Pregnenolone (medication)

Pregnenolone
Clinical data
Trade names	Arthenolone, Bina-Skin, Enelone, Natolone, Pregneton, Prenolone, Regnosone, Sharmone, Skinostelon
Other names	P5; 5-Pregnenolone; δ5-Pregnene-3β-ol-20-one; Pregn-5-en-3β-ol-20-one; NSC-1616
AHFS/Drugs.com	International Drug Names
Routes of; administration	By mouth, transdermal
Drug class	Neurosteroid; Anti-inflammatory
ATC code	None;
Legal status
Legal status	In general: Over-the-counter (OTC);
Identifiers
	IUPAC name 1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone;
CAS Number	145-13-1 ;
PubChem CID	8955;
IUPHAR/BPS	2376;
DrugBank	DB02789 ;
ChemSpider	8611 ;
UNII	73R90F7MQ8;
KEGG	D00143;
ChEBI	CHEBI:16581 ;
ChEMBL	ChEMBL253363 ;
Chemical and physical data
Formula	C21H32O2
Molar mass	316.485 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C;
	InChI InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1 ; Key:ORNBQBCIOKFOEO-QGVNFLHTSA-N ;
	(verify)

Pregnenolone, sold under the brand name Enelone among others, is a medication and supplement as well as a naturally occurring and endogenous steroid.^[3]^[1]^[4]^[5]^[6] It is described as a neurosteroid and anti-inflammatory drug and was used in the treatment of rheumatoid arthritis and soft-tissue rheumatism in the 1950s and is no longer prescribed today, but remains available as a supplement.^[3]^[2]^[4] Pregnenolone can be taken by mouth, as a topical medication, or by injection into muscle.^[3]^[2]

Pregnenolone is promoted online with false claims that it can treat a variety of health conditions including cancer, arthritis and multiple sclerosis.^[7]

^ ^a ^b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 665–. ISBN 978-1-4757-2085-3.
^ ^a ^b ^c Cite error: The named reference Gutman1955 was invoked but never defined (see the help page).
^ ^a ^b ^c Henderson E, Weinberg M, Wright WA (April 1950). "Pregnenolone". The Journal of Clinical Endocrinology and Metabolism. 10 (4): 455–474. doi:10.1210/jcem-10-4-455. PMID 15415436.
^ ^a ^b Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 872–873. ISBN 978-3-88763-075-1.
^ Vallée M (June 2016). "Neurosteroids and potential therapeutics: Focus on pregnenolone". The Journal of Steroid Biochemistry and Molecular Biology. 160: 78–87. doi:10.1016/j.jsbmb.2015.09.030. PMID 26433186. S2CID 3468546.
^ Weng JH, Chung BC (July 2016). "Nongenomic actions of neurosteroid pregnenolone and its metabolites". Steroids. 111: 54–59. doi:10.1016/j.steroids.2016.01.017. PMID 26844377. S2CID 21839652.
^ Cite error: The named reference ACS was invoked but never defined (see the help page).

[Elks2014-1] Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 665–. ISBN 978-1-4757-2085-3.

[Gutman1955-2] Cite error: The named reference Gutman1955 was invoked but never defined (see the help page).

[pmid15415436-3] Henderson E, Weinberg M, Wright WA (April 1950). "Pregnenolone". The Journal of Clinical Endocrinology and Metabolism. 10 (4): 455–474. doi:10.1210/jcem-10-4-455. PMID 15415436.

[IndexNominum2000-4] Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 872–873. ISBN 978-3-88763-075-1.

[pmid26433186-5] Vallée M (June 2016). "Neurosteroids and potential therapeutics: Focus on pregnenolone". The Journal of Steroid Biochemistry and Molecular Biology. 160: 78–87. doi:10.1016/j.jsbmb.2015.09.030. PMID 26433186. S2CID 3468546.

[pmid26844377-6] Weng JH, Chung BC (July 2016). "Nongenomic actions of neurosteroid pregnenolone and its metabolites". Steroids. 111: 54–59. doi:10.1016/j.steroids.2016.01.017. PMID 26844377. S2CID 21839652.

[ACS-7] Cite error: The named reference ACS was invoked but never defined (see the help page).

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