1.02011-09-21 00:39:17 UTC2015-07-21 06:57:59 UTCFDB02406217alpha,21-Dihydroxy-5beta-pregnane-3,11,20-trione17alpha,21-Dihydroxy-5beta-pregnane-3,11,20-trione is an intermediate in C21-Steroid hormone metabolism. 17alpha,21-Dihydroxy-5beta-pregnane-3,11,20-trione is the second to last step in the synthesis of Cortolone and is converted
from Cortisone via the enzyme Delta4-3-oxosteroid 5beta-reductase (EC 1.3.1.3). It is then converted to Urocortisone via the enzyme 3-alpha-hydroxysteroid dehydrogenase (EC 1.1.1.50). [HMDB]17,21-Dihydroxy-5-beta-pregnane-3,11,20-trione17,21-Dihydroxy-5b-pregnane-3,11,20-trione17a,21-Dihydroxy-5b-pregnane-3,11,20-trione17alpha,21-Dihydroxy-5beta-pregnane-3,11,20-trione17α,21-dihydroxy-5β-pregnane-3,11,20-trione4,5-b-Dihydrocortisone4,5-beta-Dihydrocortisone4,5b-Dihydrocortisone4,5beta-Dihydrocortisone4,5β-dihydrocortisone5-Dihydrocortisone5b-Pregnane-17a,21-diol-3,11,20-trione5beta-Pregnane-17alpha,21-diol-3,11,20-trione5β-pregnane-17α,21-diol-3,11,20-trioneC21H30O5362.4599362.20932407(1S,2S,7R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,17-dionedihydrocortisone68-54-2[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12CInChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12,14-15,18,22,26H,3-11H2,1-2H3/t12-,14+,15+,18-,19+,20+,21+/m1/s1YCLWEYIBFOLMEM-FNLRALKVSA-N belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.21-hydroxysteroidsOrganic compoundsLipids and lipid-like moleculesSteroids and steroid derivativesHydroxysteroidsAliphatic homopolycyclic compounds11-oxosteroids17-hydroxysteroids20-oxosteroids3-oxo-5-beta-steroidsAlpha-hydroxy ketonesCyclic alcohols and derivativesCyclic ketonesGluco/mineralocorticoids, progestogins and derivativesHydrocarbon derivativesOrganic oxidesPrimary alcoholsTertiary alcohols11-oxosteroid17-hydroxysteroid20-oxosteroid21-hydroxysteroid3-oxo-5-beta-steroid3-oxosteroidAlcoholAliphatic homopolycyclic compoundAlpha-hydroxy ketoneCarbonyl groupCyclic alcoholCyclic ketoneHydrocarbon derivativeKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxosteroidPregnane-skeletonPrimary alcoholProgestogin-skeletonTertiary alcohol4,5-dihydrocortisoneC21 steroids (gluco/mineralocorticoids, progestogens) and derivativesC21 steroids (gluco/mineralocorticoids, progestogins) and derivativesSolidlogp1.91logs-3.45solubility1.29e-01 g/llogp1.71pka_strongest_acidic12.58pka_strongest_basic-3.3iupac(1S,2S,7R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,17-dioneaverage_mass362.4599mono_mass362.20932407smiles[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12CformulaC21H30O5inchiInChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12,14-15,18,22,26H,3-11H2,1-2H3/t12-,14+,15+,18-,19+,20+,21+/m1/s1inchikeyYCLWEYIBFOLMEM-FNLRALKVSA-Npolar_surface_area91.67refractivity95.65polarizability39.44rotatable_bond_count2acceptor_count5donor_count2physiological_charge0formal_charge0SteroidogenesisSMP00130map00140Specdb::CMs11311Specdb::CMs39073Specdb::CMs163712Specdb::MsMs290977Specdb::MsMs290978Specdb::MsMs290979Specdb::MsMs330778Specdb::MsMs330779Specdb::MsMs330780Specdb::MsMs2282278Specdb::MsMs2282279Specdb::MsMs2282280Specdb::MsMs3086518Specdb::MsMs3086519Specdb::MsMs3086520HMDB0675818093AnatidaeType 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 scrofa98233-oxo-5-beta-steroid 4-dehydrogenaseP51857AKR1D1