Penbutolol (BioDeep_00000002358)

human metabolite blood metabolite Chemicals and Drugs

代谢物信息卡片

(2S)-1-(tert-butylamino)-3-(2-cyclopentylphenoxy)propan-2-ol

化学式: C18H29NO2 (291.2198174)
中文名称: 喷布特罗, 喷布洛尔
谱图信息: 最多检出来源 Homo sapiens(blood) 1.45%

分子结构信息

SMILES: CC(C)(C)NCC(COC1=CC=CC=C1C2CCCC2)O
InChI: 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

描述信息

Penbutolol is only found in individuals that have used or taken this drug. It is a medication in the class of beta blockers, used in the treatment of high blood pressure. [Wikipedia]Penbutolol competes with adrenergic neurotransmitters such as catecholamines for binding at beta(1)-adrenergic receptors in the heart and vascular smooth muscle and beta(2)-receptors in the bronchial and vascular smooth muscle. Beta(1)-receptor blockade results in a decrease in resting and exercise heart rate and cardiac output, a decrease in both systolic and diastolic blood pressure, and, possibly, a reduction in reflex orthostatic hypotension.
C - Cardiovascular system > C07 - Beta blocking agents > C07A - Beta blocking agents > C07AA - Beta blocking agents, non-selective
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C72900 - Adrenergic Antagonist
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D018674 - Adrenergic Antagonists
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents

同义名列表

11 个代谢物同义名

(2S)-1-(tert-butylamino)-3-(2-cyclopentylphenoxy)propan-2-ol; 1-(tert-butylamino)-3-(2-cyclopentylphenoxy)propan-2-ol; Penbutolol sulfate (2:1); Sulfate, penbutolol; Penbutolol sulfate; Betapressin; Penbutolol; Hoe 893D; Hoe-893D; Levatol; Hoe893d

数据库引用编号

24 个数据库交叉引用编号

ChEBI: CHEBI:7954
KEGG: C07416
KEGGdrug: D08074
PubChem: 37464
PubChem: 4724
HMDB: HMDB0015447
Metlin: METLIN1719
DrugBank: DB01359
ChEMBL: CHEMBL87418
ChEMBL: CHEMBL26362
ChEMBL: CHEMBL1290
Wikipedia: Penbutolol
MeSH: Penbutolol
chemspider: 34369
CAS: 112160-87-9
CAS: 38363-32-5
CAS: 38363-40-5
CAS: 36507-48-9
PMhub: MS000002419
ChEBI: CHEBI:180966
PubChem: 9620
NIKKAJI: J22.286K
RefMet: Penbutolol
CAS: 28163-36-2

分类词条

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

9606 - Homo sapiens: -

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

文献列表

Kevin B Ita, Inna E Popova. Influence of sonophoresis and chemical penetration enhancers on percutaneous transport of penbutolol sulfate. Pharmaceutical development and technology. 2016 Dec; 21(8):990-995. doi: 10.3109/10837450.2015.1086373. [PMID: 26383739]
Jianrong Nie, Mingli Zhu, Jin Lian, Yunshan Pan, Xianglian Deng, Cuiping Hu. [Determination of fifteen beta-agonists in animal urine by high performance liquid chromatography-tandem mass spectrometry]. Se pu = Chinese journal of chromatography. 2010 Aug; 28(8):759-64. doi: 10.3724/sp.j.1123.2010.00759. [PMID: 21261043]
Panagiotis C Stafylas, Pantelis A Sarafidis. Carvedilol in hypertension treatment. Vascular health and risk management. 2008; 4(1):23-30. doi: 10.2147/vhrm.2008.04.01.23. [PMID: 18629377]
Reza Mehvar, Katherine Elliott, Ridhi Parasrampuria, Okponanabofa Eradiri. Stereospecific high-performance liquid chromatographic analysis of tramadol and its O-demethylated (M1) and N,O-demethylated (M5) metabolites in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Jun; 852(1-2):152-9. doi: 10.1016/j.jchromb.2007.01.004. [PMID: 17257910]
Hans H Maurer, Oliver Tenberken, Carsten Kratzsch, Armin A Weber, Frank T Peters. Screening for library-assisted identification and fully validated quantification of 22 beta-blockers in blood plasma by liquid chromatography-mass spectrometry with atmospheric pressure chemical ionization. Journal of chromatography. A. 2004 Nov; 1058(1-2):169-81. doi: . [PMID: 15595665]
K Funato, T Imai, K Nakashima, M Otagiri. High-performance liquid chromatography with chemiluminescence detection of penbutolol and its hydroxylated metabolite in rat plasma. Journal of chromatography. B, Biomedical sciences and applications. 2001 Jun; 757(2):229-35. doi: 10.1016/s0378-4347(01)00153-0. [PMID: 11417867]
C Aguirre, I F Trocóniz, A Valdivieso, R M Jiménez, J P González, R Calvo, J M Rodríguez-Sasiaín. Pharmacokinetics and pharmacodynamics of penbutolol in healthy and cancer subjects: role of altered protein binding. Research communications in molecular pathology and pharmacology. 1996 Apr; 92(1):53-72. doi: NULL. [PMID: 8733828]
L Shen, Y X Xu, C J Zhang, Y Wu, S Wang, K R Cui. [Analysis of penbutolol and its metabolites in human body fluid by gas chromatography--mass spectrometry]. Yao xue xue bao = Acta pharmaceutica Sinica. 1995; 30(9):702-5. doi: NULL. [PMID: 8701746]
C Aguirre, J M Rodríguez-Sasiain, R Calvo. Decrease in penbutolol protein binding as a consequence of treatment with some alkylating agents. Cancer chemotherapy and pharmacology. 1994; 34(1):86-8. doi: 10.1007/bf00686119. [PMID: 8174208]
C Aguirre, R Calvo, J M Rodriguez-Sasiain. Unchanged protein binding of penbutolol in renal insufficiency: a possible role of carbamylation. International journal of clinical pharmacology, therapy, and toxicology. 1993 Jan; 31(1):31-4. doi: . [PMID: 8444514]
N G Filippenko, S V Povetkin, I I Smirnova, N G Dementéva, V T Bredikhin. [Pharmaco -- genetic approach to the improvement of beta-adrenoblocker therapy in the treatment of hypertension]. Kardiologiia. 1993; 33(5):30-2. doi: ". [PMID: 7967324]
S Pepe, G Scalici, A D'Angelo, B Curiale, S Corrao, C Agnello. [Validity of the use of penbutolol in essential arterial hypertension]. Minerva medica. 1990 Jun; 81(6):471-3. doi: NULL. [PMID: 2359502]
K D Schlanz, R L Thomas. Penbutolol: a new beta-adrenergic blocking agent. DICP : the annals of pharmacotherapy. 1990 Apr; 24(4):403-8. doi: 10.1177/106002809002400412. [PMID: 2183495]
R Martínez Jordá, C Aguirre, R Calvo, J M Rodríguez-Sasiaín, S Erill. Decrease in penbutolol central response as a cause of changes in its serum protein binding. The Journal of pharmacy and pharmacology. 1990 Mar; 42(3):164-6. doi: 10.1111/j.2042-7158.1990.tb05377.x. [PMID: 1974610]
M Verho, G Färber, R Kirsten, K Nelson. Effects of penbutolol on plasma atrial natriuretic peptide and antidiuretic hormone levels before and after exercise: a double-blind comparison against placebo. Pharmatherapeutica. 1989; 5(5):320-8. doi: . [PMID: 2526341]
C Aguirre, R Calvo, J M Rodríguez Sasiaín. Serum protein binding of penbutolol in patients with hepatic cirrhosis. International journal of clinical pharmacology, therapy, and toxicology. 1988 Nov; 26(11):566-9. doi: NULL. [PMID: 3243661]
C Marengo, S Marena, A Renzetti, M Mossino, G Pagano. Beta-blockers in hypertensive non-insulin-dependent diabetics: comparison between penbutolol and propranolol on metabolic control and response to insulin-induced hypoglycemia. Acta diabetologica latina. 1988 Apr; 25(2):141-8. doi: 10.1007/bf02581378. [PMID: 3066086]
E C degli Uberti, F Portaluppi, A Margutti, G Trasforini, M Bianconi, V Teodori, R Rossi, R Pansini. Effect of penbutolol on circadian blood pressure, and renin, aldosterone and cortisol levels in patients with essential hypertension. Acta cardiologica. 1988; 43(1):5-20. doi: . [PMID: 3287810]
D Brockmeier, P Hajdù, W Henke, E Mutschler, D Palm, W Rupp, H Spahn, M T Verho, A Wellstein. Penbutolol: pharmacokinetics, effect on exercise tachycardia, and in vitro inhibition of radioligand binding. European journal of clinical pharmacology. 1988; 35(6):613-23. doi: 10.1007/bf00637597. [PMID: 2906875]
A Clucas, N Miller. Effects of acebutolol on the serum lipid profile. Drugs. 1988; 36 Suppl 2(?):41-50. doi: 10.2165/00003495-198800362-00008. [PMID: 3063505]
C Aquirre, J M Rodriguez-Sasiain, P Navajas, R Calvo. Plasma protein binding of penbutolol in pregnancy. European journal of drug metabolism and pharmacokinetics. 1988 Jan; 13(1):23-6. doi: 10.1007/bf03189924. [PMID: 3396610]
K H Lehr, P Damm, P Hajdù. Direct assay of conjugates of penbutolol and its metabolites in urine. Arzneimittel-Forschung. 1987 Dec; 37(12):1373-5. doi: . [PMID: 3449064]
K H Lehr, P Damm, H W Fehlhaber, P Hajdù. Isolation, identification and in vitro synthesis of conjugates of penbutolol and its metabolites. Arzneimittel-Forschung. 1987 Nov; 37(11):1222-4. doi: . [PMID: 3440029]
F Müller, B Meyer, H G Grigoleit. Kinetics of piretanide tablets, penbutolol tablets and the fixed combination of both drugs in healthy male subjects after a single oral dose. International journal of clinical pharmacology research. 1987; 7(6):469-75. doi: . [PMID: 3440637]
C Harvengt, J P Desager, F Heller, R Hulhoven. Beta-blocking agents and plasma lipids: an update. Advances in experimental medicine and biology. 1987; 210(?):195-200. doi: 10.1007/978-1-4684-1268-0_28. [PMID: 2884823]
M Verho, G Färber, B Heinen, H Grötsch. The excretion of renal enzymes during rest and exercise: a double-blind comparison between placebo and penbutolol. International journal of clinical pharmacology research. 1987; 7(1):27-32. doi: . [PMID: 2884191]
J van der Meulen, E Reijn, G A Heidendal, P L Oe, A J Donker. Comparison of the effects of penbutolol and propranolol on glomerular filtration rate in hypertensive patients with impaired renal function. British journal of clinical pharmacology. 1986 Oct; 22(4):469-74. doi: 10.1111/j.1365-2125.1986.tb02919.x. [PMID: 3533129]
H R Ochs, P Hajdú, D J Greenblatt. Pharmacokinetics and dynamics of penbutolol in humans: evidence for pathway-specific stereoselective clearance. Klinische Wochenschrift. 1986 Jul; 64(14):636-41. doi: 10.1007/bf01726915. [PMID: 3762014]
R K Bhamra, R J Flanagan, D W Holt. Measurement of penbutolol and 4-hydroxypenbutolol in plasma or serum by HPLC. Biomedical chromatography : BMC. 1986 Jun; 1(3):140-2. doi: 10.1002/bmc.1130010309. [PMID: 3506824]
H Spahn, W Kirch, P Hajdu, E Mutschler, E E Ohnhaus. Penbutolol Pharmacokinetics: the influence of concomitant administration of cimetidine. European journal of clinical pharmacology. 1986; 29(5):555-60. doi: 10.1007/bf00635892. [PMID: 3956561]
M Välimäki, L Maass, K Harno, E A Nikkilä. Lipoprotein lipids and apoproteins during beta-blocker administration: comparison of penbutolol and atenolol. European journal of clinical pharmacology. 1986; 30(1):17-20. doi: 10.1007/bf00614189. [PMID: 3709628]
R R Bailey, R V Carlson, R J Walker, C P Swainson. Effect of oral penbutolol on renal haemodynamics of hypertensive patients with renal insufficiency. The New Zealand medical journal. 1985 Aug; 98(785):683-5. doi: . [PMID: 3863029]
J Ocón, C Piña, R Castellet, R Vila, G del Río, C Arnau. [Clinical evaluation of penbutolol (Hoe 893d) (beta adrenergic blocker), alone and in combination with hydrochlorothiazide, in the treatment of arterial hypertension. II. Effect on plasma electrolytes, renal function, plasma renin and aldosterone activity and risk factors, including plasma lipids]. Medicina clinica. 1985 Jun; 85(2):53-7. doi: NULL. [PMID: 3894828]
N D Bax, R W Jones, M S Lennard, G T Tucker, H F Woods. Penbutolol and propranolol: a comparison of their effects on antipyrine clearance in man. British journal of clinical pharmacology. 1985 May; 19(5):593-6. doi: 10.1111/j.1365-2125.1985.tb02685.x. [PMID: 4005101]
A Wellstein, D Palm. Penbutolol: beta-adrenoceptor interaction and the time course of plasma concentrations explain its prolonged duration of action in man. European journal of clinical pharmacology. 1985; 29(3):293-300. doi: 10.1007/bf00544083. [PMID: 3000796]
R Gottschalk, N Sistovaris. Protein binding studies of furosemide and penbutolol. Arzneimittel-Forschung. 1985; 35(6):899-902. doi: . [PMID: 4026914]
N Bernard, G Cuisinaud, N Pozet, P Y Zech, J Sassard. Pharmacokinetics of penbutolol and its metabolites in renal insufficiency. European journal of clinical pharmacology. 1985; 29(2):215-9. doi: 10.1007/bf00547425. [PMID: 4076321]
D J Miner, D A Binkley, L D Bechtol. Liquid-chromatographic determination of penbutolol and its principal metabolites in plasma and urine. Clinical chemistry. 1984 May; 30(5):717-23. doi: 10.1093/clinchem/30.5.717. [PMID: 6713631]
B Silke, G I Nelson, S P Verma, R C Ahuja, R C Okoli, M Hussain, S H Taylor. Comparative haemodynamic dose-response effects of intravenous propranolol, acebutolol and penbutolol in angina pectoris. Herz. 1984 Feb; 9(1):57-64. doi: . [PMID: 6368345]
E Mutschler, H Spahn, W Kirch. The interaction between H2-receptor antagonists and beta-adrenoceptor blockers. British journal of clinical pharmacology. 1984; 17 Suppl 1(?):51S-57S. doi: 10.1111/j.1365-2125.1984.tb02428.x. [PMID: 6146340]
F Hagel, K Ulm. [Effect of 8 week beta blocker therapy on parameters of circulation and lipid metabolism]. Die Medizinische Welt. 1983 Dec; 34(48):1370-2. doi: ". [PMID: 6140614]
B Silke, S P Verma, M Hussain, G I Nelson, R C Okoli, S H Taylor. Haemodynamic dose-response effects of i.v. penbutolol in angina pectoris. British journal of clinical pharmacology. 1983 Nov; 16(5):529-35. doi: 10.1111/j.1365-2125.1983.tb02211.x. [PMID: 6315039]
B G Hansson, J F Dymling, P Manhem, B Hökfelt. Effects of penbutolol and metoprolol on blood pressure, plasma catecholamines and renin activity in hypertensive patients. European heart journal. 1983 Jul; 4 Suppl D(?):57-60. doi: 10.1093/eurheartj/4.suppl_d.57. [PMID: 6352273]
J A Vedin, C Wilhelmsson, L Maass, L E Peterson. Pharmacodynamic and pharmacokinetic study of oral and intravenous penbutolol. European journal of clinical pharmacology. 1983; 25(4):529-34. doi: 10.1007/bf00542123. [PMID: 6653649]
N Bernard, G Cuisinaud, J Sassard. Determination of penbutolol and its hydroxylated metabolite in biological fluids by reversed-phase high-performance liquid chromatography. Journal of chromatography. 1982 Mar; 228(?):355-61. doi: 10.1016/s0378-4347(00)80454-5. [PMID: 7076761]
K P Ohman, J Asplund, S Landahl, B Liander. Penbutolol (Hoe 893d) in primary hypertension. Blood pressure effects, tolerance and plasma concentrations. European journal of clinical pharmacology. 1982; 22(2):95-9. doi: 10.1007/bf00542451. [PMID: 7047173]
E Haeringer, W Graml, B Rangoonwala, M Roessner. Efficacy of penbutolol and a fixed combination of penbutolol with furosemide in the treatment of hypertension. Pharmatherapeutica. 1982; 3(4):233-42. doi: NULL. [PMID: 7146039]
J F De Plaen, E Vander Elst, C Van Ypersele de Strihou. Penbutolol or hydrochlorothiazide once a day in hypertension. A controlled study with home measurements. British journal of clinical pharmacology. 1981 Aug; 12(2):215-21. doi: 10.1111/j.1365-2125.1981.tb01203.x. [PMID: 7030372]
B H Meyer, F O Müller, H K Hundt, H G Grigoleit, P Hajdu, W Heptner. Penbutolol and furosemide in a fixed-dose combination-bio-equivalence of two formulations. South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde. 1981 Jun; 59(25):891-3. doi: NULL. [PMID: 7015536]
S R Johansson, M McCall, C Wilhelmsson, J A Vedin. Duration of action of beta blockers. Clinical pharmacology and therapeutics. 1980 May; 27(5):593-601. doi: 10.1038/clpt.1980.84. [PMID: 6102896]
J M Steyn, F O Müller. Comparative effects of two commercially available blood collection tubes on plasma concentrations of drugs. South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde. 1980 Jan; 57(4):129-31. doi: NULL. [PMID: 6773155]
J Kaiser, G Härtfelder, E Lindner, B Schölkens. [On the pharmacology of the beta-receptor blocker penbutolol (author's transl)]. Arzneimittel-Forschung. 1980; 30(3):420-7. doi: . [PMID: 6992788]
H Vierhapper, R Dudczak, W Waldhäusl. Penbutolol: comparison of its antihypertensive effect with that of alpha-methyldopa in patients with primary hypertension. Arzneimittel-Forschung. 1980; 30(6):1008-11. doi: . [PMID: 7191259]
S Weber, S Witchitz, M C Auclair, J F Giudicelli, P Moisson, H Kolsky, A Carli, P Lechat. [Biological determination of the beta blocking activity of human serum]. Archives des maladies du coeur et des vaisseaux. 1979 Sep; 72(9):943-7. doi: NULL. [PMID: 41499]
H W Jun, S L Hayes, J J Vallner, I L Honigberg, A E Rojos, J T Stewart. Plasma level profiles and clinical response of penbutolol after three different single oral doses in man. Journal of clinical pharmacology. 1979 Aug; 19(8-9 Pt 1):415-23. doi: 10.1002/j.1552-4604.1979.tb02502.x. [PMID: 489760]
F O Müller, H K Hundt, P A Bromley, J Torres, O Vanderbeke. Single and divided doses of penbutolol. Clinical pharmacology and therapeutics. 1979 May; 25(5 Pt 1):528-35. doi: 10.1002/cpt1979255part1528. [PMID: 436357]
B G Hansson, B Hökfelt. Negative consequences of blood pressure reduction. The effect of sympathetic inhibition on plasma levels of catecholamines, growth hormone, glucagon and cortisol. Acta medica Scandinavica. Supplementum. 1979; 628(?):57-9. doi: 10.1111/j.0954-6820.1979.tb00777.x. [PMID: 37704]
P Hajdú, D Damm. Physico-chemical and anlytical studies of penbutolol. Arzneimittel-Forschung. 1979; 29(4):602-6. doi: NULL. [PMID: 582753]
B Hökfelt, H Hedeland, B G Hansson. The effect of clonidine and penbutolol, respectively on catecholamines in blood and urine, plasma renin activity and urinary aldosterone in hypertensive patients. Archives internationales de pharmacodynamie et de therapie. 1975 Feb; 213(2):307-21. doi: . [PMID: 238481]