Enprofylline (BioDeep_00000021750)

human metabolite blood metabolite

代谢物信息卡片

3-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

化学式: C8H10N4O2 (194.0804)
中文名称: 3-丙基黄嘌呤
谱图信息: 最多检出来源 Homo sapiens(blood) 5.65%

分子结构信息

SMILES: CCCn1c(=O)nc(O)c2nc[nH]c21
InChI: InChI=1S/C8H10N4O2/c1-2-3-12-6-5(9-4-10-6)7(13)11-8(12)14/h4H,2-3H2,1H3,(H,9,10)(H,11,13,14)

描述信息

Enprofylline is a derivative of theophylline which shares bronchodilator properties. Enprofylline is used in asthma, chronic obstructive pulmonary disease, and in the management of cerebrovascular insufficiency, sickle cell disease, and diabetic neuropathy. Long-term enprofylline administration may be associated with elevation in liver enzyme levels and unpredictable blood levels.
D019141 - Respiratory System Agents > D018927 - Anti-Asthmatic Agents > D001993 - Bronchodilator Agents
D018377 - Neurotransmitter Agents > D058905 - Purinergic Agents > D058914 - Purinergic Antagonists
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents
Enprofylline acts as a selective and competitive A2B receptor antagonist with the Ki of 7 μM. Enprofylline also acts as a phosphodiesterase inhibitor. Enprofylline can be used for the research of asthma, chronic obstructive pulmonary disease[1][2][3].

同义名列表

8 个代谢物同义名

3-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione; 3,7-Dihydro-3-propyl-1H-purine-2,6-dione; 3-Propyl-3,7-dihydro-purine-2,6-dione; 3-N-Propylxanthine; 3-Propylxanthine; Enprofyllinum; ENPROFYLLINE; Enprofilina

数据库引用编号

10 个数据库交叉引用编号

ChEBI: CHEBI:126237
PubChem: 1676
HMDB: HMDB0014962
DrugBank: DB00824
ChEMBL: CHEMBL279898
Wikipedia: Enprofylline
chemspider: 1613
CAS: 41078-02-8
PMhub: MS000070232
medchemexpress: HY-14117

分类词条

Xanthines

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。

亚细胞结构定位		关联基因列表

文献列表

Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance. Journal of medicinal chemistry. 2009 Aug; 52(15):4844-52. doi: 10.1021/jm900403j. [PMID: 19445515]
R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1385-405. doi: 10.1124/dmd.108.020479. [PMID: 18426954]
Masayuki Nadai, Miki Kato, Hideo Yoshizumi, Masao Kimura, Shunsuke Kurono, Fumie Abe, Hiroko Saito, Takaaki Hasegawa. Possible involvement of organic anion and cation transporters in renal excretion of xanthine derivatives, 3-methylxanthine and enprofylline. Life sciences. 2007 Sep; 81(15):1175-82. doi: 10.1016/j.lfs.2007.07.032. [PMID: 17897683]
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Soon-Ai Kim, Melissa A Marshall, Neli Melman, Hak Sung Kim, Christa E Müller, Joel Linden, Kenneth A Jacobson. Structure-activity relationships at human and rat A2B adenosine receptors of xanthine derivatives substituted at the 1-, 3-, 7-, and 8-positions. Journal of medicinal chemistry. 2002 May; 45(11):2131-8. doi: 10.1021/jm0104318. [PMID: 12014951]
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L Wang, T Hasegawa, M Nadai, T Nabeshima. The effects of N-benzoyl-beta-alanine, a new nephroprotective drug, on the distribution and renal excretion of enprofylline in rats. The Journal of pharmacy and pharmacology. 1993 Jul; 45(7):622-6. doi: 10.1111/j.2042-7158.1993.tb05665.x. [PMID: 8105057]
I Muraoka, T Hasegawa, M Nadai, K Kato, T Nabeshima. Pharmacokinetics and renal handling of enprofylline in pregnant rats. Drug metabolism and disposition: the biological fate of chemicals. 1992 Sep; 20(5):653-7. doi: NULL. [PMID: 1358568]
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M Nadai, T Hasegawa, I Muraoka, K Takagi, T Nabeshima. Dose-dependent pharmacokinetics of enprofylline and its renal handling in rats. Journal of pharmaceutical sciences. 1991 Jul; 80(7):648-52. doi: 10.1002/jps.2600800707. [PMID: 1941561]
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P Youngchaiyud, S Charoenratanakul, A Nana, E Wong, L Laxmyr, P Bamberg. Intravenous enprofylline in the treatment of patients with acute asthma. The Journal of international medical research. 1990 Nov; 18(6):473-82. doi: 10.1177/030006059001800605. [PMID: 2292329]
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S R O'Donnell, I Erjefält, C G Persson. Early and late tracheobronchial plasma exudation by platelet-activating factor administered to the airway mucosal surface in guinea pigs: effects of WEB 2086 and enprofylline. The Journal of pharmacology and experimental therapeutics. 1990 Jul; 254(1):65-70. doi: NULL. [PMID: 2366192]
B Tiplady, D Fagan, M Lamont, M Brockway, D B Scott. A comparison of the CNS effects of enprofylline and theophylline in healthy subjects assessed by performance testing and subjective measures. British journal of clinical pharmacology. 1990 Jul; 30(1):55-61. doi: 10.1111/j.1365-2125.1990.tb03743.x. [PMID: 1975198]
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T B Conradson. Bronchodilating plasma concentrations of enprofylline and theophylline have minor cardiovascular effects in man. Acta pharmacologica et toxicologica. 1986 Mar; 58(3):204-8. doi: 10.1111/j.1600-0773.1986.tb00095.x. [PMID: 3716813]
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N Johannesson, K E Andersson, B Joelsson, C G Persson. Relaxation of lower esophageal sphincter and stimulation of gastric secretion and diuresis by antiasthmatic xanthines. Role of adenosine antagonism. The American review of respiratory disease. 1985 Jan; 131(1):26-30. doi: 10.1164/arrd.1985.131.1.26. [PMID: 3966710]
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L C Laursen, N Johannesson, I Søndergaard, B Weeke. Maximally effective plasma concentrations of enprofylline and theophylline during constant infusion. British journal of clinical pharmacology. 1984 Oct; 18(4):591-5. doi: 10.1111/j.1365-2125.1984.tb02509.x. [PMID: 6487499]
E Lunell, O Borgå, R Larsson. Pharmacokinetics of enprofylline in patients with impaired renal function after a single intravenous dose. European journal of clinical pharmacology. 1984; 26(1):87-93. doi: 10.1007/bf00546714. [PMID: 6714295]
E Lunell, K E Andersson, O Borgå, P O Fagerström, N Johannesson, G Kjellin, C G Persson, K Sjölund. Absorption of enprofylline from the gastrointestinal tract in healthy subjects. European journal of clinical pharmacology. 1984; 27(3):329-33. doi: 10.1007/bf00542170. [PMID: 6510461]
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