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

General Information of Drug (ID: DR5473)
Drug Name
Arbidol
Synonyms Umifenovir; Arbidole; MC-101
Indication Virus infection [ICD11: 1A24-1D9Z] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 477.4 Topological Polar Surface Area 80
Heavy Atom Count 29 Rotatable Bond Count 8
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
131411
ChEBI ID
CHEBI:134730
CAS Number
131707-25-0
TTD Drug ID
D02VIT
Formula
C22H25BrN2O3S
Canonical SMILES
CCOC(=O)C1=C(N(C2=CC(=C(C(=C21)CN(C)C)O)Br)C)CSC3=CC=CC=C3
InChI
InChI=1S/C22H25BrN2O3S/c1-5-28-22(27)20-18(13-29-14-9-7-6-8-10-14)25(4)17-11-16(23)21(26)15(19(17)20)12-24(2)3/h6-11,26H,5,12-13H2,1-4H3
InChIKey
KCFYEAOKVJSACF-UHFFFAOYSA-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
Arbidol M1 metabolite DM016025
23652851
Oxidation - Dealkylation 1 [2]
Arbidol M10 metabolite DM017474 N. A. Conjugation - Sulfate conjugation 1 [2]
Arbidol M18 metabolite DM016767
154700125
Conjugation - O-glucuronidation 1 [2]
Arbidol M3-1 metabolite DM017472 N. A. Multi-steps Reaction - Sulfate conjugation; sulfoxidation 1 [2]
Arbidol M3-2 metabolite DM016700
141308500
Oxidation - N-demethylation 1 [2]
Arbidol M5 metabolite DM017462 N. A. Multi-steps Reaction - N-demethylation; sulfoxidation 1 [2]
Arbidol M6-1 metabolite DM015934
15956613
Oxidation - Sulfoxidation 1 [2]
Arbidol M6-2 metabolite DM017475 N. A. Oxidation - Hydroxylation 1 [2]
Arbidol M7 metabolite DM017467 N. A. Multi-steps Reaction - N-demethylation; sulfoxidation 1 [2]
Arbidol M8 metabolite DM015355
1283486
Oxidation - Sulfoxidation 1 [2]
Arbidol M11-2 metabolite DM017463 N. A. Conjugation - Sulfate conjugation 2 [3]
Arbidol M13-1 metabolite DM017458 N. A. Conjugation - O-glucuronidation 2 [3]
Arbidol M13-2 metabolite DM017457 N. A. Conjugation - O-glucuronidation 2 [3]
Arbidol M14-1 metabolite DM017465 N. A. Conjugation - Sulfate conjugation 2 [3]
Arbidol M15 metabolite DM017468 N. A. Conjugation - Sulfate conjugation 2 [3]
Arbidol M16 metabolite DM017470 N. A. Conjugation - Sulfate conjugation 2 [3]
Arbidol M17-2 metabolite DM017461 N. A. Conjugation - O-glucuronidation 2 [3]
Arbidol M19 metabolite DM017464 N. A. Conjugation - O-glucuronidation 2 [3]
Arbidol M20 metabolite DM017466 N. A. Conjugation - O-glucuronidation 2 [3]
Arbidol M21 metabolite DM017469 N. A. Conjugation - O-glucuronidation 2 [3]
Arbidol M22 metabolite DM017471 N. A. Conjugation - O-glucuronidation 2 [3]
Arbidol M4 metabolite DM017459 N. A. Conjugation - Sulfate conjugation 2 [3]
Arbidol M9-1 metabolite DM017473 N. A. Oxidation - N-demethylation 2 [3]
Arbidol M9-2 metabolite DM017460 N. A. Conjugation - Sulfate conjugation 2 [3]
⏷ Show the Full List of 24  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008727 Arbidol Arbidol M1 metabolite Oxidation - Dealkylation Unclear [2]
MR008731 Arbidol Arbidol M3-2 metabolite Oxidation - N-demethylation CYP3A4 [2]
MR008734 Arbidol Arbidol M5 metabolite Multi-steps Reaction - N-demethylation; sulfoxidation CYP3A4 ... [2]
MR008737 Arbidol Arbidol M6-1 metabolite Oxidation - Sulfoxidation Unclear [2]
MR008740 Arbidol Arbidol M7 metabolite Multi-steps Reaction - N-demethylation; sulfoxidation CYP3A4 ... [2]
MR008743 Arbidol Arbidol M8 metabolite Oxidation - Sulfoxidation CYP3A4 [2]
MR008746 Arbidol Arbidol M3-1 metabolite Multi-steps Reaction - Sulfate conjugation; sulfoxidation Unclear [2]
MR008748 Arbidol Arbidol M10 metabolite Conjugation - Sulfate conjugation Unclear [2]
MR008749 Arbidol Arbidol M18 metabolite Conjugation - O-glucuronidation UGT1A9 ... [2]
MR008750 Arbidol Arbidol M6-2 metabolite Oxidation - Hydroxylation Unclear [2]
MR008728 Arbidol M1 metabolite Arbidol M13-2 metabolite Conjugation - O-glucuronidation UGT1A9 ... [3]
MR008729 Arbidol M1 metabolite Arbidol M13-1 metabolite Conjugation - O-glucuronidation UGT1A9 ... [3]
MR008730 Arbidol M1 metabolite Arbidol M4 metabolite Conjugation - Sulfate conjugation Unclear [3]
MR008747 Arbidol M3-1 metabolite Arbidol M9-1 metabolite Oxidation - N-demethylation Unclear [3]
MR008732 Arbidol M3-2 metabolite Arbidol M9-2 metabolite Conjugation - Sulfate conjugation Unclear [3]
MR008733 Arbidol M3-2 metabolite Arbidol M17-2 metabolite Conjugation - O-glucuronidation UGT1A9 ... [3]
MR008735 Arbidol M5 metabolite Arbidol M11-2 metabolite Conjugation - Sulfate conjugation Unclear [3]
MR008736 Arbidol M5 metabolite Arbidol M19 metabolite Conjugation - O-glucuronidation UGT1A9 ... [3]
MR008738 Arbidol M6-1 metabolite Arbidol M14-1 metabolite Conjugation - Sulfate conjugation Unclear [3]
MR008739 Arbidol M6-1 metabolite Arbidol M20 metabolite Conjugation - O-glucuronidation UGT1A9 ... [3]
MR008741 Arbidol M7 metabolite Arbidol M15 metabolite Conjugation - Sulfate conjugation Unclear [3]
MR008742 Arbidol M7 metabolite Arbidol M21 metabolite Conjugation - O-glucuronidation UGT1A9 ... [3]
MR008744 Arbidol M8 metabolite Arbidol M16 metabolite Conjugation - Sulfate conjugation Unclear [3]
MR008745 Arbidol M8 metabolite Arbidol M22 metabolite Conjugation - O-glucuronidation UGT1A9 ... [3]
⏷ Show the Full List of 24 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]
UDP-glucuronosyltransferase 1A9 (UGT1A9) DME0042 Homo sapiens
UD19_HUMAN
2.4.1.17
[3]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[3]
UDP-glucuronyltransferase (UGT) DMEN064 . Not Available Not Available [4]
References
1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2 Pharmacokinetics, metabolism, and excretion of the antiviral drug arbidol in humans
3 DrugBank(Pharmacology-Metabolism):Arbidol
4 Glucuronidation of the broad-spectrum antiviral drug arbidol by UGT isoforms

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