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Genistin

analytical standard

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 329765260

  •  NACRES NA.24

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Properties

Related Categories Alphabetical Index of Phytochemical Standards, Analytical Standards, Analytical/Chromatography, E - H, Flavonoids,
Quality Level   100
grade   analytical standard
assay   ≥98.0% (HPLC)
form   neat
shelf life   limited shelf life, expiry date on the label
application(s)   HPLC: suitable
  gas chromatography (GC): suitable
Featured Industry   Food and Beverages
format   neat
storage temp.   2-8°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

General description

Genistin belongs to the class of isoflavone glycosides generally extracted from soybeans.

Application

Genistin has been used as an analytical reference standard for the analysis of genistin in:
• Legumes by ultra-high performance liquid chromatography coupled to tandem mass spectrometry (UHPLC-MS/MS) with electrospray ionization (ESI) source and multiple reaction monitoring (MRM) detection.

It may be used as an analytical reference standard for the determination of genistin in:
• Soy-based foods and dietary supplements by LC coupled to absorbance detection and isotope-dilution mass spectrometry (IDMS), equipped with ESI source and selected ion monitoring (SIM) mode.
• Soy products by colloidal gold-based indirect competitive immunochromatographic assay (ICA).
• Rainbow trout muscle by QuEChERS (quick, easy, cheap, effective, rugged and safe) extraction and LC-ESI-MS/MS.
• Soybean flour by matrix solid phase dispersion extraction (MSPD) and LC with ultraviolet-diode array detection (UV-DAD).
• Soymilk samples by HPLC-UV operating under the gradient elution mode.

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Safety & Documentation

Safety Information

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

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

Articles

HPLC Analysis of Isoflavones in Soy Milk on Ascentis® Express RP Amide (Milk Brand 1)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Isoflavones in Soy Milk on Ascentis® Express RP Amide (Milk Brand 1)
Keywords: Chromatography, High performance liquid chromatography, Hormones, Separation

HPLC Analysis of Isoflavones in Soy Milk on Ascentis® Express RP Amide (Milk Brand 2)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Isoflavones in Soy Milk on Ascentis® Express RP Amide (Milk Brand 2)
Keywords: Chromatography, High performance liquid chromatography, Hormones, Separation

HPLC Analysis of Isoflavones on Ascentis® Phenyl

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Isoflavones on Ascentis® Phenyl
Keywords: Chromatography, High performance liquid chromatography, Mass spectrometry, Vitamins

Peer-Reviewed Papers
15

References

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