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

General Information of Drug (ID: DR0985)
Drug Name
Loteprednol etabonate
Synonyms
Locort; Loteflam; Lotemax; Lotemax (TN); Loteprednol etabonate; Loterox; P-5604; CDDD 5604; CDDD-5604; Inveltys; YEH1EZ96K6; 82034-46-6; Alrex; C24H31ClO7; CHEBI:31784; DSSTox_CID_26468; DSSTox_GSID_46468; DSSTox_RID_81641; HGP 1; HGP-1; UNII-YEH1EZ96K6; chloromethyl (8S,9S,10R,11S,13S,14S,17R)-17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-17-carboxylate; chloromethyl 17alpha-[(ethoxycarbonyl)oxy]-11beta-hydroxy-3-oxoandrosta-1,4-diene-17beta-carboxylate
Indication Conjunctivitis [ICD11: 9A60] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 466.9 Topological Polar Surface Area 99.1
Heavy Atom Count 32 Rotatable Bond Count 7
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
444025
PubChem SID
7848752 ; 10299468 ; 12014581 ; 14809424 ; 14834133 ; 36887139 ; 46386647 ; 49681758 ; 53788349 ; 56352909 ; 57404592 ; 71824934 ; 74388043 ; 92308346 ; 103770848 ; 104253297 ; 104631159 ; 109692941 ; 124659028 ; 124757418 ; 124800193 ; 125164222 ; 126592942 ; 127755782 ; 134338307 ; 135014568 ; 135692220 ; 137023315 ; 140684370 ; 144205772 ; 152258757 ; 160647602 ; 160964214 ; 162179036 ; 164811824 ; 170465195 ; 172080414 ; 175266502 ; 176484705 ; 178103663 ; 179151237 ; 184664942 ; 226412422 ; 249850601 ; 252220094 ; 252359498
ChEBI ID
ChEBI:31784
CAS Number
82034-46-6
TTD Drug ID
D0X6GN
Formula
C24H31ClO7
Canonical SMILES
CCOC(=O)OC1(CCC2C1(CC(C3C2CCC4=CC(=O)C=CC34C)O)C)C(=O)OCCl
InChI
1S/C24H31ClO7/c1-4-30-21(29)32-24(20(28)31-13-25)10-8-17-16-6-5-14-11-15(26)7-9-22(14,2)19(16)18(27)12-23(17,24)3/h7,9,11,16-19,27H,4-6,8,10,12-13H2,1-3H3/t16-,17-,18-,19+,22-,23-,24-/m0/s1
InChIKey
DMKSVUSAATWOCU-HROMYWEYSA-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
1-cortienic acid etabonate (PJ-91) DM006437 N. A. Hydrolysis - Hydrolysis 1 [3]
HydroxylLoteprednol DM006439 N. A. Hydrolysis - Hydrolysis 1 [3]
1-cortienic acid (PJ-90) DM006438
175268755
Hydrolysis - Hydrolysis 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006917 Loteprednol etabonate 1-cortienic acid etabonate (PJ-91) Hydrolysis - Hydrolysis PON1 [3]
MR006919 Loteprednol etabonate HydroxylLoteprednol Hydrolysis - Hydrolysis PON1 [3]
MR006918 1-cortienic acid etabonate (PJ-91) 1-cortienic acid (PJ-90) Hydrolysis - Hydrolysis PON1 [3]
MR006920 HydroxylLoteprednol 1-cortienic acid (PJ-90) Hydrolysis - Hydrolysis PON1 [3]
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]
Serum paraoxonase/arylesterase 1 (PON1) DME0169 Homo sapiens
PON1_HUMAN
3.1.1.2
[3]
References
1 Loteprednol Etabonate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 EMC: Lotemax 0.5% w/v Eye Drops, Suspension.
3 Identification of esterase involved in the metabolism of two corticosteroid soft drugs. Biochem Pharmacol. 2017 Mar 1;127:82-89.

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