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USDailyMed:Testosterone_undecanoate AU:D G03BA03(WHO) CA:Schedule IVUS:Schedule IIIIn general: ℞ (Prescription only) [(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] undecanoate 5949-44-0Y 65157 DB13946Y 58664Y H16A5VCT9C D06087Y CHEBI:135741Y ChEMBL2107067Y DTXSID90863661 Interactive image CCCCCCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C InChI=1S/C30H48O3/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/h21,24-27H,4-20H2,1-3H3/t24-,25-,26-,27-,29-,30-/m0/s1NKey:UDSFVOAUHKGBEK-CNQKSJKFSA-NN Testosterone undecanoate, sold under the brand nameNebidoamong others, is anandrogenandanabolic steroid(AAS)medicationthat is used mainly in the treatment oflow testosterone levels in men,It is takenby mouthor given byinjection into muscle. Side ef‍​‍‍‍​‍‍‍‍‍‍‍‍​‍fectsof testosterone undecanoate includesymptomsofmasculinizationlikeacne,increased hair growth,voice changes,hypertension, elevated liver enzymes, hypertriglyceridemia, and increasedsexual desire.The drug is aprodrugof testosterone, thebiological ligandof theandrogen receptor(AR) and hence is an androgen and anabolic steroid.It has strongandrogeniceffects and moderateanaboliceffects, which make it useful for producing masculinization and suitable forandrogen replacement therapy.Testosterone undecanoate is atestosterone esterand aprodrugoftestosteronein the body.Because of this, it is considered to be a natural and bioidentical form of testosterone. Testosterone undecanoate was introduced in China for use by injection and in the European Union for use by mouth in the 1970s.It became available for use by injection in the European Union in 2004–2005 and in the United States in 2014.Formulations for use by mouth are approved in the United States.Along withtestosterone enanthate,testosterone cypionate, andtestosterone propionate, testosterone undecanoate is one of the most widely used testosterone esters.However, it has advantages over other testosterone esters in that it can be taken by mouth and in that it has a far longer duration when given by injection.In addition to its medical use, testosterone undecanoate is used toimprove physique and performance.The drug is acontrolled substancein many countries. Oral administration of testosterone undecanoate is an effective method to achieve therapeutic physiological levels of serum testosterone in patients with hypogonadism. In addition, oral therapy has been found to have a positive impact in these patients on quality of life factors such as sexual function, mood, and mental status, as documented in various studies.