(+/-)-Equol, Thermo Scientific Chemicals

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.

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

TSCA

No

Recommended Storage

Store at -20°C

SDS

TSCA

No

Recommended Storage

Store at -20°C

SDS

RUO – Research Use Only