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(±)-Equol

(±)-Equol Structure
(±)-Equol structure
CAS No.
94105-90-5
Chemical Name:
(±)-Equol
Synonyms
NV 07α;(±)-Equol;(+/-)Equol;(+/-)-EQUOL;Equol,99%e.e.;EQUOL(RACEMIC);(+/-)-Equol>(+/-)-Equol (GMP);4',7-Isoflavandiol;7,4'-HoMoisoflavane
CBNumber:
CB8972097
Molecular Formula:
C15H14O3
Molecular Weight:
242.27
MDL Number:
MFCD00016662
MOL File:
94105-90-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 04:44:37
Product description Number Pack Size Price
(±)-Equol ≥99.0% (TLC) 45405 1mg $639
(±)-Equol ≥99.0% (TLC) 45405 5mg $1710
(+/-)-Equol >98.0%(GC) E0922 200mg $166
(±)-Equol ≥98% 13184 5mg $37
(±)-Equol ≥98% 13184 10mg $69
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(±)-Equol Properties

Melting point 158-160C
Boiling point 441.7±45.0 °C(Predicted)
Density 1.286±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility soluble in Ethanol
form Crystalline powder
pka 9.94±0.40(Predicted)
color White to Light yellow to Light red
Water Solubility Soluble in DMSO and methanol or 100% ethanol. Insoluble in water.
Sensitive Hygroscopic
BRN 87752
InChI InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2
InChIKey ADFCQWZHKCXPAJ-UHFFFAOYSA-N
SMILES C1OC2=CC(O)=CC=C2CC1C1=CC=C(O)C=C1
FDA UNII 2RZ8A7D0E8
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
WGK Germany  3
HS Code  2932990090
Storage Class 11 - Combustible Solids

(±)-Equol price More Price(83)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 45405 (±)-Equol ≥99.0% (TLC) 94105-90-5 1mg $639 2026-04-30 Buy
Sigma-Aldrich 45405 (±)-Equol ≥99.0% (TLC) 94105-90-5 5mg $1710 2025-07-31 Buy
TCI Chemical E0922 (+/-)-Equol >98.0%(GC) 94105-90-5 200mg $166 2026-04-30 Buy
Cayman Chemical 13184 (±)-Equol ≥98% 94105-90-5 5mg $37 2026-04-30 Buy
Cayman Chemical 13184 (±)-Equol ≥98% 94105-90-5 10mg $69 2026-04-30 Buy
Product number Packaging Price Buy
45405 1mg $639 Buy
45405 5mg $1710 Buy
E0922 200mg $166 Buy
13184 5mg $37 Buy
13184 10mg $69 Buy

(±)-Equol Chemical Properties,Uses,Production

Description

Equol is a nonsteroidal estrogen produced from the metabolism of the isoflavonoid phytoestrogen daidzein by human intestinal microflora. The estrogen receptor (ER) binding activity of the naturally occurring (S)-enantiomer demonstrates greater affinity toward ERβ while the (R)-enantiomer demonstrates greater affinity towards ERα. Synthesized as a racemic mixture, (±)-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.

Chemical Properties

White to Off-White Solid

Uses

(±)-Equol is a human urinary metabolite of the soy isoflavones Daidzein (D103500).

Uses

(±)-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.

Uses

A human urinary metabolite of Daidzein. It is also a natural estrogenic metabolite from soy isoflavones.

Definition

ChEBI: 3-(4-Hydroxyphenyl)chroman-7-ol is a member of hydroxyisoflavans.

Application

(±)-Equol is a metabolite produced in vivo from the soy phytoestrogen daidzein by the action of certain gut microflora, and is a nonsteroidal estrogen of the isoflavonoid class. (±)-Equo has been reported to have estrogenic activity and affinity for estrogen receptors. (±)-Equo can exist in two enantiomeric forms, (S)-equol and (R)-equol. In binding assays, (S)-equol has a higher binding affinity for estrogen β receptors.

Biological Activity

Metabolite of daidzein. Weak estrogenic agonist, and competitive inhibitor of 17β-estradiol at the estradiol receptor.
(R,S)-Equol is a flavonoid. Racemic mixture. This is a metabolite that is produced in vivo from soy phytoestrogen daidzein from gut microflora. (R,S)-Equol inhibits 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced neoplastic cell transformation by targeting the MEK/ERK/p90RSK/activator protein-1 signalling pathway. (R,S)-Equol shows positive effects on the incidence of prostate cancer. Functions as a DHT blocker. Preferentially activates estrogen receptor β (ERβ).

Biochem/physiol Actions

Metabolite of daidzein. Weak estrogenic agonist, and competitive inhibitor of 17β-estradiol at the estradiol receptor.

Synthesis

3-(4-methoxyphenyl)-3,4-dihydro-2H-chromen-7-ol

10499-17-9

(S)-Equol

531-95-3

A mixture of compound 3a (0.20 g, 0.78 mmol), n-Bu4NI (1.01 g, 2.73 mmol) and anhydrous CH2Cl2 (5 mL) was stirred and cooled to -78 °C under nitrogen protection. Subsequently, a CH2Cl2 solution of BCl3 (1 M, 2.73 mL, 2.73 mmol) was added dropwise to the cooled mixture. The reaction mixture was stirred and slowly warmed to 0 °C over a period of 2 hours. Upon completion of the reaction, it was carefully quenched with ice water (10 mL), stirring was continued for 20 min, and then neutralized with saturated NaHCO3 solution (10 mL). After vacuum concentration, the residue was extracted with EtOAc (10 mL x 0.5). The organic layers were combined and dried with anhydrous MgSO4. After filtration, the filtrate was concentrated under vacuum and purified by silica gel column chromatography (ethyl acetate/hexane=1:3) to give colorless crystals of estragole 3b (0.18 g, 95% yield). The properties of estragole were as follows: melting point 162-164 °C (literature value 158 °C); thin-layer chromatography Rf value 0.24 (ethyl acetate/hexane=1:3); infrared spectra (KBr) νmax: 3231, 2897, 1598, 1510, 1470, 1366, 1252, 1158, 1119, 826 cm-1; 1H-NMR ( 400 MHz, DMSO-d6) δ: 2.80 (m, 2H, H-3 and H-4a), 3.01 (m, 1H, H-4b), 3.89 (t, J=10.4 Hz, 1H, H-2a), 4.14 (d, J=10.4 Hz, 1H, H-2b), 6.20 (d, J=2.4 Hz, 1H, H-8), 6.29 (dd, J=8.4, 2.4 Hz, 1H, H-6), 6.72 (d, J=8.4 Hz, 2H, H-3', H-5'), 6.86 (d, J=8.4 Hz, 1H, H-5), 7.10 (d, J=8.4 Hz, 2H, H-2', H-6'), 9.18 (s, 1H, OH), 9.29 (s, 1H, OH); 13C-NMR (100 MHz, DMSO-d6) δ: 31.3, 37.2, 70.3, 102.5, 108.0, 112.6, 115.3, 128.3, 130.1, 131.7, 154.5, 156.2, 156.5; electron bombardment mass spectrometry (70 eV) m/z (relative intensities, %): 242 (M+, 58), 135 (25), 134 (40), 123 (88), 120 (100), 107 (39), 91 (37). Calculated elemental analysis (C15H14O3): C 74.36, H 5.82; measured values: C 74.13, H 5.90.

References

Equol, a natural estrogenic metabolite from soy isoflavones convenient preparation and resolution of R- and S-equols and their differing binding and biological activity through estrogen receptors alpha and beta
R. S. Muthyala, Y. H. Ju, S. Sheng, L. D. Williams, D. R. Doerge, B. S. Katzenellenbogen, W. G. Helferich, J. A. Katzenellenbogen, Bioorg. Med. Chem. 2004, 12, 1559.
Isolation and identification of new bacterial stains producing equol from Pueraria lobate extract fermentation
J. E. Kwon, J. Lim, I. Kim, D. Kim, S. C. Kang, PLoS ONE 2018, 13, e0192490.
Setchell, K.D.R., Clerici, C., Lephart, E.D., et al. S-equol, a potent ligand for estrogen receptor β, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial flora. Am. J. Clin. Nutr. 81(5), 1072-1079 (2005).
Liu, H., Du, J., Hu, C., et al. Delayed activation of extracellular-signal-regulated kinase is involved in genistein- and equol-induced cell proliferation and estrogen-receptor-α-mediated transcription in MCF-7 breast cancer cells. Journal of Nutritional Biochemistry (2009).

(±)-Equol Preparation Products And Raw materials

Raw materials

Daidzein 3-(4-methoxyphenyl)-3,4-dihydro-2H-chromen-7-ol Morpholine, 4-[7-(phenylmethoxy)-3-[4-(phenylmethoxy)phenyl]-2H-1-benzopyran-2-yl]- Daidzein diacetate Water
Tetrabutylammonium iodide Boron trichloride Dichloromethane

1of2

Preparation Products

(±)-Equol Suppliers

Global( 170)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan Nutra Biotechnology Co.,Ltd
+8617786394783 nutrabiotech@outlook.com China 300 58
Qingdao Yonghefeng Economic and Trade Co., Ltd.
+86-13375559818 cfy69@163.com China 195 58
Shangdong Yuanlitai Nutratech Co.,ltd
+8618782242822 tatiana@yltnutra.com China 8 58
Hebei Zhuanglai Chemical Trading Co Ltd 		+86-16264648883 niki@zlchemi.com China 7245 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21588 55
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29815 58
Xiamen AmoyChem Co., Ltd 		+86-86-5926051114 +8615060885618 sales@amoychem.com China 6366 58
NanJing Spring & Autumn Biological Engineering CO., LTD. 		+8613815430202 sale02@cqherb.com CHINA 376 58
Hubei Ipure Biology Co., Ltd 		+8613367258412 ada@ipurechemical.com China 10236 58
Hebei Zhanyao Biotechnology Co. Ltd 		15369953316 +8615369953316 admin@zhanyaobio.com China 2123 58
Supplier Advantage
Wuhan Nutra Biotechnology Co.,Ltd
58
Qingdao Yonghefeng Economic and Trade Co., Ltd.
58
Shangdong Yuanlitai Nutratech Co.,ltd
58
Hebei Zhuanglai Chemical Trading Co Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
career henan chemical co 		58
Xiamen AmoyChem Co., Ltd 		58
NanJing Spring & Autumn Biological Engineering CO., LTD. 		58
Hubei Ipure Biology Co., Ltd 		58
Hebei Zhanyao Biotechnology Co. Ltd 		58

Related articles

  • Is (±)-Equol Carcinogenic?
  • In early in vitro studies, the mechanism of action of equol was found to indicate that the compound may be associated with can....
  • May 13，2025
  • Does soy contain S-equol?
  • No. S-equol is not found in soybeans, but is produced naturally in the gut of some people (particularly Asians) through bacter....
  • Dec 6，2024

Related Qustion

Ask a question
Q:What is (±)-Equol?Anonymous - Dec 22，2025
A:(±)-Equol is a nonsteroidal estrogen. It is an active product of the soy isoflavone daidzein, produced in the human gut through metabolism by specific gut microbiota, and is not directly present in soybeans. (±)-Equol has attracted widespread attention due to its selective binding to estrogen receptor β (ERβ). Its biological activity is considered to be stronger than that of its precursor daidzein, and it is mainly used to relieve menopausal symptoms (such as hot flashes), improve bone health, and has potential cardiovascular and cognitive benefits.
Q:What are the benefits of (±)-Equol supplementation?STAR - Nov 5，2025
A:(±)-Equol is a lipophilic, estrogen-like soy isoflavone metabolite with an affinity for estrogen receptors. Studies have shown that the ability to produce equol is associated with a reduced risk of breast and prostate cancer, cardiovascular disease, improved bone health, and a reduced incidence of hot flashes. Natural S-equol supplementation can alleviate hot flashes and other menopausal symptoms in postmenopausal Japanese women who do not produce equol. Equol supplementation can also promote improvements in certain bone and cardiovascular parameters in high-risk groups, prevent bone fragility (osteoporosis), and reduce skin wrinkles. Furthermore, equol production capacity may be associated with lower urinary tract symptoms. The inability to produce equol is a significant risk factor for lower urinary tract symptoms. This suggests that equol supplementation may have a potential role in preventing bacterial infections.

View Lastest Price from (±)-Equol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Equol;R S Equol pictures 2026-05-29 Equol;R S Equol
94105-90-5
 US $0.00 / gram 100gram 99% 88888gram Xi an Biohorlden Industry Trade Co Ltd
EQUOL pictures 2026-05-15 EQUOL
94105-90-5
 US $0.00-0.00 / kg 1kg 0.99 2 MT WeiTai BioPharmaceutical Co.,Ltd(Hangzhou)
EQUOL pictures 2026-05-15 EQUOL
94105-90-5
 US $0.00-0.00 / kg 1kg 0.99 2 MT WeiTai BioPharmaceutical Co.,Ltd(Hangzhou)
  • Equol;R S Equol pictures
  • Equol;R S Equol
    94105-90-5
  • US $0.00 / gram
  • 99%
  • Xi an Biohorlden Industry Trade Co Ltd
  • EQUOL pictures
  • EQUOL
    94105-90-5
  • US $0.00-0.00 / kg
  • 0.99
  • WeiTai BioPharmaceutical Co.,Ltd(Hangzhou)
  • EQUOL pictures
  • EQUOL
    94105-90-5
  • US $0.00-0.00 / kg
  • 0.99
  • WeiTai BioPharmaceutical Co.,Ltd(Hangzhou)

(±)-Equol Spectrum

(±)-Equol(94105-90-5)1HNMR

94105-90-5((±)-Equol)Related Search:

Genistein D-CAMPHOR
7,4'-HoMoisoflavane NV 07α 3-(4-Hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol 7-Hydroxy-3-(4-hydroxyphenyl)chroman 4',7-Isoflavandiol 3,4-Dihydro-3-(4-hydroxyphenyl)-2H-chromen-7-ol, (+/-)-Equol, 4',7-Isoflavandiol, 7-Hydroxy-3-(4-hydroxyphenyl)chroman 4',7-Isoflavandiol, (+/-)-Equol 4′,7-Dihydroxyisoflavane (+/-)-Equol (GMP) (±)-EQUOL >= 99.0% (TLC) Equol,99%e.e. 3,4-dihydro-3-(4-hydroxyphenyl)-2h-1-benzopyran-7-ol EQUOL(RACEMIC) Anti hair loss s equol 94105-90-5 s-equol powder 99% purity equol (+/-)-7-Hydroxy-3-(4-hydroxyphenyl)chroman (+/-)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-chromen-7-ol, (+/-)-Equol Equol,3-(4-Hydroxyphenyl)-7-chromanol Nano Liposomal Equol,3-(4-Hydroxyphenyl)-7-chromanol (+/-)-Equol> 2H-1-Benzopyran-7-ol, 3,4-dihydro-3-(4-hydroxyphenyl)- (+/-)Equol (+/-)-EQUOL ((2R,3S)-3-acetoxy-5-methoxytetrahydrofuran-2-yl)methyl acetate 3-(4-Hydroxyphenyl)-7-chromanol inhibit,Estrogen Receptor/ERR,Drug Metabolite,(±) Equol,(±)Equol,(±)-Equol,Inhibitor (±)-Equol/2H-1-Benzopyran-7-ol, 3,4-dihydro-3-(4-hydroxyphenyl)- 4',7-Isoflavandiol Raw Materials Equol Equol, Metabolite of phytoestrogen daidzein (±)-Equol, 10 mM in DMSO (±)-Equol 94105-90-5 Metabolites metabolite Aromatics Heterocycles Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals