(+/-)-EQUOL

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

Product Name: (+/-)-EQUOL
CAS No.: 94105-90-5
Chemical Name: (+/-)-EQUOL
Synonyms: NV 07α;(+/-)Equol;(+/-)-EQUOL;Equol,99%e.e.;EQUOL(RACEMIC);(+/-)-Equol>(+/-)-Equol (GMP);4',7-Isoflavandiol;7,4'-HoMoisoflavane;(±)-EQUOL >= 99.0% (TLC)
CBNumber: CB8972097
Molecular Formula: C15H14O3
Formula Weight: 242.27
MOL File: 94105-90-5.mol

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(+/-)-EQUOL Property

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

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Safety

WGK Germany: 3
HS Code: 2932990090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 45405
Product name: (±)-Equol
Purity: ≥99.0% (TLC)
Packaging: 1mg
Price: $583
Updated: 2024/03/01

Sigma-Aldrich

Product number: 45405
Product name: (±)-Equol
Purity: ≥99.0% (TLC)
Packaging: 5mg
Price: $1660
Updated: 2024/03/01

TCI Chemical

Product number: E0922
Product name: (+/-)-Equol
Purity: >98.0%(GC)
Packaging: 200mg
Price: $198
Updated: 2024/03/01

Alfa Aesar

Product number: J61383
Product name: (±)-Equol
Packaging: 100mg
Price: $171.65
Updated: 2024/03/01

Alfa Aesar

Product number: J61383
Product name: (±)-Equol
Packaging: 500mg
Price: $609
Updated: 2021/12/16

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(+/-)-EQUOL Chemical Properties,Usage,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 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.

Uses

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

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.

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

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

Chongqing Zhihe Biopharmaceutical Co., Ltd.

Product: (+/-)-EQUOL 94105-90-5
Price: US $0.00-0.00/kg
Min. Order: 0.10000000149011612kg
Purity: ≥98%
Supply Ability: 20tons
Release date: 2024-01-05

Hebei Guanlang Biotechnology Co,.LTD

Product: S Equol 94105-90-5
Price: US $10.70/g/Bag
Min. Order: 1g
Purity: 99%
Supply Ability: 10000kg
Release date: 2021-07-01

NanJing Spring & Autumn Biological Engineering CO., LTD.

Product: Anti hair loss s equol 94105-90-5 s-equol powder 99% purity equol 94105-90-5
Price: US $110.00/g
Min. Order: 10mg
Purity: ≥98%
Supply Ability: 100.00 kgs per month
Release date: 2019-06-26

94105-90-5, (+/-)-EQUOLRelated 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&gt

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

94105-90-5

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