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

General Information of Drug (ID: DR1066)
Drug Name
Metipranolol
Synonyms
Metipranolol; Metipranololum; Metipranololum [INN-Latin]; OptiPranolol; Trimepranol; Turoptin; VUAB-6453; VUAB6453 (SPOFA); Disorat; VUFB-6453; (+-)-1-(4-Hydroxy-2,3,5-trimethylphenoxy)-3-(isopropylamino)-2-propanol 4-acetate; (RS)-4-(2-Hydroxy-3-isopropylaminopropoxy)-2,3,6-trimethylphenyl acetat; 1-(4-Hydroxy-2,3,5-trimethylphenoxy)-3-(isopropylamino)-2-propanol 4-acetate; 22664-55-7; 4-(2-Hydroxy-3-((1-methylethyl)-amino)propoxy)-2,3,6-trimethylphenol 1-acetate; BM-01004; BRN 2152010; CHEBI:6897; EINECS 245-151-5
Indication Glaucoma [ICD11: 9C61] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 309.4 Topological Polar Surface Area 67.8
Heavy Atom Count 22 Rotatable Bond Count 8
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
31477
PubChem SID
10117 ; 6091362 ; 7849433 ; 7979966 ; 8172196 ; 14923317 ; 29215465 ; 29215466 ; 34673602 ; 46505935 ; 50023321 ; 50281609 ; 53789605 ; 57311237 ; 85209951 ; 103400859 ; 104310958 ; 117554330 ; 118200154 ; 127552988 ; 134337773 ; 134994195 ; 135610082 ; 137164582 ; 141191904 ; 143311431 ; 144205272 ; 152135018 ; 160843914 ; 160964547 ; 165396045 ; 178103813 ; 179150187 ; 184547567 ; 184547842 ; 226412703 ; 250133630
ChEBI ID
CHEBI:6897
CAS Number
22664-55-7
TTD Drug ID
D0L5FY
Formula
C17H27NO4
Canonical SMILES
CC1=CC(=C(C(=C1OC(=O)C)C)C)OCC(CNC(C)C)O
InChI
1S/C17H27NO4/c1-10(2)18-8-15(20)9-21-16-7-11(3)17(22-14(6)19)13(5)12(16)4/h7,10,15,18,20H,8-9H2,1-6H3
InChIKey
BQIPXWYNLPYNHW-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
Deacetylmetipranolol DM004378
162812
Oxidation - Deacetylation 1 [3] , [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004706 Metipranolol Deacetylmetipranolol Oxidation - Deacetylation Unclear [3], [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 Metipranolol 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 High-performance liquid chromatography of deacetylmetipranolol in plasma
4 Pharmacokinetics of metipranolol in normal man

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