1. Others
    Metabolic Enzyme/Protease
  2. Estrogen Receptor/ERR
    Endogenous Metabolite
  3. (-)-(S)-Equol

(-)-(S)-Equol 

Cat. No.: HY-100583 Purity: 99.82% ee.: 99.02%
Handling Instructions

(-)-(S)-Equol is a high affinity ligand for estrogen receptor β with a Ki of 0.73 nM.

For research use only. We do not sell to patients.

(-)-(S)-Equol Chemical Structure

(-)-(S)-Equol Chemical Structure

CAS No. : 531-95-3

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10 mM * 1 mL in DMSO USD 55 In-stock
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  • Protocol

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  • References

Description

(-)-(S)-Equol is a high affinity ligand for estrogen receptor β with a Ki of 0.73 nM.

IC50 & Target

Ki: 0.73 nM (Estrogen receptor β)[1]

In Vitro

(-)-(S)-Equol shows the greatest affinity for ERβ (Ki=0.73±0.2 nM), whereas its affinity for ERα (Ki=6.41±1 nM) is relatively poor[1]. (-)-(S)-Equol inhibits the growth of LnCaP, DU145 and PC3 human prostate cancer cell lines. (-)-(S)-Equol causes cell cycle arrest in the G2/M phase in PC3 cells by down regulating cyclin B1 and CDK1 and upregulating CDK inhibitors (p21 and p27), as well as inducing apoptosis by upregulating Fas ligand (FasL) and the expression of pro-apoptotic Bim. (-)-(S)-Equol increases the expression of FOXO3a, decreases the expression of p-FOXO3a and enhances the nuclear stability of FOXO3a. (-)-(S)-Equol also decreases the expression of MDM2, which serves as an E3 ubiquitin ligase forp-FOXO3a, thus preventing p-FOXO3a degradation by the proteasome[2]. (-)-(S)-Equol enantioselectively increases the survival of INS-1 cells presumably through activating PKA signaling. (-)-(S)-Equol might have applications as an anti-type 2 diabetic agent. In INS-1 pancreatic β-cells, (-)-(S)-Equol induces phosphorylation of cAMP-response element-binding protein at Ser 133, and induced cAMP-response element-mediated transcription[3].

In Vivo

(-)-(S)-Equol inhibits the tumor growth by 43.2% and 28.4% compared to the control on day 33, suggesting that the compound is not overtly toxic[2].

Storage
Powder -20°C 3 years
  4°C 2 years
In solvent -80°C 6 months
  -20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (412.76 mM; Need ultrasonic and warming)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 4.1276 mL 20.6381 mL 41.2763 mL
5 mM 0.8255 mL 4.1276 mL 8.2553 mL
10 mM 0.4128 mL 2.0638 mL 4.1276 mL
*Please refer to the solubility information to select the appropriate solvent.
References
Cell Assay
[2]

PC3 cells are seeded in 96-well culture plates (about 5×103 cells/ well) and cultured overnight at 37°C. Next, the cells are incubated with medium containing the indicated concentrations of (-)-(S)-Equol and/or DMSO for 72hr at 37°C. The cell viability is determined by the MTT assay[2].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Administration
[2]

Mice: Mice are randomly divided into three groups of six mice each, and are treated by intragastric administration. The experimental groups are treated with 10 mg/kg or 20 mg/kg bodyweight of (-)-(S)-Equol (mice are treated everyday for 33 days). The control group is treated with an identical volume of 0.01ml sesame seed oil and 0.09 mL normal saline. The tumor size is examined every three days[2].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

References
Molecular Weight

242.27

Formula

C₁₅H₁₄O₃

CAS No.

531-95-3

SMILES

OC1=CC=C2C[[email protected]@H](C3=CC=C(O)C=C3)COC2=C1

Shipping

Room temperature in continental US; may vary elsewhere

Purity: 99.82% ee.: 99.02%

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Product Name:
(-)-(S)-Equol
Cat. No.:
HY-100583
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(-)-(S)-Equol

Cat. No.: HY-100583