(S)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol

Bezeichnung:(S)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol

CAS-Nr531-95-3

Englisch Name:(S)-Equol

CBNumberCB2317528

SummenformelC15H14O3

Molgewicht242.27

MOL-Datei531-95-3.mol

Synonyma

(S)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol

(S)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol physikalisch-chemischer Eigenschaften

Schmelzpunkt	189-190°C
alpha	D -21.5°
Siedepunkt	312.25°C (rough estimate)
Dichte	1.1914 (rough estimate)
Brechungsindex	1.5557 (estimate)
storage temp.	Inert atmosphere,2-8°C
Löslichkeit	DMSO (Soluble), Ethanol (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
pka	9.94±0.40(Predicted)
Farbe	White to Pale Yellow
CAS Datenbank	531-95-3(CAS DataBase Reference)

Sicherheit

WGK Germany	3
F	3-10

Gefahreninformationscode (GHS)

(S)-Equol Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften
White to Off-White Solid
Verwenden
A human urinary metabolite of Daidzein. It is also a natural estrogenic metabolite from soy isoflavones
Verwenden
serine protease
Verwenden
Receptor; binding activity
Verwenden
(S)-Equol and R-Equol are metabolites of the soy isoflavones Daidzein (D103500) and Genistein. Both have significant biological actions.
Definition
ChEBI: Equol is a member of hydroxyisoflavans.
Biologische Aktivität
equol is an isoflavan produced by intestinal bacteria in response to soy isoflavone intake in human. it shows a wide range of activities including antioxidant activity, anti-inflammation activity and anticancer activity. it is reported that equol specifically binds to 5α-dht and has a modest affinity for recombinant estrogen receptor erβ, which may be responsible for most of equol’s biological properties. [1]
in vitro
in vitro studies were conducted to measure both the binding affinity of equol for 5alpha-dihydrotestosterone (5alpha-dht) and the effects of equol treatment in human prostate cancer (lncap) cells. it was found that equol bound to 5alpha-dht with maximum and half maxim concentrations of 100 nm and 4.8 nm, respectively. in addition, equol significantly offset the increases in psa levels from lncap cells. [1]
in vivo
an in vivo study was performed to investigate effects of equol on rat prostate weight and circulating levels of sex steroid hormones. 1.0 mg/kg of equol was injected to long-evans rats fed with a low isoflavone diet for 25 days. findings from this study suggested that equol significantly decreased rat prostate weights and down-regulated serum levels of 5alpha-dht. however, this agent did not alter levels of lh, testosterone and estradiol. [1]
Einzelnachweise
[1]lund td, blake c, bu l, hamaker an, lephart ed. iequol an isoflavonoid: potential for improved prostate health, in vitro and in vivo evidence. reprod biol endocrin. 2011; 9(4): doi: 10.1186/1477-7827-9-4.
[2]setchell dr and clerici c. equol: pharmacokinetics and biological actions. j nutr. 2010 jul; 140(7): 1363s–8s.

(S)-Equol Upstream-Materialien And Downstream Produkte

(S)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

531-95-3, (S)-Equol Verwandte Suche:

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