This is a list of corticosteroids (glucocorticoids and mineralocorticoids) or derivatives of cortisol (hydrocortisone). Most esters of these corticosteroids are not included in this list; for esters, see here instead. The most common structural modifications in synthetic corticosteroids include 1(2)-dehydrogenation, 6α-, 9α-, 16α-, and 16β-substitution (with a halogen or methyl group), 16α,17α-acetonidation, and 17α- and 21-esterification.
Natural
11-Dehydrocorticosterone (11-oxocorticosterone, 17-deoxycortisone) = 21-hydroxypregn-4-ene-3,11,20-trione 11-Deoxycorticosterone (deoxycortone, desoxycortone; 21-hydroxyprogesterone) = 21-hydroxypregn-4-ene-3,20-dione 11-Deoxycortisol (cortodoxone, cortexolone) = 17α,21-dihydroxypregn-4-ene-3,20-dione 11-Ketoprogesterone (11-oxoprogesterone; Ketogestin) = pregn-4-ene-3,11,20-trione 11β-Hydroxypregnenolone = 3β,11β-dihydroxypregn-5-en-20-one [1] 11β-Hydroxyprogesterone (21-deoxycorticosterone) = 11β-hydroxypregn-4-ene-3,20-dione 11β,17α,21-Trihydroxypregnenolone = 3β,11β,17α,21-tetrahydroxypregn-5-en-20-one [2] 17α,21-Dihydroxypregnenolone = 3β,17α,21-trihydroxypregn-5-en-20-one [3] 17α-Hydroxypregnenolone = 3β,17α-dihydroxypregn-5-en-20-one 17α-Hydroxyprogesterone = 17α-hydroxypregn-4-ene-3,11,20-trione 18-Hydroxy-11-deoxycorticosterone = 18,21-dihydroxypregn-4-ene-3,20-dione [4] 18-Hydroxycorticosterone = 11β,18,21-trihydroxypregn-4-ene-3,20-dione 18-Hydroxyprogesterone = 18-hydroxypregn-4-ene-3,20-dione [5] 21-Deoxycortisol = 11β,17α-dihydroxypregn-4-ene-3,20-dione, 21-Deoxycortisone = 17α-hydroxypregn-4-ene-3,11,20-trione 21-Hydroxypregnenolone (prebediolone) = 3β,21-dihydroxypregn-5-en-20-one Aldosterone = 11β,21-dihydroxypregn-4-ene-3,18,20-trione Corticosterone (17-deoxycortisol) = 11β,21-dihydroxypregn-4-ene-3,20-dione Cortisol (hydrocortisone) = 11β,17α,21-trihydroxypregn-4-ene-3,20-dione Cortisone = 17α,21-dihydroxypregn-4-ene-3,11,20-trione Pregnenolone = pregn-5-en-3β-ol-20-one Progesterone = pregn-4-ene-3,20-dione The glucocorticoid activity of progesterone and 17α-hydroxyprogesterone is very weak (>100-fold less than that of cortisol). The above list includes precursors and intermediates in corticosteroid biosynthesis.
Synthetic
Progesterone-type Flugestone (flurogestone) = 9α-fluoro-11β,17α-dihydroxypregn-4-ene-3,20-dione Fluorometholone = 6α-methyl-9α-fluoro-11β,17α-dihydroxypregna-1,4-diene-3,20-dione Medrysone (hydroxymethylprogesterone) = 6α-methyl-11β-hydroxypregn-4-ene-3,20-dione Prebediolone acetate (21-acetoxypregnenolone) = 3β,21-dihydroxypregn-5-en-20-one 21-acetate In addition to the above, various progesterone derivative progestins such as chlormadinone acetate, cyproterone acetate, medrogestone, medroxyprogesterone acetate, megestrol acetate, and segesterone acetate possess weak glucocorticoid activity which can manifest clinically at high dosages.
Hydrocortisone-type Chloroprednisone = 6α-chloro-17α,21-dihydroxypregna-1,4-diene-3,11,20-trione Cloprednol = 6-chloro-11β,17α,21-trihydroxypregna-1,4,6-triene-3,20-dione Difluprednate = 6α,9α-difluoro-11β,17α,21-trihydroxypregna-1,4-diene-3,20-dione 17α-butyrate 21-acetate Fludrocortisone = 9α-fluoro-11β,17α,21-trihydroxypregn-4-ene-3,20-dione Fluocinolone = 6α,9α-difluoro-11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione Fluperolone = 9α-fluoro-11β,17α,21-trihydroxy-21-methylpregna-1,4-diene-3,20-dione Fluprednisolone = 6α-fluoro-11β,17α,21-trihydroxypregna-1,4-diene-3,20-dione Loteprednol = 11β,17α,dihydroxy-21-oxa-21-chloromethylpregna-1,4-diene-3,20-dione Methylprednisolone = 6α-methyl-11β,17α,21-trihydroxypregna-1,4-diene-3,20-dione Prednicarbate = 11β,17α,21-trihydroxypregna-1,4-diene-3,20-dione 17α-ethylcarbonate 21-propionate Prednisolone = 11β,17α,21-trihydroxypregna-1,4-diene-3,20-dione Prednisone = 17α,21-dihydroxypregna-1,4-diene-3,11,20-trione Tixocortol = 11β,17α-dihydroxy-21-sulfanylpregn-4-ene-3,20-dione Triamcinolone = 9α-fluoro-11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione
Methasone-type (16-methylated)
Alclometasone = 7α-chloro-11β,17α,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione Beclometasone = 9α-chloro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione Betamethasone = 9α-fluoro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione Clobetasol = 9α-fluoro-11β,17α-dihydroxy-16β-methyl-21-chloropregna-1,4-diene-3,20-dione Clobetasone = 9α-fluoro-16β-methyl-17α-hydroxy-21-chloropregna-1,4-diene-3,11,20-trione Clocortolone = 6α-fluoro-9α-chloro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione Desoximetasone = 9α-fluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione Dexamethasone = 9α-fluoro-11β,17α,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione Diflorasone = 6α,9α-difluoro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione Difluocortolone = 6α,9α-difluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione Fluclorolone = 6α-fluoro-9α,11β-dichloro-16α,17α,21-trihydroxypregna-1,4-dien-3,20-dione Flumetasone = 6α,9α-difluoro-11β,17α,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione Fluocortin = 6α-fluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20,21-trione Fluocortolone = 6α-fluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione Fluprednidene = 9α-fluoro-11β,17α,21-trihydroxy-16-methylenepregna-1,4-diene-3,20-dione Fluticasone = 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-21-thia-21-fluoromethylpregna-1,4-dien-3,20-dione Fluticasone furoate = 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-21-thia-21-fluoromethylpregna-1,4-dien-3,20-dione 17α-(2-furoate) Halometasone = 2-chloro-6α,9α-difluoro-11β,17α,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione Meprednisone = 16β-methyl-17α,21-dihydroxypregna-1,4-diene-3,11,20-trione Mometasone = 9α,21-dichloro-11β,17α-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione Mometasone furoate = 9α,21-dichloro-11β,17α-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione 17α-(2-furoate) Paramethasone = 6α-fluoro-11β,17α,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione Prednylidene = 11β,17α,21-trihydroxy-16-methylenepregna-1,4-diene-3,20-dione Rimexolone = 11β-hydroxy-16α,17α,21-trimethylpregna-1,4-dien-3,20-dione Ulobetasol (halobetasol) = 6α,9α-difluoro-11β,17α-dihydroxy-16β-methyl-21-chloropregna-1,4-diene-3,20-dione
Acetonides and related Amcinonide = 9α-fluoro-11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16α,17α-acetal with cyclopentanone, 21-acetate Budesonide = 11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16α,17α-acetal with butyraldehyde Ciclesonide = 11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16α,17α-acetal with (R)-cyclohexanecarboxaldehyde, 21-isobutyrate Deflazacort = 11β,21-dihydroxy-2'-methyl-5'H-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione 21-acetate Desonide = 11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16α,17α-acetal with acetone Formocortal (fluoroformylone) = 3-(2-chloroethoxy)-9α-fluoro-11β,16α,17α,21-tetrahydroxy-20-oxopregna-3,5-diene-6-carboxaldehyde cyclic 16α,17α-acetal with acetone, 21-acetate Fluclorolone acetonide (flucloronide) = 6α-fluoro-9α,11β-dichloro-16α,17α,21-trihydroxypregna-1,4-dien-3,20-dione cyclic 16α,17α-acetal with acetone Fludroxycortide (flurandrenolone, flurandrenolide) = 6α-fluoro-11β,16α,17α,21-tetrahydroxypregn-4-ene-3,20-dione cyclic 16α,17α-acetal with acetone Flunisolide = 6α-fluoro-11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16α,17α-acetal with acetone Fluocinolone acetonide = 6α,9α-difluoro-11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16α,17α-acetal with acetone Fluocinonide = 6α,9α-difluoro-11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16α,17α-acetal with acetone, 21-acetate Halcinonide = 9α-fluoro-11β,16α,17α-trihydroxy-21-chloropregn-4-ene-3,20-dione cyclic 16α,17α-acetal with acetone Triamcinolone acetonide = 9α-fluoro-11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16α,17α-acetal with acetone
Others Cortivazol = 6,16α-dimethyl-11β,17α,21-trihydroxy-2'-phenyl[3,2-c]pyrazolopregna-4,6-dien-20-one 21-acetate RU-28362 = 6-methyl-11β,17β-dihydroxy-17α-(1-propynyl)androsta-1,4,6-trien-3-one
See also List of steroids List of corticosteroid cyclic ketals List of corticosteroid esters
References