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

General Information of Drug (ID: DR5748)
Drug Name
Nalbuphine
Synonyms
Intapan; Nalbufina; Nalbuphinum; Intapan (TN); Nalbuphine (INN); Nubain (TN); (5alpha,6alpha)-17-(cyclobutylmethyl)-4,5-epoxymorphinan-3,6,14-triol; 17-cyclobutylmethyl-4,5alpha-epoxymorphinan-3,6alpha,14-triol
Indication Pain [ICD11: MG30-MG3Z] Approved [1]
Prurigo nodularis [ICD11: ICD11: EC91] Phase 2/3 [2]
Pruritus [ICD11: ICD11: EC90] Phase 2/3 [3]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 357.4 Topological Polar Surface Area 73.2
Heavy Atom Count 26 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
5311304
ChEBI ID
CHEBI:7454
CAS Number
20594-83-6
TTD Drug ID
D01KQA
Formula
C21H27NO4
Canonical SMILES
C1CC(C1)CN2CC[C@]34[C@@H]5[C@H](CC[C@]3([C@H]2CC6=C4C(=C(C=C6)O)O5)O)O
InChI
InChI=1S/C21H27NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,15-16,19,23-25H,1-3,6-11H2/t15-,16+,19-,20-,21+/m0/s1
InChIKey
NETZHAKZCGBWSS-CEDHKZHLSA-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
3'-hydroxynalbuphine DM017507 N. A. Oxidation - Hydroxylation 1 [4]
4'-hydroxynalbuphine DM017508 N. A. Oxidation - Hydroxylation 1 [4]
Nalbuphine-3-beta-D-glucuronide DM017509 N. A. Conjugation - Glucuronidation 1 [4]
Nalbuphine-6-beta-D-glucuronide DM016330
71750900
Conjugation - Glucuronidation 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008825 Nalbuphine 3'-hydroxynalbuphine Oxidation - Hydroxylation CYP2C9 ... [4]
MR008826 Nalbuphine 4'-hydroxynalbuphine Oxidation - Hydroxylation CYP2C9 ... [4]
MR008827 Nalbuphine Nalbuphine-3-beta-D-glucuronide Conjugation - Glucuronidation UGT2B7 ... [4]
MR008828 Nalbuphine Nalbuphine-6-beta-D-glucuronide Conjugation - Glucuronidation UGT2B7 [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[4]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[4]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[4]
UDP-glucuronosyltransferase 1A3 (UGT1A3) DME0041 Homo sapiens
UD13_HUMAN
2.4.1.17
[4]
UDP-glucuronosyltransferase 1A9 (UGT1A9) DME0042 Homo sapiens
UD19_HUMAN
2.4.1.17
[4]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[4]
⏷ Show the Full List of 6  DME(s)
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 1663).
2 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
3 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
4 A dual system platform for drug metabolism: Nalbuphine as a model compound

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