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Androstan-17-one,3-hydroxy-, (3b,5b)-

Names

[ CAS No. ]:
571-31-3

[ Name ]:
Androstan-17-one,3-hydroxy-, (3b,5b)-

[Synonym ]:
Epiaetiocholanolone
Epietiocholanolone
3b-hydroxy-5b-androstan-17-one
epi-5b-Androsterone
b-Etiocholanolone
3b-Etiocholanolone
5b-Epiandrosterone

Biological Activity

[Description]:

5β-Androstan-3β-ol-17-one (3β-Etiocholanolone; 5β-Epiandrosterone), a steroid with 5β reduction, is one the major metabolic products of ehydroepiandrosterone (DHEA). 5β-Androstan-3β-ol-17-one exert strong antihyperglycemic effects in C57BL/KsJ genetically diabetic (db/db) mice. 5β-Androstan-3β-ol-17-one also exerts depressive effect on neurons[1][2].

[Related Catalog]:

Research Areas >> Metabolic Disease
Research Areas >> Neurological Disease

[In Vivo]

5β-Androstan-3β-ol-17-one (2 mg/mouse; 皮下注射; 每天 1 次, 共 4 周) 缺乏任何有益的影响，这表明这些代谢物需要一些生物转化才能完全有效[1]。 5β-Androstan-3β-ol-17-one (添加饲料中, 质量比分别为 0.025%, 0.05%, 0.1%; 口服; 共 18 周) 在小鼠中，防止严重糖尿病的发生，调节高血糖状态正常化，同时对进食量或体重增加率无影响[1]。 5β-Androstan-3β-ol-17-one (1 mg/kg-20 mg/kg; 静脉注射; 单剂量) 在高剂量下，对成年公猫的神经元有强烈的抑制作用[2]。 Animal Model: C57BL/KsJ genetically diabetic (db/db) mice model[1] Dosage: 0.025%, 0.05%, 0.1% in diet Administration: Oral gavage; filled the diet every second day; for 18 weeks Result: Exerted strong antihyperglycemic effects.

[References]

[1]. Coleman DL, et al. Therapeutic effects of dehydroepiandrosterone metabolites in diabetes mutant mice (C57BL/KsJ-db/db). Endocrinology. 1984 Jul;115(1):239-43.  

[2]. Kubli-Garfias C, et al. Depressant effect of androgens on the cat brain electrical activity and its antagonism by ruthenium red. Neuroscience. 1982;7(11):2777-82.  

Chemical & Physical Properties

[ Density]:
1.085 g/cm3

[ Boiling Point ]:
413.1ºC at 760 mmHg

[ Melting Point ]:
154-156ºC

[ Molecular Formula ]:
C19H30O2

[ Molecular Weight ]:
290.44000

[ Flash Point ]:
176.4ºC

[ Exact Mass ]:
290.22500

[ PSA ]:
37.30000

[ LogP ]:
3.95910

[ Index of Refraction ]:
1.536

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds