Norclostebol

Norclostebol
Clinical data
Trade names	Lentabol
Other names	SKF-6611; CP-73; 4-Chloroestr-4-en-17β-ol-3-one
Identifiers
	IUPAC name (8R,9S,10R,13S,14S,17S)-4-Chloro-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one;
CAS Number	13583-21-6 ;
PubChem CID	166576;
ChemSpider	145769 ;
UNII	VI1001O2DI;
CompTox Dashboard (EPA)	DTXSID401016377 ;
Chemical and physical data
Formula	C18H25ClO2
Molar mass	308.85 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C(C(=O)CC[C@H]34)Cl;
	InChI InChI=1S/C18H25ClO2/c1-18-9-8-11-10-4-6-15(20)17(19)13(10)3-2-12(11)14(18)5-7-16(18)21/h10-12,14,16,21H,2-9H2,1H3/t10-,11-,12-,14+,16+,18+/m1/s1 ; Key:OZDDFAQVVGFDJP-YGRHGMIBSA-N ;
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Norclostebol (INNTooltip International Nonproprietary Name; brand name Lentabol; former developmental code names SKF-6611, CP-73) is a synthetic androgen and anabolic steroid (AAS) that was derived from nandrolone.^[1]^[2]^[3] It was described in the literature in 1957.^[1] Norclostebol is also used as an ester, norclostebol acetate (brand name Anabol 4-19).

Norclostebol is a 4-chloro derivative of testosterone. It works out to be significantly stronger than pure testosterone. It is approximately 6.6 times as anabolic while only 40% as androgenic. This may not be a particularly fair or valid comparison however. It is more appropriate to compare norclostebol to testosterone propionate due to the use of an ester. In this case they are fairly even in anabolic potency at 112% but only 20–25% as androgenic. In practice this means norclostebol is a potent anabolic compound with minimal tendency towards side effects.^[4]

References

^ ^a ^b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 168–. ISBN 978-1-4757-2085-3.
^ Karch SB (9 October 2007). Pathology, Toxicogenetics, and Criminalistics of Drug Abuse. CRC Press. pp. 67–. ISBN 978-1-4200-5456-9.
^ Wright JE (1982). Anabolic Steroids and Sports: A Comprehensive, Up-to-date Summary and Discussion of the Scientific Findings about the Controversial Drugs Widely Used to Increase Muscle Size and Strength. Sports Science Consultants. ISBN 978-0-9609306-0-9.
^ Le Bizec B, Van Hoof N, Courtheyn D, Gaudin I, Van De Wiele M, Bichon E, et al. (January 2006). "New anabolic steroid illegally used in cattle-structure elucidation of 19-norchlorotestosterone acetate metabolites in bovine urine". The Journal of Steroid Biochemistry and Molecular Biology. 98 (1): 78–89. doi:10.1016/j.jsbmb.2005.07.008. PMID 16216493.

[Elks2014-1] Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 168–. ISBN 978-1-4757-2085-3.

[FFFLM2007-2] Karch SB (9 October 2007). Pathology, Toxicogenetics, and Criminalistics of Drug Abuse. CRC Press. pp. 67–. ISBN 978-1-4200-5456-9.

[Wright1982-3] Wright JE (1982). Anabolic Steroids and Sports: A Comprehensive, Up-to-date Summary and Discussion of the Scientific Findings about the Controversial Drugs Widely Used to Increase Muscle Size and Strength. Sports Science Consultants. ISBN 978-0-9609306-0-9.

[4] Le Bizec B, Van Hoof N, Courtheyn D, Gaudin I, Van De Wiele M, Bichon E, et al. (January 2006). "New anabolic steroid illegally used in cattle-structure elucidation of 19-norchlorotestosterone acetate metabolites in bovine urine". The Journal of Steroid Biochemistry and Molecular Biology. 98 (1): 78–89. doi:10.1016/j.jsbmb.2005.07.008. PMID 16216493.

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