(+/-)-Equol, Thermo Scientific Chemicals

Description

Urinary metabolite of daidzein, produced by humans and horses

(±)-Equol exhibits EC50 values of 200 and 74 nM for human ERα and ERβ, respectively and induces breast cancer cell proliferation in vitro at concentrations as low as 100 nM. It is a weak estrogenic agonist, and competitive inhibitor of 17β-estradiol at the estradiol receptor. It inhibits 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced neoplastic cell transformation by targeting the MEK/ERK/p90RSK/activator protein-1 signalling pathway. It functions as a DHT blocker.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(+/-)-Equol exhibits EC50 values of 200 and 74 nM for human ERα and ERβ, respectively and induces breast cancer cell proliferation in vitro at concentrations as low as 100 nM. It is a weak estrogenic agonist, and competitive inhibitor of 17β-estradiol at the estradiol receptor. It inhibits 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced neoplastic cell transformation by targeting the MEK/ERK/p90RSK/activator protein-1 signalling pathway. It functions as a DHT blocker.

Solubility
Soluble in DMSO and methanol or 100% ethanol. Insoluble in water.

Notes
Hygroscopic. Incompatible with oxidizing agents and heat.

Specifications

Chemical Identifiers

• CAS: 94105-90-5
• Molecular Formula: C15H14O3
• Molecular Weight (g/mol): 242.27
• MDL Number: MFCD00016662
• InChI Key: ADFCQWZHKCXPAJ-UHFFFAOYNA-N
• Synonym: 3-4-hydroxyphenyl chroman-7-ol, equol, +/--equol, r,s-equol, 7,4'-homoisoflavane, 4',7-dihydroxyisoflavane, rs-equol, 3-4-hydroxyphenyl-7-chromanol, 2h-1-benzopyran-7-ol, 3,4-dihydro-3-4-hydroxyphenyl, 4',7-isoflavandiol
• PubChem CID: 382975
• IUPAC Name: 3-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol
• SMILES: OC1=CC=C(C=C1)C1COC2=C(C1)C=CC(O)=C2

• Melting Point: 172°C to 176°C
• Color: White
• Quantity: 100 mg
• Beilstein: 87752
• Sensitivity: Hygroscopic
• Merck Index: 14,3644
• Solubility Information: Soluble in DMSO and methanol or 100% ethanol. Insoluble in water.
• Formula Weight: 242.27
• Physical Form: Crystalline Powder
• Chemical Name or Material: (+/-)-Equol

Safety and Handling

TSCA	No
Recommended Storage	Store at -20°C

SDS

RUO – Research Use Only