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, 6ñ-, 9ñ-, 16ñ-, and 16ò-substitution (with a halogen or methyl group), 16ñ,17ñ-acetonidation, and 17ñ- 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) = 17ñ,21-dihydroxypregn-4-ene-3,20-dione
- 11-Ketoprogesterone (11-oxoprogesterone; Ketogestin) = pregn-4-ene-3,11,20-trione
- 11ò-Hydroxypregnenolone = 3ò,11ò-dihydroxypregn-5-en-20-one https://books.google.com/books?id=0B1oSWVN4SUC&lpg=PA423&dq='11ò-Hydroxypregnenolone'&pg=PA423
- 11ò-Hydroxyprogesterone (21-deoxycorticosterone) = 11ò-hydroxypregn-4-ene-3,20-dione
- 11ò,17ñ,21-Trihydroxypregnenolone = 3ò,11ò,17ñ,21-tetrahydroxypregn-5-en-20-one https://www.hmdb.ca/metabolites/HMDB06760
- 17ñ,21-Dihydroxypregnenolone = 3ò,17ñ,21-trihydroxypregn-5-en-20-one https://www.hmdb.ca/metabolites/HMDB06762
- 17ñ-Hydroxypregnenolone = 3ò,17ñ-dihydroxypregn-5-en-20-one
- 17ñ-Hydroxyprogesterone = 17ñ-hydroxypregn-4-ene-3,11,20-trione
- 18-Hydroxy-11-deoxycorticosterone = 18,21-dihydroxypregn-4-ene-3,20-dione https://books.google.com/books?id=EKbuCAAAQBAJ&lpg=PA256&dq=%2218-Hydroxy-11-deoxycorticosterone%22&pg=PA256
- 18-Hydroxycorticosterone = 11ò,18,21-trihydroxypregn-4-ene-3,20-dione
- 18-Hydroxyprogesterone = 18-hydroxypregn-4-ene-3,20-dione https://books.google.com/books?id=bWUVADC74d8C&lpg=PA15&dq=%2218-hydroxyprogesterone%22&pg=PA15
- 21-Deoxycortisol = 11ò,17ñ-dihydroxypregn-4-ene-3,20-dione,
- 21-Deoxycortisone = 17ñ-hydroxypregn-4-ene-3,11,20-trione
- 21-Hydroxypregnenolone (prebediolone) = 3ò,21-dihydroxypregn-5-en-20-one
- Aldosterone = 11ò,21-dihydroxypregn-4-ene-3,18,20-trione
- Corticosterone (17-deoxycortisol) = 11ò,21-dihydroxypregn-4-ene-3,20-dione
- Cortisol (hydrocortisone) = 11ò,17ñ,21-trihydroxypregn-4-ene-3,20-dione
- Cortisone = 17ñ,21-dihydroxypregn-4-ene-3,11,20-trione
- Pregnenolone = pregn-5-en-3ò-ol-20-one
- Progesterone = pregn-4-ene-3,20-dione
The glucocorticoid activity of progesterone and 17ñ-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) = 9ñ-fluoro-11ò,17ñ-dihydroxypregn-4-ene-3,20-dione
- Fluorometholone = 6ñ-methyl-9ñ-fluoro-11ò,17ñ-dihydroxypregna-1,4-diene-3,20-dione
- Medrysone (hydroxymethylprogesterone) = 6ñ-methyl-11ò-hydroxypregn-4-ene-3,20-dione
- Prebediolone acetate (21-acetoxypregnenolone) = 3ò,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 = 6ñ-chloro-17ñ,21-dihydroxypregna-1,4-diene-3,11,20-trione
- Cloprednol = 6-chloro-11ò,17ñ,21-trihydroxypregna-1,4,6-triene-3,20-dione
- Difluprednate =
- Fludrocortisone = 9ñ-fluoro-11ò,17ñ,21-trihydroxypregn-4-ene-3,20-dione
- Fluocinolone =
- Fluperolone =
- Fluprednisolone = 6ñ-fluoro-11ò,17ñ,21-trihydroxypregna-1,4-diene-3,20-dione
- Loteprednol =
- Methylprednisolone =
- Prednicarbate =
- Prednisolone =
- Prednisone =
- Tixocortol =
- Triamcinolone =
Methasone-type (16-methylated)
- Alclometasone = 7ñ-chloro-11ò,17ñ,21-trihydroxy-16ñ-methylpregna-1,4-diene-3,20-dione
- Beclometasone = 9ñ-chloro-11ò,17ñ,21-trihydroxy-16ò-methylpregna-1,4-diene-3,20-dione
- Betamethasone = 9ñ-fluoro-11ò,17ñ,21-trihydroxy-16ò-methylpregna-1,4-diene-3,20-dione
- Clobetasol = 9ñ-fluoro-11ò,17ñ-dihydroxy-16ò-methyl-21-chloropregna-1,4-diene-3,20-dione
- Clobetasone = 9ñ-fluoro-16ò-methyl-17ñ-hydroxy-21-chloropregna-1,4-diene-3,11,20-trione
- Clocortolone = 6ñ-fluoro-9ñ-chloro-11ò,21-dihydroxy-16ñ-methylpregna-1,4-diene-3,20-dione
- Desoximetasone = 9ñ-fluoro-11ò,21-dihydroxy-16ñ-methylpregna-1,4-diene-3,20-dione
- Dexamethasone = 9ñ-fluoro-11ò,17ñ,21-trihydroxy-16ñ-methylpregna-1,4-diene-3,20-dione
- Diflorasone = 6ñ,9ñ-difluoro-11ò,17ñ,21-trihydroxy-16ò-methylpregna-1,4-diene-3,20-dione
- Difluocortolone = 6ñ,9ñ-difluoro-11ò,21-dihydroxy-16ñ-methylpregna-1,4-diene-3,20-dione
- Fluclorolone = 6ñ-fluoro-9ñ,11ò-dichloro-16ñ,17ñ,21-trihydroxypregna-1,4-dien-3,20-dione
- Flumetasone = 6ñ,9ñ-difluoro-11ò,17ñ,21-trihydroxy-16ñ-methylpregna-1,4-diene-3,20-dione
- Fluocortin = 6ñ-fluoro-11ò,21-dihydroxy-16ñ-methylpregna-1,4-diene-3,20,21-trione
- Fluocortolone = 6ñ-fluoro-11ò,21-dihydroxy-16ñ-methylpregna-1,4-diene-3,20-dione
- Fluprednidene = 9ñ-fluoro-11ò,17ñ,21-trihydroxy-16-methylenepregna-1,4-diene-3,20-dione
- Fluticasone = 6ñ,9ñ-difluoro-11ò,17ñ-dihydroxy-16ñ-methyl-21-thia-21-fluoromethylpregna-1,4-dien-3,20-dione
- Fluticasone furoate =
- Halometasone = 2-chloro-6ñ,9ñ-difluoro-11ò,17ñ,21-trihydroxy-16ñ-methylpregna-1,4-diene-3,20-dione
- Meprednisone = 16ò-methyl-17ñ,21-dihydroxypregna-1,4-diene-3,11,20-trione
- Mometasone = 9ñ,21-dichloro-11ò,17ñ-dihydroxy-16ñ-methylpregna-1,4-diene-3,20-dione
- Mometasone furoate =
- Paramethasone =
- Prednylidene =
- Rimexolone =
- Ulobetasol (halobetasol) =
Acetonides and related
- Amcinonide =
- Budesonide = 11ò,16ñ,17ñ,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16ñ,17ñ-acetal with butyraldehyde
- Ciclesonide =
- Deflazacort =
- Desonide = 11ò,16ñ,17ñ,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16ñ,17ñ-acetal with acetone
- Formocortal (fluoroformylone) = 3-(2-chloroethoxy)-9ñ-fluoro-11ò,16ñ,17ñ,21-tetrahydroxy-20-oxopregna-3,5-diene-6-carboxaldehyde cyclic 16ñ,17ñ-acetal with acetone, 21-acetate
- Fluclorolone acetonide (flucloronide) = 6ñ-fluoro-9ñ,11ò-dichloro-16ñ,17ñ,21-trihydroxypregna-1,4-dien-3,20-dione cyclic 16ñ,17ñ-acetal with acetone
- Fludroxycortide (flurandrenolone, flurandrenolide) = 6ñ-fluoro-11ò,16ñ,17ñ,21-tetrahydroxypregn-4-ene-3,20-dione cyclic 16ñ,17ñ-acetal with acetone
- Flunisolide = 6ñ-fluoro-11ò,16ñ,17ñ,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16ñ,17ñ-acetal with acetone
- Fluocinolone acetonide = 6ñ,9ñ-difluoro-11ò,16ñ,17ñ,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16ñ,17ñ-acetal with acetone
- Fluocinonide = 6ñ,9ñ-difluoro-11ò,16ñ,17ñ,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16ñ,17ñ-acetal with acetone, 21-acetate
- Halcinonide = 9ñ-fluoro-11ò,16ñ,17ñ-trihydroxy-21-chloropregn-4-ene-3,20-dione cyclic 16ñ,17ñ-acetal with acetone
- Triamcinolone acetonide = 9ñ-fluoro-11ò,16ñ,17ñ,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16ñ,17ñ-acetal with acetone
Others
- Cortivazol = 6,16ñ-dimethyl-11ò,17ñ,21-trihydroxy-2'-phenyl[3,2-c]pyrazolopregna-4,6-dien-20-one 21-acetate
- RU-28362 = 6-methyl-11ò,17ò-dihydroxy-17ñ-(1-propynyl)androsta-1,4,6-trien-3-one
See also
References