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(±)-Equol

(±)-Equol

Product ID E6781
Cas No. 94105-90-5
Purity ≥98%
Product Unit SizeCostQuantityStock
10 mg $108.00 In stock
25 mg $137.90 In stock
100 mg $325.30 In stock
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  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Equol is a soy isoflavone and phytoestrogen used in veterinary medicine that acts as an agonist at estrogen receptors. Equol is the major metabolite of daidzein and exhibits anti-aging, antioxidative, estrogenic, anti-inflammatory, and chemopreventive activities. In vitro, equol increases expression of extracellular matrix proteins collagen and elastin as well as nerve growth factor (NGF) and decreases expression of aging genes and pro-inflammatory cytokines such as matrix metalloproteinases 1, 3, and 9 (MMP1/3/9), COX-1, IL-6, and IL-1α. In fibroblasts, equol inhibited ROS generation and oxidative stress. In animal models, equol increases activity of catalase, superoxide dismutase (SOD), glutathione peroxidase, and glutathione reductase. Additionally, equol inhibits TNF-α production, NF-κB activation, and IκB kinase degradation in macrophages. This compound increases activation of p53, caspase 3, and poly(ADP)-ribose polymerase (PARP), increases expression of p21 and Bax, and decreases expression of Bcl-2, resulting in apoptosis and inhibition of tumor formation in animal models.

Product Info

Cas No.

94105-90-5

Purity

≥98%

Formula

C15H14O3

Formula Wt.

242.27

IUPAC Name

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

Synonym

(R,S)-Equol; 3,4-Dihydro-3,(4-hydroxyphenyl)-2H-1-benzopyran-7-ol; 4',7-Dihydroxyisoflavane

Melting Point

151.0-153.0

Solubility

Soluble in DMSO, ethanol, dilute aqueous base. Insoluble in water.

Appearance

White to off white powder

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

E6781 MSDS PDF

Info Sheet

E6781 Info Sheet PDF

Brochures

Natural Products Booklet

References

Lephart ED. Protective effects of equol and their polyphenolic isomers against dermal aging: microarray/protein evidence with clinical implications and unique delivery into human skin. Pharm Biol. 2013 Nov;51(11):1393-400. PMID: 23862588.

Richardson TE, Simpkins JW. R- and S-equol have equivalent cytoprotective effects in Friedreich's ataxia. BMC Pharmacol Toxicol. 2012 Oct 22;13:12. PMID: 23088310.

Choi EJ, Kim GH. Anticancer mechanism of equol in 7,12-dimethylbenz(a)anthracene-treated animals. Int J Oncol. 2011 Sep;39(3):747-54. PMID: 21667019.

Muñoz Y, Garrido A, Valladares L. Equol is more active than soy isoflavone itself to compete for binding to thromboxane A(2) receptor in human platelets. Thromb Res. 2009 Mar;123(5):740-4. PMID: 18786699.

Kang JS, Yoon YD, Han MH, et al. Estrogen receptor-independent inhibition of tumor necrosis factor-alpha gene expression by phytoestrogen equol is mediated by blocking nuclear factor-kappaB activation in mouse macrophages. Biochem Pharmacol. 2005 Dec 19;71(1-2):136-43. PMID: 16288994.

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