Structure via PubChem · Public domain (PubChem)
Ekuol
Sign in to saveAlso known as (S)-(-)-4',7-Isoflavandiol, (-)-Equol, (-)-(S)-Equol, 4',7-Isoflavandiol, (S)-Equol, 4',7-Dihydroxyisoflavan, (S)-3,4-dihydro-3-(4-hydroxyphenyl)-2H-1-Benzopyran-7-ol, S-equol
Equol (4',7-isoflavandiol) is an isoflavandiol estrogen metabolized from daidzein, a type of isoflavone found in soybeans and other plant sources, by bacterial flora in the intestines. While endogenous estrogenic hormones such as estradiol are steroids, equol is a nonsteroidal estrogen. Only about 30–50% of people have intestinal bacteria that make equol.
Chemical data
- Formula
- C15H14O3
- Molecular weight
- 242.27 g/mol
- IUPAC name
- (3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol
- SMILES
- C1[C@H](COC2=C1C=CC(=C2)O)C3=CC=C(C=C3)O
- InChIKey
- ADFCQWZHKCXPAJ-GFCCVEGCSA-N
- XLogP
- 3
- Polar surface area
- 49.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- benign prostatic hyperplasia, breast cancer, Alzheimer disease, chronic kidney disease
via ChEMBL · EBI
Research
1,451 papers- Indole-3-acetic acid alleviates DSS-induced colitis by promoting the production of R-equol from Bifidobacterium pseudolongum.Gut microbes · 2024
- Equol and Resveratrol Improve Bone Turnover Biomarkers in Postmenopausal Women: A Clinical Trial.International journal of molecular sciences · 2023
- Equol: pharmacokinetics and biological actions.The Journal of nutrition · 2010
- Equol: A Bacterial Metabolite from The Daidzein Isoflavone and Its Presumed Beneficial Health Effects.Nutrients · 2019
- Equol: history, chemistry, and formation.The Journal of nutrition · 2010
via PubMed
Wikidata facts
- Mass
- 242.094294
Show 7 more facts
- chemical formula
- C₁₅H₁₄O₃
- canonical SMILES
- C1C(COC2=C1C=CC(=C2)O)C3=CC=C(C=C3)O
- subject has role
- phytoestrogen
- isomeric SMILES
- OC1=CC=C(C=C1)[C@H]2COC3=C(C2)C=CC(O)=C3
- NCI Thesaurus ID
- C120313
- has characteristic
- bitterness
- found in taxon
- pomegranate
via Wikidata · CC0