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

General Information of Drug (ID: DR0626)
Drug Name
Esmolol
Synonyms
Esmolol [INN:BAN]; (+-)-Esmolol; 103598-03-4; 81147-92-4; ASL 8052-001; BRN 5287174; Benzenepropanoic acid, 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-, methyl ester; ESMOLOL; CHEBI:88206; Methyl 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoate; methyl 3-[4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]propanoate; methyl p-(2-hydroxy-3-(isopropylamino)propoxy)hydrocinnamate; methyl p-[2-hydroxy-3-(isopropylamino)propoxy]hydrocinnamate; AQNDDEOPVVGCPG-UHFFFAOYSA-N
Indication Atrial fibrillation [ICD11: BC81] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 295.37 Topological Polar Surface Area 67.8
Heavy Atom Count 21 Rotatable Bond Count 10
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
59768
PubChem SID
9194 ; 7435390 ; 7979187 ; 8186499 ; 14825011 ; 43117267 ; 46506146 ; 48415954 ; 49881073 ; 50068830 ; 50307609 ; 57313969 ; 85209983 ; 92309302 ; 92711342 ; 96024612 ; 99313645 ; 103203672 ; 104319031 ; 117553531 ; 124896652 ; 124896653 ; 126422058 ; 126630958 ; 126683075 ; 126684165 ; 127444743 ; 134337616 ; 135018086 ; 135060484 ; 137252284 ; 137862731 ; 141092871 ; 152100153 ; 160963535 ; 162179020 ; 163134401 ; 163353820 ; 176484552 ; 178103753 ; 179151222 ; 179500095 ; 184675752 ; 211535411 ; 223653372 ; 223682206 ; 223837113 ; 226395749 ; 241162565 ; 250133519
ChEBI ID
CHEBI:88206
CAS Number
103598-03-4
TTD Drug ID
D03XTC
Formula
C16H25NO4
Canonical SMILES
CC(C)NCC(COC1=CC=C(C=C1)CCC(=O)OC)O
InChI
1S/C16H25NO4/c1-12(2)17-10-14(18)11-21-15-7-4-13(5-8-15)6-9-16(19)20-3/h4-5,7-8,12,14,17-18H,6,9-11H2,1-3H3
InChIKey
AQNDDEOPVVGCPG-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
3-[4-(2-hydroxy-3-[isopropylamino]propoxy)phenyl]propionic acid DM002018
133620
Unclear 1 [3]
Methanol DM002019
887
Unclear 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000951 Esmolol 3-[4-(2-hydroxy-3-[isopropylamino]propoxy)phenyl]propionic acid Unclear Unclear [3]
MR000952 Esmolol Methanol Unclear Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
References
1 Esmolol was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Application of substrate depletion assay to evaluation of CYP isoforms responsible for stereoselective metabolism of carvedilol. Drug Metab Pharmacokinet. 2016 Dec;31(6):425-432.
3 Determination of esmolol and metabolite enantiomers within human plasma using chiral column chromatography J Chromatogr B Analyt Technol Biomed Life Sci. 2010 Sep 15;878(26):2449-52. doi: 10.1016/j.jchromb.2010.07.006.
4 Esmolol. A review of its therapeutic efficacy and pharmacokinetic characteristics Clin Pharmacokinet. 1995 Mar;28(3):190-202. doi: 10.2165/00003088-199528030-00002.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.