Testosterone palmitate

Testosterone palmitate

File:Testosterone palmitate.svg
Clinical data
Other names	Testosterone hexadecanoate; Testosterone 17β-palmitate; Androst-4-en-17β-ol-3-one 17β-palmitate
Routes of administration	Oral, 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] hexadecanoate
CAS Number	991-20-8
PubChem CID	164765
ChemSpider	144440
UNII	UV7U6AQ9KP
E number	{{#property:P628}}
CompTox Dashboard (EPA)	{{#property:P3117}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C35H58O3
Molar mass	526.846 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCCCCCCCCCCCCCC(=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/C35H58O3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-33(37)38-32-21-20-30-29-19-18-27-26-28(36)22-24-34(27,2)31(29)23-25-35(30,32)3/h26,29-32H,4-25H2,1-3H3/t29-,30-,31-,32-,34-,35-/m0/s1 Key:OKFBXYQPCPWWRP-SHDAAXGTSA-N

Testosterone palmitate, also known as testosterone hexadecanoate, testosterone 17β-palmitate, and androst-4-en-17β-ol-3-one 17β-palmitate, is an anabolic-androgenic steroid (AAS) and an androgen ester – specifically, the C17β palmitate (hexadecanoate) ester of testosterone – which was never marketed. It is a prodrug of testosterone and, when administered via intramuscular injection, is associated with a long-lasting depot effect and extended duration of action.

Testosterone palmitate is a longer-chain ester of testosterone compared to testosterone undecanoate. Relative to testosterone undecanoate, testosterone palmitate shows higher oral bioavailability. However, no free testosterone was observed after administration of testosterone palmitate, suggesting that it is not hydrolyzed as efficiently as testosterone undecanoate. On the other hand, another study found that testosterone palmitate was hydrolyzed in humans.

See also

• Testosterone stearate