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HomeProduct name list(S)-Equol

(S)-Equol

  • CAS NO.:531-95-3
  • Empirical Formula: C15H14O3
  • Molecular Weight: 242.27
  • MDL number: MFCD00200962
  • EINECS: 208-522-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 20:33:22
(S)-Equol Structural

What is (S)-Equol?

Chemical properties

White to Off-White Solid

The Uses of (S)-Equol

(S)-Equol and R-Equol are metabolites of the soy isoflavones Daidzein (D103500) and Genistein. Both have significant biological actions.

The Uses of (S)-Equol

Receptor; binding activity

The Uses of (S)-Equol

A human urinary metabolite of Daidzein. It is also a natural estrogenic metabolite from soy isoflavones

The Uses of (S)-Equol

serine protease

What are the applications of Application

(S)-Equol is a non-steroidal ERβ agonist

Definition

ChEBI: Equol is a member of hydroxyisoflavans.

Biological Activity

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]

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.

Properties of (S)-Equol

Melting point: 189-190°C
Boiling point: 312.25°C (rough estimate)
alpha  D -21.5°
Density  1.1914 (rough estimate)
refractive index  1.5557 (estimate)
storage temp.  Inert atmosphere,2-8°C
solubility  DMSO (Soluble), Ethanol (Slightly), Methanol (Slightly)
form  Solid
pka 9.94±0.40(Predicted)
color  White to Pale Yellow
CAS DataBase Reference 531-95-3(CAS DataBase Reference)

Safety information for (S)-Equol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for (S)-Equol

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