8-Cyclopentyl-1,3-dipropylxanthine (BioDeep_00000009523)
Secondary id: BioDeep_00001871441
human metabolite blood metabolite
代谢物信息卡片
8-cyclopentyl-1,3-dipropyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione
化学式: C16H24N4O2 (304.1899)
中文名称: 1,3-二丙基-8-环戊基黄嘌呤
谱图信息:
最多检出来源 Homo sapiens(blood) 98%
分子结构信息
SMILES: CCCn1c(=O)c2nc(C3CCCC3)[nH]c2n(CCC)c1=O
InChI: InChI=1S/C16H24N4O2/c1-3-9-19-14-12(15(21)20(10-4-2)16(19)22)17-13(18-14)11-7-5-6-8-11/h11H,3-10H2,1-2H3,(H,17,18)
描述信息
D018377 - Neurotransmitter Agents > D058905 - Purinergic Agents > D058914 - Purinergic Antagonists
DPCPX (PD 116948), a xanthine derivative, is a highly potent and selective Adenosine A1 receptor antagonist, with a Ki of 0.46 nM in 3H-CHA binding to A1 receptors in rat whole brain membranes[1][2][3].
同义名列表
13 个代谢物同义名
8-cyclopentyl-1,3-dipropyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione; 8-Cyclopentyl-3,7-dihydro-1,3-dipropyl-1H-purin-2,6-dione; 8-cyclopentyl-1,3-dipropyl-7H-purine-2,6-dione; 1,3-Dipropyl-8-cyclopentylxanthine; 8-Cyclopentyl-1,3-dipropylxanthine; Dipropylcyclopentylxanthine; PD-116,948; PD-116948; 1,3-DPCPX; DPCPX; CPX; PD 116948; CPX
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:73282
- KEGG: C13709
- PubChem: 1329
- HMDB: HMDB0247432
- Metlin: METLIN44518
- DrugBank: DB12946
- ChEMBL: CHEMBL183
- Wikipedia: Dipropylcyclopentylxanthine
- chemspider: 1289
- CAS: 102146-07-6
- PMhub: MS000023315
- PubChem: 586298
- NIKKAJI: J126.311K
- medchemexpress: HY-100937
- KNApSAcK: 73282
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
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
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- 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。
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文献列表
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10.1007/s11064-006-9273-x. [PMID: 17401671] - Yan Cao, Ke-Qiang Xie, Xing-Zu Zhu. The enhancement of dopamine D1 receptor desensitization by adenosine A1 receptor activation.
European journal of pharmacology.
2007 May; 562(1-2):34-8. doi:
10.1016/j.ejphar.2007.01.090. [PMID: 17368618] - K A Jhaveri, J Reichensperger, L A Toth, Y Sekino, V Ramkumar. Reduced basal and lipopolysaccharide-stimulated adenosine A1 receptor expression in the brain of nuclear factor-kappaB p50-/- mice.
Neuroscience.
2007 Apr; 146(1):415-26. doi:
10.1016/j.neuroscience.2006.12.035. [PMID: 17350174] - V Haktan Ozacmak, Hale Sayan. Pretreatment with adenosine and adenosine A1 receptor agonist protects against intestinal ischemia-reperfusion injury in rat.
World journal of gastroenterology.
2007 Jan; 13(4):538-47. doi:
10.3748/wjg.v13.i4.538. [PMID: 17278219] - Zhi Ming, W Wayne Lautt. Intrahepatic adenosine-mediated activation of hepatorenal reflex is via A1 receptors in rats.
Canadian journal of physiology and pharmacology.
2006 Nov; 84(11):1177-84. doi:
10.1139/y06-063. [PMID: 17218982] - Yan Cao, Wan-Chun Sun, Lei Jin, Ke-Qiang Xie, Xing-Zu Zhu. Activation of adenosine A1 receptor modulates dopamine D1 receptor activity in stably cotransfected human embryonic kidney 293 cells.
European journal of pharmacology.
2006 Oct; 548(1-3):29-35. doi:
10.1016/j.ejphar.2006.07.051. [PMID: 16956604] - Zhi Ming, Yi-Jun Fan, Xi Yang, W Wayne Lautt. Contribution of hepatic adenosine A1 receptors to renal dysfunction associated with acute liver injury in rats.
Hepatology (Baltimore, Md.).
2006 Oct; 44(4):813-22. doi:
10.1002/hep.21336. [PMID: 17006917] - B Rogachev, N Y Ziv, J Mazar, S Nakav, C Chaimovitz, M Zlotnik, A Douvdevani. Adenosine is upregulated during peritonitis and is involved in downregulation of inflammation.
Kidney international.
2006 Aug; 70(4):675-81. doi:
10.1038/sj.ki.5001609. [PMID: 16788688] - Gwenn E McLaughlin, Maria D Alva, Marcelo Egea. Adenosine receptor antagonism in acute tacrolimus toxicity.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2006 Jul; 21(7):1961-5. doi:
10.1093/ndt/gfl082. [PMID: 16522656] - H Thomas Lee, Michael Jan, Soo Chan Bae, Jin Deok Joo, Farida R Goubaeva, Jay Yang, Mihwa Kim. A1 adenosine receptor knockout mice are protected against acute radiocontrast nephropathy in vivo.
American journal of physiology. Renal physiology.
2006 Jun; 290(6):F1367-75. doi:
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Planta medica.
2006 Jun; 72(7):579-83. doi:
10.1055/s-2006-931561. [PMID: 16673319] - Xiaosun Zhou, Curtis K Kost. Adenosine A1 receptor antagonist blunts urinary potassium excretion, but not renal hemodynamic effects, induced by carbonic anhydrase inhibitor in rats.
The Journal of pharmacology and experimental therapeutics.
2006 Feb; 316(2):530-8. doi:
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Neuroscience.
2006; 138(4):1195-203. doi:
10.1016/j.neuroscience.2005.12.012. [PMID: 16442739] - Kerstin Wirkner, Attila Köfalvi, Wolfgang Fischer, Albrecht Günther, Heike Franke, Helke Gröger-Arndt, Wolfgang Nörenberg, Emília Madarász, E Sylvester Vizi, Dietmar Schneider, Beáta Sperlágh, Peter Illes. Supersensitivity of P2X receptors in cerebrocortical cell cultures after in vitro ischemia.
Journal of neurochemistry.
2005 Dec; 95(5):1421-37. doi:
10.1111/j.1471-4159.2005.03465.x. [PMID: 16313518] - Tung-Ying Tsai, Sheng Nan Wu, Yen-Chin Liu, Adonis Z Wu, Yu-Chuan Tsai. Inhibitory action of L-type Ca2+ current by paeoniflorin, a major constituent of peony root, in NG108-15 neuronal cells.
European journal of pharmacology.
2005 Oct; 523(1-3):16-24. doi:
10.1016/j.ejphar.2005.08.042. [PMID: 16243310] - Frank Schweda, Florian Segerer, Hayo Castrop, Jürgen Schnermann, Armin Kurtz. Blood pressure-dependent inhibition of Renin secretion requires A1 adenosine receptors.
Hypertension (Dallas, Tex. : 1979).
2005 Oct; 46(4):780-6. doi:
10.1161/01.hyp.0000183963.07801.65. [PMID: 16172432] - Da-Zhi Liu, Ke-Qiang Xie, Xin-Quan Ji, Yang Ye, Cheng-Liang Jiang, Xing-Zu Zhu. Neuroprotective effect of paeoniflorin on cerebral ischemic rat by activating adenosine A1 receptor in a manner different from its classical agonists.
British journal of pharmacology.
2005 Oct; 146(4):604-11. doi:
10.1038/sj.bjp.0706335. [PMID: 16086036] - George Gallos, Thomas D Ruyle, Charles W Emala, H Thomas Lee. A1 adenosine receptor knockout mice exhibit increased mortality, renal dysfunction, and hepatic injury in murine septic peritonitis.
American journal of physiology. Renal physiology.
2005 Aug; 289(2):F369-76. doi:
10.1152/ajprenal.00470.2004. [PMID: 15784841] - Ricardo J Rodrigues, Teresa Almeida, Peter J Richardson, Catarina R Oliveira, Rodrigo A Cunha. Dual presynaptic control by ATP of glutamate release via facilitatory P2X1, P2X2/3, and P2X3 and inhibitory P2Y1, P2Y2, and/or P2Y4 receptors in the rat hippocampus.
The Journal of neuroscience : the official journal of the Society for Neuroscience.
2005 Jul; 25(27):6286-95. doi:
10.1523/jneurosci.0628-05.2005. [PMID: 16000618] - Miroslawa Szczepańska-Konkel, Maciej Jankowski, Anna Stiepanow-Trzeciak, Stefan Angielski. Effects of diadenosine polyphosphates on glomerular volume.
British journal of pharmacology.
2005 Apr; 144(8):1109-17. doi:
10.1038/sj.bjp.0706149. [PMID: 15711587] - Teresa Sousa, Eduarda Fernandes, Carla Nunes, João Laranjinha, Félix Carvalho, Dora Pinho, Manuela Morato, António Albino-Teixeira. Scavenging of nitric oxide by an antagonist of adenosine receptors.
The Journal of pharmacy and pharmacology.
2005 Mar; 57(3):399-404. doi:
10.1211/0022357055614. [PMID: 15807997] - Wan-Chun Sun, Yan Cao, Lei Jin, Li-Zhen Wang, Fan Meng, Xing-Zu Zhu. Modulating effect of adenosine deaminase on function of adenosine A1 receptors.
Acta pharmacologica Sinica.
2005 Feb; 26(2):160-5. doi:
10.1111/j.1745-7254.2005.00524.x. [PMID: 15663892] - M Wengert, C Berto, J Kaufman, L R Leão-Ferreira, R Paes-de-Carvalho, A G Lopes, C Caruso-Neves. Stimulation of the proximal tubule Na+-ATPase activity by adenosine A(2A) receptor.
The international journal of biochemistry & cell biology.
2005 Jan; 37(1):155-65. doi:
10.1016/j.biocel.2004.06.006. [PMID: 15381158] - Xiaohong Tracey Gan, Venkatesh Rajapurohitam, James V Haist, Peter Chidiac, Michael A Cook, Morris Karmazyn. Inhibition of phenylephrine-induced cardiomyocyte hypertrophy by activation of multiple adenosine receptor subtypes.
The Journal of pharmacology and experimental therapeutics.
2005 Jan; 312(1):27-34. doi:
10.1124/jpet.104.073122. [PMID: 15452191] - Noriko Saegusa, Toshiaki Sato, Takehiko Ogura, Issei Komuro, Haruaki Nakaya. Inhibitory effects of AMP 579, a novel cardioprotective adenosine A1/A2A receptor agonist, on native IKr and cloned HERG current.
Naunyn-Schmiedeberg's archives of pharmacology.
2004 Dec; 370(6):492-9. doi:
10.1007/s00210-004-0999-1. [PMID: 15558241] - Per Liss, Per-Ola Carlsson, Fredrik Palm, Peter Hansell. Adenosine A1 receptors in contrast media-induced renal dysfunction in the normal rat.
European radiology.
2004 Jul; 14(7):1297-302. doi:
10.1007/s00330-003-2167-2. [PMID: 14714138] - Hui-Jie Ma, Hui-Juan Ma, Yi-Xian Liu, Qing-Shan Wang. Injection of adenosine into the renal artery activates spontaneous activity of renal afferent nerve fibers.
Sheng li xue bao : [Acta physiologica Sinica].
2004 Apr; 56(2):192-7. doi:
NULL. [PMID: 15127129] - H Thomas Lee, Hua Xu, Samih H Nasr, Jurgen Schnermann, Charles W Emala. A1 adenosine receptor knockout mice exhibit increased renal injury following ischemia and reperfusion.
American journal of physiology. Renal physiology.
2004 Feb; 286(2):F298-306. doi:
10.1152/ajprenal.00185.2003. [PMID: 14600029] - H Thomas Lee, George Gallos, Samih H Nasr, Charles W Emala. A1 adenosine receptor activation inhibits inflammation, necrosis, and apoptosis after renal ischemia-reperfusion injury in mice.
Journal of the American Society of Nephrology : JASN.
2004 Jan; 15(1):102-11. doi:
10.1097/01.asn.0000102474.68613.ae. [PMID: 14694162] - Edward W Inscho, Anthony K Cook, John D Imig, Catherine Vial, Richard J Evans. Physiological role for P2X1 receptors in renal microvascular autoregulatory behavior.
The Journal of clinical investigation.
2003 Dec; 112(12):1895-905. doi:
10.1172/jci18499. [PMID: 14679185] - Yulin Liao, Seiji Takashima, Yoshihiro Asano, Masanori Asakura, Akiko Ogai, Yasunori Shintani, Tetsuo Minamino, Hiroshi Asanuma, Shoji Sanada, Jiyoong Kim, Hisakazu Ogita, Hitonobu Tomoike, Masatsugu Hori, Masafumi Kitakaze. Activation of adenosine A1 receptor attenuates cardiac hypertrophy and prevents heart failure in murine left ventricular pressure-overload model.
Circulation research.
2003 Oct; 93(8):759-66. doi:
10.1161/01.res.0000094744.88220.62. [PMID: 12970111] - Nelson Rebola, Paulo C Pinheiro, Catarina R Oliveira, João O Malva, Rodrigo A Cunha. Subcellular localization of adenosine A(1) receptors in nerve terminals and synapses of the rat hippocampus.
Brain research.
2003 Oct; 987(1):49-58. doi:
10.1016/s0006-8993(03)03247-5. [PMID: 14499945] - Anne Prévot, Dolores Mosig, Mariette Rijtema, Jean-Pierre Guignard. Renal effects of adenosine A1-receptor blockade with 8-cyclopentyl-1,3-dipropylxanthine in hypoxemic newborn rabbits.
Pediatric research.
2003 Sep; 54(3):400-5. doi:
10.1203/01.pdr.0000078273.08316.26. [PMID: 12788985] - Kiichi Ishiwata, Kazunori Kawamura, Yuichi Kimura, Keiichi Oda, Kenji Ishii. Potential of an adenosine A2A receptor antagonist [11C]TMSX for myocardial imaging by positron emission tomography: a first human study.
Annals of nuclear medicine.
2003 Sep; 17(6):457-62. doi:
10.1007/bf03006434. [PMID: 14575379] - Dan Shi, William L Padgett, John W Daly. Caffeine analogs: effects on ryanodine-sensitive calcium-release channels and GABAA receptors.
Cellular and molecular neurobiology.
2003 Jun; 23(3):331-47. doi:
10.1023/a:1023688604792. [PMID: 12825831] - Lap-Ming Tang, I-Min Liu, Juei-Tang Cheng. Stimulatory effect of paeoniflorin on adenosine release to increase the glucose uptake into white adipocytes of Wistar rat.
Planta medica.
2003 Apr; 69(4):332-6. doi:
10.1055/s-2003-38878. [PMID: 12709900] - M Szczepańska-Konkel, M Jankowski, A Stiepanow-Trzeciak, A Rudzik, T Pawełczyk, S Angielski. Responsiveness of renal glomeruli to adenosine in streptozotocin-induced diabetic rats dependent on hyperglycaemia level.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2003 Mar; 54(1):109-20. doi:
NULL. [PMID: 12674223] - James Fossetta, James Jackson, Gregory Deno, Xuedong Fan, Xixuan Karen Du, Loretta Bober, Anne Soudé-Bermejo, Odette de Bouteiller, Christophe Caux, Charles Lunn, Daniel Lundell, R Kyle Palmer. Pharmacological analysis of calcium responses mediated by the human A3 adenosine receptor in monocyte-derived dendritic cells and recombinant cells.
Molecular pharmacology.
2003 Feb; 63(2):342-50. doi:
10.1124/mol.63.2.342. [PMID: 12527805] - Lawrence J Macala, John P Hayslett. Basolateral and apical A1 adenosine receptors mediate sodium transport in cultured renal epithelial (A6) cells.
American journal of physiology. Renal physiology.
2002 Dec; 283(6):F1216-25. doi:
10.1152/ajprenal.00085.2002. [PMID: 12388417] - Doris Kloor, Lusine Danielyan, Hartmut Osswald. Characterization of the cAMP binding site of purified S-adenosyl-homocysteine hydrolase from bovine kidney.
Biochemical pharmacology.
2002 Oct; 64(8):1201-6. doi:
10.1016/s0006-2952(02)01254-6. [PMID: 12234600] - Britta Schumacher, Silke Scholle, Josef Hölzl, Nasser Khudeir, Sonja Hess, Christa E Müller. Lignans isolated from valerian: identification and characterization of a new olivil derivative with partial agonistic activity at A(1) adenosine receptors.
Journal of natural products.
2002 Oct; 65(10):1479-85. doi:
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