FComEx: Genistein (PC000852)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:05 UTC

Update date

2017-01-19 02:36:39 UTC

FoodComEx ID

PC000852

FoodDB Record

FDB011828

Chemical Information

Name

Genistein

Description

Genistein is a phenolic compound belonging to the isoflavonoid group. Isoflavonoids are found mainly in soybean. Genistein and daidzein (an other isoflavonoid) represent the major phytochemicals found in this plant. Health benefits (e.g. reduced risk for certain cancers and diseases of old age) associated to soya products consumption have been observed in East Asian populations and several epidemiological studies. This association has been linked to the action of isoflavonoids. With a chemical structure similar to the hormone 17-b-estradiol, soy isoflavones are able to interact with the estrogen receptor. They also possess numerous biological activities. (PMID: 15540649). Genistein is a biomarker for the consumption of soy beans and other soy products.

CAS Number

446-72-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
4,5,7-Trihydroxy iso-flavone	HMDB
4',5, 7-Trihydroxyisoflavone	HMDB
4',5,7-trihydroxy-Isoflavone	biospider
4',5,7-Trihydroxyisoflavone	biospider
4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-	biospider
5,7-Dihydroxy-3-(4-hydroxyphenyl)-4-benzopyrone	biospider
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-Benzopyran-4-one	biospider
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one	biospider
5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one	biospider
5,7,4'-Trihydroxyisoflavone	ChEBI
Bonistein	biospider
Differenol A	db_source
Genestein	biospider
Genistein 85% hplc	HMDB
Genisteol	db_source
Genisterin	biospider
Isoflavone, 4',5,7-trihydroxy-	biospider
Prunetol	db_source
Sophoricol	db_source

Chemical Formula

C15H10O5

IUPAC name

5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

InChI Identifier

InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H

InChI Key

TZBJGXHYKVUXJN-UHFFFAOYSA-N

Isomeric SMILES

OC1=CC=C(C=C1)C1=COC2=CC(O)=CC(O)=C2C1=O

Average Molecular Weight

270.24

Monoisotopic Molecular Weight

270.052823422

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents