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Merck

G6776

ゲニステイン

From Glycine max (soybean), ~98% (HPLC), tyrosine protein kinase inhibitor, powder

別名:

4′,5,7-トリヒドロキシイソフラボン, 5,7-ジヒドロキシ-3-(4-ヒドロキシフェニル)-4H-1-ベンゾピラン-4-オン

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この商品について

実験式（ヒル表記法）:
C15H10O5
CAS番号:
446-72-0
分子量:
270.24
NACRES:
NA.77
PubChem Substance ID:
24895273
UNSPSC Code:
12352200
EC Number:
207-174-9
MDL number:
MFCD00016952
Beilstein/REAXYS Number:
263823

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製品名

ゲニステイン, from Glycine max (soybean), ~98% (HPLC)

InChI key

TZBJGXHYKVUXJN-UHFFFAOYSA-N

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

biological source

Glycine max (soybean)

assay

~98% (HPLC)

form

powder

mp

>280 °C

solubility

DMSO: soluble
ethanol: soluble

storage temp.

−20°C

Quality Level

200

Gene Information

human ... AKT1(207), CYP19A1(1588), EGFR(1956), ESR1(2099), ESR2(2100)
mouse ... Esr1(13982), Hexa(15211)
rat ... Adora1(29290), Adora2a(25369), Ar(24208)

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Biochem/physiol Actions

チロシンタンパク質キナ-ゼの阻害剤です。他のタンパク質キナ-ゼの反応においては、ATPの競合的阻害剤として作用します。抗血管新生剤であり、血管新生の調節に関与する遺伝子の転写をダウンレギュレ-トします。
Genistein has antioxidant functionality and is effective in quenching reactive oxygen species. It is beneficial to human health.

Application

Genistein has been used:
  • as an anticancer agent to test its cytotoxicity in cervix adenocarcinoma cells
  • as a polyphenol to test its effect on reactive oxygen species in mitochondria from sperm
  • to test its radical scavenging effect on the UV irradiated in dermal and keloid fibroblasts

Features and Benefits

This compound is featured on the Met page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

General description

Genistein is a nutraceutical isoflavnoid from soybean and is a phytoestrogen. It is derived from genistin.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

保管分類

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)

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試験成績書（COA）

Lot/Batch Number
128M4027V
12180763
058M4105V
058M4015V
067M4165V

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文書ライブラリにアクセスする

Haolong Li et al.
Oncotarget, 6(24), 20474-20484 (2015-05-27)
Although the new generation of androgen receptor (AR) antagonists like enzalutamide (ENZ) prolong survival of metastatic castration-resistant prostate cancer (CRPC), AR-driven tumors eventually recur indicating that additional therapies are required to fully block AR function. Since DNA topoisomerase II (Topo
Vivek Barve et al.
Journal of medicinal chemistry, 49(13), 3800-3808 (2006-06-23)
The synthesis and characterization of Schiff base derivatives of 3-formylchromone 3-6 (FPA-120 to FPA-123), the minimal biologically active structural motif of soy isoflavone, genistein, and their copper(II) complexes 7-10 (FPA-124 to FPA-127) are reported here. These copper complexes possess distorted
Darren M Hutt et al.
Nature chemical biology, 6(1), 25-33 (2009-12-08)
Chemical modulation of histone deacetylase (HDAC) activity by HDAC inhibitors (HDACi) is an increasingly important approach for modifying the etiology of human disease. Loss-of-function diseases arise as a consequence of protein misfolding and degradation, which lead to system failures. The
J W Lampe et al.
The American journal of clinical nutrition, 60(1), 122-128 (1994-07-01)
Lignans and isoflavonoid phytoestrogens, produced from plant precursors by colonic bacteria, may protect against certain cancers. We examined the effects of flaxseed consumption on urinary lignans and isoflavonoids. Eighteen women consumed their usual omnivorous diets for three menstrual cycles and
Selin Bolca et al.
The American journal of clinical nutrition, 91(4), 976-984 (2010-02-19)
Despite decades of research on the relation between soy and breast cancer, questions regarding the absorption, metabolism, and distribution of isoflavones in breast tissue largely remain unanswered. We evaluated the potential health effects of isoflavone consumption on normal breast tissue;
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資料

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

NF-κB and Inflammation

Chronic inflammation is an underlying factor in the development and progression of many of the chronic diseases of aging, such as arthritis, atherosclerosis, diabetes, and cancer.

ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.

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