1-Testosterone

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1-Testosterone
1-Testosterone.svg
Legal status
Legal status
Pharmacokinetic data
Metabolism Liver
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
ChEBI
ECHA InfoCard 100.164.058
Chemical and physical data
Formula C19H28O2
Molar mass 288.42 g/mol
3D model (JSmol)
 NYesY (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 derivative of dihydrotestosterone (DHT) which was never marketed. 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[edit]

Pharmacology[edit]

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[edit]

1-Testosterone, 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 derivative of dihydrotestosterone (DHT).

Derivatives[edit]

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

Mesabolone is a ketal made from 1-testosterone.

1-Testosterone also is known to be used to synthesize mestanolone and metenolone.[citation needed]

Methyl-1-testosterone is the 17α-methyl derivative of 1-testosterone.

Detection in body fluids[edit]

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

References[edit]

  1. ^ William Llewellyn (2009). Anabolics (9 ed.). Molecular Nutrition. p. 22,135. ISBN 978-0-9679304-7-3. 
  2. ^ 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. PMID 16621347. doi:10.1016/j.toxlet.2006.03.001. 
  3. ^ Zhang H, Qiu Z (December 2006). "An efficient synthesis of 5α-androst-1-ene-3,17-dione". Steroids. 71 (13-14): 1088–90. PMID 17123559. doi:10.1016/j.steroids.2006.09.008. 
  4. ^ 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.