1.0 2011-09-21 00:07:20 UTC 2015-07-21 06:56:56 UTC FDB022033 18-Hydroxycortisol 18-Hydroxycortisol is a derivative of cortIsolated It may be synthesized by zona fasciculata 11-beta hydroxylase in normal human adrenal cortex. (PMID 15356073; 1751390) Overproduction of 18-hydroxycortisol is an aid in the detection of Glucocorticoid-remediable aldosteronism which is an inherited form of mineralocorticoid excess associated with moderate overproduction of aldosterone, in which biochemical and clinical remission is dramatically induced by small amounts of glucocorticoids.(PMID: 1879399) [HMDB] 11,17,18,21-tetrahydroxy-pregn-4-ene-3,20-dione 18-Hydroxycortisol C21H30O6 378.4593 378.204238692 (1S,2R,10S,11S,14S,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one 18-hydroxycortisol 86002-90-6 [H][C@@]12CC[C@@](O)(C(=O)CO)[C@@]1(CO)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C InChI=1S/C21H30O6/c1-19-6-4-13(24)8-12(19)2-3-14-15-5-7-21(27,17(26)10-22)20(15,11-23)9-16(25)18(14)19/h8,14-16,18,22-23,25,27H,2-7,9-11H2,1H3/t14-,15-,16-,18+,19-,20+,21+/m0/s1 HESFZGWRDUVOMS-FJNAKSJRSA-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-hydroxysteroids Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Hydroxysteroids Aliphatic homopolycyclic compounds 11-beta-hydroxysteroids 17-hydroxysteroids 18-hydroxysteroids 20-oxosteroids 3-oxo delta-4-steroids Alpha-hydroxy ketones Cyclic alcohols and derivatives Cyclohexenones Delta-4-steroids Gluco/mineralocorticoids, progestogins and derivatives Hydrocarbon derivatives Organic oxides Primary alcohols Secondary alcohols Tertiary alcohols 11-beta-hydroxysteroid 11-hydroxysteroid 17-hydroxysteroid 18-hydroxysteroid 20-oxosteroid 21-hydroxysteroid 3-oxo-delta-4-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Alpha-hydroxy ketone Carbonyl group Cyclic alcohol Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Pregnane-skeleton Primary alcohol Progestogin-skeleton Secondary alcohol Tertiary alcohol C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives Solid logp 0.65 ALOGPS logs -2.45 ALOGPS solubility 1.34e+00 g/l ALOGPS logp -0.0056 ChemAxon pka_strongest_acidic 12.51 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (1S,2R,10S,11S,14S,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one ChemAxon average_mass 378.4593 ChemAxon mono_mass 378.204238692 ChemAxon smiles [H][C@@]12CC[C@@](O)(C(=O)CO)[C@@]1(CO)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C ChemAxon formula C21H30O6 ChemAxon inchi InChI=1S/C21H30O6/c1-19-6-4-13(24)8-12(19)2-3-14-15-5-7-21(27,17(26)10-22)20(15,11-23)9-16(25)18(14)19/h8,14-16,18,22-23,25,27H,2-7,9-11H2,1H3/t14-,15-,16-,18+,19-,20+,21+/m0/s1 ChemAxon inchikey HESFZGWRDUVOMS-FJNAKSJRSA-N ChemAxon polar_surface_area 115.06 ChemAxon refractivity 99.17 ChemAxon polarizability 40.12 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 143790 Specdb::NmrOneD 143791 Specdb::NmrOneD 143792 Specdb::NmrOneD 143793 Specdb::NmrOneD 143794 Specdb::NmrOneD 143795 Specdb::NmrOneD 143796 Specdb::NmrOneD 143797 Specdb::NmrOneD 143798 Specdb::NmrOneD 143799 Specdb::NmrOneD 143800 Specdb::NmrOneD 143801 Specdb::NmrOneD 143802 Specdb::NmrOneD 143803 Specdb::NmrOneD 143804 Specdb::NmrOneD 143805 Specdb::NmrOneD 143806 Specdb::NmrOneD 143807 Specdb::NmrOneD 143808 Specdb::NmrOneD 143809 Specdb::MsMs 42801 Specdb::MsMs 42802 Specdb::MsMs 42803 Specdb::MsMs 143961 Specdb::MsMs 143962 Specdb::MsMs 143963 Specdb::MsMs 2687801 Specdb::MsMs 2687802 Specdb::MsMs 2687803 Specdb::MsMs 2994248 Specdb::MsMs 2994249 Specdb::MsMs 2994250 Specdb::CMs 18192 Specdb::CMs 37518 Specdb::CMs 167464 Specdb::CMs 1061044 Specdb::CMs 1061046 Specdb::CMs 1061048 Specdb::CMs 1061050 Specdb::CMs 1061052 Specdb::CMs 1061054 Specdb::CMs 1061056 Specdb::CMs 1061058 Specdb::CMs 1061060 Specdb::CMs 1061063 Specdb::CMs 1061064 Specdb::CMs 1061066 Specdb::CMs 1061068 Specdb::CMs 1061070 Specdb::CMs 1061072 Specdb::CMs 1061074 Specdb::CMs 1061076 Specdb::CMs 1061078 Specdb::CMs 1061080 Specdb::CMs 1061083 Specdb::CMs 1061085 Specdb::CMs 1061087 HMDB00418 #<Reference:0x000055ce318b9250> #<Reference:0x000055ce318b9098> #<Reference:0x000055ce318b8ee0> #<Reference:0x000055ce318b8d28> #<Reference:0x000055ce318b8b70> #<Reference:0x000055ce318b89b8> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823