Calyculin A (BioDeep_00000005802)

   


代谢物信息卡片


[(3R,5R,7R,8S,9S)-2-[(1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-tetradeca-7,9,11,13-tetraenyl]-9-[(E)-3-[2-[(1S)-3-[[(2S,3S,4S)-4-(dimethylamino)-2,3-dihydroxy-5-methoxy-pentanoyl]amino]-1-methyl-propyl]oxazol-4-yl]allyl]-7-hydroxy-4,4,8-trimethyl-1,10-dioxaspiro[4.5]decan-3-yl] dihydrogen phosphate

化学式: C50H81N4O15P (1008.5435765999999)
中文名称: 蛋白磷酸酯酶抑制剂
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1C(CC2(C(C(C(O2)C(CC(C(C)C(C(C)C=C(C)C(=CC=CC(=CC#N)C)C)O)O)OC)OP(=O)(O)O)(C)C)OC1CC=CC3=COC(=N3)C(C)CCNC(=O)C(C(C(COC)N(C)C)O)O)O
InChI: InChI=1S/C50H81N4O15P/c1-29(20-22-51)16-14-17-30(2)32(4)24-33(5)42(57)35(7)38(55)25-41(65-13)45-46(69-70(61,62)63)49(8,9)50(68-45)26-39(56)34(6)40(67-50)19-15-18-36-27-66-48(53-36)31(3)21-23-52-47(60)44(59)43(58)37(28-64-12)54(10)11/h14-18,20,24,27,31,33-35,37-46,55-59H,19,21,23,25-26,28H2,1-13H3,(H,52,60)(H2,61,62,63)/b16-14+,18-15+,29-20-,30-17+,32-24+/t31-,33+,34-,35-,37-,38-,39+,40-,41-,42+,43-,44-,45+,46-,50+/m0/s1

描述信息

D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents
D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins
D009676 - Noxae > D002273 - Carcinogens
D004791 - Enzyme Inhibitors

同义名列表

3 个代谢物同义名

Calyculin A; [(3R,5R,7R,8S,9S)-2-[(1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-tetradeca-7,9,11,13-tetraenyl]-9-[(E)-3-[2-[(1S)-3-[[(2S,3S,4S)-4-(dimethylamino)-2,3-dihydroxy-5-methoxy-pentanoyl]amino]-1-methyl-propyl]oxazol-4-yl]allyl]-7-hydroxy-4,4,8-trimethyl-1,10-dioxaspiro[4.5]decan-3-yl] dihydrogen phosphate; Calyculin E



数据库引用编号

12 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)

2 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

  • Yan Tang, JungWoo Yang, Wang Zheng, Jingfeng Tang, Xing-Zhen Chen, Jianzheng Yang, Zuocheng Wang. Polycystin-1 Inhibits Cell Proliferation through Phosphatase PP2A/B56α. BioMed research international. 2019; 2019(?):2582401. doi: 10.1155/2019/2582401. [PMID: 31641668]
  • Mariko Tsukamoto, Erina Hiyama, Karen Hirotani, Takafumi Gotoh, Tetsuichiro Inai, Hiroshi Iida. Translocation of Tektin 3 to the equatorial segment of heads in bull spermatozoa exposed to dibutyryl cAMP and calyculin A. Molecular reproduction and development. 2017 01; 84(1):30-43. doi: 10.1002/mrd.22763. [PMID: 27883267]
  • Renáta Hudák, János Vincze, László Csernoch, Ildikó Beke Debreceni, Tamás Oláh, Ferenc Erdődi, Kenneth J Clemetson, János Kappelmayer. The Phosphatase Inhibitor Calyculin-A Impairs Clot Retraction, Platelet Activation, and Thrombin Generation. BioMed research international. 2017; 2017(?):9795271. doi: 10.1155/2017/9795271. [PMID: 28680886]
  • Huiwen Ren, Baoxue Yang, Joseph A Ruiz, Orhan Efe, Titilayo O Ilori, Jeff M Sands, Janet D Klein. Phosphatase inhibition increases AQP2 accumulation in the rat IMCD apical plasma membrane. American journal of physiology. Renal physiology. 2016 12; 311(6):F1189-F1197. doi: 10.1152/ajprenal.00150.2016. [PMID: 27488997]
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  • Hidetaka Kaya, Ryo Nakajima, Megumi Iwano, Masahiro M Kanaoka, Sachie Kimura, Seiji Takeda, Tomoko Kawarazaki, Eriko Senzaki, Yuki Hamamura, Tetsuya Higashiyama, Seiji Takayama, Mitsutomo Abe, Kazuyuki Kuchitsu. Ca2+-activated reactive oxygen species production by Arabidopsis RbohH and RbohJ is essential for proper pollen tube tip growth. The Plant cell. 2014 Mar; 26(3):1069-80. doi: 10.1105/tpc.113.120642. [PMID: 24610725]
  • Xiaofeng Liu, Jie Zhou, Morad Dirhem Naji Abid, Huanhuan Yan, Hao Huang, Limin Wan, Zuohua Feng, Juan Chen. Berberine attenuates axonal transport impairment and axonopathy induced by Calyculin A in N2a cells. PloS one. 2014; 9(4):e93974. doi: 10.1371/journal.pone.0093974. [PMID: 24713870]
  • Kyung Jin Jung, Dae Hyun Kim, Eun Kyeong Lee, Chang Woo Song, Byung Pal Yu, Hae Young Chung. Oxidative stress induces inactivation of protein phosphatase 2A, promoting proinflammatory NF-κB in aged rat kidney. Free radical biology & medicine. 2013 Aug; 61(?):206-17. doi: 10.1016/j.freeradbiomed.2013.04.005. [PMID: 23583701]
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  • Zsuzsa Simon, Andrea Kiss, Ferenc Erdödi, Hendra Setiadi, Ildikó Beke Debreceni, Béla Nagy, János Kappelmayer. Protein phosphatase inhibitor calyculin-A modulates activation markers in TRAP-stimulated human platelets. Platelets. 2010; 21(7):555-62. doi: 10.3109/09537104.2010.499156. [PMID: 20670106]
  • Stella Tournaviti, Enrica San Pietro, Stefan Terjung, Tobias Schafmeier, Sabine Wegehingel, Julia Ritzerfeld, Juliane Schulz, Deborah F Smith, Rainer Pepperkok, Walter Nickel. Reversible phosphorylation as a molecular switch to regulate plasma membrane targeting of acylated SH4 domain proteins. Traffic (Copenhagen, Denmark). 2009 Aug; 10(8):1047-60. doi: 10.1111/j.1600-0854.2009.00921.x. [PMID: 19453972]
  • Yoko Ogasawara, Hidetaka Kaya, Goro Hiraoka, Fumiaki Yumoto, Sachie Kimura, Yasuhiro Kadota, Haruka Hishinuma, Eriko Senzaki, Satoshi Yamagoe, Koji Nagata, Masayuki Nara, Kazuo Suzuki, Masaru Tanokura, Kazuyuki Kuchitsu. Synergistic activation of the Arabidopsis NADPH oxidase AtrbohD by Ca2+ and phosphorylation. The Journal of biological chemistry. 2008 Apr; 283(14):8885-92. doi: 10.1074/jbc.m708106200. [PMID: 18218618]
  • Seiji Takeda, Catherine Gapper, Hidetaka Kaya, Elizabeth Bell, Kazuyuki Kuchitsu, Liam Dolan. Local positive feedback regulation determines cell shape in root hair cells. Science (New York, N.Y.). 2008 Feb; 319(5867):1241-4. doi: 10.1126/science.1152505. [PMID: 18309082]
  • James W Voltz, Matthew Brush, Suzanne Sikes, Deborah Steplock, Edward J Weinman, Shirish Shenolikar. Phosphorylation of PDZ1 domain attenuates NHERF-1 binding to cellular targets. The Journal of biological chemistry. 2007 Nov; 282(46):33879-33887. doi: 10.1074/jbc.m703481200. [PMID: 17895247]
  • Kiran Bhadriraju, John T Elliott, My Nguyen, Anne L Plant. Quantifying myosin light chain phosphorylation in single adherent cells with automated fluorescence microscopy. BMC cell biology. 2007 Oct; 8(?):43. doi: 10.1186/1471-2121-8-43. [PMID: 17941977]
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  • Tomas Garzón-Muvdi, Diana Pacheco-Alvarez, Kenneth B E Gagnon, Norma Vázquez, José Ponce-Coria, Erika Moreno, Eric Delpire, Gerardo Gamba. WNK4 kinase is a negative regulator of K+-Cl- cotransporters. American journal of physiology. Renal physiology. 2007 Apr; 292(4):F1197-207. doi: 10.1152/ajprenal.00335.2006. [PMID: 17182532]
  • Virginia S Lemos, Damon Poburko, Chiu-Hsiang Liao, William C Cole, Cornelis van Breemen. Na+ entry via TRPC6 causes Ca2+ entry via NCX reversal in ATP stimulated smooth muscle cells. Biochemical and biophysical research communications. 2007 Jan; 352(1):130-4. doi: 10.1016/j.bbrc.2006.10.160. [PMID: 17112478]
  • Jimmy Y C Chow, Kim E Barrett. Role of protein phosphatase 2A in calcium-dependent chloride secretion by human colonic epithelial cells. American journal of physiology. Cell physiology. 2007 Jan; 292(1):C452-9. doi: 10.1152/ajpcell.00034.2006. [PMID: 16899552]
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  • Kaori Kojo, Takashi Yaeno, Kensuke Kusumi, Hideo Matsumura, Shizuko Fujisawa, Ryohei Terauchi, Koh Iba. Regulatory mechanisms of ROI generation are affected by rice spl mutations. Plant & cell physiology. 2006 Aug; 47(8):1035-44. doi: 10.1093/pcp/pcj074. [PMID: 16816407]
  • Ruriko Koto, Masatoshi Imamura, Chie Watanabe, Satoshi Obayashi, Mitsuya Shiraishi, Yasuharu Sasaki, Hiroshi Azuma. Linalyl acetate as a major ingredient of lavender essential oil relaxes the rabbit vascular smooth muscle through dephosphorylation of myosin light chain. Journal of cardiovascular pharmacology. 2006 Jul; 48(1):850-6. doi: 10.1097/01.fjc.0000238589.00365.42. [PMID: 16891914]
  • Bailong Xiao, Guofeng Zhong, Masakazu Obayashi, Dongmei Yang, Keyun Chen, Michael P Walsh, Yakhin Shimoni, Heping Cheng, Henk Ter Keurs, S R Wayne Chen. Ser-2030, but not Ser-2808, is the major phosphorylation site in cardiac ryanodine receptors responding to protein kinase A activation upon beta-adrenergic stimulation in normal and failing hearts. The Biochemical journal. 2006 May; 396(1):7-16. doi: 10.1042/bj20060116. [PMID: 16483256]
  • Jinhan He, Hongfeng Jiang, John T Tansey, Chaoshu Tang, Shenshen Pu, Guoheng Xu. Calyculin and okadaic acid promote perilipin phosphorylation and increase lipolysis in primary rat adipocytes. Biochimica et biophysica acta. 2006 Feb; 1761(2):247-55. doi: 10.1016/j.bbalip.2006.02.001. [PMID: 16545598]
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  • K Hörmanseder, G Obermeyer, I Foissner. Disturbance of endomembrane trafficking by brefeldin A and calyculin A reorganizes the actin cytoskeleton of Lilium longiflorum pollen tubes. Protoplasma. 2005 Dec; 227(1):25-36. doi: 10.1007/s00709-005-0132-4. [PMID: 16389491]
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  • Cheng-Han Lee, Kuo-Hsing Kuo, Jiazhen Dai, Joyce M Leo, Chun Yong Seow, Cornelis van Breemen. Calyculin-A disrupts subplasmalemmal junction and recurring Ca2+ waves in vascular smooth muscle. Cell calcium. 2005 Jan; 37(1):9-16. doi: 10.1016/j.ceca.2004.06.002. [PMID: 15541459]
  • Isak B Gerber, Ian A Dubery. Protein phosphorylation in Nicotiana tabacum cells in response to perception of lipopolysaccharides from Burkholderia cepacia. Phytochemistry. 2004 Nov; 65(22):2957-66. doi: 10.1016/j.phytochem.2004.09.005. [PMID: 15504430]
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