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Merck

G0897

Genistin

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

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C21H20O10
Numéro CAS:
Poids moléculaire :
432.38
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
64479
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Nom du produit

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

InChI key

ZCOLJUOHXJRHDI-CMWLGVBASA-N

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

biological source

Glycine max (soybean)

assay

≥95% (HPLC)

solubility

DMSO: 10 mg/mL

storage temp.

−20°C

Quality Level

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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.

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.

Classe de stockage

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Certificats d'analyse (COA)

Lot/Batch Number

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the lambda max for genistin and what is the molar extinction coefficient at that wavelength?

    We have data from our QC labs here at Sigma on one of the Genistin products we offer, G0897. The solvent is 85% ethanol/15% water, and the lambda max is typically 262.0 or 262.5 nm. We measured the molar extinction coefficients at the lambda max for four different lots of G0897 back in the 1990s, and the average value was 39,800 M-1.Genistin is a derivative of Genistein. There is an entry for Genistein in the chemicals encyclopedia published by the Royal Society of Chemistry, with information for Genistin under that heading.According to the chemicals encyclopedia published by the Royal Society of Chemistry, 14th edition, entry #4391, "uv max (85% ethanol) 262.5 nm (a 90.5)".The value of ""a 90.5"" is the same as an E0.1%, or the extinction coefficient for a 1 mg/mL (or 1 gram per Liter) solution.If one multiplies 90.5 (L/g) by the molecular weight of genistin (432.38 g/mole), you get 39,130 M-1. This is pretty close to the value of 39,800 from our data above.

  6. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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Guo YW, et al.
ISRN Oncology, 2013 (2013)
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
A C M Boon et al.
Scandinavian journal of immunology, 55(1), 24-32 (2002-02-14)
In vitro studies have demonstrated positive effects of bioactive compounds on several functions of the immune system. In the present study, 25 of such compounds were tested for their immune modulating properties on influenza virus specific human B- and T-cell
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)
Amélia P Rauter et al.
Phytotherapy research : PTR, 24 Suppl 2, S133-S138 (2010-03-24)
The antihyperglycaemic effect of eight standard flavonoids, previously identified in the ethanol extract of the claimed antidiabetic plant Genista tenera, was evaluated on streptozotocin (STZ)-induced diabetic Wistar rats. The aglycones apigenin, chrysoeriol and genistein, the monoglucosides apigenin 7-O-glucoside, luteolin 7-O-glucoside

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