ChemicalBook >> CAS DataBase List >>(+/-)-EQUOL

(+/-)-EQUOL

CAS No.
94105-90-5
Chemical Name:
(+/-)-EQUOL
Synonyms
NV 07α;(+/-)Equol;(+/-)-EQUOL;Equol,99%e.e.;EQUOL(RACEMIC);(+/-)-Equol>(+/-)-Equol (GMP);7,4'-HoMoisoflavane;(±)-EQUOL >= 99.0% (TLC);4′,7-Dihydroxyisoflavane
CBNumber:
CB8972097
Molecular Formula:
C15H14O3
Molecular Weight:
242.27
MDL Number:
MFCD00016662
MOL File:
94105-90-5.mol
MSDS File:
SDS
Last updated:2024-01-05 12:21:36

(+/-)-EQUOL Properties

Melting point 158-160?C
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
InChIKey ADFCQWZHKCXPAJ-UHFFFAOYSA-N
FDA UNII 2RZ8A7D0E8

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
WGK Germany  3
HS Code  2932990090

(+/-)-EQUOL price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 45405 (±)-Equol ≥99.0% (TLC) 94105-90-5 1mg $583 2024-03-01 Buy
Sigma-Aldrich 45405 (±)-Equol ≥99.0% (TLC) 94105-90-5 5mg $1660 2024-03-01 Buy
TCI Chemical E0922 (+/-)-Equol >98.0%(GC) 94105-90-5 200mg $198 2024-03-01 Buy
Alfa Aesar J61383 (±)-Equol 94105-90-5 100mg $171.65 2024-03-01 Buy
Alfa Aesar J61383 (±)-Equol 94105-90-5 500mg $609 2021-12-16 Buy
Product number Packaging Price Buy
45405 1mg $583 Buy
45405 5mg $1660 Buy
E0922 200mg $198 Buy
J61383 100mg $171.65 Buy
J61383 500mg $609 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

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

Uses

(R,S)-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.

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.

Definition

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

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.

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

Preparation Products

Global( 132)Suppliers
Supplier Tel Email Country ProdList Advantage
Hangzhou Weitai Biological Pharmaceutical Co.,Ltd.
+8613282012786 sales@weitai-pharmaceutical.com China 61 58
Wuhan Nutra Biotechnology Co.,Ltd
+8617786394783 nutrabiotech@outlook.com China 300 58
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+86-18580541567 +86-17782035140 sales@zhswyy.com China 338 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 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 10326 58
Hebei Zhanyao Biotechnology Co. Ltd
15369953316 +8615369953316 admin@zhanyaobio.com China 2136 58
Shanghai UCHEM Inc.
+862156762820 +86-13564624040 sales@myuchem.com China 6710 58

View Lastest Price from (+/-)-EQUOL manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(+/-)-EQUOL pictures 2024-04-26 (+/-)-EQUOL
94105-90-5
US $0.00-0.00 / kg 0.10000000149011612kg ≥98% 20tons Chongqing Zhihe Biopharmaceutical Co., Ltd.
S Equol pictures 2023-03-06 S Equol
94105-90-5
US $10.70 / g/Bag 1g 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
Anti hair loss s equol 94105-90-5 s-equol powder 99% purity equol  pictures 2022-02-14 Anti hair loss s equol 94105-90-5 s-equol powder 99% purity equol
94105-90-5
US $110.00 / g 10mg ≥98% 100.00 kgs per month NanJing Spring & Autumn Biological Engineering CO., LTD.
  • (+/-)-EQUOL pictures
  • (+/-)-EQUOL
    94105-90-5
  • US $0.00-0.00 / kg
  • ≥98%
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
  • S Equol pictures
  • S Equol
    94105-90-5
  • US $10.70 / g/Bag
  • 99%
  • Hebei Guanlang Biotechnology Co,.LTD

94105-90-5((+/-)-EQUOL)Related Search:

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) (+/-)-7-Hydroxy-3-(4-hydroxyphenyl)chroman (+/-)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-chromen-7-ol, (+/-)-Equol Anti hair loss s equol 94105-90-5 s-equol powder 99% purity 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)- 94105-90-5 Metabolites metabolite Aromatics Heterocycles Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals