1.02011-09-21 00:08:03 UTC2015-10-09 22:30:52 UTCFDB022074AndrostanediolAndrostanediol is a metabolite of dihydrotestosterone, itself a metabolite of testosterone. Androstanediol is implicated in the regulation of gonadotropin secretion. As a metabolite of dihydroxytestosterone formed in the peripheral tissues, androstanediol and androstnediol-glucuronide can be used to estimate peripheral androgen activity. Androstanediol is a potential GABA (A) receptor-modulating neurosteroid with anticonvulsant properties and hence could act as a key neuromodulator in the central nervous system. It is considered that androstanediol has hedonic effects; therefore it is anticipated that androgens that are readily metabolized to androstanediol may have higher abuse potential than androgens that are not as easily metabolized to androstanediol. These results add to the growing literature indicating that athletes and non-athletes may be at considerable risk when they abuse androgens. (PMID: 11500254, 16040068, 11744084) [HMDB]3-a-androstanediol3-alpha-androstanediol3alpha-androstanediol5 a-androstane-3 a, 17 b-diol5 alpha-androstane-3 alpha, 17 beta-diol5-a-androstane-3-a, 17-b-diol5-alpha-androstan-3-alpha,17-beta-diol5-alpha-androstane-3-a, 17-beta-diol5-alpha-androstane-3-alpha-17-beta-diolAndrostane-3,17-diolC19H32O2292.4562292.240230268(1S,2S,5R,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol(1S,2S,5R,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol25126-76-5[H][C@@]12CCC(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12CInChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17?,18-,19-/m0/s1CBMYJHIOYJEBSB-UNPXRYTGSA-N belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.PhosphatidylcholinesOrganic compoundsLipids and lipid-like moleculesGlycerophospholipidsGlycerophosphocholinesAliphatic acyclic compoundsAminesCarbonyl compoundsCarboxylic acid estersDialkyl phosphatesDicarboxylic acids and derivativesFatty acid estersHydrocarbon derivativesOrganic oxidesOrganic saltsOrganopnictogen compoundsPhosphocholinesTetraalkylammonium saltsAliphatic acyclic compoundAlkyl phosphateAmineCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDiacylglycero-3-phosphocholineDialkyl phosphateDicarboxylic acid or derivativesFatty acid esterFatty acylHydrocarbon derivativeOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganic phosphoric acid derivativeOrganic saltOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPhosphocholinePhosphoric acid esterQuaternary ammonium saltTetraalkylammonium saltSolidlogp3.56logs-4.18solubility1.93e-02 g/llogp3.2pka_strongest_acidic18.3pka_strongest_basic-0.76iupac(1S,2S,5R,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diolaverage_mass292.4562mono_mass292.240230268smiles[H][C@@]12CCC(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12CformulaC19H32O2inchiInChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17?,18-,19-/m0/s1inchikeyCBMYJHIOYJEBSB-UNPXRYTGSA-Npolar_surface_area40.46refractivity84.63polarizability35.34rotatable_bond_count0acceptor_count2donor_count2physiological_charge0formal_charge0Specdb::CMs18188Specdb::CMs37569Specdb::CMs147004Specdb::CMs1063878Specdb::CMs1063880Specdb::CMs1063882Specdb::CMs1063883Specdb::CMs1063886Specdb::MsMs76932Specdb::MsMs76933Specdb::MsMs76934Specdb::MsMs136899Specdb::MsMs136900Specdb::MsMs136901Specdb::MsMs2417227Specdb::MsMs2417228Specdb::MsMs2417229Specdb::MsMs2549329Specdb::MsMs2549330Specdb::MsMs2549331HMDB00495#<Reference:0x00005556750f22d0>#<Reference:0x00005556750f1498>#<Reference:0x00005556750f1240>#<Reference:0x00005556750f0f70>#<Reference:0x00005556750f0c50>#<Reference:0x00005556750f0a70>#<Reference:0x00005556750f08b8>#<Reference:0x00005556750f0700>#<Reference:0x00005556750f0408>#<Reference:0x00005556750f01d8>#<Reference:0x00005556750e3d48>#<Reference:0x00005556750e3aa0>#<Reference:0x00005556750e38c0>#<Reference:0x00005556750e3708>#<Reference:0x00005556750e3488>#<Reference:0x00005556750e32a8>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823