化合物简介
5β-Dihydroprogesterone (5β-DHP), also known as 5β-pregnan-3,20-dione, is an endogenous neurosteroid and an intermediate in the biosynthesis of pregnanolone and epipregnanolone from progesterone. It is synthesized from progesterone by the enzyme 5β-reductase. 5β-DHP has been found to act as a positive allosteric modulator of the GABAA receptor (albeit with an affinity for this receptor regarded as relatively low (in comparison to 3α-hydroxylated progesterone metabolites such as pregnanolone and allopregnanolone)) and also as a negative allosteric modulator of the GABAA-rho receptor. In accordance with the former action, it is reported to possess anesthetic, anxiolytic, and antinociceptive effects. 5β-DHP has been found to act as an agonist of the pregnane X receptor (PXR) as well (albeit weakly (EC50 >10,000 µM)), and has been found to regulate uterine contractility through activation of this receptor. Unlike 5α-dihydroprogesterone, 5β-DHP does not possess affinity for the progesterone receptor, and hence, is not a progestogen.
基本信息
中文名称
5beta-孕甾烷-3,20-二酮
英文名称
5β-pregnane-3,20-dione
中文别名
英文别名
5beta-Pregnan-3,20-dione、(5R,8R,9S,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one、Pregnane-3,20-dione, (5β)-、3,20-Pregnanedione、5beta-Dihydroprogesterone、5beta-pregnane-3,20-dione、CI2、5b-pregnane-3,20-dione
CAS号
128-23-4
分子式
C21H32O2
分子量
316.478
精确质量
316.24
PSA
34.14
LOGP
4.8034
物化性质
密度
1.048g/cm3
沸点
429.2ºC at 760mmHg
闪点
160.3ºC
折射率
1.515
蒸汽压
1.43E-07mmHg at 25°C
上游原料
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