An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing two organyl groups.
| Member | Definition | Role |
|---|
| 1,25-dihydroxy-24-oxo-vitamin d3 | | (1S)-1,25-dihydroxy-24-oxocalciol |
| 17-alpha-hydroxypregnenolone | A hydroxypregnenolone carrying an alpha-hydroxy group at position 17. | 17alpha-hydroxypregnenolone |
| 17-alpha-hydroxyprogesterone | A 17alpha-hydroxy steroid that is the 17alpha-hydroxy derivative of progesterone. | 17alpha-hydroxyprogesterone |
| 21-deoxycortisol | A deoxycortisol that is 17xi-pregn-4-ene-3,20-dione substituted by a beta-hydroxy group at position 11 and an alpha-hydroxy group at position 17. It is a marker of virilizing adrenal hyperplasia caused by 21-hydroxylase deficiency. | 21-deoxycortisol |
| 23,24-dihydrocucurbitacin b | A 23,24-dihydrocucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at position 5; a hydroxy function at C-25 is acetylated. | 23,24-dihydrocucurbitacin B |
| 25-hydroxy-24-oxocholecalciferol | | 25-hydroxy-24-oxocalciol |
| 4'-deoxy-4'-iododoxorubicin | | 4'-deoxy-4'-iododoxorubicin |
| 5-dihydrocortisone | A 4,5-dihydrocortisone that has beta- configuration at position 5. | 17,21-dihydroxy-5beta-pregnane-3,11,20-trione |
| 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 |
| 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 |
| alpha bitter acid | An optically active cyclic ketone consisting of 3,5,6-trihydroxycyclohexa-2,4-dien-1-one bearing two 3-methylbut-2-en-1-yl substituents at positions 4 and 6 as well as a 3-methylbutanoyl group at the 2-position. | humulone |
| asperfuranone | A member of the class of 2-benzofurans that is 6,7-dihydro-2-benzofuran-4(5H)-one that is substituted at positions 5 and 6 by hydroxy groups, at position 5 by a methyl group and at position 1 by a (2E,4E,6S)-4,6-dimethylocta-2,4-dienoyl group (the 5S,6R-diastereoisomer). A polyketide that was first obtained from the fungus Aspergillus nidulans by using a genomic mining approach. | asperfuranone |
| avilamycin a | An oligosaccharide derivative that is produced by Streptomyces viridochromogenes and exhibits antibiotic properties. | avilamycin A |
| beclomethasone | A 17alpha-hydroxy steroid that is prednisolone in which the hydrogens at the 9alpha and 16beta positions are substituted by a chlorine and a methyl group, respectively. | beclomethasone |
| berkeleydione | A meroterpenoid found in Penicillium rubrum. It has been shown to exhibit inhibitory activity against caspase-1. | berkeleydione |
| berkeleytrione | A meroterpenoid found in Penicillium rubrum and has been shown to exhibit inhibitory activity against caspase-1. | berkeleytrione |
| betamethasone | | betamethasone |
| betamethasone acetate | | betamethasone acetate |
| betamethasone sodium phosphate | An organic sodium salt that is the disodium salt of betamethasone phosphate. | betamethasone sodium phosphate |
| blebbistatin | The (S)-enantiomer of blebbistatin. | (S)-blebbistatin |
| blister | A pyrroloquinoline that is 1,2,3,3a-tetrahydro-H-pyrrolo[2,3-b]quinolin-4-one substituted by a hydroxy group at position 3a, a methyl group at position 6 and a phenyl group at position 1. It acts as an inhibitor of ATPase activity of non-muscle myosin II. | blebbistatin |
| carubicin | A toxic anthracycline antibiotic that is produced by Actinomadura carminata and also has potent antineoplastic activity. | carminomycin |
| clobetasol | A 3-oxo-Delta(1),Delta(4)-steroid that is 16beta-methylpregna-1,4-diene-3,20-dione bearing hydroxy groups at the 11beta and 17alpha positions, fluorine at position 9, and a chlorine substituent at position 21. It is used as its 17alpha-propionate ester to treat various skin disorders, including exzema and psoriasis. | clobetasol |
| colforsin | A labdane diterpenoid isolated from the Indian Coleus plant. | forskolin |
| 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 |
| cortodoxone | A deoxycortisol that is cortisol in which the hydroxy group at position 11 has been replaced by a hydrogen. | 11-deoxycortisol |
| croton factor f1 | A phorbol ester that consists of 16-hydroxyphorbol bearing O-hexadecanoyl (palmitoyl) and O-decanoyl substituents at position 12 and 13 respectively. | 16-hydroxyphorbol 13-decanoate 12-palmitate |
| cucurbitacin b | A cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 5 and 23; a hydroxy function at C-25 is acetylated. | cucurbitacin B |
| cucurbitacin d | A cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 5 and 23. | cucurbitacin D |
| cucurbitacin i | A cucurbitacin that is 9,10,14-trimethyl-4,9-cyclo-9,10-secocholesta-2,5,23-triene substituted by hydroxy groups at positions 2, 16, 20 and 25 and oxo groups at positions 1, 11 and 22. | cucurbitacin I |
| cucurbitacin I 2-O-beta-D-glucopyranoside | A triterpenoid saponin that is cucurbitacin I attached to a beta-D-glucopyranosyl residue at position 2 via a glycosidic linkage. It has been isolated from Machilus yaoshansis. | cucurbitacin I 2-O-beta-D-glucopyranoside |
| cucurbitacin r | A 23,24-dihydrocucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at position 5. | 23,24-dihydrocucurbitacin D |
| cyproterone | | cyproterone |
| daphnetoxin | A daphnane-type orthoester diterpene with potential cholesterol-lowering activity, found exclusively in plants of the family Thymelaeaceae. | daphnetoxin |
| dexamethasone 21-phosphate | A steroid phosphate that is the 21-O-phospho derivative of dexamethasone. | dexamethasone phosphate |
| diflorasone | The 16beta-analogue of flumethasone. It is used as the 17,21-diacetate as a topical anti-inflammatory and antipruritic in the treatment of various skin disorders. | diflorasone |
| elloramycin | A member of the class of tetracenomycins that is 8-demethyltetracenomycin C in which the hydroxyl hydrogens at position 8 and 10 a are replaced by a 2,3,4-tri-O-methyl-alpha-L-rhamnosyl and methyl groups respectively. | elloramycin A |
| epirubicin | An anthracycline that is the 4'-epi-isomer of doxorubicin. | 4'-epidoxorubicin |
| 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 |
| flumethasone | | flumethasone |
| flumethasone pivalate | | flumethasone pivalate |
| fluorometholone | A member of the class of glucocorticoids that is Delta(1)-progesterone substituted at positions 11beta and 17 by hydroxy groups, at position 6alpha by a methyl group and at position 9 by a fluoro group. Used for the treatment of corticosteroid-responsive inflammation of the palpebral and bulbar conjunctiva, cornea and anterior segment of the globe. | fluorometholone |
| glaucarubinone | A quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties. | glaucarubinone |
| hydrocortamate | | hydrocortamate |
| hydrocortisone acetate | | cortisol 21-acetate |
| hydrocortisone hemisuccinate | A derivative of succinic acid in which one of the carboxy groups is esterified by the C-21 hydroxy group of cortisol (hydrocortisone). | hydrocortisone succinate |
| 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 |
| 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 |
| methoxy-morpholinyl-doxorubicin | | nemorubicin |
| methylprednisolone | The 6alpha-stereoisomer of 6-methylprednisolone. | 6alpha-methylprednisolone |
| methylprednisolone acetate | An acetate ester resulting from the formal condensation of the 21-hydroxy function of 6alpha-methylprednisolone compound with acetic acid. | methylprednisolone acetate |
| nisone | | cortancyl |
| nsc 106399 | A cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 1, 5 and 23. | cucurbitacin E |
| phorbol | A diterpenoid with the structure of tigliane hydroxylated at C-4, -9, -12(beta), -13 and -20, with an oxo group at C-3 and unsaturation at the 1- and 6-positions. | phorbol |
| phorbol 12,13-dibutyrate | | phorbol 12,13-dibutanoate |
| phorbol-12,13-didecanoate, (1ar-(1aalpha,1bbeta,4aalpha,7aalpha,7balpha,8alpha,9beta,9aalpha))-isomer | A phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted to the corresponding decanoate esters. A Trpv4-specific ligand. | 4alpha-phorbol 12,13-didecanoate |
| prednisolone | A glucocorticoid that is prednisone in which the oxo group at position 11 has been reduced to the corresponding beta-hydroxy group. It is a drug metabolite of prednisone. | prednisolone |
| prednisolone hemisuccinate | A hemisuccinate resulting from the formal condensation of the 21-hydroxy group prednisolone with one of the carboxy groups of succinic acid. It is used to treat mild to moderate non-infectious eye allergies and inflammation, including damage caused by chemical and thermal burns. | prednisolone succinate |
| prednisolone phosphate | A synthetic glucocorticoid resulting from the formal condensation of the 21-hydroxy group of prednisolone with one of the hydroxy groups of phosphoric acid. It is a prodrug for prednisolone that is activated in vivo by phosphatases. | prednisolone phosphate |
| prednisone | A synthetic glucocorticoid drug that is particularly effective as an immunosuppressant, and affects virtually all of the immune system. Prednisone is a prodrug that is converted by the liver into prednisolone (a beta-hydroxy group instead of the oxo group at position 11), which is the active drug and also a steroid. | prednisone |
| resiniferatoxin | A heteropentacyclic compound found in Euphorbia poissonii with molecular formula C37H40O9. It is an agonist of the transient receptor potential cation channel subfamily V member 1 (TrpV1). | resiniferatoxin |
| sapintoxin d | A phorbol ester consisting of phorbol that is acylated at positions 12 and 13 by 2-(methylamino)benzoyl and acetyl groups respectively. | sapintoxin D |
| tabtoxinine beta-lactam | | tabtoxinine beta-lactam |
| terreic acid | | terreic acid |
| tetracenomycin c | | tetracenomycin C |
| tetradecanoylphorbol acetate | A phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted into the corresponding acetate and myristate esters. It is a major active constituent of the seed oil of Croton tiglium. It has been used as a tumour promoting agent for skin carcinogenesis in rodents and is associated with increased cell proliferation of malignant cells. However its function is controversial since a decrease in cell proliferation has also been observed in several cancer cell types. | phorbol 13-acetate 12-myristate |
| tetrahydrocortisol | | tetrahydrocortisol |
| tixocortol pivalate | The pivalate thioester of tixocortol. | tixocortol pivalate |
| 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 |