Butaprost (BioDeep_00000601075)
代谢物信息卡片
9-oxo-11α,16S-dihydroxy-17-cyclobutyl-prost-13E-en-1-oic acid, methyl ester
化学式: C24H40O5 (408.28755900000004)
中文名称: 布他前列素
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCC1(CCC1)C(CC=CC2C(CC(=O)C2CCCCCCC(=O)OC)O)O
InChI: InChI=1S/C24H40O5/c1-3-14-24(15-9-16-24)22(27)12-8-11-19-18(20(25)17-21(19)26)10-6-4-5-7-13-23(28)29-2/h8,11,18-19,21-22,26-27H,3-7,9-10,12-17H2,1-2H3/b11-8+/t18-,19-,21-,22-/m1/s1
描述信息
C78568 - Prostaglandin Analogue
同义名列表
数据库引用编号
6 个数据库交叉引用编号
- KEGGdrug: D03187
- PubChem: 5311035
- Metlin: METLIN45590
- ChEMBL: CHEMBL271896
- CAS: 69685-22-9
- CAS: 69648-38-0
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)
0 个相关的物种来源信息
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
- Yosuke Ida, Megumi Watanabe, Araya Umetsu, Hiroshi Ohguro, Fumihito Hikage. Addition of EP2 agonists to an FP agonist additively and synergistically modulates adipogenesis and the physical properties of 3D 3T3-L1 sphenoids.
Prostaglandins, leukotrienes, and essential fatty acids.
2021 08; 171(?):102315. doi:
10.1016/j.plefa.2021.102315. [PMID: 34246925] - Yosuke Ida, Megumi Watanabe, Hiroshi Ohguro, Fumihito Hikage. Simultaneous Use of ROCK Inhibitors and EP2 Agonists Induces Unexpected Effects on Adipogenesis and the Physical Properties of 3T3-L1 Preadipocytes.
International journal of molecular sciences.
2021 Apr; 22(9):. doi:
10.3390/ijms22094648. [PMID: 33925005] - Michael Schou Jensen, Henricus A M Mutsaers, Stine Julie Tingskov, Michael Christensen, Mia Gebauer Madsen, Peter Olinga, Tae-Hwan Kwon, Rikke Nørregaard. Activation of the prostaglandin E2 EP2 receptor attenuates renal fibrosis in unilateral ureteral obstructed mice and human kidney slices.
Acta physiologica (Oxford, England).
2019 09; 227(1):e13291. doi:
10.1111/apha.13291. [PMID: 31054202] - Hui Li, Hai-Ying Chen, Wen-Xuan Liu, Xian-Xian Jia, Jing-Ge Zhang, Chun-Ling Ma, Xiao-Jing Zhang, Feng Yu, Bin Cong. Prostaglandin E2 restrains human Treg cell differentiation via E prostanoid receptor 2-protein kinase A signaling.
Immunology letters.
2017 11; 191(?):63-72. doi:
10.1016/j.imlet.2017.09.009. [PMID: 28963072] - Emma T B Olesen, Hanne B Moeller, Mette Assentoft, Nanna MacAulay, Robert A Fenton. The vasopressin type 2 receptor and prostaglandin receptors EP2 and EP4 can increase aquaporin-2 plasma membrane targeting through a cAMP-independent pathway.
American journal of physiology. Renal physiology.
2016 11; 311(5):F935-F944. doi:
10.1152/ajprenal.00559.2015. [PMID: 27558562] - Seon Min Woo, Kyoung-Jin Min, In Gyeong Chae, Kyung-Soo Chun, Taeg Kyu Kwon. Silymarin suppresses the PGE2 -induced cell migration through inhibition of EP2 activation; G protein-dependent PKA-CREB and G protein-independent Src-STAT3 signal pathways.
Molecular carcinogenesis.
2015 Mar; 54(3):216-28. doi:
10.1002/mc.22092. [PMID: 24127286] - Chenglin Mo, Ruonan Zhao, Julian Vallejo, Orisa Igwe, Lynda Bonewald, Lori Wetmore, Marco Brotto. Prostaglandin E2 promotes proliferation of skeletal muscle myoblasts via EP4 receptor activation.
Cell cycle (Georgetown, Tex.).
2015; 14(10):1507-16. doi:
10.1080/15384101.2015.1026520. [PMID: 25785867] - Kamal M Kassem, Margarette H Clevenger, David L Szandzik, Edward Peterson, Pamela Harding. PGE2 reduces MMP-14 and increases plasminogen activator inhibitor-1 in cardiac fibroblasts.
Prostaglandins & other lipid mediators.
2014 Oct; 113-115(?):62-8. doi:
10.1016/j.prostaglandins.2014.09.002. [PMID: 25263346] - Manigandan Lejeune, France Moreau, Kris Chadee. Loss of EP2 receptor subtype in colonic cells compromise epithelial barrier integrity by altering claudin-4.
PloS one.
2014; 9(11):e113270. doi:
10.1371/journal.pone.0113270. [PMID: 25396731] - Amy S Bogard, Piyatilake Adris, Rennolds S Ostrom. Adenylyl cyclase 2 selectively couples to E prostanoid type 2 receptors, whereas adenylyl cyclase 3 is not receptor-regulated in airway smooth muscle.
The Journal of pharmacology and experimental therapeutics.
2012 Aug; 342(2):586-95. doi:
10.1124/jpet.112.193425. [PMID: 22619251] - Emma T B Olesen, Michael R Rützler, Hanne B Moeller, Helle A Praetorius, Robert A Fenton. Vasopressin-independent targeting of aquaporin-2 by selective E-prostanoid receptor agonists alleviates nephrogenic diabetes insipidus.
Proceedings of the National Academy of Sciences of the United States of America.
2011 Aug; 108(31):12949-54. doi:
10.1073/pnas.1104691108. [PMID: 21768374] - Kui Dong Kang, B L S Andrade da Costa, N N Osborne. Stimulation of prostaglandin EP2 receptors on RGC-5 cells in culture blunts the negative effect of serum withdrawal.
Neurochemical research.
2010 May; 35(5):820-9. doi:
10.1007/s11064-010-0140-4. [PMID: 20180018] - Belmira Lara da Silveira Andrade da Costa, Kui Dong Kang, Kay D Rittenhouse, Neville N Osborne. The localization of PGE2 receptor subtypes in rat retinal cultures and the neuroprotective effect of the EP2 agonist butaprost.
Neurochemistry international.
2009 Sep; 55(4):199-207. doi:
10.1016/j.neuint.2009.02.015. [PMID: 19524109] - Jinshan Cao, Tatsuro Nakamura, Takio Kitazawa, Naoko Yamashiki, Tsubasa Yamamoto, Tetsuro Taneike. Characterization of prostanoid receptors present on adrenergic neurons innervating the porcine uterine longitudinal muscle.
Prostaglandins & other lipid mediators.
2008 Jun; 86(1-4):26-34. doi:
10.1016/j.prostaglandins.2008.02.002. [PMID: 18403225] - Samuel A Black, Amitha H Palamakumbura, Maria Stan, Philip C Trackman. Tissue-specific mechanisms for CCN2/CTGF persistence in fibrotic gingiva: interactions between cAMP and MAPK signaling pathways, and prostaglandin E2-EP3 receptor mediated activation of the c-JUN N-terminal kinase.
The Journal of biological chemistry.
2007 May; 282(21):15416-29. doi:
10.1074/jbc.m610432200. [PMID: 17428796] - R L Jones, H Wise, R Clark, R L Whiting, K R Bley. Investigation of the prostacyclin (IP) receptor antagonist RO1138452 on isolated blood vessel and platelet preparations.
British journal of pharmacology.
2006 Sep; 149(1):110-20. doi:
10.1038/sj.bjp.0706841. [PMID: 16880763] - Rongsong Li, Kevin P Mouillesseaux, Dennis Montoya, Daniel Cruz, Navid Gharavi, Martin Dun, Lukasz Koroniak, Judith A Berliner. Identification of prostaglandin E2 receptor subtype 2 as a receptor activated by OxPAPC.
Circulation research.
2006 Mar; 98(5):642-50. doi:
10.1161/01.res.0000207394.39249.fc. [PMID: 16456101] - Kerstin Rabausch, Ellen Bretschneider, Mario Sarbia, Jutta Meyer-Kirchrath, Petra Censarek, Robert Pape, Jens W Fischer, Karsten Schrör, Artur-Aron Weber. Regulation of thrombomodulin expression in human vascular smooth muscle cells by COX-2-derived prostaglandins.
Circulation research.
2005 Jan; 96(1):e1-6. doi:
10.1161/01.res.0000153150.27690.f2. [PMID: 15591227] - Ulla C Kopp, Michael Z Cicha, Kazuhiro Nakamura, Rolf M Nüsing, Lori A Smith, Tomas Hökfelt. Activation of EP4 receptors contributes to prostaglandin E2-mediated stimulation of renal sensory nerves.
American journal of physiology. Renal physiology.
2004 Dec; 287(6):F1269-82. doi:
10.1152/ajprenal.00230.2004. [PMID: 15292051] - M Wegmann, R M Nüsing. Prostaglandin E2 stimulates sodium reabsorption in MDCK C7 cells, a renal collecting duct principal cell model.
Prostaglandins, leukotrienes, and essential fatty acids.
2003 Nov; 69(5):315-22. doi:
10.1016/j.plefa.2003.06.002. [PMID: 14580365] - John D Imig, Matthew D Breyer, Richard M Breyer. Contribution of prostaglandin EP(2) receptors to renal microvascular reactivity in mice.
American journal of physiology. Renal physiology.
2002 Sep; 283(3):F415-22. doi:
10.1152/ajprenal.00351.2001. [PMID: 12167591] - Ulla C Kopp, Michael Z Cicha, Lori A Smith. PGE(2) increases release of substance P from renal sensory nerves by activating the cAMP-PKA transduction cascade.
American journal of physiology. Regulatory, integrative and comparative physiology.
2002 Jun; 282(6):R1618-27. doi:
10.1152/ajpregu.00701.2001. [PMID: 12010743] - P J Farmer, S G Bernier, A Lepage, G Guillemette, D Regoli, P Sirois. Permeability of endothelial monolayers to albumin is increased by bradykinin and inhibited by prostaglandins.
American journal of physiology. Lung cellular and molecular physiology.
2001 Apr; 280(4):L732-8. doi:
10.1152/ajplung.2001.280.4.l732. [PMID: 11238014] - R Ishibashi, I Tanaka, M Kotani, S Muro, M Goto, A Sugawara, M Mukoyama, Y Sugimoto, A Ichikawa, S Narumiya, K Nakao. Roles of prostaglandin E receptors in mesangial cells under high-glucose conditions.
Kidney international.
1999 Aug; 56(2):589-600. doi:
10.1046/j.1523-1755.1999.00566.x. [PMID: 10432398] - S Ishiguro, N Takahashi, K Nemoto, M Negishi, A Ichikawa. Potentiation of retinoic acid-induced differentiation of HL-60 cells by prostaglandin EP2 receptor.
Prostaglandins & other lipid mediators.
1998 Jun; 56(2-3):145-53. doi:
10.1016/s0090-6980(98)00051-3. [PMID: 9785384] - E R Fedyk, J M Ripper, D M Brown, R P Phipps. A molecular analysis of PGE receptor (EP) expression on normal and transformed B lymphocytes: coexpression of EP1, EP2, EP3beta and EP4.
Molecular immunology.
1996 Jan; 33(1):33-45. doi:
10.1016/0161-5890(95)00130-1. [PMID: 8604222] - K Yokotani, M Nishihara, Y Murakami, T Hasegawa, Y Okuma, Y Osumi. Elevation of plasma noradrenaline levels in urethane-anaesthetized rats by activation of central prostanoid EP3 receptors.
British journal of pharmacology.
1995 Jun; 115(4):672-6. doi:
10.1111/j.1476-5381.1995.tb14985.x. [PMID: 7582489] - N Nishigaki, M Negishi, A Honda, Y Sugimoto, T Namba, S Narumiya, A Ichikawa. Identification of prostaglandin E receptor 'EP2' cloned from mastocytoma cells EP4 subtype.
FEBS letters.
1995 May; 364(3):339-41. doi:
10.1016/0014-5793(95)00421-5. [PMID: 7758593]
