Drostanolone propionate

Drostanolone propionate

Clinical data
Trade names	Drolban, Masteril, Masteron, others
Other names	Dromostanolone propionate; NSC-12198; Drostanolone 17β-propionate; 2α-Methyl-4,5α-dihydrotestosterone 17β-propionate; 2α-Methyl-DHT propionate; 2α-Methyl-5α-androstan-17β-ol-3-one 17β-propionate
Pregnancy category	X
Routes of administration	Intramuscular injection[1]
Drug class	Androgen; Anabolic steroid; Androgen ester
ATC code	A14
Legal status
Legal status	CA: Schedule IV US: Schedule III
Pharmacokinetic data
Bioavailability	Oral: 0–2% Intramuscular: 100%
Protein binding	High
Metabolism	Hepatic
Elimination half-life	Intramuscular: 2 days[1]
Excretion	Urine
Identifiers
IUPAC name (2R,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-2,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
CAS Number	58-19-5 Y
PubChem CID	224004
IUPHAR/BPS	6947
DrugBank	DB00858 Y
ChemSpider	194604 Y
UNII	7DR7H00HDT
ChEBI	CHEBI:31523 Y
CompTox Dashboard (EPA)	DTXSID1022972 DTXSID1022971, DTXSID1022972
ECHA InfoCard	100.007.550
Chemical and physical data
Formula	C23H36O3
Molar mass	360.538 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@H](C(=O)C4)C)C)C
InChI InChI=1S/C23H36O3/c1-5-21(25)26-20-9-8-17-16-7-6-15-12-19(24)14(2)13-23(15,4)18(16)10-11-22(17,20)3/h14-18,20H,5-13H2,1-4H3/t14-,15+,16+,17+,18+,20+,22+,23+/m1/s1 Y Key:NOTIQUSPUUHHEH-UXOVVSIBSA-N Y
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Drostanolone propionate, or dromostanolone propionate, sold under the brand names Drolban, Masteril, and Masteron among others, is an androgen and anabolic steroid (AAS) medication which was used to treat breast cancer in women but is now no longer marketed.^[1][2] It is given by injection into muscle.^[1]

Side effects of drostanolone propionate include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire.^[1] It has no risk of liver damage.^[1] The drug is a synthetic androgen and anabolic steroid and hence is an agonist of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT).^[1][3] It has moderate anabolic effects and weak androgenic effects, which give it a mild side effect profile and make it especially suitable for use in women.^[1] The drug has no estrogenic effects.^[1] Drostanolone propionate is an androgen ester and a long-lasting prodrug of drostanolone in the body.^[1]

Drostanolone propionate was first described in 1959 and was introduced for medical use in 1961.^[1][4][5] In addition to its medical use, drostanolone propionate is used to improve physique and performance.^[1] The drug is a controlled substance in many countries and so non-medical use is generally illicit.^[1][6]