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SML2147

Sigma-Aldrich

S-Equol

≥97% (HPLC)

Sinonimo/i:

(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

Formula empirica (notazione di Hill):
C15H14O3
Numero CAS:
531-95-3
Peso molecolare:
242.27
Numero CE:
208-522-2
Numero MDL:
MFCD00200962
Codice UNSPSC:
51111800
NACRES:
NA.77

Saggio

≥97% (HPLC)

Forma fisica

powder

Colore

white to beige

Solubilità

DMSO: 2 mg/mL, clear

Temperatura di conservazione

−20°C

Stringa SMILE

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
ADFCQWZHKCXPAJ-GFCCVEGCSA-N

Applicazioni

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

Azioni biochim/fisiol

(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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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
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
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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