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Merck

92136

Genistein

analytical standard

Synonym(s):

4′,5,7-Trihydroxyisoflavone, 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

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About This Item

Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
446-72-0
Molecular Weight:
270.24
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329769870
EC Number:
207-174-9
Beilstein/REAXYS Number:
263823
MDL number:
MFCD00016952

Key Documents

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format

neat

InChI

1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H

SMILES string

Oc1ccc(cc1)C2=COc3cc(O)cc(O)c3C2=O

InChI key

TZBJGXHYKVUXJN-UHFFFAOYSA-N

grade

analytical standard

assay

≥97% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

storage temp.

2-8°C

Quality Level

100

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Application

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

Inhibitor of tyrosine protein kinase; competitive inhibitor of ATP in other protein kinase reactions. Antiangiogenic agent, down-regulates the transcription of genes involved in controlling angiogenesis.

General description

Genistein, a naturally occurring soy isoflavone, is a dietary protein tyrosine kinase (PTK) inhibitor. It is found to possess anticarcinogenic properties.

Other Notes

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD2113V
WXBC8224V
WXBC6119V
WXBC4294V
WXBC2878V

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Genistein inhibits renal cancer progression through long non-coding RNA HOTAIR suppression
Imai-Sumida M, et al.
Clinical Cancer Research, 3449-3449 (2017)
Genistein inhibits both estrogen and growth factor-stimulated proliferation of human breast cancer cells
GP and SB
Cell Growth & Differentiation : the Molecular Biology Journal of the American Association For Cancer Research, 7, 1345-1351 (1996)
Alexandra Mamagkaki et al.
PloS one, 16(4), e0250599-e0250599 (2021-04-28)
The objective of this study is to improve and optimize the formulation of Genistein in capsules in order to result in a better pharmacokinetic profile comparing to existing commercial products. In order to do this, five different formulations of Genistein
Sonia de Pascual-Teresa et al.
The Journal of nutritional biochemistry, 17(4), 257-264 (2005-08-20)
If soy isoflavones are to be effective in preventing or treating a range of diseases, they must be bioavailable, and thus understanding factors which may alter their bioavailability needs to be elucidated. However, to date there is little information on
M Uehara et al.
The Journal of steroid biochemistry and molecular biology, 72(5), 273-282 (2000-05-24)
A time-resolved fluoroimmunoassay (TR-FIA), with europium labeled phytoestrogens as tracers, was developed for the quantitative determination of enterolactone, genistein and daidzein in human urine. The aim was to create a method for the screening of large populations in order to
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