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G0897

Sigma-Aldrich

Genistin

from Glycine max (soybean), ≥95% (HPLC)

Synonyme(s) :

4′,5,7-Trihydroxyisoflavone 7-glucoside, Genistein 7-glucoside, Genistein-7-O-β-D-glucopyranoside, Genistoside, NSC 5112

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About This Item

Formule empirique (notation de Hill):
C21H20O10
Numéro CAS:
529-59-9
Poids moléculaire :
432.38
Numéro Beilstein :
64479
Numéro MDL:
MFCD00016883
Code UNSPSC :
12352200
ID de substance PubChem :
24895028
Nomenclature NACRES :
NA.77

Source biologique

Glycine max (soybean)

Niveau de qualité

200

Pureté

≥95% (HPLC)

Solubilité

DMSO: 10 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

OC[C@H]1O[C@@H](Oc2cc(O)c3C(=O)C(=COc3c2)c4ccc(O)cc4)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1

Clé InChI

ZCOLJUOHXJRHDI-CMWLGVBASA-N

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Application

Genistin has been used for immune reactivity against influenza viruses in vitro and as an internal standard in isoflavones quantification.

Actions biochimiques/physiologiques

Inactive analog of genistein; useful as a negative control for genistein and other tyrosine kinase inhibitors.
Selective inhibitor of mammalian terminal deoxynucleotidyl transferase (TdT), with no measurable effect on mammalian or microbial DNA polymerases.

Caractéristiques et avantages

This compound is featured on the Dopamine and Norepinephrine Metabolism and Histamine Synthesis and Metabolism pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Genistein, Soybean A cell-permeable, reversible, substrate competitive inhibitor of protein tyrosine kinases, including autophosphorylation of epidermal growth factor receptor kinase (IC₅₀ = 2.6 µM).

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Soy saponins meditate the progression of colon cancer in rats by inhibiting the activity of beta-glucuronidase and the number of aberrant crypt foci but not cyclooxygenase-2 activity.
Guo YW, et al.
ISRN Oncology, 2013 (2013)
Anna Hsu et al.
Experimental biology and medicine (Maywood, N.J.), 235(1), 90-97 (2010-04-21)
Previous studies have suggested that soy isoflavones exert anticarcinogenic effects against prostate cancer. We propose that soy extracts, containing a mixture of soy isoflavones and other bioactive components, would be a more potent chemo-preventive agent than individual soy isoflavones. We
Soha M Hamdy et al.
Toxicology and industrial health, 28(8), 746-757 (2011-11-18)
Breast cancer is the second leading cause of cancer death among women and the third most common cancer. In this study, we investigated the chemoprevention efficacy of each of soy genistin, selenium or a combination of them against breast cancer.
T Hamakawa et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 19(21), 9306-9312 (1999-10-26)
Neurotrophic factors have well established roles in neuronal development and adult synaptic plasticity, but their precise role in synapse formation has yet to be determined. This paper provides the first direct evidence that neurotrophic factors in brain conditioned medium (CM)
Bo Yuan et al.
Journal of agricultural and food chemistry, 60(6), 1428-1436 (2012-01-20)
The chemical forms in which isoflavones appear in food or supplements seem to play an important role in their absorption efficiency. However, the influence of the chemical form of isoflavones on their plasma disposition has never been reported, although the
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