Testosterone butyrate

Testosterone butyrate, or testosterone butanoate, also known as androst-4-en-17β-ol-3-one 17β-butanoate, is a synthetic, steroidal androgen and an androgen ester – specifically, the C17β butanoate ester of testosterone – which was first synthesized in the 1930s and was never marketed.[1][2][3][4] Its ester side-chain length and duration of effect are intermediate between those of testosterone propionate and testosterone valerate.[2]

Parenteral durations of androgens/anabolic steroids

Medication	Form	Major brand names	Duration
Testosterone	Aqueous suspension	Andronaq, Sterotate, Virosterone	2–3 days
Testosterone propionate	Oil solution	Androteston, Perandren, Testoviron	3–4 days
Testosterone phenylpropionate	Oil solution	Testolent	8 days
Testosterone isobutyrate	Aqueous suspension	Agovirin Depot, Perandren M	14 days
Mixed testosterone esters^a	Oil solution	Triolandren	10–20 days
Mixed testosterone esters^b	Oil solution	Testosid Depot	14–20 days
Testosterone enanthate	Oil solution	Delatestryl	14–28 days
Testosterone cypionate	Oil solution	Depovirin	14–28 days
Mixed testosterone esters^c	Oil solution	Sustanon 250	28 days
Testosterone undecanoate	Oil solution	Aveed, Nebido	100 days
Testosterone buciclate^d	Aqueous suspension	20 Aet-1, CDB-1781^e	90–120 days
Nandrolone phenylpropionate	Oil solution	Durabolin	10 days
Nandrolone decanoate	Oil solution	Deca Durabolin	21–28 days
Methandriol	Aqueous suspension	Notandron, Protandren	8 days
Methandriol bisenanthoyl acetate	Oil solution	Notandron Depot	16 days
Metenolone acetate	Oil solution	Primobolan	3 days
Metenolone enanthate	Oil solution	Primobolan Depot	14 days
Note: All are via i.m. injection. Footnotes: ^a = TP, TV, and TUe. ^b = TP and TKL. ^c = TP, TPP, TiCa, and TD. ^d = Studied but never marketed. ^e = Developmental code names. Sources: See template.

Testosterone butyrate

Clinical data
Routes of administration	Intramuscular injection
Identifiers
IUPAC name [(8R,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] butanoate
CAS Number	3410-54-6
PubChem CID	102409
ChemSpider	92494
UNII	9RD3X2793Y
CompTox Dashboard (EPA)	DTXSID40955646
ECHA InfoCard	100.020.270
Chemical and physical data
Formula	C23H34O3
Molar mass	358.522 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CCCC(=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/C23H34O3/c1-4-5-21(25)26-20-9-8-18-17-7-6-15-14-16(24)10-12-22(15,2)19(17)11-13-23(18,20)3/h14,17-20H,4-13H2,1-3H3/t17-,18-,19-,20-,22-,23-/m0/s1 Key:OMPTUWYLCDEFSJ-WAUHAFJUSA-N

See also

• Testosterone acetate
• Testosterone caproate
• Testosterone enanthate

References

1. Samuel H. Yalkowsky; Yan He; Parijat Jain (19 April 2016). Handbook of Aqueous Solubility Data, Second Edition. CRC Press. pp. 1288–. ISBN 978-1-4398-0246-5.
2. Ralph Isadore Dorfman; Reginald A. Shipley (1956). Androgens: biochemistry, physiology, and clinical significance. Wiley. p. 119.
3. Koch, F. C. (1937). "RECENT ADVANCES IN THE FIELD OF ANDROGENS". Cold Spring Harbor Symposia on Quantitative Biology. 5 (0): 34–43. doi:10.1101/SQB.1937.005.01.004. ISSN 0091-7451.
4. Griffiths, P. J. F.; James, K. C.; Rees, M. (1965). "Crystallographic data for some testosterone esters". Acta Crystallographica. 19 (1): 149–150. doi:10.1107/S0365110X65002918. ISSN 0365-110X.