Compound: testosterone
SMILES: O=C1C=C2[C@]([C@@H]3[C@H]([C@H]4[C@]([C@@H](O)CC4)(C)CC3)CC2)(C)CC1
InChIKey: MUMGGOZAMZWBJJ-DYKIIFRCSA-N
Synonyms: testosterone, 58-22-0, Virosterone, Homosterone, Mertestate, Testim, Androderm, Testosteron, Androlin, Sustanon, Testiculosterone, Orquisteron, Primoteston, Testosteroid, Andrusol, Homosteron, Primotest, Sustanone, Testobase, Testoderm, Testrone, Testryl, Teslen, Synandrol F, Andronaq, Neotestis, Testandrone, Testogel, Testopropon, Relibra, Cristerona T, Testoviron Schering, Testoviron T, Geno-cristaux gremy, Andropatch, trans-Testosterone, 17beta-Hydroxyandrost-4-en-3-one, Testostosterone, Sustason 250, Percutacrine androgenique, Intrinsa, Testolin, Testosterona, Striant, Testoject-50, Testoderm Tts, Testosterone hydrate, Testro AQ, Malestrone (amps), Testosteronum, Livensa, Vogelxo, delta4-Androsten-17beta-ol-3-one, Fortesta, Axiron, Androst-4-en-17beta-ol-3-one, 17beta-Hydroxy-4-androsten-3-one, Testosterone ciii, 17beta-Hydroxyandrost-4-ene-3-one, 17-beta-Hydroxyandrost-4-en-3-one, Androgel 1%, Bio-T-Gel, ANDROLAN, ANDROID-T, delta(sup 4)-Androsten-17(beta)-ol-3-one, 17-Hydroxy-(17-beta)-androst-4-en-3-one, 4-Androsten-17beta-ol-3-one, 17-beta-Hydroxy-delta(sup 4)-androsten-3-one, Androst-4-en-3-one, 17-beta-hydroxy-, Androst-4-en-3-one, 17-hydroxy-, (17beta)-, 3XMK78S47O, (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one, DTXSID8022371, CHEBI:17347, (17beta)-17-Hydroxyandrost-4-en-3-one, NSC-9700, D4-Androsten-17b-ol-3-one, DTXCID302371, NSC9700, Testopatch, Testopel, Tostran, testosterone,, Striant sr, Testostroval-PA, 17 beta Hydroxy 4 Androsten 3 one, Testosterone,USP, 8 Isotestosterone, Natesto nasal gel, (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-3-one, Testim 1%, RefChem:6503, Testo-100, Testosterone Gel, 1%, Therapeutic Testosterone, 17-beta-Hydroxy-4-Androsten-3-one, 17 beta Hydroxy 8 alpha 4 Androsten 3 one, 17-beta-Hydroxy-8 alpha-4-Androsten-3-one, (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo(8.7.0.02,7.011,15)heptadec-6-en-5-one, 200-370-5, Testostroval, Oreton, AndroGel, Perandren, Malerone, Testoviron, Cristerone T, Oreton-F, LibiGel, Andro 100, beta testosterone, Malogen, aquaspension injection, Testosteronum [INN-Latin], Testosterona [INN-Spanish], Natesto, Neo-Hombreol F, 7-beta-Hydroxyandrost-4-en-3-one, COL 1621, 17-Hydroxy-(17beta)-androst-4-en-3-one, 17beta-Hydroxy-delta(sup4)-androsten-3-one, (+)-testosterone, Androst-4-en-3-one, 17beta-hydroxy-, Neo-testis, Testopel Pellets, CDB 111C, (8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one, Halotensin, Nasobol, Tefina, Androst-4-en-3-one, 17-hydroxy-, (17.beta.)-, CompleoTRT, CP 601B, Androderm (TN), 17.beta.-Testosterone, Androgel (TN), SMR000058344, Testosterone (1.0mg/mL in Acetonitrile), CCRIS 574, Striant (TN), AA 2500, Testim (TN), Androgel 1.62%, HSDB 3398, NSC 9700, EINECS 200-370-5, Testosterone (JAN/USP), Androst-4-en-3-on-17B-ol, CHEMBL386630, component of Duogen (Salt/Mix), component of Tostrex (Salt/Mix), component of Di-Met (Salt/Mix), UNII-3XMK78S47O, component of Intrinsa (Salt/Mix), Epitestosteron, Lumitestosteron, 4-Androsten-17.beta.-ol-3-one, 4-Androsten-3-one-17.beta.-ol, Tostrelle, Tostrex, Viatrel, Atmos, component of Di-Genik (Salt/Mix), 4-Androsten-3-one, 17b-hydroxy-, Testosterone [USP:INN:BAN], 9b-testosterone, Andropatch;, component of Mal-O-Fem (Salt/Mix), 4-androstene-17beta-ol-3-one, 17b-hydroxy-4-androsten-3-one, delta4-androsten-17b-ol-3-one, LPCN 1021, Testosterone CRS, Testosterone, 1, 3kdm, Androst-4-en-3-one, 17-hydroxy-, (17b)-, 17b-Testosterone, 17-.beta.-Hydroxyandrost-4-en-3-one, NCGC00091018-01, 8-iso-testosterone, Androst-4-en-3-one, 17-hydroxy-, (17-beta)-, (+-)-testosterone, Axiron (TN), CMC_13449, 13-iso-testosterone, mpp10, TESTSTERONE, 9b,10a-testosterone, 17.beta.-Hydroxy-.DELTA.4-androsten-3-one, 17-Hydroxyandrost-4-en-3-one, (17.beta.)-, (+-)-retrotestosterone, Testosterone, >=98%, TESTOSTERONE [MI], TESTOSTERONE [INN], TESTOSTERONE [JAN], Epitope ID:135865, EC 200-370-5, TESTOSTERONE [HSDB], (+-)-8-iso-testosterone, SCHEMBL8452, 4-Androsten-17beta-ol-one, TESTOSTERONE [VANDF], TESTOSTERONE [MART.], 4-Androsten-3-one-17b-ol, MLS000563091, MLS001032098, MLS001306401, MLS001424262, MLS002174283, BIDD:ER0555, TESTOSTERONE [WHO-DD], US9682960, Testosterone, Androst-4-en-17b-ol-3-one, BDBM8885, GTPL2858, SCHEMBL5433252, SCHEMBL5433257, Androst-4-ene-17b-ol-3-one, TESTOSTERONE [EMA EPAR], SCHEMBL11036482, 17-hydroxy-D4-androsten-3-one, 17-hydroxy-androst-4-en-3-one, 17beta-hydroxy-4-androsten-3one, MSK2220, TESTOSTERONE [GREEN BOOK], Testosterone, cell culture tested, 17b-Hydroxy-androst-4-en-3-on, 17b-Hydroxy-D4-androsten-3-one, 17b-Hydroxyandrost-4-ene-3-one, 1i37, Testosterone, 1mg/ml in Methanol, 17a-hydroxy-androst-4-en-3-one, 17b-hydroxy-androst-4-en-3-one, HMS2052N11, HMS2272B03, HMS2272P03, TESTOSTERONE [EP IMPURITY], TESTOSTERONE [ORANGE BOOK], TESTOSTERONE [EP MONOGRAPH], 17-Hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one, TESTOSTERONE [USP MONOGRAPH], Tox21_200689, HY-15554A, LMST02020002, MSK2220-100A, 17b-hydroxy-8a-androst-4-en-3-one, rac-17b-hydroxy-androst-4-en-3-one, AKOS015894897, MSK2220-1000A, 17a-hydroxy-13a-androst-4-en-3-one, 17a-hydroxy-14b-androst-4-en-3-one, 17b-hydroxy-13a-androst-4-en-3-one, CCG-101189, CS-1415, DB00624, Human Serum - Testosterone, low level, NC00439, CAS-58-22-0, Human Serum - Testosterone, high level, Testosterone (1 mg/mL in Acetonitrile), Testosterone 1.0 mg/ml in Acetonitrile, 17b-hydroxy-(8a)-androst-4-en-3-one, 17b-hydroxy-(9b)-androst-4-en-3-one, NCGC00091018-04, NCGC00258243-01, (17b)-17-hydroxy-androst-4-en-3-one, 17a-hydroxy-(13a)-androst-4-en-3-one, 17b-hydroxy-(10a)-androst-4-en-3-one, 17b-hydroxy-(13a)-androst-4-en-3-one, AC-14899, CPD000058344, FH156772, SMR001261453, Testosterone, purum, >=99.0% (HPLC), Testosterone 100 microg/mL in Acetonitrile, NS00067928, rac-17b-hydroxy-(13a)androst-4-en-3-one, rac-17b-hydroxy-(8a)-androst-4-en-3-one, Testosterone(Discontinued,See C4X-132633), 17b-hydroxy-(8a,10a)-androst-4-en-3-one, 17b-hydroxy-(9b,10a)-androst-4-en-3-one, BIM-0061761.0001, C00535, D00075, rac-17b-hydroxy-(9b,10a)androst-4-en-3-one, S00309, AB00973630-03, Testosterone Solution in Acetonitrile, 100ug/mL, Testosterone, VETRANAL(TM), analytical standard, Androst-4-en-3-one, 17-hydroxy, (17.beta.)-, Testosterone Solution in Acetonitrile, 1000ug/mL, Q1318776, B5DEE83F-632B-48A1-A0ED-A51E7F13DF2E, TESTOSTERONE ENANTATE IMPURITY D [EP IMPURITY], TESTOSTERONE PROPIONATE IMPURITY C [EP IMPURITY], Testosterone Working Standard (Secondary Reference Standard), Testosterone, European Pharmacopoeia (EP) Reference Standard, (8alpha,10alpha,13alpha,14beta,17alpha)-17-hydroxyandrost-4-en-3-one, Testosterone;  4-Androsten-17?-ol-3-one;  17?-Hydroxy-4-androsten-3-one, Testosterone for system suitability, European Pharmacopoeia (EP) Reference Standard, (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one, 1050678-68-6
Theoretical properties:
molecular_formula: C19H28O2
molecular_weight: 288.4 g/mol
exact_mass: 288.208930132 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 21
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: White needles from dilute acetone
color: White needles from dilute acetone
odor: Odorless
vapor_pressure: 1.7x10-8 mmHg (est)
Descriptions:
{"pubchem": "Testosterone is an androstanoid having 17beta-hydroxy and 3-oxo groups, together with unsaturation at C-4C-5.. It has a role as an androgen, a mouse metabolite, a human metabolite and a Daphnia magna metabolite. It is a C19-steroid, a 17beta-hydroxy steroid, a 3-oxo-Delta(4) steroid and an androstanoid.", "chebi": "An androstanoid having 17\u03b2-hydroxy and 3-oxo groups, together with unsaturation at C-4\u2012C-5..", "chembl": "TESTOSTERONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Testosterone is the primary male sex hormone and androgen in males. In humans, testosterone plays a key role in the development of male reproductive tissues such as testicles and prostate, as well as promoting secondary sexual characteristics such as increased muscle and bone mass, and the growth of body hair. It is associated with increased aggression, sex drive, dominance, courtship display, and a wide range of behavioral characteristics. In addition, testosterone in both sexes is involved in health and well-being, where it has a significant effect on overall mood, cognition, social and sexual behavior, metabolism and energy output, the cardiovascular system, and in the prevention of osteoporosis. Insufficient levels of testosterone in men may lead to abnormalities including frailty, accumulation of adipose fat tissue within the body, anxiety and depression, sexual performance issues, and bone loss.\nExcessive levels of testosterone in men may be associated with hyperandrogenism, higher risk of heart failure, increased mortality in men with prostate cancer, and male pattern baldness.\nTestosterone is a steroid hormone from the androstane class containing a ketone and a hydroxyl group at positions three and seventeen respectively. It is biosynthesized in several steps from cholesterol and is converted in the liver to inactive metabolites.  It exerts its action through binding to and activation of the androgen receptor. In humans and most other vertebrates, testosterone is secreted primarily by the testicles of males and, to a lesser extent, the ovaries of females. On average, in adult males, levels of testosterone are about seven to eight times as great as in adult females. As the metabolism of testosterone in males is more pronounced, the daily production is about 20 times greater in men. Females are also more sensitive to the hormone.\nIn addition to its role as a natural hormone, testosterone is used as a medication to treat hypogonadism and breast cancer. Since testosterone levels decrease as men age, testosterone is sometimes used in older men to counteract this deficiency. It is also used illicitly to enhance physique and performance, for instance in athletes. The World Anti-Doping Agency lists it as S1 Anabolic agent substance \"prohibited at all times\"."}