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Dihydrodaidzein

Product Name
Dihydrodaidzein
CAS No.
17238-05-0
Chemical Name
Dihydrodaidzein
Synonyms
Dihydrodaidzein>DIHYDRODAIDZEIN hplc;Dihydrodaidzein standard;7-hydroxy-3-(4-hydroxyphenyl)chroman-4-one;7-Hydroxy-3-(4-hydroxyphenyl)-4-chromanone;7-hydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one;inhibit,Endogenous Metabolite,Dihydrodaidzein,Inhibitor;2,3-Dihydro-7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-3-(4-hydroxyphenyl)-;2,3-Dihydro-7-hydroxy-3-(4-hydroxyphenyl)-4H-1- benzopyran-4-one,99%e.e.
CBNumber
CB11176286
Molecular Formula
C15H12O4
Formula Weight
256.25
MOL File
17238-05-0.mol
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Dihydrodaidzein Property

Melting point:
250-251°C
Boiling point:
529.5±50.0 °C(Predicted)
Density 
1.386±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer, Under Inert Atmosphere
solubility 
≤0.1mg/ml in ethanol;30mg/ml in DMSO;10mg/ml in dimethyl formamide
pka
7.71±0.40(Predicted)
form 
powder to crystal
color 
Light orange to Yellow to Green
λmax
313nm(EtOH aq.)(lit.)
CAS DataBase Reference
17238-05-0
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Safety

HS Code 
2932990090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SMB00944
Product name
Dihydrodaidzein
Purity
≥95%
Packaging
10MG
Price
$176
Updated
2024/03/01
Sigma-Aldrich
Product number
SMB00944
Product name
Dihydrodaidzein
Purity
≥95%
Packaging
50MG
Price
$410
Updated
2024/03/01
TCI Chemical
Product number
D4239
Product name
Dihydrodaidzein
Purity
>93.0%(HPLC)
Packaging
25mg
Price
$313
Updated
2024/03/01
Cayman Chemical
Product number
17423
Product name
Dihydrodaidzein
Purity
≥98%
Packaging
5mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
17423
Product name
Dihydrodaidzein
Purity
≥98%
Packaging
10mg
Price
$70
Updated
2024/03/01
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Dihydrodaidzein Chemical Properties,Usage,Production

Chemical Properties

Light Beige Needles

Uses

A metabolite of Daidzein.

Uses

Daidzein is an isoflavonoid phytoestrogenic compound found in soybeans, pea pods, clover, kudzu, and other legumes. Dihydrodaidzein is an active, estrogenic metabolite of daidzein. It has vasodilatory action on rat isolated aortic rings at 1 μg/ml. It stimulates the estrogen receptor-dependent growth of breast cancer MCF-7 cells at micromolar concentrations. Dihydrodaidzein is produced by the metabolism of daidzein in colonic bacteria and may be further metabolized to various bioactive compounds, including equol .

Definition

ChEBI: A hydroxyisoflavanone that is isoflavanone carrying two hydroxy substituents located at positions 4' and 7.

Biological Activity

dihydrodaidzein, an active, estrogenic metabolite of daidzein in colonic bacteria, probably is further metabolized to various bioactive compounds including equol. as an estrogen receptor agonist, dihydrodaidzein, at micromolar concentrations, activates the estrogen receptor-dependent growth of breast cancer cells. daidzein, an isoflavonoid phytoestrogenic compound, is found in soybeans, clover, kudzu, and other legumes.

in vitro

prostatic fluid and plasma concentrations of dihydrodaidzein were sufficient to block the growth of benign human prostatic epithelial cells (prec). dihydrodaidzein showed a significant inhibitory effect on the growth of prostate cancer cell line lncap. additionally, dihydrodaidzein slightly triggered the apoptosis of prec. in addition to affecting apoptosis, dihydrodaidzein decreased proliferation, which was associated with the changes in cell cycle distribution and caspase 3 activation [1].

in vivo

male c57b1/6 wild type mice were administered orally with dihydrodaidzein at a dose of 25 mg/kg/day for 4 weeks. compared to the control groups, the neointima of mice treated with dihydrodaidzein was thickened. in dihydrodaidzein-treated mice, the intimal thickness in the non-injured right iliac artery was not altered. moreover, neointimal proliferation was selectively blocked by dihydrodaidzein via suppressing the migration and proliferation of vascular smooth muscle cell and dampening the endothelial apoptosis [2].

References

[1]. hedlund, t., bokhoven, a., johannes, w., nordeen, s., & ogden, l. prostatic fluid concentrations of isoflavonoids in soy consumers are sufficient to inhibit growth of benign and malignant prostatic epithelial cells in vitro. the prostate. 2006; 66(5): 557-566.
[2]. shen, j., white, m., husband, a., hambly, b., & bao, s. phytoestrogen derivatives differentially inhibit arterial neointimal proliferation in a mouse model. european journal of pharmacology. 2006; 548(1-3): 123-128.

Dihydrodaidzein Preparation Products And Raw materials

Raw materials

Preparation Products

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Dihydrodaidzein Suppliers

TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
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View Lastest Price from Dihydrodaidzein manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Dihydrodaidzein 17238-05-0
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-01-02

17238-05-0, DihydrodaidzeinRelated Search:


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  • 2,3-Dihydro-7-hydroxy-3-(4-hydroxyphenyl)-4H-1- benzopyran-4-one,99%e.e.
  • 7-hydroxy-3-(4-hydroxyphenyl)chroman-4-one
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  • 7-Hydroxy-3-(4-hydroxyphenyl)-4-chromanone
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  • Pharmaceuticals
  • Iso-Flavones
  • Various Metabolites and Impurities