Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00513)
Name
Penbutolol
Synonyms    Click to Show/Hide the Synonyms of This API
penbutolol; Betapressin; Levatol; 38363-40-5; PENBUTOLOL SULFATE; l-Penbutolol; (-)-Penbutolol; UNII-78W62V43DY; CHEBI:7954; (2S)-1-(tert-butylamino)-3-(2-cyclopentylphenoxy)propan-2-ol; Hoe-893d; Levopenbutol; 78W62V43DY; S(-)-Penbutolol; Penbutololum; Penbutolol [INN:BAN]; 38363-32-5; Penbutololum [INN-Latin]; (S)-1-(tert-butylamino)-3-(2-cyclopentylphenoxy)propan-2-ol; tert-butyl[(2S)-3-(2-cyclopentylphenoxy)-2-hydroxypropyl]amine; HOE 893; Racemic Penbutolol; Penbutolol (INN); CCRIS 2855; EINECS 253-074-3; BRN 4484348; 1-(tert-Butylamino)-3-(o-cyclopentylphenoxy)propan-2-ol; (s)-penbutolol; 2-Propanol, 1-(2-cyclopentylphenoxy)-3-((1,1-dimethylethyl)amino)-; CHEMBL1290; SCHEMBL41408; CHEMBL87418; GTPL7263; ZINC1898; DTXSID8023428; HOE-39-893d; BDBM50470808; PDSP1_000056; PDSP2_000056; 2-Propanol, 1-(2-cyclopentylphenoxy)-3-((1,1-dimethylethyl)amino)-, (S)-; DB01359; NCGC00247768-01; C07416; D08074; AB01563096_01; Q944244
Clinical Status
Approved
Disease Indication Essential hypertension ICD-11: BA00 [1]
PubChem CID
37464
Formula
C18H29NO2
Canonical SMILES
CC(C)(C)NC[C@@H](COC1=CC=CC=C1C2CCCC2)O
InChI
1S/C18H29NO2/c1-18(2,3)19-12-15(20)13-21-17-11-7-6-10-16(17)14-8-4-5-9-14/h6-7,10-11,14-15,19-20H,4-5,8-9,12-13H2,1-3H3/t15-/m0/s1
InChIKey
KQXKVJAGOJTNJS-HNNXBMFYSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=37464"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 291.4 Topological Polar Surface Area 41.5
XlogP 4.2 Complexity 294
Heavy Atom Count 21 Rotatable Bond Count 7
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Penbutolol 20 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose; D&c yellow no. 10; Magnesium stearate; Ferrosoferric oxide; Talc; Titanium dioxide; Povidone; Silicon dioxide; Silicon dioxide; Hypromelloses; Starch, corn
                   Dosage Form Oral Tablet
                   Company Actient Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Penbutolol Sulfate 10mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Corn Starch; D&C Yellow No 10; Lactose; Magnesium Stearate; Povidone; Silicon Dioxide; Talc; Titanium Dioxide; Synthetic Black Iron Oxide; Hypromellose; Simethicone
                   Dosage Form Tablet
                   Company Auxilium Pharms
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Simethicone DIG Info Opioid receptor mu (IC50 = 1.5 nM) [5]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [3]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Pregelatinized starch DIG Info Multidrug resistance protein 1 (Protein expression downregulation) [4]
References
1 FDA label for approved penbutolol from the official website of the U.S. Food and Drug Administration.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
4 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
5 From hit to lead. Combining two complementary methods for focused library design. Application to mu opiate ligands. J Med Chem. 2001 Oct 11; 44(21):3378-90.

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