Structure via PubChem · Public domain (PubChem)
nandrolone
Sign in to saveAlso known as 19-norandrostenolone, Deca-Durabolin® (decanoate ester), Durabolin® (phenylpropionate ester), (17beta)-17-hydroxyestr-4-en-3-one, 17beta-hydroxy-19-nor-4-androsten-3-one, 4-estren-17beta-ol-3-one, 17beta-hydroxy-4-estren-3-one, 19-Nortestosterone
Nandrolone, also known as 19-nortestosterone, is an endogenous androgen. It is also an anabolic steroid (AAS) which is medically used in the form of esters such as nandrolone decanoate (brand name Deca-Durabolin) and nandrolone phenylpropionate (brand name Durabolin). Nandrolone esters are used in the treatment of anemias, cachexia (muscle wasting syndrome), osteoporosis, breast cancer, and for other indications. They are now used by oral administration or instead are given by injection into muscle or fat.
Chemical data
- Formula
- C18H26O2
- Molecular weight
- 274.4 g/mol
- IUPAC name
- (8R,9S,10R,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=O)CC[C@H]34
- InChIKey
- NPAGDVCDWIYMMC-IZPLOLCNSA-N
- XLogP
- 2.6
- Polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
~16 min read
Encyclopedic overview
22 sectionsContents
- Medical uses
- Non-medical uses
- Side effects
- Pharmacology
- Pharmacodynamics
- Anabolic and androgenic activity
- Pharmacokinetics
- Chemistry
- Derivatives
- Esters
- Anabolic steroids
- Progestins
- Synthesis
- Esters
- Detection in body fluids
- History
- Society and culture
- Generic names
- Doping in sports
- Research
- References
- Further reading
Nandrolone, also known as 19-nortestosterone, is an endogenous androgen. It is also an anabolic steroid (AAS) which is medically used in the form of esters such as nandrolone decanoate (brand name Deca-Durabolin) and nandrolone phenylpropionate (brand name Durabolin). Nandrolone esters are used in the treatment of anemias, cachexia (muscle wasting syndrome), osteoporosis, breast cancer, and for other indications. They are now used by oral administration or instead are given by injection into muscle or fat.
Side effects of nandrolone esters include symptoms of masculinization like acne, increased hair growth, and voice changes. They are synthetic androgens and anabolic steroids and hence are agonists of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT). Nandrolone has strong anabolic effects and weak androgenic effects, which give them a mild side effect profile and make them especially suitable for use in women and children. There are metabolites of Nandrolone that act as long-lasting prodrugs in the body, such as 5α-Dihydronandrolone.
Excerpted from Wikipedia’s “nandrolone” article, available under the CC BY-SA 4.0 licence.