(S)-3-(4-Hydroxyphenyl)chroman-7-ol, CAS No. 531-95-3

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531-95-3

Catalog No. EBD2199142

CAS 531-95-3

Name (S)-3-(4-Hydroxyphenyl)chroman-7-ol

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Basic Information

Synonyms: (S)-3-(4-Hydroxyphenyl)chroman-7-ol Equol 7,4'-Isoflavandiol CCRIS9222 S-Equol (S)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol 3,4-Dihydro-3-(4-hydroxyphenyl)-(S)-2H-1-benzopyran-7-ol (3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol 3-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol 2H-1-Benzopyran-7-ol,3,4-dihydro-3-(4-hydroxyphenyl)- (?à)-Equol 7,4'-Homoisoflavane NV07a

Molecular Formula: C15H14O3

Molecular Weight: 242.27

MDL Number: MFCD00016662

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Phytochemicals and Natural Products Medicinal Chemistry > APIs and Their Salts > Endocrine & Metabolic Drugs

Product Description:

Equol, also known as 4',7-isoflavandiol, is a non-steroidal estrogenic metabolite derived from the isoflavone daidzein. It is a chiral molecule, with the S-(-)-equol enantiomer being the biologically active form predominantly produced by specific gut microbiota in humans and animals. Its chemical structure features a dihydrobenzopyran core with two phenolic hydroxyl groups, which are critical for its estrogen receptor binding affinity. As a potent phytoestrogen, equol's primary application is in biomedical research and nutraceuticals, particularly for managing menopausal symptoms and promoting bone and cardiovascular health. It exhibits selective estrogen receptor modulator (SERM)-like activity, binding preferentially to estrogen receptor beta (ERβ). This property underpins its investigation for potential therapeutic benefits in hormone-dependent conditions, osteoporosis, and prostate health, positioning it as a candidate active pharmaceutical ingredient (API) in the endocrine and metabolic drug domain. Equol is not synthesized by all individuals, leading to the classification of "equol producers" and "non-producers." This has spurred significant research into its bioavailability, microbiome interactions, and the development of equol-based supplements. Its status as a gut-microbiota-derived natural product makes it a key compound in the study of diet-microbiome-host interactions and functional food ingredients.

Physical Properties

Melting Point: 189-190°C

Boiling Point: 441.7 °C at 760 mmHg

Flash Point: 220.9 °C

Density: 1.286 g/cm3

Solubility: Soluble in DMSO, methanol, or ethanol.

Analytical Data

Appearance: white to off-white solid