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529-59-9

529-59-9 Structure

529-59-9 Structure
IdentificationBack Directory
[Name]

Genistin
[CAS]

529-59-9
[Synonyms]

GENISTIN
NSC 5112
genistine
Genistoside
GENISTIN >99%
Genistin ,98%
Genistin (30 mg)
GENISTIN WITH HPLC
GLUCOSYL-7-GENISTEIN
GENISTEIN-7-GLUCOSIDE
Genistin (Genistoside)
Genistin, froM soybean
GENISTEIN-7-O-GLUCOSIDE
genistin from glycine max
7-O-BETA-D-GLUCOPYRANOSIDE
genistein,7-o-beta-d-glucoside
Genistin,Genistein 7-glucoside
Genistein-7--O-Glucopyranoside
-5-hydroxy-3-(4-hydroxyphenyl)-
Genistein-7-b-O-Glucopyranoside
7-O-B-D-GLUCOPRYANOSYL GENISTEIN
genistein,7-beta-d-glucopyranoside
Genistein-7-O-β-D-glucopyranoside
GENISTEIN, 7-O-BETA-D-GLUCOPYRANOSIDE
4,5,7-Trigydroxyisoflavone 7-glucoside
4',5,7-TRIHYDROXYISOFLAVONE 7-GLUCOSIDE
Genistin 4',5,7-Trihydroxyisoflavone 7-glucoside
7-[(β-D-Glucopyranosyl)oxy]-4',5-dihydroxyisoflavone
7-(beta-d-glucopyranosyloxy)-3-(4-hydroxyphenyl)-4h-1-benzopyran-4-on
5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chroMen-7-ylbeta-D-glucopyranoside
7-(-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
7-(b-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4- one
4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-
4μ,5,7-Trihydroxyisoflavone 7-glucoside, Genistein 7-glucoside, Genistein-7-O-β-D-glucopyranoside
Genistin,4′,5,7-Trihydroxyisoflavone 7-glucoside, Genistein 7-glucoside, Genistein-7-O-β-D-glucopyranoside
[EINECS(EC#)]

610-921-5
[Molecular Formula]

C21H20O10
[MDL Number]

MFCD00016883
[MOL File]

529-59-9.mol
[Molecular Weight]

432.38
Chemical PropertiesBack Directory
[Appearance]

White Powder
[Melting point ]

254°C
[Boiling point ]

256 °C
[alpha ]

D21 -28° (c = 0.6 in 0.02N NaOH); D26 -21.4° (pyridine)
[density ]

1.642±0.06 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

DMSO: 10 mg/mL
[form ]

neat
[pka]

6.12±0.20(Predicted)
[color ]

Off-white
[Merck ]

13,4402
[BRN ]

64479
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 week.
[InChIKey]

ZCOLJUOHXJRHDI-CMWLGVBASA-N
Hazard InformationBack Directory
[Chemical Properties]

White Powder
[Uses]

A derivative of Genistein. Inhibitor
[Uses]

An isoflavone glycoside which is an inactive analog of the PTK inhibitor Genistein.
[Description]

Genistin is a natural isoflavone isolated from legumes, including soy and kudzu. It is a phytoestrogen, as it stimulates the growth of estrogen-dependent human breast cancer cells in vivo. Like other isoflavones, genistin promotes the proliferation of bone marrow stromal cells and osteoblasts and suppresses bone turnover. It also increases bone formation in collagen matrix in vivo.
[General Description]

Genistin belongs to the class of isoflavone glycosides generally extracted from soybeans.
[Biochem/physiol Actions]

Selective inhibitor of mammalian terminal deoxynucleotidyl transferase (TdT), with no measurable effect on mammalian or microbial DNA polymerases.
[Purification Methods]

Genistin is repeatedly crystallised from hot 80% EtOH/water and treated with charcoal (Nuchar) until free from saponin. The presence of saponin is detected by adding crystals to conc H2SO4 when the citron yellow colour changes to red, then purple. Pure genistin does not change colour. UV in 85% EtOH has max at 262.5nm. [Walter J Am Chem Soc 63 3273 1941, Beilstein 18 III/IV 2732.]
[References]

1) Uchiyama et al. (2005), Selective inhibitors of terminal deoxyribonucleotidyltransferase (TdT): baicalin and genistin; Biochim. Biophys. Acta, 1725 298 2) Choi et al. (2007), Pro-apoptotic effect and cytotoxicity of genistein and genistin in human ovarian cancer SK-OV-3 cells; Life Sci, 80 1403 3) Russo et al. (2006), Genistin inhibits UV light-induced plasmid DNA damage and cell growth in human melanoma cells; J. Nutr. Biochem., 17 103
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[RTECS ]

DJ3093000
[F ]

10
[HS Code ]

29389090
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