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

General Information of Drug (ID: DR0076)
Drug Name
Alprenolol
Synonyms
Alfeprol; Alfeprol [Russian]; Alpheprol; Alprenolol [INN:BAN]; Alprenololum; Alprenololum [INN-Latin]; PAZJSJFMUHDSTF-UHFFFAOYSA-N; alprenolol; dl-Alprenolol; 1-(2-Allylphenoxy)-3-isopropylamino-2-propanol; 1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol; 13655-52-2; 2-Propanol, 1-((1-methylethyl)amino)-3-(2-(2-propenyl)phenoxy)-; 2-Propanol, 1-(o-allylphenoxy)-3-(isopropylamino)-; 2-Propanol, 1-[(1-methylethyl)amino]-3-[2-(2-propenyl)phenoxy]-; CHEBI:51211; CHEMBL266195; EINECS 237-140-9; NCGC00015099-05; Yobir
Indication Essential hypertension [ICD11: BA00] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 249.35 Topological Polar Surface Area 41.5
Heavy Atom Count 18 Rotatable Bond Count 8
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
2119
PubChem SID
7403854 ; 8151437 ; 10507180 ; 11335190 ; 11360429 ; 11363062 ; 11365624 ; 11368186 ; 11371971 ; 11374790 ; 11376348 ; 11461401 ; 11466278 ; 11467398 ; 11485563 ; 11485995 ; 11489630 ; 11490881 ; 11493030 ; 11493982 ; 11534311 ; 15044941 ; 26752306 ; 29221299 ; 46506033 ; 47290959 ; 47440065 ; 47736281 ; 47810579 ; 47810580 ; 47885235 ; 48034925 ; 48034926 ; 48184817 ; 49698847 ; 50022618 ; 50105225 ; 50105226 ; 51091495 ; 56413052 ; 57321152 ; 80044758 ; 85209662 ; 85788463 ; 90340777 ; 92308802 ; 96099927 ; 103164453 ; 103852444 ; 104171111
ChEBI ID
ChEBI:31191
CAS Number
13655-52-2
TTD Drug ID
D01VAB
Formula
C15H23NO2
Canonical SMILES
CC(C)NCC(COC1=CC=CC=C1CC=C)O
InChI
1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3
InChIKey
PAZJSJFMUHDSTF-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
4-hydroxy-alprenolol DM001547
171322
Unclear 1 [4]
Alprenolol metabolite H155/78 DM001557 N. A. Unclear 1 [4]
Alprenolol metabolite H177/41 DM001558 N. A. Unclear 1 [4]
Alprenolol metabolite H52/45 DM001554 N. A. Unclear 1 [4]
Alprenolol-glucuronide DM001559
6453033
Conjugation - Conjugation 1 [4]
4-hydroxy-alprenolol-glucuronide DM020024 N. A. Conjugation - Conjugation 2 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003549 Alprenolol 4-hydroxy-alprenolol Unclear Unclear [4]
MR003550 Alprenolol Alprenolol metabolite H52/45 Unclear Unclear [4]
MR003551 Alprenolol Alprenolol metabolite H155/78 Unclear Unclear [4]
MR003552 Alprenolol Alprenolol metabolite H177/41 Unclear Unclear [4]
MR003553 Alprenolol Alprenolol-glucuronide Conjugation - Conjugation Unclear [4]
MR003548 4-hydroxy-alprenolol 4-hydroxy-alprenolol-glucuronide Conjugation - Conjugation Unclear [4]
⏷ 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
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Unclear metabolic mechanism (DME-unclear) DME1391 Bifidobacterium ruminatum Not Available Not Available [3]
References
1 Drug information of Alprenolol, 2008. eduDrugs.
2 Influence of the CYP2D6 isoenzyme in patients treated with venlafaxine for major depressive disorder: clinical and economic consequences. PLoS One. 2014 Nov 4;9(11):e90453.
3 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
4 Study of the metabolic pathways of alprenolol in man and the dog using stable isotopes Biomed Mass Spectrom. 1978 Nov;5(11):634-40. doi: 10.1002/bms.1200051108.

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