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48756

Sigma-Aldrich

Genistin

≥97.5% (TLC)

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:
Molecular Weight:
432.38
Beilstein:
64479
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.77

Assay

≥97.5% (TLC)

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

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Biochem/physiol Actions

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Vladimir Ajdžanović et al.
The Journal of membrane biology, 239(3), 131-135 (2010-12-07)
A decrease of erythrocyte membrane fluidity can contribute to the pathophysiology of hypertension. Soy products, which are used as alternative therapeutics in some cardiovascular conditions, contain various isoflavones (genistein, daidzein, and their glucosides, genistin and daidzin), which can incorporate cellular
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.
Bishnu Prasad Pandey et al.
Enzyme and microbial technology, 48(4-5), 386-392 (2011-11-25)
Screening of cytochrome P450 monoxygenases responsible for the regiospecific hydroxylation of flavones, isoflavones and chalcones was attempted using a P450 library constructed from Streptomyces avermitilis MA4680, Bacillus and Nocardia farcinica IFM10152 strains. As electron transfer redox partners with the P450s
Zong-Ping Zheng et al.
Food & function, 2(5), 259-264 (2011-07-23)
The phytochemcal profiles of Cudrania cochinchinensis leaf, twig, stem and root were compared by HPLC analysis. It was found that C. cochinchinensis stem extract contained some unknown natural products with potential tyrosinase inhibitory activities. Therefore, the chemical constitutes in extract

Questions

1–2 of 2 Questions  
  1. What is the Department of Transportation shipping information for this product?

    1 answer
    1. 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.

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

    1 answer
    1. 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."

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