Testosterone propionate

Testosterone propionate
Clinical data

Trade names	Agrovirin, Andronate, Andrusol-P, Masenate, Neo-Hombreol, Oreton, Perandren, Synandrol, Testoviron, numerous others
Routes of administration	Intramuscular injection
Identifiers
IUPAC name (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl propanoate
Synonyms	NSC-9166
CAS Number	57-85-2
PubChem CID	5995
DrugBank	DB01420
ChemSpider	5774
UNII	WI93Z9138A
KEGG	D00959
ChEBI	CHEBI:9466
ChEMBL	CHEMBL1170
Chemical and physical data
Formula	C₂₂H₃₂O₃
Molar mass	344.50 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]2CCC4=CC(=O)CC[C@]34C)C
InChI InChI=1S/C22H32O3/c1-4-20(24)25-19-8-7-17-16-6-5-14-13-15(23)9-11-21(14,2)18(16)10-12-22(17,19)3/h13,16-19H,4-12H2,1-3H3/t16-,17-,18-,19-,21-,22-/m0/s1 Key:PDMMFKSKQVNJMI-BLQWBTBKSA-N

Testosterone propionate (USAN, BAN) (brand names Agrovirin, Andronate, Andrusol-P, Masenate, Neo-Hombreol, Oreton, Perandren, Synandrol, Testoviron, numerous others), or testosterone propanoate, also known as propionyltestosterone, is an androgen and anabolic steroid and a testosterone ester. Testosterone esters were synthesized for the first time in 1936, and were found to have greatly improved potency relative to testosterone. Among the esters synthesized, testosterone propionate was the most potent, and for this reason, was selected for further development, subsequently being marketed. Along with testosterone enanthate, testosterone cypionate, and testosterone undecanoate, testosterone propionate is one of the most widely used testosterone esters.

Testosterone propionate was introduced in 1937 by Schering AG in Germany under the brand name Testoviron. It was the first ester of testosterone to be introduced, and was the major form of testosterone used medically before 1960. In the 1950s, longer-acting testosterone esters like testosterone enanthate and testosterone cypionate were introduced and superseded testosterone propionate. Although rarely used nowadays due to its short duration, testosterone propionate remains medically available and is still marketed in the United States.

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