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G0897 Sigma-Aldrich

Genistin

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

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

  • CAS Number 529-59-9

  • Empirical Formula (Hill Notation) C21H20O10

  • Molecular Weight 432.38

  •  Beilstein/REAXYS Number 64479

  •  MDL number MFCD00016883

  •  PubChem Substance ID 24895028

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Flavonoids, Flavonols, and Flavanols,
Quality Level   200
biological source   Glycine max (soybean)
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.

Packaging

1, 5 mg in glass bottle

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
DJ3093000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number

Frequently Asked Questions

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.
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.
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.
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.
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.
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Protocols & Articles
Peer-Reviewed Papers
15

References

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