1-Testosterone

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 derivative of boldenone (Δ1-testosterone). It differs from testosterone by having a 1(2)-double bond instead of a 4(5)-double bond in its A ring. It was legally sold online in the United States until 2005, when it was reclassified as a Schedule III drug.

Side effects

Pharmacology

Pharmacodynamics

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.

Chemistry

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 derivative of dihydrotestosterone (DHT).

Derivatives

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

Mesabolone is a ketal made from 1-testosterone.

1-Testosterone also is known to be used to synthesize mestanolone and metenolone.

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

Detection in body fluids

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