3a-羟基-5b-雄甾烷-17-酮

3a-羟基-5b-雄甾烷-17-酮用途

Etiocholanolone (5β-Androsterone) 是睾酮的排泄代谢物,具有抗惊厥活性。相对于其对映体形式,Etiocholanolone 是一种较弱的神经甾醇类 GABAA receptor 正向变构调节剂。

点击显示

3a-羟基-5b-雄甾烷-17-酮名称

[ CAS 号 ]:
53-42-9

[ 中文名 ]:
还原胆烷醇酮

[ 英文名 ]:
Etiocholanolone

[中文别名 ]:

3a-羟基-5b-雄甾烷-17-酮

[英文别名 ]:

3a-Hydroxy-5b-androstane-17-one
Androsterone, (5β)-
3alpha-hydroxy-5beta-androstan-17-one
5β-Androsterone
(5b)-Androsterone
5-Isoandrosterone
3α-hydroxy-5β-androstane-17-one
5β-Androstan-17-one, 3α-hydroxy-
5BETA-ANDROSTERONE
MFCD00064133

3a-羟基-5b-雄甾烷-17-酮生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 跨膜转运 >> GABA受体

研究领域 >> 神经疾病

信号通路 >> 神经信号通路 >> GABA受体

[体外研究]

乙酰胆醇酮(10μM)与GABA联合施用可导致长开口的相对频率增加(OT3的分数,A2位点效应),但对于增加长开口的持续时间(B位点效应)或降低激活相关闭合时间成分的相对频率(A1位点效应)[2]。

[体内研究]

在6-Hz和PTZ试验中,乙氧胆醇酮(腹腔注射；0-109.1mg/kg；单次剂量)的ED50值分别为57.6和109.1mg/kg。5β,3α-A在6-Hz试验中的保护作用持续2小时,比ent-5β,3α-A治疗(3小时)短[1]。

[参考文献]

[1]. Ping Li,et al. Natural and Enantiomeric Etiocholanolone Interact With Distinct Sites on the Rat alpha1beta2gamma2L GABAA Receptor. Mol Pharmacol. 2007 Jun;71(6):1582-90.

[2]. Dorota Zolkowska, et al. Anticonvulsant Potencies of the Enantiomers of the Neurosteroids Androsterone and Etiocholanolone Exceed Those of the Natural Forms. Psychopharmacology (Berl). 2014 Sep;231(17):3325-32.

3a-羟基-5b-雄甾烷-17-酮物理化学性质

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
413.1±45.0 °C at 760 mmHg

[ 熔点 ]:
148～150°C (lit.)

[ 分子式 ]:
C₁₉H₃₀O₂

[ 分子量 ]:
290.440

[ 闪点 ]:
176.4±21.3 °C

[ 精确质量 ]:
290.224579

[ PSA ]:
37.30000

[ LogP ]:
3.75

[ 蒸汽压 ]:
0.0±2.2 mmHg at 25°C

[ 折射率 ]:
1.536

[ 储存条件 ]:
2-8°C

3a-羟基-5b-雄甾烷-17-酮MSDS

3a-羟基-5b-雄甾烷-17-酮安全信息

[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危害码 (欧洲) ]:
F,Xn

[ 风险声明 (欧洲) ]:
11-20/21/22-36

[ 安全声明 (欧洲) ]:
16-36/37

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
3

3a-羟基-5b-雄甾烷-17-酮合成路线

3a-羟基-5b-雄甾烷-17-酮上下游产品

3a-羟基-5b-雄甾烷-17-酮上游产品

3a-羟基-5b-雄甾烷-17-酮下游产品

3a-羟基-5b-雄甾烷-17-酮文献

An updated steroid benchmark set and its application in the discovery of novel nanomolar ligands of sex hormone-binding globulin.

J. Med. Chem. 51 , 2047-56, (2008)

A benchmark data set of steroids with known affinity for sex hormone-binding globulin (SHBG) has been widely used to validate popular molecular field-based QSAR techniques. We have expanded the data s...

Novel potent and selective bile acid derivatives as TGR5 agonists: biological screening, structure-activity relationships, and molecular modeling studies.

J. Med. Chem. 51 , 1831-41, (2008)

TGR5, a metabotropic receptor that is G-protein-coupled to the induction of adenylate cyclase, has been recognized as the molecular link connecting bile acids to the control of energy and glucose home...

Neurosteroid analogues. 12. Potent enhancement of GABA-mediated chloride currents at GABAA receptors by ent-androgens.

Eur. J. Med. Chem. 43 , 107-13, (2008)

Allopregnanolone (1) and pregnanolone (2), steroids containing a 17beta-acetyl group, are potent enhancers of GABA (gamma-aminobutyric acid) action at GABAA receptors. Their effects are enantioselecti...

更多文献