1.02011-09-21 00:05:34 UTC2015-07-21 06:56:54 UTCFDB0219413b-Allotetrahydrocortisol3b-Allotetrahydrocortisol is one of the tetrahydrometabolites of cortisol. The 11-beta-hydroxysteroid dehydrogenase (11beta-HSD) is responsible for the interconversion of both the hormonally inactive cortisone and the active cortisol, which has implications in the pathogenesis of numerous diseases, as reflected in the ratio of tetrahydrometabolites of cortisol. (PMID: 16310418)
The daily excretion of allotetrahydrocortisol is above normal in hyperthyroid patients; In contrast, in hyperthyroidism the excretion is diminished below normal levels to approximately half that of normal subjects. (PMID 13906284)
A decreased activity of the enzyme 11beta-HSD produces a pattern of urinary steroid metabolites with an abnormal elevation of tetrahydrocortisol and allo-tetrahydrocortisol compared to tetrahydrocortisone; this pattern of steroid excretion is essential for the diagnosis of the syndrome of apparent mineralocorticoid excess type 1. (PMID: 8834992) [HMDB]3b-Allotetrahydrocortisol3b,5a-Tetrahydrocortisolallo-3-beta-tetrahydrocortisolReichstein's substance VC21H34O5366.4917366.2406241982-hydroxy-1-[(1S,2S,5S,7S,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-onereichstein substance V651-43-4[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](O)CC[C@]12CInChI=1S/C21H34O5/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/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18+,19-,20-,21-/m0/s1AODPIQQILQLWGS-VSJLKEFSSA-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-beta-hydroxysteroids17-hydroxysteroids20-oxosteroids3-beta-hydroxysteroidsAlpha-hydroxy ketonesCyclic alcohols and derivativesGluco/mineralocorticoids, progestogins and derivativesHydrocarbon derivativesOrganic oxidesPolyolsPrimary alcoholsSecondary alcoholsTertiary alcohols11-beta-hydroxysteroid11-hydroxysteroid17-hydroxysteroid20-oxosteroid21-hydroxysteroid3-beta-hydroxysteroid3-hydroxysteroidAlcoholAliphatic homopolycyclic compoundAlpha-hydroxy ketoneCarbonyl groupCyclic alcoholHydrocarbon derivativeKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxosteroidPolyolPregnane-skeletonPrimary alcoholProgestogin-skeletonSecondary alcoholTertiary alcoholSolidlogp1.38logs-2.90solubility4.66e-01 g/llogp1.11pka_strongest_acidic12.58pka_strongest_basic-1.4iupac2-hydroxy-1-[(1S,2S,5S,7S,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-oneaverage_mass366.4917mono_mass366.240624198smiles[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](O)CC[C@]12CformulaC21H34O5inchiInChI=1S/C21H34O5/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/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18+,19-,20-,21-/m0/s1inchikeyAODPIQQILQLWGS-VSJLKEFSSA-Npolar_surface_area97.99refractivity97.6polarizability41.04rotatable_bond_count2acceptor_count5donor_count4physiological_charge0formal_charge0Specdb::CMs13874Specdb::CMs37422Specdb::CMs134438Specdb::CMs142172Specdb::CMs1057859Specdb::CMs1057861Specdb::CMs1057863Specdb::CMs1057865Specdb::CMs1057867Specdb::CMs1057869Specdb::CMs1057871Specdb::CMs1057873Specdb::CMs1057875Specdb::CMs1057877Specdb::CMs1057879Specdb::CMs1057881Specdb::CMs1057883Specdb::CMs1057885Specdb::CMs1057887Specdb::CMs1057889Specdb::CMs1057891Specdb::CMs1057893Specdb::CMs1057895Specdb::CMs1057897Specdb::CMs1057899Specdb::MsMs29501Specdb::MsMs29502Specdb::MsMs29503Specdb::MsMs36059Specdb::MsMs36060Specdb::MsMs36061Specdb::MsMs2370230Specdb::MsMs2370231Specdb::MsMs2370232Specdb::MsMs2568001Specdb::MsMs2568002Specdb::MsMs2568003HMDB00314#<Reference:0x0000555675656c30>#<Reference:0x0000555675656a28>#<Reference:0x0000555675656848>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