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516-55-2

516-55-2 structure
516-55-2 structure
  • Name: Alloepipregnanolone
  • Chemical Name: 3β-hydroxy-5α-pregnan-20-one
  • CAS Number: 516-55-2
  • Molecular Formula: C21H34O2
  • Molecular Weight: 318.49300
  • Catalog: Natural Products Others
  • Create Date: 2018-09-27 23:07:44
  • Modify Date: 2024-01-02 16:34:23
  • Alloepipregnanolone, a pregnane with anesthetic, hypnotic, and sedative properties, interferes with the development of rapid tolerance to the anxiolytic effect of ethanol.

Name 3β-hydroxy-5α-pregnan-20-one
Synonyms ALLOPREGNAN-3B-OL-20-ONE
3beta-hydroxy-5alpha-pregnan-20-one
3-Hydroxypregnan-20-one
Alloepipregnanolone
5A-PREGNAN-3B-OL-20-ONE
Tetrahydroprogesterone
ALLOPREGNANOLONE
ISOPREGNANOLONE
EINECS 208-224-2
MFCD00064935
Pregnan-20-one,3-hydroxy-, (3b,5a)-
epi-allopregnanolone
Description Alloepipregnanolone, a pregnane with anesthetic, hypnotic, and sedative properties, interferes with the development of rapid tolerance to the anxiolytic effect of ethanol.
Related Catalog
Target

Human Endogenous Metabolite

In Vivo On day 2, pretreatment with a 0.20 mg/kg dose of Alloepipregnanolone blocks the development of rapid tolerance to the anxiolytic effect of ethanol. However, there is a significant decrease in the anxiolytic effect in the control groups that received ethanol on both days (EE), suggesting that the 1.5 g/kg dose of ethanol results in rapid tolerance. The post hoc analysis confirms that the 0.20 mg/kg pretreatment with Alloepipregnanolone blocks the rapid tolerance compared to the control groups, although the 0.10 mg/kg dose only partially blocks the development of such tolerance. However, the 0.05 mg/kg dose has no effect on the development of rapid tolerance to ethanol[1].
Animal Admin Mice[1] Male Swiss mice are pretreated with Alloepipregnanolone (isopregnanolone: 0.05, 0.10 or 0.20 mg/kg) 30 min before administration of ethanol (1.5 g/kg). Twenty-four hours later, all animals tested using the plus-maze apparatus. The first experiment defines the doses of ethanol that does or does not induce rapid tolerance to the anxiolytic effect of ethanol. In the second, the influence of pretreatment of mice with Alloepipregnanolone (0.05, 0.10 or 0.20 mg/kg) on rapid tolerance to ethanol (1.5 g/kg) is studied[1].
References

[1]. Debatin T, et al. Effect of isopregnanolone on rapid tolerance to the anxiolytic effect of ethanol. Rev Bras Psiquiatr. 2006 Mar;28(1):18-23.

Density 1.053g/cm3
Boiling Point 431.2ºC at 760mmHg
Melting Point 200℃
Molecular Formula C21H34O2
Molecular Weight 318.49300
Flash Point 183.9ºC
Exact Mass 318.25600
PSA 37.30000
LogP 4.59520
Index of Refraction 1.524

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TU4383200
CHEMICAL NAME :
5-alpha-Pregnan-20-one, 3-beta-hydroxy-
CAS REGISTRY NUMBER :
516-55-2
LAST UPDATED :
199709
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C21-H34-O2
MOLECULAR WEIGHT :
318.55
WISWESSER LINE NOTATION :
L E5 B666TJ A1 E1 FV1 OQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
40 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 11,117,1968
RTECS TU4383200