GENISTIN
Synonyms. Genistin; Genistein 7-glucoside; Genistein glucoside; Genistein 7-O-beta-D-glucoside; Genistein 7-beta-D-glucopyranoside; Genistein-7-glucoside; Genisteol 7-monoglucoside; Genistine; Genistoside; Glucopyranoside beta-D-genistein-7; Glucosyl-7-genistein; 4',5,7-Trihydroxyisoflavone 7-D-glucoside; 7-(beta-D-Glucopyranosyloxy)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;

GENISTIN

 

PRODUCT IDENTIFICATION

CAS RN

 529-59-9

EINECS RN

  

FORMULA

 C21H20O10

MOLE WEIGHT

 432.38

H.S CODE

 2938.90.0000

SMILES

 c1(c2c(cc(O[C@H]3[C@@H]([C@H]([C@H](O)[C@H](O3)CO)O)O) cc2O) occ 1c1ccc(O)cc1)=O

CLASSIFICATION

Glycoside

EXTRA NOTES

 Glycoside of soy bean isoflavone, gentistein. Selective inhibitor of mammalian terminal deoxynucleotidyl transferase (TdT), with no measurable effect on mammalian or microbial DNA polymerases.

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white powder

MELTING POINT

 254 C

BOILING POINT

  

DENSITY

 

SOLUBILITY IN WATER

  
SOLVENT SOLUBILITY Soluble in acetone, poorly soluble in ethanol

VAPOR DENSITY

 

log P(octanol-water)

  

VAPOR PRESSURE

  

AUTOIGNITION TEMP

  
pH

 

REFRACTIVE INDEX

 

FLASH POINT

 

 
STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong Oxidizing agents
POLYMERIZATION

Has not been reported

NFPA RATINGS

Health hazard: 1, Flammability: 0, Physical hazards: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Genistin

Google Scholar Search - Genistin

Drug Information Portal (U.S. National Library of Medicine) - Genistin

PubChem Compound Summary - Genistin

Drug Bank -  Genistin

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Genistin

http://www.ebi.ac.uk/ -  Genistin

http://www.ncbi.nlm.nih.gov/ - Genistin

http://www.indjst.org/archive/
Many plants produce chemicals that mimic or interact with hormonal signals in animals. Their presence in human diet is the object of many studies concerned with prevention of breast and prostate cancer, osteoporosis and other hormone-dependent diseases. Isoflavones, daidzein and genistein occurring either free or bound in glycosides are the main phytoestrogens in soya. The present study investigated the estrogenic activities of two isoflavones, two glucosylated isoflavones, one isoflavandiol, two flavanoids and some other plant-derived phenolic compounds. The bioassay used in this study was an estrogen responsive cell line Ishikawa Var-1. Besides, this study also used the recombinant yeast cells bearing the human estrogen receptor for confirming the actual estrogenic nature of the plant chemicals. There was a marked stimulation of alkaline phosphatase activity in Ishikawa cells and β-galactosidase activity in yeast cells by glucosylated isoflavones, genistin and daidzin. Considering the potency of body’s endogenous estrogen (17β-estradiol) as 100, in the Ishikawa assay the relative estrogenic potency of these compounds were found to be genistein (0.11), genistin (0.06), daidzein (0.08) and daidzin (0.07). In the yeast cell assay, the relative estrogenic potencies were genistein (0.1), genistin (0.01), daidzein (0.02) and daidzin (0.002). Estrogenic potency of equol was almost equal (0.18 & 0.16) in both Ishikawa and yeast cell assays, respectively. While kaempferol and resveratrol were weakly estrogenic, quercetin, rutin, catechin, hesperetin and luteolin did not show any estrogenic activity.

 

SALES SPECIFICATION

APPEARANCE

white to off-white powder

ASSAY

98.0% min
OPTICAL ROTATION

-23° ~ -27° (c=0.6 in pyridine)
MELTING POINT

244 - 255 C

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

Not regulated

HAZARD SYMBOL

  
PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

Not known
HAZARD CODES

 

RISK PHRASES

 22-24/25

SAFETY PHRASES

 26-36