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

General Information of Drug (ID: DR1332)
Drug Name
Prednisolone
Synonyms
Paracortol; Paracotol; Precortancyl; Precortilon; Precortisyl; Prednelan; Prednicen; Predniliderm; Predonin; Predonine; Prelone; Prenolone; Codelcortone; Cortalone; Cotogesic; Decaprednil; Delcortol; Delta-Cortef; Deltacortenol; Deltacortril; Deltahydrocortisone; Deltisilone; Dicortol; Donisolone; Dydeltrone; Erbacort; Erbasona; Estilsona; Fernisolone; Hydeltra; Hydeltrone; Hydrodeltalone; Hydrodeltisone; Hydroretrocortin; Hydroretrocortine; Lentosone; Metacortandralone; Meticortelone; Rolisone; Scherisolon; Sterolone; prednisolone; 50-24-8; PRDL
Indication Multiple myeloma [ICD11: 2A83] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 360.4 Topological Polar Surface Area 94.8
Heavy Atom Count 26 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
5755
PubChem SID
9573 ; 74674 ; 75254 ; 7847538 ; 7980377 ; 8153532 ; 10321429 ; 11466302 ; 11467422 ; 11486103 ; 12012573 ; 12146616 ; 14876794 ; 14876795 ; 24870351 ; 24898079 ; 24898725 ; 26697414 ; 29224791 ; 46504847 ; 46519223 ; 47500929 ; 47647896 ; 47945232 ; 48244811 ; 48414366 ; 48416460 ; 49698415 ; 49857644 ; 50085972 ; 50124371 ; 50643467 ; 53790825 ; 56311149 ; 56312886 ; 56313992 ; 56463372 ; 57288815 ; 57650843 ; 81093218 ; 85300842 ; 85788424 ; 87574796 ; 92125114 ; 92309181 ; 92710510 ; 93576750 ; 103189031 ; 103913923 ; 104169971
ChEBI ID
CHEBI:8378
CAS Number
50-24-8
TTD Drug ID
D0D1SG
Formula
C21H28O5
Canonical SMILES
CC12CC(C3C(C1CCC2(C(=O)CO)O)CCC4=CC(=O)C=CC34C)O
InChI
1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-16,18,22,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1
InChIKey
OIGNJSKKLXVSLS-VWUMJDOOSA-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,21-dihydroxy-pregnan-1,4,6-trien-3,11,30-trione (M-XVII) DM002938
22793136
Unclear 1 [3]
20alpha-dihydro-prednisolone (M-III) DM002935
13962390
Unclear 1 [3]
20alpha-dihydro-prednisone (M-V) DM002951
71749279
Unclear 1 [3]
20beta-dihydro-prednisolone (M-II) DM002936
13962391
Unclear 1 [3]
6alpha-hydroxy-prednisolone (M-VII) DM002939
101913091
Oxidation - Hydroxylation 1 [3]
6beta-hydroxy-prednisolone(M-VI) DM002945
14726612
Oxidation - Hydroxylation 1 [3]
Delta6-prednisolone (M-XI) DM002934
224451
Unclear 1 [3]
Prednisone DM003079
5865
Unclear 1 [3]
20beta-dihydro-prednisone (M-IV) DM002943
14475047
Unclear 2 [3]
6alpha,11beta,17alpha,20beta,21-pentahydroxypregnan-1,4-diene-3-one (M-X) DM002940
101913095
Unclear 2 [3]
6alpha-hydroxy-prednisone (M-XIII) DM002942
101913096
Oxidation - Hydroxylation 2 [3]
6beta,11beta,17alpha,20alpha,21-pentahydroxypregnan-1,4-diene-3-one (M-IX) DM002947
156621394
Unclear 2 [3]
6beta,11beta,17alpha,20beta,21-pentahydroxypregnan-1,4-diene-3-one (M-VIII) DM002949
156621404
Unclear 2 [3]
6beta,11beta,17alpha,21-tetrahydroxy-5xi-pregn-1-en-3,20-dione (M-XIV) DM002946
101913092
Unclear 2 [3]
6beta-hydroxy-prednisone (M-XII) DM002941
101913093
Oxidation - Hydroxylation 2 [3]
17alpha,20xi,21-trihydroxy-5xi-pregn-1-en-3,11-dione(M-XVIII) DM002944
101913094
Unclear 3 [3]
6beta,11beta,17alpha,20alpha,21-pentahydroxy-5xi-pregn-1-en-3-one (M-XVI) DM002948
156621397
Unclear 3 [3]
6beta,11beta,17alpha,20beta,21-pentahydroxy-5xi-pregn-1-en-3-one (M-XV) DM002950
156621396
Unclear 3 [3]
6beta,11beta,17alpha,21-tetrahydroxy-5xi-pregn-1-en-3,20-dione (M-XIV) DM002946
101913092
Unclear 4 [3]
⏷ Show the Full List of 19  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002122 Prednisolone Delta6-prednisolone (M-XI) Unclear Unclear [3]
MR002123 Prednisolone 20alpha-dihydro-prednisolone (M-III) Unclear Unclear [3]
MR002124 Prednisolone 20beta-dihydro-prednisolone (M-II) Unclear Unclear [3]
MR002125 Prednisolone 17alpha,21-dihydroxy-pregnan-1,4,6-trien-3,11,30-trione (M-XVII) Unclear Unclear [3]
MR002126 Prednisolone 6alpha-hydroxy-prednisolone (M-VII) Oxidation - Hydroxylation Unclear [3]
MR002127 Prednisolone 6beta-hydroxy-prednisolone(M-VI) Oxidation - Hydroxylation CYP3A4 [3]
MR002128 Prednisolone 20alpha-dihydro-prednisone (M-V) Unclear Unclear [3]
MR002129 Prednisolone Prednisone Unclear Unclear [3]
MR002113 6alpha-hydroxy-prednisolone (M-VII) 6alpha,11beta,17alpha,20beta,21-pentahydroxypregnan-1,4-diene-3-one (M-X) Unclear Unclear [3]
MR002115 6beta-hydroxy-prednisolone(M-VI) 6beta,11beta,17alpha,21-tetrahydroxy-5xi-pregn-1-en-3,20-dione (M-XIV) Unclear Unclear [3]
MR002116 6beta-hydroxy-prednisolone(M-VI) 6beta,11beta,17alpha,20alpha,21-pentahydroxypregnan-1,4-diene-3-one (M-IX) Unclear Unclear [3]
MR002117 6beta-hydroxy-prednisolone(M-VI) 6beta,11beta,17alpha,20beta,21-pentahydroxypregnan-1,4-diene-3-one (M-VIII) Unclear Unclear [3]
MR002130 Prednisone 6beta-hydroxy-prednisone (M-XII) Oxidation - Hydroxylation CYP3A4 [3]
MR002131 Prednisone 6alpha-hydroxy-prednisone (M-XIII) Oxidation - Hydroxylation Unclear [3]
MR002132 Prednisone 20beta-dihydro-prednisone (M-IV) Unclear Unclear [3]
MR002114 20beta-dihydro-prednisone (M-IV) 17alpha,20xi,21-trihydroxy-5xi-pregn-1-en-3,11-dione(M-XVIII) Unclear Unclear [3]
MR002118 6beta,11beta,17alpha,20alpha,21-pentahydroxypregnan-1,4-diene-3-one (M-IX) 6beta,11beta,17alpha,20alpha,21-pentahydroxy-5xi-pregn-1-en-3-one (M-XVI) Unclear Unclear [3]
MR002120 6beta,11beta,17alpha,20beta,21-pentahydroxypregnan-1,4-diene-3-one (M-VIII) 6beta,11beta,17alpha,20beta,21-pentahydroxy-5xi-pregn-1-en-3-one (M-XV) Unclear Unclear [3]
MR002119 6beta,11beta,17alpha,20alpha,21-pentahydroxy-5xi-pregn-1-en-3-one (M-XVI) 6beta,11beta,17alpha,21-tetrahydroxy-5xi-pregn-1-en-3,20-dione (M-XIV) Unclear Unclear [3]
MR002121 6beta,11beta,17alpha,20beta,21-pentahydroxy-5xi-pregn-1-en-3-one (M-XV) 6beta,11beta,17alpha,21-tetrahydroxy-5xi-pregn-1-en-3,20-dione (M-XIV) Unclear Unclear [3]
⏷ Show the Full List of 20 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
References
1 Prednisolone was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Pharmacokinetic and pharmacoimmunodynamic interactions between prednisolone and sirolimus in adrenalectomized rats. J Pharmacokinet Biopharm. 1999 Feb;27(1):1-21.
3 Detection and characterization of prednisolone metabolites in human urine by LC-MS/MS J Mass Spectrom. 2015 Mar;50(3):633-42. doi: 10.1002/jms.3571.

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