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G0897

Genistin

Name: Genistin
Brand: SIGMA

From Glycine max (soybean), ≥95% (HPLC), terminal deoxynucleotidyl transferase (TdT) inhibitor

Synonym(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

Empirical Formula (Hill Notation):

C₂₁H₂₀O₁₀

CAS Number:

529-59-9

Molecular Weight:

432.38

NACRES:

NA.77

PubChem Substance ID:

24895028

UNSPSC Code:

12352200

MDL number:

MFCD00016883

Beilstein/REAXYS Number:

64479

Assay:

≥95% (HPLC)

Quality level:

200

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Properties

Product Name

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

biological source

Glycine max (soybean)

Quality Level

200

assay

≥95% (HPLC)

solubility

DMSO: 10 mg/mL

storage temp.

−20°C

SMILES string

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

InChI key

ZCOLJUOHXJRHDI-CMWLGVBASA-N

Description

Application

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

Biochem/physiol Actions

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.

Features and Benefits

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.

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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Excitatory synaptogenesis between identified Lymnaea neurons requires extrinsic trophic factors and is mediated by receptor tyrosine kinases.

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)

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)

Prevention of rat breast cancer by genistin and selenium.

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.

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