Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0385)
Drug Name
Cortisone acetate
Synonyms
Cortadren; Cortelan; Cortilen; Cortisone (acetate); Cortisone 21-acetate; Cortisone monoacetate; Cortisone, 21-acetate; Cortistab; Cortisyl; Cortogen acetate; Cortone acetate; EINECS 200-006-5; Incortin; Irisone acetate; Cortandren; Cortisone; Cortisal; Cortisate; Cortison; Cortisona; Cortisona [INN-Spanish]; Cortisone [INN:BAN]; Cortisonum [INN-Latin]; Cortistal; Cortivite; Cortogen; Cortone; Kendall's compound E; Reichstein Fa; Reichstein's substance FA; Wintersteiner's compound F; 11-Dehydro-17-hydroxycorticosterone; 17-Hydroxy-11-dehydrocorticosterone; 17alpha,21-Dihydroxypregn-4-ene-3,11,20-trione; 17alpha-Hydroxy-11-dehydrocorticosterone; 1953/6/5; 4-Pregnene-17alpha,21-diol-3,11,20-trione; Adrenalex; Andreson; NSC 49420; Pregn-4-ene-3,11,20-trione, 21-(acetyloxy)-17-hydroxy-; Ricortex; Scheroson; UNII-883WKN7W8X; 11-Dehydro-17-hydroxycorticosterone acetate; 11-Dehydro-17-hydroxycorticosterone-21-acetate; 1950/4/4; Adreson; Artriona; Biocort acetate; CCRIS 3661; CORTISONE ACETATE; Compound E acetate; Corlin
Indication Prostate cancer [ICD11: 2C82] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 402.5 Topological Polar Surface Area 97.7
Heavy Atom Count 29 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
5745
ChEBI ID
CHEBI:3897
CAS Number
50-04-4
TTD Drug ID
D0X4RS
Formula
C23H30O6
Canonical SMILES
CC(=O)OCC(=O)C1(CCC2C1(CC(=O)C3C2CCC4=CC(=O)CCC34C)C)O
InChI
1S/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h10,16-17,20,28H,4-9,11-12H2,1-3H3/t16-,17-,20+,21-,22-,23-/m0/s1
InChIKey
ITRJWOMZKQRYTA-RFZYENFJSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
17alpha ,20beta,21-trihydroxy-4-pregnene-3, 11-dione DM005421 N. A. Unclear 1 [6]
3alpha, 11beta-dihydroxyetiocholan-17-one DM005422 N. A. Unclear 1 [6]
3alpha-hydroxyetiocholane-11 , 17-dione DM005423 N. A. Unclear 1 [6]
Cortisol DM004052
5754
Unclear 1 [6]
Tetrahydrocortisone DM004771
5866
Unclear 1 [6]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005757 Cortisone acetate 17alpha ,20beta,21-trihydroxy-4-pregnene-3, 11-dione Unclear Unclear [6]
MR005758 Cortisone acetate Tetrahydrocortisone Unclear Unclear [6]
MR005759 Cortisone acetate Cortisol Unclear Unclear [6]
MR005760 Cortisone acetate 3alpha, 11beta-dihydroxyetiocholan-17-one Unclear Unclear [6]
MR005761 Cortisone acetate 3alpha-hydroxyetiocholane-11 , 17-dione Unclear Unclear [6]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Corticosteroid 11-beta-dehydrogenase 1 (HSD11B1) DME0199 Homo sapiens
DHI1_HUMAN
1.1.1.146
[2]
Corticosteroid 11-beta-dehydrogenase 2 (HSD11B2) DME0419 Homo sapiens
DHI2_HUMAN
1.1.1.B40
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[4]
Cytochrome P450 3A7 (CYP3A7) DME0015 Homo sapiens
CP3A7_HUMAN
1.14.14.1
[4]
Short-chain dehydrogenase/reductase retSDR4 (DHRS7) DME0601 Homo sapiens
DHRS7_HUMAN
1.1.1.-
[5]
⏷ Show the Full List of 6  DME(s)
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Corticosteroid 11-beta-dehydrogenase 1 (HSD11B1) DME0199 Km = 0.00052 microM
DHI1_HUMAN
[2]
Corticosteroid 11-beta-dehydrogenase 2 (HSD11B2) DME0419 Km = 0.00052 microM
DHI2_HUMAN
[2]
References
1 Cortisone Acetate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Comparative enzymology of 11beta-hydroxysteroid dehydrogenase type 1 from six species. J Mol Endocrinol. 2005 Aug;35(1):89-101.
3 Prediction of tacrolimus metabolism and dosage requirements based on CYP3A4 phenotype and CYP3A5(*)3 genotype in Chinese renal transplant recipients. Acta Pharmacol Sin. 2016 Apr;37(4):555-60.
4 Comparative pharmacokinetics and metabolism studies in lean and diet- induced obese mice: an animal efficacy model for 11beta-hydroxysteroid dehydrogenase type 1 (11beta-HSD1) inhibitors. Drug Metab Lett. 2011 Jan;5(1):55-63.
5 Human DHRS7, promising enzyme in metabolism of steroids and retinoids? J Steroid Biochem Mol Biol. 2016 Jan;155(Pt A):112-9.
6 Urinary steroid excretion after total adrenalectomy. III. Isolation and identification of the metabolites of cortisone acetate

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