Skip to Content
Merck
All Photos(1)

Documents

G0897

Sigma-Aldrich

Genistin

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

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C21H20O10
CAS Number:
Molecular Weight:
432.38
Beilstein:
64479
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

biological source

Glycine max (soybean)

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Soy saponins meditate the progression of colon cancer in rats by inhibiting the activity of beta-glucuronidase and the number of aberrant crypt foci but not cyclooxygenase-2 activity.
Guo YW, et al.
ISRN Oncology, 2013 (2013)
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.
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)
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

Articles

Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service