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(Top) 1 Side effects 2 Pharmacology 2.1 Pharmacodynamics 3 Chemistry 3.1 Derivatives 3.2 Detection in body fluids 4 References

1-Testosterone

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1-Testosterone
Clinical data


Other names	1-Testo; 1-T; δ¹-Dihydrotestosterone; δ¹-DHT; Dihydroboldenone
Drug class	Androgen; Anabolic steroid
Legal status
Legal status	US: Schedule III
Pharmacokinetic data
Metabolism	Liver
Excretion	Urine
Identifiers
IUPAC name (5S,8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
CAS Number	65-06-5^N
PubChem CID	579094
DrugBank	DB01481^Y
ChemSpider	206590^Y
UNII	Y984BV1Q0G
ChEBI	CHEBI:59714^Y
CompTox Dashboard (EPA)	DTXSID80215312
ECHA InfoCard	100.164.058
Chemical and physical data
Formula	C₁₉H₂₈O₂
Molar mass	288.431 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C4\C=C/[C@]1([C@@H](CC[C@@H]2[C@@H]1CC[C@@]3([C@@H](O)CC[C@@H]23)C)C4)C
InChI InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1^Y Key:OKJCFMUGMSVJBG-ABEVXSGRSA-N^Y
^NY (what is this?) (verify)

1-Testosterone (abbreviated and nicknamed as 1-Testo, 1-T), also known as δ¹-dihydrotestosterone (δ¹-DHT), as well as dihydroboldenone, is a synthetic anabolic–androgenic steroid (AAS) and a 5α-reduced derivativeofboldenone (Δ1-testosterone). It differs from testosterone by having a 1(2)-double bond instead of a 4(5)-double bond in its A ring.^[1] It was legally sold online in the United States until 2005, when it was reclassified as a Schedule III drug.

Side effects

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Pharmacology

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Pharmacodynamics

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A 2006 study determined that 1-testosterone has a high androgenic and anabolic potency even without being metabolized, so it can be characterized as a typical anabolic steroid. 1-Testosterone binds in a manner that is highly selective to the androgen receptor (AR) and has a high potency to stimulate AR-dependent transactivation. In vivo, an equimolar dose of 1-testosterone has the same potency to stimulate the growth of the prostate, the seminal vesicles and the androgen-sensitive levator ani muscle as the reference anabolic steroid testosterone propionate, but, unlike testosterone propionate, 1-testosterone also increases liver weight.^[2]

Chemistry

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1-Testosterone, IUPAC name 17β-hydroxy-5α-androst-1-en-3-one, also known as 4,5α-dihydro-δ¹-testosterone (Δ¹-DHT) or as 5α-androst-1-en-17β-ol-3-one, is a synthetic androstane steroid and a derivativeofdihydrotestosterone (DHT).

Derivatives

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Two prohormones of 1-testosterone are 1-androstenediol and 1-androstenedione, the latter of which may be synthesized from stanolone acetate.^[3]

Detection in body fluids

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Doping with 1-testosterone can be detected in urine samples using gas chromatography.^[4]

References

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^ William Llewellyn (2009). Anabolics (9 ed.). Molecular Nutrition. p. 22,135. ISBN 978-0-9679304-7-3.

^ Friedel A, Geyer H, Kamber M, Laudenbach-Leschowsky U, Schänzer W, Thevis M, Vollmer G, Zierau O, Diel P (August 2006). "17beta-hydroxy-5alpha-androst-1-en-3-one (1-testosterone) is a potent androgen with anabolic properties". Toxicol. Lett. 165 (2): 149–55. doi:10.1016/j.toxlet.2006.03.001. PMID 16621347.

^ Zhang H, Qiu Z (December 2006). "An efficient synthesis of 5α-androst-1-ene-3,17-dione". Steroids. 71 (13–14): 1088–90. doi:10.1016/j.steroids.2006.09.008. PMID 17123559. S2CID 53258890.

^ S. Jain, A. Beotra and T. Kaur (2005). "A Case Study: Detection of 1-Testosterone in Urine by GC-MSD" (PDF). Recent Advances in Doping Analysis. 13: 407–410. Archived from the original (PDF) on 2011-08-25. Retrieved 2011-06-18.