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Pregnanolone

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Definition: A pregnane found in the urine of pregnant women and sows. It has anesthetic, hypnotic, and sedative properties.  do not confuse with PREGNENOLONE   
Pharmacological Action Anesthetics
Other names beta-pregnan-20-one, 3 alpha-Hydroxy-5; beta-ol-20-one, Allopregnan-3; alpha-pregnan-20-one, 3 alpha-Hydroxy-5; alpha-Hydroxy-5 beta-pregnan-20-one, 3; alpha-Hydroxy-5 alpha-pregnan-20-one, 3; Pregnan 3alpha ol 20 one; Allopregnan 3 beta ol 20 one; 3beta Hydroxy 5alpha pregnan 20 one; 3 alpha, 5 beta Tetrahydroprogesterone; 3 alpha Hydroxy 5 beta pregnan 20 one; 3 alpha Hydroxy 5 alpha pregnan 20 one; 3 Hydroxypregnan 20 one; Pregnanolone, (5alpha)-isomer; Pregnanolone, (3beta, 5beta,14beta)-isomer; Pregnanolone, (3beta, 5beta, 17alpha)-isomer; Pregnanolone, (3beta, 5beta)-isomer; Pregnanolone, (3beta, 5alpha, 8alpha, 17beta)-isom; Pregnanolone, (3beta, 5alpha, 17alpha)-isomer; Pregnanolone, (3beta, 5alpha)-isomer; Pregnanolone, (3beta)-isomer
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
20-oxo-5-pregnan-3-yl-glutamyl 1-ester  0   *Glutamates Pregnanolone/*analogs & derivatives Ligands. Neuropharmacology. 2011 Jul-Aug;61(1-2):61-8.
3alpha-hydroxy-21epsilon,22-oxido-21-homo-5alpha-pregnan-20-one  0   Pregnanolone/*analogs & derivatives. Physiol Res. 2010;59(2):305-8
3beta,4beta-dihydroxypregnan-16-one  0   Pregnanolone/*analogs & derivatives. Nat Prod Commun. 2010 Feb;5(2):179-84
calotropone  0   Pregnanolone/*analogs & derivatives. Molecules. 2008;13(12) (dup#2):3033-9
5,6-epoxy-20-oxopregnan-3-yl acetate  0   Pregnanolone/*analogs & derivatives. Acta Crystallogr C 2008 May;64(Pt 5):o279-82
3alpha,17alpha,21-trihydroxy-5beta-pregnan-20-one-bis-5-fluorouracil  0   Fluorouracil/*analogs & derivatives Pregnanolone/*analogs & derivatives. Drug Dev Ind Pharm 2007 Jun;33(6):677-82
5alpha,6alpha-epoxy-3beta-hydroxy-16-pregnen-20-one  0   Pregnanolone/*analogs & derivatives. Steroids 2007 Jun;72(6-7):509-13
12-acetoxy-3-(dimethylamino)-11-((3,4-dimethylpent-3-enoyl)oxy)pregnan-20-one  0   Pregnanolone/*analogs & derivatives. Chem Biodivers 2005 Jul;2(7):866-71
O(3alpha)-,O(21)-di-(N(1)-methyloxycarbonyl-2, 4-dioxo-5-fluoropyrimidinyl)-17alpha-hydroxy-5beta-pregnan-20-one  0   Pregnanolone/*analogs & derivatives. J Enzyme Inhib Med Chem 2005 Oct;20(5):417-28
3,6,17-trihydroxypregnan-20-one  0   Pregnanolone/*analogs & derivatives. Acta Pol Pharm 2003 Jul-Aug;60(4):281-4
3 alpha-hydroxy-6,19-oxidopregn-4-ene-20-one  0   Pregnanolone/*analogs & derivatives. Bioorg Med Chem Lett. 2003 Feb 10;13(3):343-6
6-azipregnanolone  0   *Aziridines Pregnanolone/*analogs & derivatives. J Biol Chem 2003 Apr 11;278(15):13196-206
16,17-cyclohexane-5H-pregnan-3,20-dione  0   Pregnanolone/*analogs & derivatives. Bull Exp Biol Med 2001 Apr;131(4):340-1
Co 2-6749  0   Pregnanolone/*analogs & derivatives. J Pharmacol Exp Ther 2000 Oct;295(1):337-45
cyclomicrobuxine  3296-11-5   Pregnanolone/*analogs & derivatives. Acta Crystallogr C 2000 Feb;56( Pt 2):233-4
Co 177843  0   Pregnanolone/*analogs & derivatives. J Pharmacol Exp Ther 1999 Dec;291(3):1317-23
Co 134444  0   Pregnanolone/*analogs & derivatives. J Pharmacol Exp Ther 1999 Dec;291(3):1317-23
Co 127501  0   Pregnanolone/*analogs & derivatives. J Pharmacol Exp Ther 1999 Dec;291(3):1317-23
Co 8-7071  0   Pregnanolone/*analogs & derivatives. Psychopharmacology (Berl) 1999 Jul;145(2):205-12
Co 3-0593  0   Pregnanolone/*analogs & derivatives. Psychopharmacology (Ber1) 1997 Nov;134(1):46-54
3-hydroxy-5-beta-pregnan-20-one hemisuccinate  2766-62-3   *Succinates Pregnanolone/*analogs & derivatives. Proc Natl Acad Sci U S A 1997 Sep 16;94(19):10450-4
ganaxolone  38398-32-2   Pregnanolone/*analogs & derivatives. J Pharmacol Exp Ther 1997 Mar;280(3):1284-95
Co 2-1970  0   Pregnanolone/*analogs & derivatives. Mol Pharmacol 1996 May;49(5):897-906
17,20-dihydroxypregnan-3-one  58701-87-4   Pregnanolone/*analogs & derivatives. Gen Comp Endocrinol 1989;76(1):147
pregnane-20-one  32695-80-0   Pregnanolone/*analogs & derivatives. Brain Res Bull 1987;18(6):739
pregnan-3,6-diol-20-one  570-78-5   Pregnanolone/*analogs & derivatives. J Steroid Biochem 1986;25(5A):641
allopregnan-20 alpha-ol-3-one  516-59-6   Pregnanolone/*analogs & derivatives. J Endocrinol 1981;88(2):289
16 alpha,17-epoxy-3 beta-hydroxy-5 alpha-pregnan-20-one  1097-50-3   Pregnanolone/*analogs & derivatives. J Steroid Biochem 1980;13(10):1181
RMI 18341  74850-10-5 Pregnan-3-one, 4-diazo-21-hydroxy-20-methyl-, (5alpha,20R)  Pregnanolone/*analogs & derivatives. Biochem Biophys Res Commun 1980;95(1):273
pregnenolone 5,6 beta-epoxide  6585-70-2 (3 beta,5 beta,6 beta)-5,6-epoxy-3-hydroxypregnan-20-one  Pregnanolone/*analogs & derivatives. Biochem Biophys Res Commun 1980;92(3):977
minaxolone  62571-87-3 Pregnan-20-one, 11-(dimethylamino)-2-ethoxy-3-hydroxy-, (2beta,3alpha,5alpha,11alpha)  Pregnanolone/*analogs & derivatives.
Pharma Action Anesthetics
Br J Anaesth 1980;52(2):241; Canad Anaesth Soc J 1980;27(2):140; Lancet 2(8133):71;1979; Lancet 2(8133):73;1979
3-hydroxypregnan-3-one 3-sulfate  7730-00-9   Pregnanolone/*analogs & derivatives. Steroids 33(5):577;1979
20-oxopregnanoic acid  0 3 alpha,6-dihydroxy-5 alpha-pregnan-20-one-21-oic acid  Pregnanolone/*analogs & derivatives. J Steroid Biochem 9(5):385;1978
17-hydroxypregnanolone  40248-23-5   Pregnanolone/*analogs & derivatives. Endocrinology 98(1):179;1976; J Endocrinol 70(1):117;1976; J Steroid Biochem 8:1197;1977; Z Geburtsch Perinatol 181:294;1977
3 alpha,20 alpha-dihydroxy-5 beta-pregnan-7-one O-carboxymethyloxime  0   Pregnanolone/*analogs & derivatives. J Pharm Soc Jpn 95(7):843;1975

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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