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

General Information of Drug (ID: DR0736)
Drug Name
Fluticasone propionate
Synonyms
Flixonase; Flixonase Nasal Spray; Flixotide; Flixotide Disk; Flixotide Disks; Flixotide Inhaler; Flonase; Flonase Aq; Flovent; Flovent Diskus; Flovent Diskus 100; Flovent Diskus 250; Flovent Diskus 50; Flovent HFA; Fluinol; Flunase; Flusonal; Fluspiral; Fluticasone (propionate); Fluticasonpropionat Allen; Flutide; Flutivate; Inalacor; O2GMZ0LF5W; Rinosone; Trialona; Ubizol; Zoflut; atemur; 80474-14-2; CCI 18781; CCI-18781; CHEBI:31441; MFCD00866007; UNII-O2GMZ0LF5W; Asmatil; Axotide; Brethal; Cultivate; Cutivate; FLUTICASONE PROPIONATE
Indication Asthma [ICD11: CA23] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 500.6 Topological Polar Surface Area 106
Heavy Atom Count 34 Rotatable Bond Count 6
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 9
Cross-matching ID
PubChem CID
444036
ChEBI ID
CHEBI:31441
CAS Number
80474-14-2
TTD Drug ID
D0LC6K
Formula
C25H31F3O5S
Canonical SMILES
CCC(=O)OC1(C(CC2C1(CC(C3(C2CC(C4=CC(=O)C=CC43C)F)F)O)C)C)C(=O)SCF
InChI
1S/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16+,18+,19+,22+,23+,24+,25+/m1/s1
InChIKey
WMWTYOKRWGGJOA-CENSZEJFSA-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
Fluticasone 17beta-carboxylic acid DM004706
10200766
Unclear 1 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005057 Fluticasone propionate Fluticasone 17beta-carboxylic acid Unclear CYP3A4 ... [5]
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 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
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A7 (CYP3A7) DME0015 Homo sapiens
CP3A7_HUMAN
1.14.14.1
[4]
Cytochrome P450 3A7 (CYP3A7) DME0015 Homo sapiens
CP3A7_HUMAN
1.14.14.1
[3]
⏷ Show the Full List of 6  DME(s)
References
1 Fluticasone Propionate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 The inhaled glucocorticoid fluticasone propionate efficiently inactivates cytochrome P450 3A5, a predominant lung P450 enzyme. Chem Res Toxicol. 2010 Aug 16;23(8):1356-64.
3 Fluticasone propionate pharmacogenetics: CYP3A4*22 polymorphism and pediatric asthma control
4 Biotransformation of fluticasone: in vitro characterization. Drug Metab Dispos. 2006 Jun;34(6):1035-40.
5 DrugBank(Pharmacology-Metabolism):Fluticasone propionate

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