1-Testosterone (abbreviated and nicknamed as 1-Testo, 1-T), also known as δ
1-dihydrotestosterone (δ
1-DHT), as well as dihydroboldenone, is a
synthetic anabolic–androgenic steroid (AAS) and a
5α-reduced derivative
In mathematics, the derivative of a function of a real variable measures the sensitivity to change of the function value (output value) with respect to a change in its argument (input value). Derivatives are a fundamental tool of calculus. ...
of
boldenone (Δ1-testosterone). It differs from
testosterone
Testosterone is the primary sex hormone and anabolic steroid in males. In humans, testosterone plays a key role in the development of male reproductive tissues such as testes and prostate, as well as promoting secondary sexual characteristi ...
by having a 1(2)-
double bond
In chemistry, a double bond is a covalent bond between two atoms involving four bonding electrons as opposed to two in a single bond. Double bonds occur most commonly between two carbon atoms, for example in alkenes. Many double bonds exist betwee ...
instead of a 4(5)-double bond in its
A ring
The rings of Saturn are the most extensive ring system of any planet in the Solar System. They consist of countless small particles, ranging in size from micrometers to meters, that orbit around Saturn. The ring particles are made almost entirel ...
.
It was legally sold online in the
United States
The United States of America (U.S.A. or USA), commonly known as the United States (U.S. or US) or America, is a country primarily located in North America. It consists of 50 states, a federal district, five major unincorporated territori ...
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 the context of gene regulation: transactivation is the increased rate of gene expression triggered either by biological processes or by artificial means, through the expression of an intermediate transactivator protein.
In the context of recep ...
. ''In vivo'', an equimolar dose of 1-testosterone has the same potency to stimulate the growth of the
prostate
The prostate is both an accessory gland of the male reproductive system and a muscle-driven mechanical switch between urination and ejaculation. It is found only in some mammals. It differs between species anatomically, chemically, and phys ...
, the
seminal vesicle
The seminal vesicles (also called vesicular glands, or seminal glands) are a pair of two convoluted tubular glands that lie behind the urinary bladder of some male mammals. They secrete fluid that partly composes the semen.
The vesicles are 5†...
s and the androgen-sensitive
levator ani
The levator ani is a broad, thin muscle group, situated on either side of the pelvis. It is formed from three muscle components: the pubococcygeus, the iliococcygeus, and the puborectalis.
It is attached to the inner surface of each side of the ...
muscle as the reference anabolic steroid
testosterone propionate
Testosterone propionate, sold under the brand name Testoviron among others, is an androgen and anabolic steroid (AAS) medication which is used mainly in the treatment of low testosterone levels in men. It has also been used to treat breast cance ...
, but, unlike testosterone propionate, 1-testosterone also increases
liver
The liver is a major organ only found in vertebrates which performs many essential biological functions such as detoxification of the organism, and the synthesis of proteins and biochemicals necessary for digestion and growth. In humans, it ...
weight.
Chemistry
1-Testosterone, IUPAC name 17β-hydroxy-5α-androst-1-en-3-one, also known as 4,5α-dihydro-δ
1-testosterone (Δ
1-DHT) or as 5α-androst-1-en-17β-ol-3-one, is a
synthetic androstane
Androstane is a C19 steroidal hydrocarbon with a gonane core. Androstane can exist as either of two isomers, known as 5α-androstane and 5β-androstane.
File:androstane.png, 5α-Androstane
File:androstane 5beta.png, 5β-Androstane
Pharmacology ...
steroid and a
derivative
In mathematics, the derivative of a function of a real variable measures the sensitivity to change of the function value (output value) with respect to a change in its argument (input value). Derivatives are a fundamental tool of calculus. ...
of
dihydrotestosterone
Dihydrotestosterone (DHT, 5α-dihydrotestosterone, 5α-DHT, androstanolone or stanolone) is an endogenous androgen sex steroid and hormone. The enzyme 5α-reductase catalyzes the formation of DHT from testosterone in certain tissues includ ...
(DHT).
Derivatives
Two
prohormone
A prohormone is a committed precursor of a hormone consisting of peptide hormones synthesized together that has a minimal hormonal effect by itself because of its expression-suppressing structure, often created by protein folding and binding additi ...
s of 1-testosterone are
1-androstenediol and
1-androstenedione, the latter of which may be
synthesized from
stanolone acetate.
Mesabolone
Mesabolone, also known as 1-testosterone 17β-methoxycyclopentyl ether, is a synthetic anabolic–androgenic steroid (AAS) that was never marketed. It is the 17β-(1-methoxycyclohexane) ether
In organic chemistry, ethers are a class of comp ...
is a ketal made from 1-testosterone.
1-Testosterone also is known to be used to synthesize
mestanolone and
metenolone
Metenolone, or methenolone, is an androgen and anabolic steroid (AAS) which is used in the form of esters such as metenolone acetate (brand name Primobolan, Nibal) and metenolone enanthate (brand name Primobolan Depot, Nibal Injection). Meten ...
.
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.
References
{{DEFAULTSORT:Testosterone, 1-
Abandoned drugs
Secondary alcohols
Androgens and anabolic steroids
Androstanes
Ketones
World Anti-Doping Agency prohibited substances