雌马酚

中文名称:

雌马酚

中文同义词:

纳米脂质体雌马酚;R,S-雌马酚;)-雌马酚;(卤)-EQUOL;(+)-雌马酚;雌马酚,(±)-雌马酚;3-(4-羟基苯基)四氢苯并吡喃-7-醇

英文名称:

(+/-)-EQUOL

英文同义词:

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)

CAS号:

94105-90-5

分子式:

C15H14O3

分子量:

242.27

EINECS号:

618-999-2

相关类别:

吡喃;医药原料;功能性食品添加;Metabolites;metabolite;Aromatics;Heterocycles;Intermediates Fine Chemicals;Metabolites Impurities;Pharmaceuticals

Mol文件:

94105-90-5.mol

熔点 

158-160?C

沸点 

441.7±45.0 °C(Predicted)

密度 

1.286±0.06 g/cm3(Predicted)

储存条件 

Inert atmosphere,Store in freezer, under -20°C

酸度系数(pKa)

9.94±0.40(Predicted)

水溶解性 

Soluble in DMSO and methanol or 100% ethanol. Insoluble in water.

敏感性 

Hygroscopic

BRN 

87752

InChIKey

ADFCQWZHKCXPAJ-UHFFFAOYSA-N

生物活性

(±)-Equol是equol的外消旋体。 Equol是大豆异黄酮黄豆苷和大豆黄素的代谢产物。

体外研究

Equol is first isolated and identified from pregnant-mares urine and later found in the urine of the goat, cow, hen and sheep. Equol, unlike the soy isoflavones daidzein or genistein, has a chiral center and therefore can occur as 2 distinct diastereoisomers. S-equol is the exclusive product of human intestinal bacterial synthesis from soy isoflavones and both enantiomers are bioavailable. S-equol has a high affinity for estrogen receptor beta (K i =0.73 nM), whereas R-equol is relatively inactive. Equol could promote the proliferation and differentiation of rat osteoblasts through activating the ER-PKCα-related signaling pathway. The alkaline phosphatase activity also increases significantly in all of the equol and 17β-estradiol (E2 ) groups. Equol also significantly elevates the osteocalcin levels.

体内研究

Equol is a modest natriuretic and vasorelaxant agent in the rat. Orally administered equol is about 8-fold less potent than orally administered furosemide. In isolated aortic rings precontracted by administration of phenylephrine, administration of equol relaxes the contracted aorta (concentration for half-maximal activity 58.9±16 μM). Equol possesses anticancer activity that suppresses tumor formation via apoptosis induction in rats with DMBA-induced mammary gland tumors. In addition, equol shows a hepatic protective effect by acting as an antioxidant and by reducing apoptosis.

WGK Germany 

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