17238-05-0 Usage
Chemical Properties
Light Beige Needles
Uses
Different sources of media describe the Uses of 17238-05-0 differently. You can refer to the following data:
1. A metabolite of Daidzein.
2. 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.
Check Digit Verification of cas no
The CAS Registry Mumber 17238-05-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,2,3 and 8 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 17238-05:
(7*1)+(6*7)+(5*2)+(4*3)+(3*8)+(2*0)+(1*5)=100
100 % 10 = 0
So 17238-05-0 is a valid CAS Registry Number.
InChI:InChI=1/C15H12O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-7,13,16-17H,8H2
17238-05-0Relevant articles and documents
Biotransformation of daidzein to equol by crude enzyme from Asaccharobacter celatus AHU1763 required an anaerobic environment
Thawornkuno, Charin,Tanaka, Michiko,Sone, Teruo,Asano, Kozo
, p. 1435 - 1438 (2009)
Asaccharobacter celatus AHU1763 is a Gram-positive, obligate anaerobic, non-spore forming, rod-shaped bacteria that was successfully isolated from rat cecal content. Daizein was converted to equol via dihydrodaidzein by this bacterium. A crude enzyme that converted daidzein to dihydrodaidzein was detected mainly in the culture supernatant. The ability of this enzyme dropped after the culture supernatant was exposed to a normal atmospheric environment for even 5 min. Furthermore, the enzyme responsible for changing dihydrodaidzein to equol was detected mainly in the cell debris, which required anaerobic conditions for its activity.
PRODUCTION METHOD OF OPTICALLY ACTIVE 3-SUBSTITUTED CHROMAN-4-OL COMPOUND
-
Paragraph 0076-0078, (2017/01/02)
PROBLEM TO BE SOLVED: To provide a versatile and highly productive production method of an optically active 3-substituted chroman-4-ol compound. SOLUTION: A production method of an optically active 3-substituted chroman-4-ol compound includes performing a reduction reaction of a 3-substituted chroman-4-one compound in the presence of a metal complex represented by formula (I) (in formula (I), M represents a group 8 transition metal or the like, each of R1 and R2 independently represents a hydrogen atom, a 1-6C alkyl group or the like, R3 represents a 1-6C alkyl group or the like, R4 represents a 1-6C alkyl group or the like, Ar represents benzene bonded with M via a π bond or the like, and X represents a carbonyloxy group or the like). COPYRIGHT: (C)2015,JPOandINPIT
ISOFLAVONOID COMPOUNDS AND METHODS FOR THE TREATMENT OF CANCER
-
Page/Page column 35; 37, (2012/05/20)
Provided herein is a pharmaceutical composition comprising at least one isoflavonoid. Also provided herein are methods of treating cancer, sensitizing cancer cells, and inducing apoptosis in cancer cells by administering such compositions.
