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

General Information of Drug (ID: DR2299)
Drug Name
Papaverine
Synonyms
Pameion; Pameion (TN); Pamelon; Pamelon (TN); Panergon; Panergon (TN); Pap-Kaps-150 (TN); Papacon; Papacon (TN); Papalease; Papalease (TN); Papanerin; Papanerin-hcl; Papanerin-hcl (TN); Papanerine; Papavarine chlorhydrate; Papaverin; Papaverin-Hamelin (TN); Papaverina; Papaverina [Italian]; Papaverine (BAN); Papaverine Hcl; Papaverine [BAN]; Papaverine chlorohydrate; Papaverine monohydrochloride; Papaverinium chloride; Papaversan; Papaversan (TN); Papital TR; Papital TR (TN); Paptial TR; Paptial TR (TN); Pavabid; Pavabid (TN); Pavabid Hp; Pavacap; Pavacap (TN); Pavacels; Pavacen; Pavacen (TN); Pavacot; Pavadel (TN); Pavadyl (TN); Pavagen; Pavagen (TN); Pavakey (TN); Pavarine; Pavased (TN); Pavatest; Pavatest (TN); Pavatine; Pavatym; Paverina (TN); Paverolan; Paverolan (TN); Paveron; Paveron (TN); Pavnell; Pavnell (TN); Alapav; Alapav (TN); Albatran (TN); Artegodan (TN); Cardiospan; Cardiospan (TN); Cardioverina (TN); Cardoverina; Cepaverin (TN); Ceraspan; Cerebid; Cerebid (TN); Cerespan; Cerespan (TN); Chlorhydrate de papaverine; Delapav; Delapav (TN); Dicertan (TN); Dilaves; Dilaves (TN); Dispamil; Dispamil (TN); Drapavel; Drapavel (TN); Durapav; Durapav (TN); Dynovas; Dynovas (TN); Forpaven (TN); Forpavin; Genabid; Houde (TN); Mesotina; Mesotina (TN); Myobid; Myobid (TN); Opdensit (TN); Optenyl (TN); Qua bid; Qua bid (TN); Ro-Papav; Ro-Papav (TN); Robaxapap; Spasmo-Nit (TN); TNP00305; Therapav (TN); Vasal (TN); Vaso-Pav; Vaso-Pav (TN); Vasospan (TN); papaverine; 1-((3,4-Dimethoxyphenyl)methyl)-6,7-dimethoxyisoquinoline; 1-(3,4-DIMETHOXYBENZYL)-6,7-DIMETHOXYISOQUINOLINE; 1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-isoquinoline; 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline; 1-[(3,4-Dimethoxyphenyl)methyl]6,7-dimethoxyisoquinoline; 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline; 1-{[3,4-bis(methyloxy)phenyl]methyl}-6,7-bis(methyloxy)isoquinoline; 4-[(6,7-Dimethoxyisoquinolyl)methyl]-1,2-dimethoxybenzene; 58-74-2; 6,7-Dimethoxy-1-(3,4-dimethoxybenzyl)isoquinoline; 6,7-Dimethoxy-1-veratrylisoquinoline; Isoquinoline, 6,7-dimethoxy-1-veratryl-; Isoquinoline, 6,7-dimethoxy-1-veratryl-(8Cl); Isoquinoline,6,7-dimethoxy-1-veratryl-(8CI); NSC 136630; PAP H; RS 47; S-M-R; UNII-DAA13NKG2Q; Vasal
Indication Renal cell carcinoma [ICD11: 2C90] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 339.4 Topological Polar Surface Area 49.8
Heavy Atom Count 25 Rotatable Bond Count 6
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
4680
PubChem SID
8763 ; 424468 ; 589990 ; 596069 ; 893182 ; 3727082 ; 6757319 ; 8152875 ; 10528414 ; 10589551 ; 11111623 ; 11111624 ; 11111625 ; 11335496 ; 11360735 ; 11362885 ; 11365447 ; 11368009 ; 11371753 ; 11374053 ; 11376171 ; 11407575 ; 11461707 ; 11466611 ; 11467731 ; 11484751 ; 11486381 ; 11488794 ; 11490353 ; 11492282 ; 11493885 ; 11537650 ; 14875623 ; 29223768 ; 46508003 ; 46515081 ; 47440156 ; 47440157 ; 47515227 ; 47515228 ; 47662194 ; 47662195 ; 47736379 ; 47810656 ; 47959646 ; 48110367 ; 48184908 ; 48259142 ; 48334400 ; 48416377
ChEBI ID
CHEBI:28241
CAS Number
61-25-6
TTD Drug ID
D0NJ3V
Formula
C20H21NO4
Canonical SMILES
COC1=C(C=C(C=C1)CC2=NC=CC3=CC(=C(C=C32)OC)OC)OC
InChI
1S/C20H21NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-8,10-12H,9H2,1-4H3
InChIKey
XQYZDYMELSJDRZ-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
Papaverine metabolite M1 DM002736
100248
Oxidation - O-Demethylation 1 [3]
Papaverine metabolite M2 DM002732
4680
Oxidation - O-Demethylation 1 [3]
Papaverine metabolite M3 DM002733 N. A. Oxidation - O-Demethylation 1 [3]
Papaverine metabolite M4 DM002737
167736
Oxidation - N-Oxidation 1 [3]
Papaverine metabolite M5 DM002734 N. A. Conjugation - O-Methylglucosylation 1 [3]
Papaverine metabolite M6 DM002735 N. A. Conjugation - O-Methylglucosylation 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001941 Papaverine Papaverine metabolite M2 Oxidation - O-Demethylation Unclear [3]
MR001942 Papaverine Papaverine metabolite M3 Oxidation - O-Demethylation Unclear [3]
MR001943 Papaverine Papaverine metabolite M5 Conjugation - O-Methylglucosylation Unclear [3]
MR001944 Papaverine Papaverine metabolite M6 Conjugation - O-Methylglucosylation Unclear [3]
MR001945 Papaverine Papaverine metabolite M1 Oxidation - O-Demethylation Unclear [3]
MR001946 Papaverine Papaverine metabolite M4 Oxidation - N-Oxidation Unclear [3]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [2]
References
1 ClinicalTrials.gov (NCT04162834) Effect of Papaverine on Renal Artery Blood Flow Volume
2 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
3 Biotransformation of papaverine and in silico docking studies of the metabolites on human phosphodiesterase 10a Phytochemistry. 2021 Mar;183:112598. doi: 10.1016/j.phytochem.2020.112598.

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