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Dihydrodaidzein

Catalog No.
C4020
estrogen receptor agonist
Grouped product items
SizePriceStock Qty
10mg
$137.00
Ship with 5-10 days
25mg
$273.00
Ship with 5-10 days
50mg
$420.00
Ship with 5-10 days
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

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Background

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.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt256.3
Cas No.17238-05-0
FormulaC15H12O4
Synonyms(±)-Dihydrodaidzein,4',7-dihydroxy Isoflavanone
Solubility≤0.1mg/ml in ethanol;30mg/ml in DMSO;10mg/ml in dimethyl formamide
Chemical Name2,​3-​dihydro-​7-​hydroxy-​3-​(4-​hydroxyphenyl)​-4H-​1-​benzopyran-​4-​one
SDFDownload SDF
Canonical SMILESOC(C=C1)=CC=C1C2C(C3=CC=C(O)C=C3OC2)=O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Quality Control

Quality Control & MSDS

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Chemical structure

Dihydrodaidzein