Equol

Equol Basic information
Product Name:Equol
Synonyms:(S)-3,4-DYHYDRO-3-(4-HYDROXYPHENYL)-2H-1-BENZOPYRAN-7-OL;(S)-4',7-DIHYDROXYISOFLAVANCE;R,S-EQUOL;(-)-(S)-EQUOL;S,R-equol;3-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol;4',7-ISOFLAVANDIOL;4',7-DIHYDROXYISOFLAVAN
CAS:531-95-3
MF:C15H14O3
MW:242.27
EINECS:208-522-2
Product Categories:Inhibitors;Iso-Flavones;Chiral Reagents;Heterocycles;Metabolites & Impurities;Metabolites
Mol File:531-95-3.mol
Equol Structure
Equol Chemical Properties
Melting point 189-190°C
alpha D -21.5°
Boiling point 312.25°C (rough estimate)
density 1.1914 (rough estimate)
refractive index 1.5557 (estimate)
storage temp. Inert atmosphere,2-8°C
solubility DMSO (Soluble), Ethanol (Slightly), Methanol (Slightly)
pka9.94±0.40(Predicted)
form Solid
color White to Pale Yellow
CAS DataBase Reference531-95-3(CAS DataBase Reference)
Safety Information
WGK Germany 3
3-10
MSDS Information
Equol Usage And Synthesis
Chemical PropertiesWhite to Off-White Solid
UsesReceptor; binding activity
UsesA human urinary metabolite of Daidzein. It is also a natural estrogenic metabolite from soy isoflavones
Uses(S)-Equol and R-Equol are metabolites of the soy isoflavones Daidzein (D103500) and Genistein. Both have significant biological actions.
Usesserine protease
DefinitionChEBI: Equol is a member of hydroxyisoflavans.
Biological Activityequol 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 vitroin 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 vivoan 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]
references[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.
4',7-DIMETHOXYISOFLAVAN 7-HYDROXY-4'-METHOXYISOFLAVAN Dihydrodaidzein TRIFOLIRHIZIN Equol Hydroxy silicone oil Tetrahydro-4H-pyran-4-one pisatin Centchroman Rotenone RAC-PTEROCARPIN AKOS NCG1-0033 AKOS 208-06 2',7-DIHYDROXY-4'-METHOXYISOFLAVAN MEDICARPIN Triphenylphosphine kievitone Dihydromyrcenol

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