Compound: Testosterone undecanoate
SMILES: O=C1C=C2[C@]([C@@H]3[C@H]([C@H]4[C@]([C@@H](OC(=O)CCCCCCCCCC)CC4)(C)CC3)CC2)(C)CC1
InChIKey: UDSFVOAUHKGBEK-CNQKSJKFSA-N
Synonyms: Testosterone undecanoate, 5949-44-0, Pantestone, Restandol, Aveed, Org 538, Jatenzo, Tlando, Testosterone Undeconate, Testosterone, undecanoate (ester), KYZATREX, Testosterone, undecanoate, H16A5VCT9C, ORG-538, TSX-011, MK-3033, Undecatrex, Restandol testocap, RefChem:56109, Testosterone 17Beta-Undecylate, Androst-4-en-3-one, 17-((1-oxoundecyl)oxy)-, (17-beta), (1S,3aS,3bR,9aR,9bS,11aS)-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta(a)phenanthren-1-yl undecanoate, 227-712-6, Andriol, Testosterone undecylate, Nebido, Testosterone (undecanoate), Testosterone undecanoate [USAN], Undestor, Testosterone 17-undecanoate, 3-Oxoandrost-4-en-17beta-yl undecanoate, [(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, Testosterone 17.beta.-undecylate, Androst-4-en-3-one, 17-[(1-oxoundecyl)oxy]-, (17b)-, T undecanoate, Testosterone undecanoate (USAN), Rextoro, Nebido-R, Reandron 1000, Testosterone Undecanoate (1.0mg/ml in Acetonitrile), EINECS 227-712-6, UNII-H16A5VCT9C, BRN 3176734, 17beta-Hydroxyandrost-4-en-3-one undecanoate, Andriol (TN), Tlando (TN), Aveed (TN), 5-alpha-Androstan-3-one, 17-beta-hydroxy-, undecanoate, BAY 86-5037, Androst-4-en-3-one, 17-((1-oxoundecyl)oxy)-, (17-beta)-, 4-08-00-00981 (Beilstein Handbook Reference), SCHEMBL147620, orb1298426, CHEMBL2107067, CLR-610, DTXSID90863661, CHEBI:135741, Androst-4-en-3-one, 17-((1-oxoundecyl)oxy)-, (17beta)-, HY-B0626, MFCD00468114, TESTOSTERONE UNDECANOATE [MI], AKOS016010255, CS-4342, DB13946, GS-6598, TESTOSTERONE UNDECYLATE [MART.], 17beta-undecanoyloxy-4-androsten-3-one, TESTOSTERONE UNDECANOATE [VANDF], NCGC00484056-01, TESTOSTERONE UNDECANOATE [WHO-DD], (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl undecanoate, FT157005, NS00015425, TESTOSTERONE UNDECANOATE [ORANGE BOOK], 17-[(1-Oxoundecyl)oxy]-androst-4-en-3-one, D06087, (17-beta)-3-Oxoandrost-4-en-17-yl undecanoate, 3-OXOANDROST-4-EN-17.BETA.-YL UNDECANOATE, Testosterone Undecanoate (1 mg/ml in Acetonitrile), BRD-K70650177-001-01-7, Q15410178, 17.BETA.-HYDROXYANDROST-4-EN-3-ONE UNDECANOATE, Androst-4-en-3-one, 17-[(1-oxoundecyl)oxy]-(17beta), (17.BETA.)-17-HYDROXYANDROST-4-EN-3-ONE UNDECANOATE, 5-.alpha.-Androstan-3-one, 17-.beta.-hydroxy-, undecanoate, Androst-4-en-3-one, 17-[(1-oxoundecyl)oxy]-, (17.beta.)-, .DELTA.(SUP 4)-ANDROSTEN-17.BETA.-OL-3-ONE UNDECANOATE, (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0?,?.0??,??]heptadec-6-en-14-yl undecanoate, (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl undecanoate
Theoretical properties:
molecular_formula: C30H48O3
molecular_weight: 456.7 g/mol
exact_mass: 456.36034539 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 11
heavy_atom_count: 33
topological_polar_surface_area: 43.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: <1 mg/mL
Descriptions:
{"pubchem": "Testosterone undecanoate is a steroid ester.", "chebi": null, "chembl": "TESTOSTERONE UNDECANOATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Testosterone undecanoate, sold under the brand name Nebido among others, is an androgen and anabolic steroid (AAS) medication that is used mainly in the treatment of low testosterone levels in men, It is taken by mouth or given by injection into muscle.\nSide effects of testosterone undecanoate include symptoms of masculinization like acne, increased hair growth, voice changes, hypertension, elevated liver enzymes, hypertriglyceridemia, and increased sexual desire. The drug is a prodrug of testosterone, the biological ligand of the androgen receptor (AR) and hence is an androgen and anabolic steroid. It has strong androgenic effects and moderate anabolic effects, which make it useful for producing masculinization and suitable for androgen replacement therapy. Testosterone undecanoate is a testosterone ester and a prodrug of testosterone in the body. Because of this, it is considered to be a natural and bioidentical form of testosterone.\nTestosterone 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\u20132005 and in the United States in 2014. Formulations for use by mouth are approved in the United States. Along with testosterone enanthate, testosterone cypionate, and testosterone 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 to improve physique and performance. The drug is a controlled substance in many countries.\nOral 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."}