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

General Information of Drug (ID: DR0932)
Drug Name
Levobetaxolol
Synonyms
Levobetaxolol; Levobetaxolol [INN]; levobetaxololum; (-)-Betaxolol; (2S)-1-[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol; (2S)-1-{4-[2-(cyclopropylmethoxy)ethyl]phenoxy}-3-(propan-2-ylamino)propan-2-ol; (S)-(-)-Betaxolol; (S)-1-(isopropylamino)-3-[p-(cyclopropylmethoxyethyl)phenoxy]-2-propanol; (S)-Betaxolol; 2-Propanol, 1-(4-(2-(cyclopropylmethoxy)ethyl)phenoxy)-3-((1-methylethyl)amino)-, (2S)-; 75O9XHA4TU; 93221-48-8; AC1L1TO2; AC1Q58SH; CHEBI:59254; SCHEMBL23532; UNII-75O9XHA4TU
Indication Glaucoma [ICD11: 9C61] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 307.4 Topological Polar Surface Area 50.7
Heavy Atom Count 22 Rotatable Bond Count 11
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
60657
PubChem SID
8186984 ; 14752035 ; 14898713 ; 43118020 ; 50065394 ; 50655309 ; 56413040 ; 57314053 ; 92741948 ; 94569129 ; 104321311 ; 117556010 ; 117880015 ; 131271782 ; 131850800 ; 134338604 ; 134487783 ; 135107063 ; 135928399 ; 137249363 ; 138985391 ; 162179211 ; 175269493 ; 179151450 ; 198967634 ; 226412211 ; 249565715
ChEBI ID
CHEBI:59254
CAS Number
116209-55-3
TTD Drug ID
D0A6CQ
Formula
C18H29NO3
Canonical SMILES
CC(C)NCC(COC1=CC=C(C=C1)CCOCC2CC2)O
InChI
1S/C18H29NO3/c1-14(2)19-11-17(20)13-22-18-7-5-15(6-8-18)9-10-21-12-16-3-4-16/h5-8,14,16-17,19-20H,3-4,9-13H2,1-2H3/t17-/m0/s1
InChIKey
NWIUTZDMDHAVTP-KRWDZBQOSA-N
The Predicted Metabolic Roadmap of This Drug
The Full List of Predicted Drug Metabolites (PDM) of This Drug
PDM Name PDM ID PubChem ID Reaction PDM Level Biosystem
Levobetaxolol M1 PDM007196 N. A. Oxidation - O-Dealkylation of dialkylether AndFromCyProduct 1 Human
Levobetaxolol M10 PDM007205 N. A. Oxidation - Hydroxylation of alicyclic secondary carbon AndFromCyProduct 1 Human
Levobetaxolol M11 PDM007206 N. A. Oxidation - Hydroxylation from CyProduct 1 Human
Levobetaxolol M2 PDM007197
75644
Oxidation - O-Dealkylation of dialkylether AndFromCyProduct 1 Human
Levobetaxolol M3 PDM007198
162181
Oxidation - O-Dealkylation of dialkylether AndFromCyProduct 1 Human
Levobetaxolol M33 PDM007228 N. A. Oxidation - Oxidation of secondary alcohol to ketone 1 Human
Levobetaxolol M34 PDM007229
137308
Oxidation - Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring 1 Human
Levobetaxolol M35 PDM007230 N. A. Oxidation - O-Dealkylation 1 Human
Levobetaxolol M36 PDM007231
11052481
Oxidation - O-Dealkylation 1 Human
Levobetaxolol M37 PDM007232 N. A. Oxidation - N-Deisopropylation 1 Human
Levobetaxolol M38 PDM007233 N. A. Oxidation - Hydroxylation of terminal methyl 1 Human
Levobetaxolol M39 PDM007234 N. A. Other reaction - Terminal desaturation 1 Human
Levobetaxolol M4 PDM007199
14025297
Oxidation - N-Dealkylation of acyclic secondary amine AndFromCyProduct 1 Human
Levobetaxolol M40 PDM007235 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Levobetaxolol M41 PDM007236 N. A. Conjugation - Sulfation of secondary alcohol 1 Human
Levobetaxolol M5 PDM007200
123114
Oxidation - O-Dealkylation of dialkylether AndFromCyProduct 1 Human
Levobetaxolol M6 PDM007201
180
Oxidation - N-Dealkylation of acyclic secondary amine AndFromCyProduct 1 Human
Levobetaxolol M7 PDM007202
6363
Oxidation - N-Dealkylation of acyclic secondary amine AndFromCyProduct 1 Human
Levobetaxolol M8 PDM007203 N. A. Oxidation - N-Dealkylation of acyclic secondary amine AndFromCyProduct 1 Human
Levobetaxolol M9 PDM007204 N. A. Oxidation - Hydroxylation of alicyclic secondary carbon AndFromCyProduct 1 Human
Levobetaxolol M12 PDM007207 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M13 PDM007208 N. A. Conjugation - Sulfation of secondary alcohol 2 Human
Levobetaxolol M14 PDM007209 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M15 PDM007210 N. A. Conjugation - Sulfation of primary alcohol 2 Human
Levobetaxolol M16 PDM007211 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M17 PDM007212 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M18 PDM007213 N. A. Conjugation - Sulfation of primary alcohol 2 Human
Levobetaxolol M19 PDM007214 N. A. Conjugation - Sulfation of secondary alcohol 2 Human
Levobetaxolol M20 PDM007215 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M21 PDM007216 N. A. Conjugation - Sulfation of secondary alcohol 2 Human
Levobetaxolol M22 PDM007217 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M23 PDM007218 N. A. Conjugation - Sulfation of secondary alcohol 2 Human
Levobetaxolol M24 PDM007219 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M25 PDM007220 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M26 PDM007221 N. A. Conjugation - Sulfation of secondary alcohol 2 Human
Levobetaxolol M27 PDM007222 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M28 PDM007223 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M29 PDM007224 N. A. Conjugation - Sulfation of secondary alcohol 2 Human
Levobetaxolol M30 PDM007225 N. A. Conjugation - Sulfation of secondary alcohol 2 Human
Levobetaxolol M31 PDM007226 N. A. Conjugation - Alkyl-OH-glucuronidation 2 Human
Levobetaxolol M32 PDM007227 N. A. Conjugation - Sulfation of secondary alcohol 2 Human
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 Levobetaxolol 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.

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