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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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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

format

neat

storage temp.

2-8°C

Quality Level

100

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General description

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

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

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
WXBF6217V
WXBF4859V
WXBD7644V
WXBD2113V
WXBC8224V

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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
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)
Genistein inhibits renal cancer progression through long non-coding RNA HOTAIR suppression
Imai-Sumida M, et al.
Clinical Cancer Research, 3449-3449 (2017)
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 S Morton et al.
The Journal of endocrinology, 142(2), 251-259 (1994-08-01)
Plasma levels of the lignans enterodiol and enterolactone, and also the isoflavonic phyto-oestrogens daidzein, equol and genistein, are reported for postmenopausal Australian women consuming a traditional diet supplemented with linseed, soya flour or clover sprouts. Analysis was performed by gas
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