(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bS)-10-(3-carboxy-1-oxopropoxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid (BioDeep_00001054049)

   


代谢物信息卡片


(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bS)-10-(3-carboxy-1-oxopropoxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid

化学式: C34H50O7 (570.3556)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1(C2CCC3(C(C2(CCC1OC(=O)CCC(=O)O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
InChI: InChI=1S/C34H50O7/c1-29(2)23-10-13-34(7)27(32(23,5)12-11-24(29)41-26(38)9-8-25(36)37)22(35)18-20-21-19-31(4,28(39)40)15-14-30(21,3)16-17-33(20,34)6/h18,21,23-24,27H,8-17,19H2,1-7H3,(H,36,37)(H,39,40)/t21-,23+,24+,27-,30-,31+,32+,33-,34-/m1/s1

描述信息

D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents

同义名列表

1 个代谢物同义名

(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bS)-10-(3-carboxy-1-oxopropoxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid



数据库引用编号

2 个数据库交叉引用编号

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。

亚细胞结构定位 关联基因列表


文献列表

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  • Emmanuelle Soleilhac, Marjorie Comte, Anaelle da Costa, Caroline Barette, Christèle Picoli, Magda Mortier, Laurence Aubry, Franck Mouthon, Marie-Odile Fauvarque, Mathieu Charvériat. Quantitative Automated Assays in Living Cells to Screen for Inhibitors of Hemichannel Function. SLAS discovery : advancing life sciences R & D. 2021 03; 26(3):420-427. doi: 10.1177/2472555220954388. [PMID: 32914684]
  • Guanwen Huang, Jiwen Bao, Xinghua Shao, Wenyan Zhou, Bei Wu, Zhaohui Ni, Ling Wang. Inhibiting pannexin-1 alleviates sepsis-induced acute kidney injury via decreasing NLRP3 inflammasome activation and cell apoptosis. Life sciences. 2020 Aug; 254(?):117791. doi: 10.1016/j.lfs.2020.117791. [PMID: 32416166]
  • Xiaoyong Liu, Rui Yang, Wenwei Bai, Xiang Xu, Feng Bi, Yingzheng Hao, Qishi Yang, Hu Li. Involvement of amylin B-H2S-connexin 43 signaling pathway in vascular dysfunction and enhanced ischemia-reperfusion-induced myocardial injury in diabetic rats. Bioscience reports. 2020 06; 40(6):. doi: 10.1042/bsr20194154. [PMID: 32436936]
  • Liang Ζ Zhang, Zhi-Ru Fan, Lu Wang, Lu-Qian Liu, Xin-Zhi Li, Li Li, Jun-Qiang Si, Ke-Tao Ma. Carbenoxolone decreases monocrotaline‑induced pulmonary inflammation and pulmonary arteriolar remodeling in rats by decreasing the expression of connexins in T lymphocytes. International journal of molecular medicine. 2020 01; 45(1):81-92. doi: 10.3892/ijmm.2019.4406. [PMID: 31746364]
  • Yuning Chen, Wen Lu, Zhengyu Jin, Jian Yu, Bimin Shi. Carbenoxolone ameliorates hepatic lipid metabolism and inflammation in obese mice induced by high fat diet via regulating the JAK2/STAT3 signaling pathway. International immunopharmacology. 2019 Sep; 74(?):105498. doi: 10.1016/j.intimp.2019.03.011. [PMID: 31261036]
  • Mehdi Rasouli, Yaser Jafari-Khataylou, Javad Ashrafi-Helan. Carbenoxolone Could Deteriorate Streptozotocin-induced Diabetes through Induction of Heat Shock Protein 70 and IFN-γ in C57BL/6 Mice. Iranian journal of allergy, asthma, and immunology. 2018 Dec; 17(6):564-573. doi: 10.18502/ijaai.v17i6.621. [PMID: 30644701]
  • Jakub Jankowski, Heather M Perry, Christopher B Medina, Liping Huang, Junlan Yao, Amandeep Bajwa, Ulrike M Lorenz, Diane L Rosin, Kodi S Ravichandran, Brant E Isakson, Mark D Okusa. Epithelial and Endothelial Pannexin1 Channels Mediate AKI. Journal of the American Society of Nephrology : JASN. 2018 07; 29(7):1887-1899. doi: 10.1681/asn.2017121306. [PMID: 29866797]
  • Xiang Yin, Liangshu Feng, Di Ma, Ping Yin, Xinyu Wang, Shuai Hou, Yulei Hao, Jingdian Zhang, Meiying Xin, Jiachun Feng. Roles of astrocytic connexin-43, hemichannels, and gap junctions in oxygen-glucose deprivation/reperfusion injury induced neuroinflammation and the possible regulatory mechanisms of salvianolic acid B and carbenoxolone. Journal of neuroinflammation. 2018 Mar; 15(1):97. doi: 10.1186/s12974-018-1127-3. [PMID: 29587860]
  • Javier Franco-Pérez, Joaquín Manjarrez-Marmolejo, Cesar Rodríguez-Balderas, Nelly Castro, Paola Ballesteros-Zebadua. Quinine and carbenoxolone enhance the anticonvulsant activity of some classical antiepileptic drugs. Neurological research. 2018 Jan; 40(1):26-33. doi: 10.1080/01616412.2017.1384092. [PMID: 28988516]
  • Meenakshi Tiwari, Shail K Chaube. Carbenoxolone reduces cyclic nucleotides level, destabilizes maturation promoting factor and induces meiotic exit from diplotene arrest in rat cumulus oocytes complexes cultured in vitro. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Oct; 94(?):219-230. doi: 10.1016/j.biopha.2017.07.097. [PMID: 28763745]
  • Yu-Hsin Chiu, Xueyao Jin, Christopher B Medina, Susan A Leonhardt, Volker Kiessling, Brad C Bennett, Shaofang Shu, Lukas K Tamm, Mark Yeager, Kodi S Ravichandran, Douglas A Bayliss. A quantized mechanism for activation of pannexin channels. Nature communications. 2017 01; 8(?):14324. doi: 10.1038/ncomms14324. [PMID: 28134257]
  • Nicholas Mitrou, Branko Braam, William A Cupples. A gap junction inhibitor, carbenoxolone, induces spatiotemporal dispersion of renal cortical perfusion and impairs autoregulation. American journal of physiology. Heart and circulatory physiology. 2016 09; 311(3):H582-91. doi: 10.1152/ajpheart.00941.2015. [PMID: 27371687]
  • Kasper Moller Boje Rasmussen, Thomas Hartig Braunstein, Max Salomonsson, Jens Christian Brasen, Charlotte Mehlin Sorensen. Contribution of K(+) channels to endothelium-derived hypolarization-induced renal vasodilation in rats in vivo and in vitro. Pflugers Archiv : European journal of physiology. 2016 07; 468(7):1139-1149. doi: 10.1007/s00424-016-1805-x. [PMID: 26965146]
  • Takahiro Teshima, Hirotaka Matsumoto, Tomoko Okusa, Rion Uchiyama, Hidekazu Koyama. Carbenoxolone Disodium Treatment for Canine Pituitary-Dependent Hyperadrenocorticism. PloS one. 2016; 11(11):e0166267. doi: 10.1371/journal.pone.0166267. [PMID: 27824928]
  • Steven M Zehnder, Marina K Wiatt, Juan M Uruena, Alison C Dunn, W Gregory Sawyer, Thomas E Angelini. Multicellular density fluctuations in epithelial monolayers. Physical review. E, Statistical, nonlinear, and soft matter physics. 2015 Sep; 92(3):032729. doi: 10.1103/physreve.92.032729. [PMID: 26465520]
  • Takahiro Teshima, Hirotaka Matsumoto, Tomoko Okusa, Yumi Nakamura, Hidekazu Koyama. Effects of Carbenoxolone on the Canine Pituitary-Adrenal Axis. PloS one. 2015; 10(8):e0135516. doi: 10.1371/journal.pone.0135516. [PMID: 26262685]
  • Takuma Oshiro, Minoru Miyazato, Seiichi Saito. Relationship between connexin43-derived gap junction proteins in the bladder and age-related detrusor underactivity in rats. Life sciences. 2014 Oct; 116(1):37-42. doi: 10.1016/j.lfs.2014.08.009. [PMID: 25150797]
  • Seiji Okazaki, Takehiro Takahashi, Tomokatsu Iwamura, Junko Nakaki, Yumiko Sekiya, Mai Yagi, Hiroki Kumagai, Mikiya Sato, Satoshi Sakami, Aiko Nitta, Koji Kawai, Mie Kainoh. HIS-388, a novel orally active and long-acting 11β-hydroxysteroid dehydrogenase type 1 inhibitor, ameliorates insulin sensitivity and glucose intolerance in diet-induced obesity and nongenetic type 2 diabetic murine models. The Journal of pharmacology and experimental therapeutics. 2014 Oct; 351(1):181-9. doi: 10.1124/jpet.114.216556. [PMID: 25100752]
  • Shan Jiang, Yong-Qiang Wang, Cheng-Feng Xu, Ya-Na Li, Rong Guo, Ling Li. Involvement of connexin43 in the acute hyperosmotic stimulus‑induced synthesis and release of vasopressin in the supraoptic nucleus of rats. Molecular medicine reports. 2014 Oct; 10(4):2165-71. doi: 10.3892/mmr.2014.2400. [PMID: 25050982]
  • K A Taylor, J R Wright, C Vial, R J Evans, M P Mahaut-Smith. Amplification of human platelet activation by surface pannexin-1 channels. Journal of thrombosis and haemostasis : JTH. 2014 Jun; 12(6):987-98. doi: 10.1111/jth.12566. [PMID: 24655807]
  • Ananda Chapagain, Paul W Caton, Julius Kieswich, Petros Andrikopoulos, Nanda Nayuni, Jamie H Long, Steven M Harwood, Scott P Webster, Martin J Raftery, Christoph Thiemermann, Brian R Walker, Jonathan R Seckl, Roger Corder, Muhammad Magdi Yaqoob. Elevated hepatic 11β-hydroxysteroid dehydrogenase type 1 induces insulin resistance in uremia. Proceedings of the National Academy of Sciences of the United States of America. 2014 Mar; 111(10):3817-22. doi: 10.1073/pnas.1312436111. [PMID: 24569863]
  • Anna Nualart-Marti, Ezequiel Mas del Molino, Xènia Grandes, Laia Bahima, Mireia Martin-Satué, Rafel Puchal, Ilaria Fasciani, Daniel González-Nieto, Bulat Ziganshin, Artur Llobet, Luis C Barrio, Carles Solsona. Role of connexin 32 hemichannels in the release of ATP from peripheral nerves. Glia. 2013 Dec; 61(12):1976-89. doi: 10.1002/glia.22568. [PMID: 24123415]
  • Wei Li, Jianhua Li, Andrew E Sama, Haichao Wang. Carbenoxolone blocks endotoxin-induced protein kinase R (PKR) activation and high mobility group box 1 (HMGB1) release. Molecular medicine (Cambridge, Mass.). 2013 Jul; 19(?):203-11. doi: 10.2119/molmed.2013.00064. [PMID: 23835906]
  • C G Mohan, G L Viswanatha, G Savinay, C E Rajendra, Praveen D Halemani. 1,2,3,4,6 Penta-O-galloyl-β-d-glucose, a bioactivity guided isolated compound from Mangifera indica inhibits 11β-HSD-1 and ameliorates high fat diet-induced diabetes in C57BL/6 mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2013 Mar; 20(5):417-26. doi: 10.1016/j.phymed.2012.12.020. [PMID: 23353053]
  • Sang Dal Rhee, Chi-Hyun Kim, Ji Seon Park, Won Hoon Jung, Sung Bum Park, Hee Youn Kim, Gyu Hwan Bae, Ta Jan Kim, Ki Young Kim. Carbenoxolone prevents the development of fatty liver in C57BL/6-Lep ob/ob mice via the inhibition of sterol regulatory element binding protein-1c activity and apoptosis. European journal of pharmacology. 2012 Sep; 691(1-3):9-18. doi: 10.1016/j.ejphar.2012.06.021. [PMID: 22742899]
  • Marijke De Bock, Nan Wang, Melissa Bol, Elke Decrock, Raf Ponsaerts, Geert Bultynck, Geneviève Dupont, Luc Leybaert. Connexin 43 hemichannels contribute to cytoplasmic Ca2+ oscillations by providing a bimodal Ca2+-dependent Ca2+ entry pathway. The Journal of biological chemistry. 2012 Apr; 287(15):12250-66. doi: 10.1074/jbc.m111.299610. [PMID: 22351781]
  • Nirav Dhanesha, Amit Joharapurkar, Gaurang Shah, Samadhan Kshirsagar, Vipin Dhote, Ajay Sharma, Mukul Jain. Inhibition of 11β-hydroxysteroid dehydrogenase 1 by carbenoxolone affects glucose homeostasis and obesity in db/db mice. Clinical and experimental pharmacology & physiology. 2012 Jan; 39(1):69-77. doi: 10.1111/j.1440-1681.2011.05640.x. [PMID: 22060140]
  • Siva Sankara Vara Prasad Sakamuri, Mahesh Sukapaka, Vijay Kumar Prathipati, Harishankar Nemani, Uday Kumar Putcha, Shailaja Pothana, Swarupa Rani Koppala, Lakshmi Raj Kumar Ponday, Vani Acharya, Giridharan Nappan Veetill, Vajreswari Ayyalasomayajula. Carbenoxolone treatment ameliorated metabolic syndrome in WNIN/Ob obese rats, but induced severe fat loss and glucose intolerance in lean rats. PloS one. 2012; 7(12):e50216. doi: 10.1371/journal.pone.0050216. [PMID: 23284633]
  • Wei-Ren Lan, Charles Jia-Yin Hou, Chih-Hsuan Yen, Bing-Fu Shih, An-Mei Wang, Tzung-Yi Lee, Cheng-Ho Tsai, Hung-I Yeh. Effects of carbenoxolone on flow-mediated vasodilatation in healthy adults. American journal of physiology. Heart and circulatory physiology. 2011 Sep; 301(3):H1166-72. doi: 10.1152/ajpheart.00967.2010. [PMID: 21622817]
  • Pornprom Surakul, Wattana Weerachatyanukul, Nuanchan Chutabhakdikul. Repeated carbenoxolone injections during late pregnancy alter Snk-SPAR and PSD-95 expression in the hippocampus of rat pups. Neuroscience letters. 2011 Apr; 494(1):75-9. doi: 10.1016/j.neulet.2011.02.060. [PMID: 21362453]
  • Faraaz B Chekeni, Michael R Elliott, Joanna K Sandilos, Scott F Walk, Jason M Kinchen, Eduardo R Lazarowski, Allison J Armstrong, Silvia Penuela, Dale W Laird, Guy S Salvesen, Brant E Isakson, Douglas A Bayliss, Kodi S Ravichandran. Pannexin 1 channels mediate 'find-me' signal release and membrane permeability during apoptosis. Nature. 2010 Oct; 467(7317):863-7. doi: 10.1038/nature09413. [PMID: 20944749]
  • Peter Ergang, Pavel Leden, Karla Vagnerová, Petra Klusonová, Ivan Miksík, Jana Jurcovicová, Milan Kment, Jirí Pácha. Local metabolism of glucocorticoids and its role in rat adjuvant arthritis. Molecular and cellular endocrinology. 2010 Jul; 323(2):155-60. doi: 10.1016/j.mce.2010.03.003. [PMID: 20226838]
  • Wen-Jing Tang, Li-Fang Wang, Xiao-Ya Xu, Yi Zhou, Wei-Fang Jin, Hong-Fu Wang, Jianjun Gao. Autocrine/paracrine action of vitamin D on FGF23 expression in cultured rat osteoblasts. Calcified tissue international. 2010 May; 86(5):404-10. doi: 10.1007/s00223-010-9355-2. [PMID: 20354682]
  • G A Castro, J E Carvalho, S V Tinti, A Possenti, V C Sgarbieri. Anti-ulcerogenic effect of a whey protein isolate and collagen hydrolysates against ethanol ulcerative lesions on oral administration to rats. Journal of medicinal food. 2010 Feb; 13(1):83-90. doi: 10.1089/jmf.2008.0277. [PMID: 20136440]
  • Frans J Vinberg, Satu Strandman, Ari Koskelainen. Origin of the fast negative ERG component from isolated aspartate-treated mouse retina. Journal of vision. 2009 Nov; 9(12):9.1-17. doi: 10.1167/9.12.9. [PMID: 20053100]
  • Valentina Benfenati, Marco Caprini, Grazia Paola Nicchia, Andrea Rossi, Melania Dovizio, Chiara Cervetto, Mario Nobile, Stefano Ferroni. Carbenoxolone inhibits volume-regulated anion conductance in cultured rat cortical astroglia. Channels (Austin, Tex.). 2009 Sep; 3(5):323-36. doi: 10.4161/chan.3.5.9568. [PMID: 19713739]
  • Juan P Reyes, Carmen Y Hernández-Carballo, Gabriela Pérez-Flores, Patricia Pérez-Cornejo, Jorge Arreola. Lack of coupling between membrane stretching and pannexin-1 hemichannels. Biochemical and biophysical research communications. 2009 Feb; 380(1):50-3. doi: 10.1016/j.bbrc.2009.01.021. [PMID: 19150332]
  • Bing-Bing Chen, Han Lin, Guo-Xin Hu, Ying Su, Hong-Yu Zhou, Qing-Quan Lian, Hui Cai, Dianne O Hardy, Ding-Ying Gu, Ren-Shan Ge. The (+)- and (-)-gossypols potently inhibit human and rat 11beta-hydroxysteroid dehydrogenase type 2. The Journal of steroid biochemistry and molecular biology. 2009 Feb; 113(3-5):177-81. doi: 10.1016/j.jsbmb.2008.12.006. [PMID: 19150652]
  • Yong Liu, Domagoj Mladinov, Jennifer L Pietrusz, Kristie Usa, Mingyu Liang. Glucocorticoid response elements and 11 beta-hydroxysteroid dehydrogenases in the regulation of endothelial nitric oxide synthase expression. Cardiovascular research. 2009 Jan; 81(1):140-7. doi: 10.1093/cvr/cvn231. [PMID: 18716005]
  • Ashley Taylor, Nigel Irwin, Aine M McKillop, Peter R Flatt, Victor A Gault. Sub-chronic administration of the 11beta-HSD1 inhibitor, carbenoxolone, improves glucose tolerance and insulin sensitivity in mice with diet-induced obesity. Biological chemistry. 2008 Apr; 389(4):441-5. doi: 10.1515/bc.2008.049. [PMID: 18225986]
  • Marina Samoilova, Kirsten Wentlandt, Yana Adamchik, Alexander A Velumian, Peter L Carlen. Connexin 43 mimetic peptides inhibit spontaneous epileptiform activity in organotypic hippocampal slice cultures. Experimental neurology. 2008 Apr; 210(2):762-75. doi: 10.1016/j.expneurol.2008.01.005. [PMID: 18284929]
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  • Jeremy W Tomlinson, Mark Sherlock, Beverley Hughes, Susan V Hughes, Fiona Kilvington, William Bartlett, Rachel Courtney, Paul Rejto, William Carley, Paul M Stewart. Inhibition of 11beta-hydroxysteroid dehydrogenase type 1 activity in vivo limits glucocorticoid exposure to human adipose tissue and decreases lipolysis. The Journal of clinical endocrinology and metabolism. 2007 Mar; 92(3):857-64. doi: 10.1210/jc.2006-2325. [PMID: 17200165]
  • G D Vivek Sagar, D M Larson. Carbenoxolone inhibits junctional transfer and upregulates Connexin43 expression by a protein kinase A-dependent pathway. Journal of cellular biochemistry. 2006 Aug; 98(6):1543-51. doi: 10.1002/jcb.20870. [PMID: 16552723]
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  • John Quilley, Yue Qiu. K(+)-induced vasodilation in the rat kidney is dependent on the endothelium and activation of K+ channels. European journal of pharmacology. 2005 Jan; 508(1-3):193-9. doi: 10.1016/j.ejphar.2004.12.025. [PMID: 15680271]
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  • Robert A Fenton, Chung-Lin Chou, Shana Ageloff, William Brandt, John B Stokes, Mark A Knepper. Increased collecting duct urea transporter expression in Dahl salt-sensitive rats. American journal of physiology. Renal physiology. 2003 Jul; 285(1):F143-51. doi: 10.1152/ajprenal.00073.2003. [PMID: 12684228]
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  • Dawn E W Livingstone, Brian R Walker. Is 11beta-hydroxysteroid dehydrogenase type 1 a therapeutic target? Effects of carbenoxolone in lean and obese Zucker rats. The Journal of pharmacology and experimental therapeutics. 2003 Apr; 305(1):167-72. doi: 10.1124/jpet.102.044842. [PMID: 12649365]
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