A 3-oxo steroid conjugated to a C=C double bond at the alpha,beta position.
| Member | Definition | Role |
|---|
| 1,4-androstadiene-3,17-dione | A steroid that consists of androstane having double bonds at positions 1 and 4 and two keto groups at positions 3 and 17. | androsta-1,4-diene-3,17-dione |
| 11-dehydrocorticosterone | An 11-oxo steroid that is corticosterone in which the hydroxy substituent at the 11beta position has been oxidised to give the corresponding ketone. | 11-dehydrocorticosterone |
| 11-hydroxyprogesterone, (11alpha)-isomer | A 11alpha-hydroxy steroid that is pregn-4-ene-3,20-dione substituted by a hydroxy group at position 11. | 11alpha-hydroxyprogesterone |
| 11-hydroxytestosterone | An androstanoid that is testosterone carrying an additional hydroxy substituent at the 11beta-position. | 11beta-hydroxytestosterone |
| 11-ketotestosterone | A 3-oxo Delta(4)-steroid that is testosterone carrying an additional oxo substituent at position 11. | 11-oxotestosterone |
| 15-hydroxytestosterone | An androstanoid that is testosterone substituted by a alpha-hydroxy group at position 15. A natural product found in Daphnia magna exposed to the biocide tributyltin. | 15alpha-hydroxytestosterone |
| 16-dehydroprogesterone | | 16,17-didehydroprogesterone |
| 16-hydroxytestosterone | A C19-steroid that is testosterone in which the hydrogen at the 16alpha position has been replaced by a hydroxy group. | 16alpha-hydroxytestosterone |
| 18-hydroxydeoxycorticosterone | | 18-hydroxydeoxycorticosterone |
| 19-hydroxydeoxycorticosterone | | 19-hydroxy-11-deoxycorticosterone |
| 19-hydroxytestosterone | A 3-oxo Delta(4)-steroid that is testosterone which is substituted by a hydroxy group at positions 19. | 19-hydroxytestosterone |
| 19-oxo-delta(4) androstene-3,17-dione | An androstanoid that is androst-4-en-19-al substituted by oxo groups at positions 3 and 17. | 3,17-dioxoandrost-4-en-19-al |
| 20 beta-dihydroprogesterone | A C21-steroid that is pregnane which contains a double bond between positions 4 and 5 and is substituted by an oxo group at position 3 and a hydroxy group at position 20. | 20-hydroxypregn-4-en-3-one |
| 4,6-cholestadien-3-one | | cholest-4,6-dien-3-one |
| 6 beta-hydroxycortisol | A C21-steroid that is cortisol bearing an additional hydroxy substituent at the 6beta-position. In humans, it is produced as a metabolite of cortisol by cytochrome p450-3A4 (CYP3A4, an important enzyme involved in the metabolism of a variety of exogenous and endogenous compounds) and can be used to detect moderate and potent CYP3A4 inhibition in vivo. | 6beta-hydroxycortisol |
| 6-dehydrotestosterone | A 17beta-hydroxy steroid that is testosterone that contains an additional double bond between positions 6 and 7. | 6-dehydrotestosterone |
| 7 alpha-hydroxy-4-cholesten-3-one | A cholestanoid consisting of a cholesterol core having an oxo group at the 3-position, a C=C bond at the 4,5-position and an alpha-hydroxy group at the 7-position. | 7alpha-hydroxycholest-4-en-3-one |
| 9-hydroxy-4-androstene-3,17-dione | A 3-oxo-Delta(4)-steroid that is androst-4-ene substituted by oxo groups at positions 3 and 17 and a hydroxy group at position 9. | 9alpha-hydroxyandrost-4-en-3,17-dione |
| adrenosterone | A 3-oxo Delta(4)-steroid that is androst-4-ene carrying three oxo-substituents at positions 3, 11 and 17. | adrenosterone |
| aldosterone | A pregnane-based steroidal hormone produced by the outer-section (zona glomerulosa) of the adrenal cortex in the adrenal gland, and acts on the distal tubules and collecting ducts of the kidney to cause the conservation of sodium, secretion of potassium, increased water retention, and increased blood pressure. The overall effect of aldosterone is to increase reabsorption of ions and water in the kidney. | aldosterone |
| algestone | A C21-steroid that is pregn-4-ene substituted by oxo groups at position 3 and 20 and hydroxy groups at positions 16 and 17. | algestone |
| androstenedione | A 3-oxo Delta(4)-steroid that is androst-4-ene substituted by oxo groups at positions 3 and 17. It is a steroid hormone synthesized in the adrenal glands and gonads. | androst-4-ene-3,17-dione |
| canrenoic acid | | canrenoic acid |
| cholest-4-en-3-one | A cholestanoid that is cholest-4-ene substituted by an oxo group at position 3. | cholest-4-en-3-one |
| corticosterone | A 21-hydroxy steroid that consists of pregn-4-ene substituted by hydroxy groups at positions 11 and 21 and oxo groups at positions 3 and 20. Corticosterone is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glands. | corticosterone |
| cortisol 21-sulfate | A steroid sulfate obtained by the formal condensation of hydroxy group at position 21 of cortisol with sulfuric acid. | cortisol 21-sulfate |
| cortisone | A C21-steroid that is pregn-4-ene substituted by hydroxy groups at positions 17 and 21 and oxo group at positions 3, 11 and 20. | cortisone |
| cyproterone | | cyproterone |
| cyproterone acetate | A steroid ester resulting from the formal condensation of the carboxy group of acetic acid with the 17-hydroxy group of cyproterone. It is an antiandrogenic drug which has recently been recognized to promote the occurrence and growth of intracranial meningiomas. | cyproterone acetate |
| delta4-dafachronic acid | A cholestanoid that is cholest-4-en-26-oic acid which is substituted at position 3 by an oxo group. | Delta(4)-dafachronic acid |
| desoxycorticosterone | A mineralocorticoid that is progesterone substituted at position 21 by a hydroxy group. | 11-deoxycorticosterone |
| dexamethasone 21-phosphate | A steroid phosphate that is the 21-O-phospho derivative of dexamethasone. | dexamethasone phosphate |
| dienogest | A steroid hormone that is 17beta-hydroxy-3-oxoestra-4,9-diene substituted at position 17 by a cyanomethyl group. Used as an oral contraceptive. | dienogest |
| drospirenone | | drospirenone |
| dydrogesterone | | dydrogesterone |
| epitestosterone | An androstanoid that is the C-17 epimer of testosterone. | epitestosterone |
| eplerenone | | eplerenone |
| ergosta-4,6,8(14),22-tetraen-3-one | An ergostanoid that is (22E)-ergosta-4,6,8(14),22-tetraene substituted by an oxo group at position 3. It has been isolated from the mycelia of Cordyceps sinensis. | ergosta-4,6,8(14),22-tetraen-3-one |
| estra-1(10),4-diene-2,3,17-trione | An o-quinone resulting from the formal oxidation of the dihydroxyphenyl moiety of 2-hydroxyestrone. | estra-1(10),4-diene-2,3,17-trione |
| ethisterone | A 17beta-hydroxy steroid that is testosterone in which the 17beta hydrogen is replaced by an ethynyl group. Ethisterone was the first orally active progestin and is a metabolite of danazol. | ethisterone |
| etonogestrel | | etonogestrel |
| fludrocortisone | | fludrocortisone |
| fludrocortisone acetate | An acetate ester resulting from the formal condensation of the primary hydroxy group of fludrocortisone with acetic acid. A synthetic corticosteroid, it has glucocorticoid actions about 10 times as potent as hydrocortisone, while its mineralocorticoid actions are over 100 times as potent. It is used in partial replacement therapy for primary and secondary adrenocortical insufficiency in Addison's disease and for the treatment of salt-losing adrenal hyperplasia. | fludrocortisone acetate |
| fluoxymesterone | | fluoxymesterone |
| fluticasone | A trifluorinated corticosteroid used in the form of its propionate ester for treatment of allergic rhinitis. | fluticasone |
| formestane | A 17-oxo steroid that is androst-4-ene-3,17-dione in which the hydrogen at position 4 is replaced by a hydroxy group. Formestane was the first selective, type I steroidal aromatase inhibitor, suppressing oestrogen production from anabolic steroids or prohormones. It was formerly used in the treatment of oestrogen-receptor positive breast cancer in post-meopausal women. As it has poor oral bioavailability, it had to be administered by (fortnightly) intramuscular injection. It fell out of use with the subsequent development of cheaper, orally active aromatase inhibitors. Formestane is listed by the World Anti-Doping Agency as a substance prohibited from use by athletes. | formestane |
| hydrocortamate | | hydrocortamate |
| levonorgestrel | | levonorgestrel |
| medroxyprogesterone | A 3-oxo Delta(4)-steroid that is pregn-4-ene-3,20-dione substituted by an alpha-hydroxy group at position 17 and a methyl group at position 6. | medroxyprogesterone |
| medroxyprogesterone acetate | An acetate ester resulting from the formal condensation of the 17alpha-hydroxy group of medroxyprogesterone with the carboxy group of acetic acid. A widely used progestin in menopausal hormone therapy and in progestogen-only birth control. | medroxyprogesterone acetate |
| megestrol | A 3-oxo Delta(4)-steroid that is pregna-4,6-diene-3,20-dione substituted by a methyl group at position 6 and a hydroxy group at position 17. | megestrol |
| megestrol acetate | A steroid ester resulting from the formal condensation of the hydroxy group of megestrol with the carboxy group of acetic acid. It is an appetite stimulant used for the treatment of anorexia and cachexia. Also used for birth control and for the treatment of breast cancer. | megestrol acetate |
| methyltestosterone | A 17beta-hydroxy steroid that is testosterone bearing a methyl group at the 17alpha position. | methyltestosterone |
| mibolerone | An androgen that is nalandrone carrying two methyl substituents at positions 7alpha and 17. | mibolerone |
| mifepristone | | mifepristone |
| nandrolone | A 3-oxo Delta(4)-steroid that is estr-4-en-3-one substituted by a beta-hydroxy group at position 17. | nandrolone |
| norethindrone | A 17beta-hydroxy steroid that is testosterone in which the hydrogen at position 17 is replaced by an ethynyl group and in which the methyl group attached to position 10 is replaced by hydrogen. | norethisterone |
| norethindrone acetate | A 3-oxo Delta(4)-steroid that is norethisterone in which the hydroxy group has been converted to its acetate ester. | norethisterone acetate |
| progesterone 11-hemisuccinate, (11alpha)-isomer | A steroid ester that is the O-succinoyl derivative of 11alpha-hydroxyprogesterone. | 11alpha-hydroxyprogesterone hemisuccinate |
| promegestone | A progestin consisting of 17beta-propionylestra-4,9-dien-3-one substituted at position 17 by a methyl group. | promegestone |
| spironolactone | A steroid lactone that is 17alpha-pregn-4-ene-21,17-carbolactone substituted by an oxo group at position 3 and an alpha-acetylsulfanyl group at position 7. | spironolactone |
| testololactone | | testololactone |
| testosterone acetate | An androstanoid that is the acetate derivative of testosterone. | testosterone acetate |
| testosterone-17-sulfate | A steroid sulfate that is testosterone substituted by a sulfoxy group at position 17. | testosterone sulfate |
| triamcinolone | A C21-steroid hormone that is 1,4-pregnadiene-3,20-dione carrying four hydroxy substituents at positions 11beta, 16alpha, 17alpha and 21 as well as a fluoro substituent at position 9. Used in the form of its 16,17-acetonide to treat various skin infections. | triamcinolone |
| triamcinolone acetonide | A synthetic glucocorticoid that is the 16,17-acetonide of triamcinolone. Used to treat various skin infections. | triamcinolone acetonide |
| ulipristal acetate | A 20-oxo steroid obtained by acetylation of the 17-hydroxy group of (11beta,17alpha)-17-acetyl-11-[4-(dimethylamino)phenyl]-3-oxoestra-4,9-dien-17-ol (ulipristal). A selective progesterone receptor modulator, which is employed as an emergency contraceptive. | ulipristal acetate |