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Supelco

Genistin

analytical standard

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
Beilstein/REAXYS Number:
64479
MDL number:
MFCD00016883
UNSPSC Code:
85151701
PubChem Substance ID:
329765260
NACRES:
NA.24

grade

analytical standard

Quality Level

100

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

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

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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.

Other Notes

This compound is commonly found in plants of the genus: glycyrrhiza

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

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Sigma-Aldrich

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Genistein United States Pharmacopeia (USP) Reference Standard

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Genistein synthetic, ≥98% (HPLC), powder

Sigma-Aldrich

G6649

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Genistein primary reference standard

05360590

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Daidzein

Colloidal gold-based indirect competitive immunochromatographic assay for rapid detection of bioactive isoflavone glycosides daidzin and genistin in soy products.
Sakamoto S, et al.
Food Chemistry, 194, 191-195 (2016)
Liquid chromatography with absorbance detection and with isotope-dilution mass spectrometry for determination of isoflavones in soy standard reference materials.
Phillips MM, et al.
Analytical and Bioanalytical Chemistry, 409(4), 949-960 (2017)
Isoflavones quantification in rainbow trout muscle by QuEChERS tecnique and liquid chromatography coupled with mass spectrometry.
Merlanti R, et al.
J. Food Compos. Anal., 70(4), 114-124 (2018)
Determination of Isoflavones in Soybean Flour by Matrix Solid-Phase Dispersion Extraction and Liquid Chromatography with UV-Diode Array Detection.
Aresta A, et al.
Journal of Food Quality, 2017(4), 114-124 (2017)
Analysis of water-soluble bioactive compounds in commonly consumed soymilk in China.
Li YR, et al.
J. Food Compos. Anal., 46(4), 29-35 (2016)
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