-D-glucoside
ChEBI ID CHEBI:28751
ChEBI ASCII Name biochanin A 7-O-beta-D-glucoside
Definition A glycosyloxyisoflavone that is biochanin A attached to a β-D-glucopyranosyl residue at position 7 via glycosidic linkage.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3106, CHEBI:22877
Supplier Information
Download Molfile XML SDF
Formula C22H22O10
Net Charge 0
Average Mass 446.40408
Monoisotopic Mass 446.12130
InChI InChI=1S/C22H22O10/c1-29-11-4-2-10(3-5-11)13-9-30-15-7-12(6-14(24)17(15)18(13)25)31-22-21(28)20(27)19(26)16(8-23)32-22/h2-7,9,16,19-24,26-28H,8H2,1H3/t16-,19-,20+,21-,22-/m1/s1
InChIKey LFEUICHQZGNOHD-RECXWPGBSA-N
SMILES COc1ccc(cc1)-c1coc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2c1=O
Roles Classification
Biological Role(s): phytoestrogen
Any compound produced by a plant that happens to have estrogenic activity.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing biochanin A 7-O-β-D-glucoside (CHEBI:28751) has functional parent biochanin A (CHEBI:17574)
biochanin A 7-O-β-D-glucoside (CHEBI:28751) has role phytoestrogen (CHEBI:76989)
biochanin A 7-O-β-D-glucoside (CHEBI:28751) has role plant metabolite (CHEBI:76924)
biochanin A 7-O-β-D-glucoside (CHEBI:28751) is a 4'-methoxyisoflavones (CHEBI:133959)
biochanin A 7-O-β-D-glucoside (CHEBI:28751) is a 7-hydroxyisoflavones 7-O-β-D-glucoside (CHEBI:140301)
biochanin A 7-O-β-D-glucoside (CHEBI:28751) is a hydroxyisoflavone (CHEBI:38755)
biochanin A 7-O-β-D-glucoside (CHEBI:28751) is conjugate acid of biochanin A 7-O-β-D-glucoside(1−) (CHEBI:77804)
Incoming biochanin A 7-O-β-D-glucoside(1−) (CHEBI:77804) is conjugate base of biochanin A 7-O-β-D-glucoside (CHEBI:28751)
IUPAC Name
5-hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside
Synonyms Sources
biochanin A 7-O-β-D-glucoside IUBMB
Biochanin A 7-O-beta-D-glucoside KEGG COMPOUND
Biochanin A-beta-D-glucoside KEGG COMPOUND
sissotrin HMDB
Sissotrin KEGG COMPOUND
Manual Xrefs Databases
C05376 KEGG COMPOUND
HMDB0033990 HMDB
View more database links
Registry Numbers Types Sources
1302649 Reaxys Registry Number Reaxys
5928-26-7 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
16650770 PubMed citation Europe PMC
22926873 PubMed citation Europe PMC
23030687 PubMed citation Europe PMC
23397722 PubMed citation Europe PMC
IND44720943 Agricola citation Europe PMC
Last Modified
03 March 2018