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

General Information of Drug (ID: DR0740)
Drug Name
Fluvoxamine maleate
Synonyms
Fluvoxamina; Fluvoxamina [INN-Spanish]; Fluvoxamine [INN:BAN]; Fluvoxaminum; Fluvoxaminum [INN-Latin]; O4L1XPO44W; fluvoxamine; fluvoxamine-CR; (1E)-5-methoxy-1-[4-(trifluoromethyl)phenyl]pentan-1-one O-(2-aminoethyl)oxime; (Z)-Fluvoxamine; 2-[(E)-[5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene]amino]oxyethanamine; 54739-18-3; C15H21F3N2O2; CHEBI:5138; CHEMBL814; DSSTox_CID_24002; DSSTox_GSID_44002; DSSTox_RID_80097; UNII-O4L1XPO44W; Dumyrox; Faverin; Fevarin; DU-23000; DU23000; FLUVOXAMINE MALEATE; Floxyfral; Fluvoxamine (maleate); Luvox CR; SME 3110; 1-Pentanone, 5-methoxy-1-(4-(trifluoromethyl)phenyl)-, O-(2-aminoethyl)oxime, (E)-, (Z)-2-butenedioate (1:1); 5-Methoxy-4'-(trifluoromethyl)valerophenone (E)-O-(2-aminoethyl)oxime, maleate (1:1); 5-Methoxy-4'-trifluoromethylvalerophenone (E)-O-2-aminoethyloxime monomaleate; 54739-20-7; 5LGN83G74V; 61718-82-9; Luvox; UNII-5LGN83G74V
Indication Obsessive-compulsive disorder [ICD11: 6B20] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 434.4 Topological Polar Surface Area 131
Heavy Atom Count 30 Rotatable Bond Count 11
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 11
Cross-matching ID
PubChem CID
9560989
PubChem SID
454745 ; 855640 ; 7847889 ; 11528686 ; 12013347 ; 14905575 ; 17405058 ; 23991201 ; 24278162 ; 26719775 ; 44701492 ; 46386804 ; 49681623 ; 49833812 ; 50106274 ; 50106275 ; 53777601 ; 53787474 ; 56311599 ; 56322576 ; 56424073 ; 57372756 ; 78691046 ; 91011981 ; 92125995 ; 92303795 ; 92712462 ; 99437098 ; 103486223 ; 103914603 ; 104179110 ; 121361195 ; 121363666 ; 124757174 ; 125163978 ; 126625489 ; 126656699 ; 131321166 ; 134340192 ; 135004590 ; 135060340 ; 135692110 ; 135698078 ; 137267463 ; 144076080 ; 152100561 ; 160871270 ; 162173304 ; 162263446 ; 163392548
ChEBI ID
ChEBI:5138
CAS Number
54739-18-3
TTD Drug ID
D0M5JI
Formula
C19H25F3N2O6
Canonical SMILES
COCCCCC(=NOCCN)C1=CC=C(C=C1)C(F)(F)F.C(=CC(=O)O)C(=O)O
InChI
1S/C15H21F3N2O2.C4H4O4/c1-21-10-3-2-4-14(20-22-11-9-19)12-5-7-13(8-6-12)15(16,17)18;5-3(6)1-2-4(7)8/h5-8H,2-4,9-11,19H2,1H3;1-2H,(H,5,6)(H,7,8)/b20-14+;2-1-
InChIKey
LFMYNZPAVPMEGP-PIDGMYBPSA-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
Fluvoxamine alcohol DM002048
46781630
Oxidation - O-Dealkylation 1 [6]
Fluvoxamine maleate metabolite M1 DM002045 N. A. Unclear 1 [7]
Fluvoxamine maleate metabolite MB DM002037
10313784
Unclear 1 [7]
Fluvoxamine maleate metabolite MF1 DM002040
159077076
Unclear 1 [7]
Fluvoxamine maleate metabolite MG DM002042
91300818
Unclear 1 [7]
Fluvoxamino acid DM002047 N. A. Unclear 1 [8]
Fluvoxamino alcohol DM002048 N. A. Oxidation - O-Dealkylation 1 [6]
Fluvoxamine maleate metabolite MC1 DM002043
100925579
Unclear 2 [7]
Fluvoxamine maleate metabolite MC2 DM002038 N. A. Unclear 2 [7]
Fluvoxamine maleate metabolite MD DM002046
95162030
Unclear 2 [7]
Fluvoxamine maleate metabolite ME DM002041 N. A. Unclear 2 [7]
Fluvoxamine maleate metabolite MA1 DM002039 N. A. Unclear 3 [7]
Fluvoxamine maleate metabolite MC3 DM002044
70032
Unclear 3 [7]
⏷ Show the Full List of 13  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001074 Fluvoxamine maleate Fluvoxamine maleate metabolite MB Unclear Unclear [7]
MR001075 Fluvoxamine maleate Fluvoxamine maleate metabolite MF1 Unclear Unclear [7]
MR001076 Fluvoxamine maleate Fluvoxamine maleate metabolite MG Unclear Unclear [7]
MR001077 Fluvoxamine maleate Fluvoxamine maleate metabolite M1 Unclear Unclear [7]
MR001078 Fluvoxamine maleate Fluvoxamino acid Unclear CYP1A2 [8]
MR001079 Fluvoxamine maleate Fluvoxamine alcohol Oxidation - O-Dealkylation CYP1A2 ... [6]
MR001073 Fluvoxamine maleate metabolite M1 Fluvoxamine maleate metabolite MD Unclear Unclear [7]
MR001066 Fluvoxamine maleate metabolite MB Fluvoxamine maleate metabolite MC2 Unclear Unclear [7]
MR001068 Fluvoxamine maleate metabolite MF1 Fluvoxamine maleate metabolite MC2 Unclear Unclear [7]
MR001069 Fluvoxamine maleate metabolite MF1 Fluvoxamine maleate metabolite ME Unclear Unclear [7]
MR001071 Fluvoxamine maleate metabolite MG Fluvoxamine maleate metabolite MC1 Unclear Unclear [7]
MR001072 Fluvoxamine maleate metabolite MC1 Fluvoxamine maleate metabolite MC3 Unclear Unclear [7]
MR001067 Fluvoxamine maleate metabolite MC2 Fluvoxamine maleate metabolite MA1 Unclear Unclear [7]
MR001070 Fluvoxamine maleate metabolite ME Fluvoxamine maleate metabolite MA1 Unclear Unclear [7]
⏷ Show the Full List of 14 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[3]
Cytochrome P450 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[4]
Unclear metabolic mechanism (DME-unclear) DME1391 Bifidobacterium ruminatum Not Available Not Available [5]
Unclear metabolic mechanism (DME-unclear) DME1393 Blautia hansenii Not Available Not Available [5]
Unclear metabolic mechanism (DME-unclear) DME1402 Clostridium botulinum Not Available Not Available [5]
⏷ Show the Full List of 6  DME(s)
References
1 Fluvoxamine Maleate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Effect of fluvoxamine on the pharmacokinetics of roflumilast and roflumilast N-oxide. Clin Pharmacokinet. 2007;46(7):613-22.
3 Is therapeutic drug monitoring a case for optimizing clinical outcome and avoiding interactions of the selective serotonin reuptake inhibitors? Ther Drug Monit. 2000 Apr;22(2):143-54.
4 Antidepressant drugs in the elderly--role of the cytochrome P450 2D6. World J Biol Psychiatry. 2003 Apr;4(2):74-80.
5 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
6 Synthetic and natural compounds that interact with human cytochrome P450 1A2 and implications in drug development. Curr Med Chem. 2009;16(31):4066-218.
7 U. S. FDA Label -Fluvoxamine maleate
8 DrugBank(Pharmacology-Metabolism)Fluvoxamine maleate

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