1.02011-09-21 00:29:07 UTC2015-07-21 06:57:40 UTCFDB0233847b-Hydroxydehydroepiandrosterone7b-Hydroxydehydroepiandrosterone is one of the major metabolites of dehydroepiandrosterone. Dehydroepiandrosterone (DHEA) is a precursor of testosterone. DHEA) is 7a-hydroxylated by the cytochrome P450 7B1 (CYP7B1) in the human brain and liver. This produces 7a-hydroxy-DHEA that is a substrate for 11b-hydroxysteroid dehydrogenase type 1 (11b-HSD1) which exists in the same tissues and carries out the inter-conversion of 7a- and 7b-hydroxy-DHEA through a 7-oxo-intermediary. Both 7a-hydroxy-DHEA and 7b-hydroxy-DHEA competitively inhibited the cortisol oxidation, 7b-hydroxy-DHEA being seven times more potent in humans. Distinct species-specific routes of metabolism of DHEA and the interconversion of its metabolites obviate extrapolation of animal studies to humans. (PMID: 17467270, 12667489) [HMDB](3b,7b)-3,7-dihydroxy-Androst-5-en-17-one3b,7b-Dihydroxy-5-androsten-17-one3b,7b-Dihydroxy-5-androstene-17-one3b,7b-dihydroxy-Androst-5-en-17-one3b,7b-dihydroxy-ost-5-en-17-one7-b-OH-DHEA7-beta-OH-DHEA7b-Hydroxy dehydroepiandrosterone7b-Hydroxy-DHEAAndrost-5-ene-3b,7b-diol-17-oneC19H28O3304.4238304.203844762(1S,2R,5S,9R,10R,11S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-one7b-Hydroxy-DHEA2487-48-1[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)C=C2C[C@@H](O)CC[C@]12CInChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-15,17,20-21H,3-9H2,1-2H3/t12-,13-,14-,15-,17-,18-,19-/m0/s1OLPSAOWBSPXZEA-GCNMQWDSSA-N belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.Androgens and derivativesOrganic compoundsLipids and lipid-like moleculesSteroids and steroid derivativesAndrostane steroidsAliphatic homopolycyclic compounds17-oxosteroids3-beta-hydroxy delta-5-steroids3-beta-hydroxysteroids7-alpha-hydroxysteroidsCyclic alcohols and derivativesDelta-5-steroidsHydrocarbon derivativesKetonesOrganic oxidesSecondary alcohols17-oxosteroid3-beta-hydroxy-delta-5-steroid3-beta-hydroxysteroid3-hydroxy-delta-5-steroid3-hydroxysteroid7-alpha-hydroxysteroid7-hydroxysteroidAlcoholAliphatic homopolycyclic compoundAndrogen-skeletonCarbonyl groupCyclic alcoholDelta-5-steroidHydrocarbon derivativeHydroxysteroidKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxosteroidSecondary alcoholC19 steroids (androgens) and derivativesSolidlogp1.84logs-3.38solubility1.27e-01 g/llogp2.21pka_strongest_acidic18.2pka_strongest_basic-0.81iupac(1S,2R,5S,9R,10R,11S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-oneaverage_mass304.4238mono_mass304.203844762smiles[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)C=C2C[C@@H](O)CC[C@]12CformulaC19H28O3inchiInChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-15,17,20-21H,3-9H2,1-2H3/t12-,13-,14-,15-,17-,18-,19-/m0/s1inchikeyOLPSAOWBSPXZEA-GCNMQWDSSA-Npolar_surface_area57.53refractivity86.1polarizability35rotatable_bond_count0acceptor_count3donor_count2physiological_charge0formal_charge0Specdb::CMs19730Specdb::CMs38771Specdb::CMs164369Specdb::MsMs309907Specdb::MsMs309908Specdb::MsMs309909Specdb::MsMs354460Specdb::MsMs354461Specdb::MsMs354462Specdb::MsMs2806283Specdb::MsMs2806284Specdb::MsMs2806285Specdb::MsMs2875946Specdb::MsMs2875947Specdb::MsMs2875948HMDB04624#<Reference:0x0000555676190ce0>#<Reference:0x0000555676190b00>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