Dihydrotestosterone undecanoate

Dihydrotestosterone undecanoate
Clinical data
Other names	DHTU; 5α-Dihydrotestosterone 17β-undecanoate; Androstanolone undecanoate; Stanolone undecanoate; 5α-Androstan-17β-ol-3-one 17β-undecanoate; 3-Oxo-5α-androstan-17β-yl undecanoate
Routes of; administration	By mouth
Drug class	Androgen; Anabolic steroid; Androgen ester
Identifiers
	IUPAC name [(5S,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] undecanoate;
CAS Number	6804-12-2 ;
PubChem CID	56614500;
ChemSpider	31046138;
UNII	8DVD393EG2;
CompTox Dashboard (EPA)	DTXSID90718066 ;
Chemical and physical data
Formula	C30H50O3
Molar mass	458.727 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCC(=O)C4)C)C;
	InChI InChI=1S/C30H50O3/c1-4-5-6-7-8-9-10-11-12-28(32)33-27-16-15-25-24-14-13-22-21-23(31)17-19-29(22,2)26(24)18-20-30(25,27)3/h22,24-27H,4-21H2,1-3H3/t22-,24-,25-,26-,27-,29-,30-/m0/s1; Key:AOQIVBOEDICQDB-KNWHVVHCSA-N;

Dihydrotestosterone undecanoate (DHTU), also known as androstanolone undecanoate or stanolone undecanoate, is a synthetic androgen and anabolic steroid (AAS) which was never marketed. It is an androgen ester; specifically, it is the C17β undecanoate (undecylate) ester of dihydrotestosterone (DHT). DHTU is a prodrug of DHT. Similarly to testosterone undecanoate (TU), DHTU is orally active. It occurs as an important active metabolite of oral TU. The 5α-reductase inhibitor finasteride in combination with oral TU has no effect on the first-pass transformation of TU into DHTU or DHT, probably because of its unique lymphatic route of absorption. Oral DHTU may be absorbed by the lymphatic system similarly to TU, and this may explain its oral bioavailability.