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(+/-)-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
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
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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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(+/-)-EQUOL Suppliers

Shandong Yuanlitai Nutratech Co., Ltd,
Tel
18980869808
Email
info@yltnutra.com
Country
China
ProdList
9
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58
Nanjing EnMing Pharmaceutical Technology Co., Ltd.
Tel
025-58894663 13305188663
Fax
025-58894661
Email
njempt@163.com
Country
China
ProdList
19
Advantage
58
Chengdu Wuyuan Bioengineering Co., Ltd.
Tel
17358513851
Email
henry851@163.com
Country
China
ProdList
955
Advantage
58
SHANDONG XINGRUNDA CHEMICAL CO.,LTD
Tel
18615348689 18615348689
Email
hclt1978@163.com
Country
China
ProdList
22
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
Advantage
64
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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
Wuhan Nutra Biotechnology Co.,Ltd
Product
R,S-Equol 94105-90-5
Price
US $5.00-0.00/g
Min. Order
10g
Purity
98%+
Supply Ability
100kgs
Release date
2021-05-24
Hebei Chuanghai Biotechnology Co,.LTD
Product
S Equol 94105-90-5
Price
US $10.70/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-22

94105-90-5, (+/-)-EQUOLRelated 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)
  • 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
  • Metabolites
  • metabolite
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals