SML2147
S-Equol
≥97% (HPLC), Estrogen receptor beta agonist, powder
Synonym(s):
(3S)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol, (S)-(–)-4′,7-isoflavandiol, (S)-Equol, Equol
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About This Item
Empirical Formula (Hill Notation):
C15H14O3
CAS Number:
Molecular Weight:
242.27
EC Number:
MDL number:
UNSPSC Code:
51111800
NACRES:
NA.77
Product Name
S-Equol, ≥97% (HPLC)
Assay
≥97% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
−20°C
SMILES string
OC1=CC=C([C@H]2COC3=CC(O)=CC=C3C2)C=C1
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/t12-/m1/s1
InChI key
ADFCQWZHKCXPAJ-GFCCVEGCSA-N
Related Categories
Application
S-Equol has been used:
- as an estrogen receptor β (ERβ) agonist to study its effects on adipogenesis in mouse fibroblast cells
- as a standard to study the effect of high dietary fats on S-equol metabolism and prostate carcinogenesis in the transgenic adenocarcinoma of mouse prostate (TRAMP) model
- to study its mode of action on ecdysteroidogenic glutathione S-transferase Noppera-bo in Aedes aegypti
Biochem/physiol Actions
(S)-Equol is an estrogen receptor beta (ERβ) agonist, formed in some people by intestinal bacteria from the soy phytoestrogen daidzein. (S)-Equol has approximately 13-fold higher affinity for human ERβ over ERα and an EC50 value of 65nM for ERβ compared to an EC50 value of 85nM for ERα. It has been shown to have anti-inflammatory and neuroprotective activty.
S-Equol is an isoflavandiol derived from daidzein by bacterial flora in the intestines. It exhibits anti-cancer activity by the activation of forkhead box O3 (FOXO3a) via an Akt-specific pathway and inhibitory effects on mouse double minute 2 homolog (MDM2) expression.
Estrogen receptor beta ( ERβ) agonist from the soy phytoestrogen daidzein
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
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Yufei Liu et al.
Nutrition & metabolism, 16, 24-24 (2019-04-24)
Consumption of diet high in soy products is suggested to contribute to lower prostate cancer incidence in Asian men. But little has been known about the influences of dietary patterns on gut microbiota and microbiota-mediated isoflavone metabolism. Here, we determined
Zongliang Lu et al.
Current cancer drug targets, 16(5), 455-465 (2015-12-08)
Forkhead box O3 (FOXO3a) is a transcription factor with tumor suppressor functions that plays an important role in prostate cancer. Daidzein, one of the soy isoflavones present in soy-based foods, has been shown to exert anti-tumor effects in vitro and
Kazue Inaba et al.
BMC biology, 20(1), 43-43 (2022-02-18)
Mosquito control is a crucial global issue for protecting the human community from mosquito-borne diseases. There is an urgent need for the development of selective and safe reagents for mosquito control. Flavonoids, a group of chemical substances with variable phenolic
A short S-equol exposure has a long-term inhibitory effect on adipogenesis in mouse 3T3-L1 cells
Mandujano L G, et al.
SN Applied Sciences, 11(20), 9657-9657 (2021)
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