Palytoxin from palythoa (BioDeep_00000175625)

   

human metabolite blood metabolite


代谢物信息卡片


10-{6-[11-({5-[9-(6-{10-[6-(4-{6-[20-({6-[5-(7-{2-[5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl)-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl}methyl)-2,8,9,10,17,18,19-heptahydroxy-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl}-2,3-dihydroxybutyl)-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl}-3,4,5,6-tetrahydroxyoxan-2-yl)-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl}methyl)-1,2,3,4,5-pentahydroxydodecyl]-3,4,5-trihydroxyoxan-2-yl}-2,5,8,9-tetrahydroxy-N-{2-[(3-hydroxypropyl)-C-hydroxycarbonimidoyl]eth-1-en-1-yl}-3,7-dimethyldec-6-enimidate

化学式: C129H223N3O54 (2678.4795178)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(CCCCCC(O)C(O)C(O)C(O)C(O)C1OC(CC(O)C(O)C(C)=CC(O)CC(C)C(O)C(=O)NC=CC(=O)NCCCO)C(O)C(O)C1O)CC1OC2(CCCCCCCC(O)CC3OC(O)(CC(O)C(C)C=CC(O)CCC(O)C(O)C4CC(O)C(O)C(CC(O)C(O)CC5OC(CC(O)C=CC=CCC(O)C(O)C(O)CC=CC(=C)CCC(O)C(O)C(O)C(C)CC6OC(C=CC(O)C(O)CC7CC8CC(O7)C(CCC7OC(CN)CC7O)O8)C(O)C(O)C6O)C(O)C(O)C5O)O4)C(O)C(O)C3O)CC(C)CC1(C)O2
InChI: InChI=1S/C129H223N3O54/c1-62(29-33-81(143)108(158)103(153)68(7)47-93-111(161)117(167)110(160)91(180-93)36-35-76(138)82(144)51-73-50-74-53-92(178-73)90(177-74)38-37-89-85(147)52-75(61-130)179-89)23-20-28-78(140)105(155)77(139)26-18-13-16-25-70(135)48-94-112(162)118(168)113(163)97(181-94)55-84(146)83(145)54-95-107(157)87(149)57-96(182-95)106(156)80(142)34-32-69(134)31-30-65(4)88(150)60-129(176)125(174)123(173)115(165)99(184-129)49-71(136)24-15-10-9-11-19-40-128-59-64(3)58-127(8,186-128)100(185-128)44-63(2)22-14-12-17-27-79(141)109(159)116(166)120(170)122(172)124-121(171)119(169)114(164)98(183-124)56-86(148)102(152)66(5)45-72(137)46-67(6)104(154)126(175)132-42-39-101(151)131-41-21-43-133/h13,16,18,20,23,25,30-31,35-36,39,42,45,63-65,67-100,102-125,133-150,152-174,176H,1,9-12,14-15,17,19,21-22,24,26-29,32-34,37-38,40-41,43-44,46-61,130H2,2-8H3,(H,131,151)(H,132,175)

描述信息

同义名列表

3 个代谢物同义名

10-{6-[11-({5-[9-(6-{10-[6-(4-{6-[20-({6-[5-(7-{2-[5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl)-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl}methyl)-2,8,9,10,17,18,19-heptahydroxy-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl}-2,3-dihydroxybutyl)-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl}-3,4,5,6-tetrahydroxyoxan-2-yl)-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl}methyl)-1,2,3,4,5-pentahydroxydodecyl]-3,4,5-trihydroxyoxan-2-yl}-2,5,8,9-tetrahydroxy-N-{2-[(3-hydroxypropyl)-C-hydroxycarbonimidoyl]eth-1-en-1-yl}-3,7-dimethyldec-6-enimidate; 10-[6-(12-{5-[9-(6-{10-[6-(4-{6-[20-({6-[5-(7-{2-[5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl)-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl}methyl)-2,8,9,10,17,18,19-heptahydroxy-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl}-2,3-dihydroxybutyl)-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl}-3,4,5,6-tetrahydroxyoxan-2-yl)-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl}-1,2,3,4,5-pentahydroxy-11-methyldodecyl)-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-N-{2-[(3-hydroxypropyl)carbamoyl]eth-1-en-1-yl}-3,7-dimethyldec-6-enamide; Palytoxin from palythoa



数据库引用编号

3 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

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PharmGKB(0)

1 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

  • Monica Berges Marti, David Aragon-Roca, Fernando Trejo-Velasco, Marta Garrido-Marin, Joan Oliveres, Sara Martin Nalda. Palytoxin-Related Keratoconjunctivitis Assessed by High-Resolution Anterior Segment Optical Coherence Tomography. Turkish journal of ophthalmology. 2021 Dec; 51(6):393-397. doi: 10.4274/tjo.galenos.2021.93384. [PMID: 34963267]
  • Ming-Ling Wu, Chen-Chang Yang, Jou-Fang Deng, Kuo-Yen Wang. Hyperkalemia, hyperphosphatemia, acute kidney injury, and fatal dysrhythmias after consumption of palytoxin-contaminated goldspot herring. Annals of emergency medicine. 2014 Dec; 64(6):633-6. doi: 10.1016/j.annemergmed.2014.06.001. [PMID: 24997564]
  • Amparo Alfonso, María-José Pazos, Andrea Fernández-Araujo, Araceli Tobio, Carmen Alfonso, Mercedes R Vieytes, Luis M Botana. Surface plasmon resonance biosensor method for palytoxin detection based on Na+,K+-ATPase affinity. Toxins. 2013 Dec; 6(1):96-107. doi: 10.3390/toxins6010096. [PMID: 24379088]
  • Fernando A F Braz, Jader S Cruz, Alessandra C Faria-Campos, Sérgio V A Campos. Probabilistic model checking analysis of palytoxin effects on cell energy reactions of the Na+/K+-ATPase. IEEE/ACM transactions on computational biology and bioinformatics. 2013 Nov; 10(6):1530-41. doi: 10.1109/tcbb.2013.97. [PMID: 24407310]
  • Tibor Görögh, László Bèress, Elgar S Quabius, Petra Ambrosch, Markus Hoffmann. Head and neck cancer cells and xenografts are very sensitive to palytoxin: decrease of c-jun n-terminale kinase-3 expression enhances palytoxin toxicity. Molecular cancer. 2013 Feb; 12(?):12. doi: 10.1186/1476-4598-12-12. [PMID: 23409748]
  • Takefumi Sagara, Naoyoshi Nishibori, Mari Itoh, Kyoji Morita, Song Her. Palytoxin causes nonoxidative necrotic damage to PC12 cells in culture. Journal of applied toxicology : JAT. 2013 Feb; 33(2):120-4. doi: 10.1002/jat.1728. [PMID: 21913210]
  • Silvana Ficarra, Annamaria Russo, Francesca Stefanizzi, Mario Mileto, Davide Barreca, Ersilia Bellocco, Giuseppina Laganà, Ugo Leuzzi, Bruno Giardina, Antonio Galtieri, Ester Tellone. Palytoxin induces functional changes of anion transport in red blood cells: metabolic impact. The Journal of membrane biology. 2011 Jul; 242(1):31-9. doi: 10.1007/s00232-011-9374-6. [PMID: 21732011]
  • A Tubaro, G Del Favero, D Beltramo, M Ardizzone, M Forino, M De Bortoli, M Pelin, M Poli, G Bignami, P Ciminiello, S Sosa. Acute oral toxicity in mice of a new palytoxin analog: 42-hydroxy-palytoxin. Toxicon : official journal of the International Society on Toxinology. 2011 Apr; 57(5):755-63. doi: 10.1016/j.toxicon.2011.02.009. [PMID: 21333670]
  • M Pelin, C Zanette, M De Bortoli, S Sosa, R Della Loggia, A Tubaro, C Florio. Effects of the marine toxin palytoxin on human skin keratinocytes: role of ionic imbalance. Toxicology. 2011 Mar; 282(1-2):30-8. doi: 10.1016/j.tox.2011.01.010. [PMID: 21251945]
  • Gian Paolo Rossini, Albertino Bigiani. Palytoxin action on the Na(+),K(+)-ATPase and the disruption of ion equilibria in biological systems. Toxicon : official journal of the International Society on Toxinology. 2011 Mar; 57(3):429-39. doi: 10.1016/j.toxicon.2010.09.011. [PMID: 20932855]
  • Mirella Bellocci, Gian Luca Sala, Simone Prandi. The cytolytic and cytotoxic activities of palytoxin. Toxicon : official journal of the International Society on Toxinology. 2011 Mar; 57(3):449-59. doi: 10.1016/j.toxicon.2010.12.013. [PMID: 21194542]
  • S Sosa, G Del Favero, M De Bortoli, F Vita, M R Soranzo, D Beltramo, M Ardizzone, A Tubaro. Palytoxin toxicity after acute oral administration in mice. Toxicology letters. 2009 Dec; 191(2-3):253-9. doi: 10.1016/j.toxlet.2009.09.009. [PMID: 19766704]
  • William G Sinkins, Mark Estacion, Vikram Prasad, Monu Goel, Gary E Shull, Diana L Kunze, William P Schilling. Maitotoxin converts the plasmalemmal Ca(2+) pump into a Ca(2+)-permeable nonselective cation channel. American journal of physiology. Cell physiology. 2009 Dec; 297(6):C1533-43. doi: 10.1152/ajpcell.00252.2009. [PMID: 19794142]
  • Shigeto Taniyama, Takefumi Sagara, Sachio Nishio, Ryoichi Kuroki, Manabu Asakawa, Tamao Noguchi, Shuhei Yamasaki, Tomohiro Takatani, Osamu Arakawa. [Survey of food poisoning incidents in Japan due to ingestion of marine boxfish and their toxicity]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan. 2009 Oct; 50(5):270-7. doi: 10.3358/shokueishi.50.270. [PMID: 19897955]
  • Emiko Ito, Takeshi Yasumoto. Toxicological studies on palytoxin and ostreocin-D administered to mice by three different routes. Toxicon : official journal of the International Society on Toxinology. 2009 Sep; 54(3):244-51. doi: 10.1016/j.toxicon.2009.04.009. [PMID: 19376151]
  • Takeaki Shinzato, Akira Furusu, Tomoya Nishino, Katsushige Abe, Tetsuro Kanda, Takahiro Maeda, Shigeru Kohno. Cowfish (Umisuzume, Lactoria diaphana) poisoning with rhabdomyolysis. Internal medicine (Tokyo, Japan). 2008; 47(9):853-6. doi: 10.2169/internalmedicine.47.0847. [PMID: 18451579]
  • R F Rakowski, Pablo Artigas, Francisco Palma, Miguel Holmgren, Paul De Weer, David C Gadsby. Sodium flux ratio in Na/K pump-channels opened by palytoxin. The Journal of general physiology. 2007 Jul; 130(1):41-54. doi: 10.1085/jgp.200709770. [PMID: 17562821]
  • Carmen Vale-González, Belén Gómez-Limia, Mercedes R Vieytes, Luis M Botana. Effects of the marine phycotoxin palytoxin on neuronal pH in primary cultures of cerebellar granule cells. Journal of neuroscience research. 2007 Jan; 85(1):90-8. doi: 10.1002/jnr.21095. [PMID: 17075922]
  • Nadine Harmel, Hans-Jürgen Apell. Palytoxin-induced effects on partial reactions of the Na,K-ATPase. The Journal of general physiology. 2006 Jul; 128(1):103-18. doi: 10.1085/jgp.200609505. [PMID: 16801384]
  • Elliott R Jacobson, Bruce L Homer, Brian A Stacy, Ellis C Greiner, Nancy J Szabo, Cheryl L Chrisman, Francesco Origgi, Sadie Coberley, Allen M Foley, Jan H Landsberg, Leanne Flewelling, Ruth Y Ewing, Richie Moretti, Susan Schaf, Corinne Rose, Douglas R Mader, Glenn R Harman, Charles A Manire, Nancy S Mettee, Andrew P Mizisin, G Diane Shelton. Neurological disease in wild loggerhead sea turtles Caretta caretta. Diseases of aquatic organisms. 2006 Jun; 70(1-2):139-54. doi: 10.3354/dao070139. [PMID: 16875401]
  • Carmen Vale, Amparo Alfonso, Cristina Suñol, Mercedes R Vieytes, Luis M Botana. Modulation of calcium entry and glutamate release in cultured cerebellar granule cells by palytoxin. Journal of neuroscience research. 2006 Jun; 83(8):1393-406. doi: 10.1002/jnr.20841. [PMID: 16547972]
  • Pablo Artigas, David C Gadsby. Large diameter of palytoxin-induced Na/K pump channels and modulation of palytoxin interaction by Na/K pump ligands. The Journal of general physiology. 2004 Apr; 123(4):357-76. doi: 10.1085/jgp.200308964. [PMID: 15024043]
  • R G Contreras, C Flores-Maldonado, A Lázaro, L Shoshani, D Flores-Benitez, I Larré, M Cereijido. Ouabain binding to Na+,K+-ATPase relaxes cell attachment and sends a specific signal (NACos) to the nucleus. The Journal of membrane biology. 2004 Apr; 198(3):147-58. doi: 10.1007/s00232-004-0670-2. [PMID: 15216416]
  • Shigeto Taniyama, Osamu Arakawa, Masamitsu Terada, Sachio Nishio, Tomohiro Takatani, Yahia Mahmud, Tamao Noguchi. Ostreopsis sp., a possible origin of palytoxin (PTX) in parrotfish Scarus ovifrons. Toxicon : official journal of the International Society on Toxinology. 2003 Jul; 42(1):29-33. doi: 10.1016/s0041-0101(03)00097-7. [PMID: 12893058]
  • Shigeto Taniyama, Yahia Mahmud, Masamitsu Terada, Tomohiro Takatani, Osamu Arakawa, Tamao Noguchi. Occurrence of a food poisoning incident by palytoxin from a serranid Epinephelus sp. in Japan. Journal of natural toxins. 2002 Dec; 11(4):277-82. doi: . [PMID: 12503870]
  • L E Llewellyn, M J Dodd, A Robertson, G Ericson, C de Koning, A P Negri. Post-mortem analysis of samples from a human victim of a fatal poisoning caused by the xanthid crab, Zosimus aeneus. Toxicon : official journal of the International Society on Toxinology. 2002 Oct; 40(10):1463-69. doi: 10.1016/s0041-0101(02)00164-2. [PMID: 12368116]
  • G Scheiner-Bobis. Ion-transporting ATPases as ion channels. Naunyn-Schmiedeberg's archives of pharmacology. 1998 May; 357(5):477-82. doi: 10.1007/pl00005196. [PMID: 9650798]
  • H Okano, H Masuoka, S Kamei, T Seko, S Koyabu, K Tsuneoka, T Tamai, K Ueda, S Nakazawa, M Sugawa, H Suzuki, M Watanabe, R Yatani, T Nakano. Rhabdomyolysis and myocardial damage induced by palytoxin, a toxin of blue humphead parrotfish. Internal medicine (Tokyo, Japan). 1998 Mar; 37(3):330-3. doi: 10.2169/internalmedicine.37.330. [PMID: 9617874]
  • M S Iordanov, B E Magun. Loss of cellular K+ mimics ribotoxic stress. Inhibition of protein synthesis and activation of the stress kinases SEK1/MKK4, stress-activated protein kinase/c-Jun NH2-terminal kinase 1, and p38/HOG1 by palytoxin. The Journal of biological chemistry. 1998 Feb; 273(6):3528-34. doi: 10.1074/jbc.273.6.3528. [PMID: 9452478]
  • C O Lau, F H Ng, H E Khoo, R Yuen, C H Tan. Inhibition of sodium-dependent uptake processes in purified rat brain synaptosomes by Lophozozymus pictor toxin and palytoxin. Neurochemistry international. 1996 Apr; 28(4):385-90. doi: 10.1016/0197-0186(95)00107-7. [PMID: 8740445]
  • K Morita, K Teraoka, M Oka, M Levine. Inhibitory action of palytoxin on ascorbic acid transport into cultured bovine adrenal chromaffin cells. The Journal of pharmacology and experimental therapeutics. 1996 Mar; 276(3):996-1001. doi: . [PMID: 8786581]
  • J J Monroe, A H Tashjian. Actions of palytoxin on Na+ and Ca2+ homeostasis in human osteoblast-like Saos-2 cells. The American journal of physiology. 1995 Sep; 269(3 Pt 1):C582-9. doi: 10.1152/ajpcell.1995.269.3.c582. [PMID: 7573387]
  • B M Anner, M Moosmayer. Na,K-ATPase characterized in artificial membranes. 2. Successive measurement of ATP-driven Rb-accumulation, ouabain-blocked Rb-flux and palytoxin-induced Rb-efflux. Molecular membrane biology. 1994 Oct; 11(4):247-54. doi: 10.3109/09687689409160434. [PMID: 7711834]
  • K K Terao, E Ito, T Yasumoto. Light and electron microscopic observation of experimental palytoxin poisoning in mice. Bulletin de la Societe de pathologie exotique (1990). 1992; 85(5 Pt 2):494-6. doi: . [PMID: 1364106]
  • T J Taylor, G W Parker, A B Fajer, K A Mereish. Non-specific binding of palytoxin to plastic surfaces. Toxicology letters. 1991 Aug; 57(3):291-6. doi: 10.1016/0378-4274(91)90203-i. [PMID: 1679259]
  • K Morita, K Teraoka, M Azuma, M Oka, S Hamano. Tetrodotoxin-insensitive Na+ channel activator palytoxin inhibits tyrosine uptake into cultured bovine adrenal chromaffin cells. Molecular pharmacology. 1991 Jul; 40(1):112-7. doi: . [PMID: 1677449]
  • J M Mullin, K V Snock, M T McGinn. Effects of apical vs. basolateral palytoxin on LLC-PK1 renal epithelia. The American journal of physiology. 1991 Jun; 260(6 Pt 1):C1201-11. doi: 10.1152/ajpcell.1991.260.6.c1201. [PMID: 1676241]
  • C Frelin, P Vigne, J P Breittmayer. Mechanism of the cardiotoxic action of palytoxin. Molecular pharmacology. 1990 Dec; 38(6):904-9. doi: . [PMID: 1979145]
  • C Frelin, P Vigne, J P Breittmayer. Palytoxin acidifies chick cardiac cells and activates the Na+/H+ antiporter. FEBS letters. 1990 May; 264(1):63-6. doi: 10.1016/0014-5793(90)80765-b. [PMID: 1970964]
  • C Bonnard, J F Lechner, B I Gerwin, H Fujiki, C C Harris. Effects of palytoxin or ouabain on growth and squamous differentiation of human bronchial epithelial cells in vitro. Carcinogenesis. 1988 Dec; 9(12):2245-9. doi: 10.1093/carcin/9.12.2245. [PMID: 2903801]
  • E Grell, E Lewitzki, D Uemura. Interaction between palytoxin and purified Na, K-ATPase. Progress in clinical and biological research. 1988; 268B(?):393-400. doi: NULL. [PMID: 2906132]
  • L Levine, H Fujiki, H B Gjika, H Van Vunakis. Production of antibodies to palytoxin: neutralization of several biological properties of palytoxin. Toxicon : official journal of the International Society on Toxinology. 1987; 25(12):1273-82. doi: 10.1016/0041-0101(87)90005-5. [PMID: 2894082]
  • H Böttinger, L Béress, E Habermann. Involvement of (Na+ + K+)-ATPase in binding and actions of palytoxin on human erythrocytes. Biochimica et biophysica acta. 1986 Sep; 861(1):165-76. doi: 10.1016/0005-2736(86)90576-6. [PMID: 2875735]
  • L Levine, H Fujiki. Stimulation of arachidonic acid metabolism by different types of tumor promoters. Carcinogenesis. 1985 Nov; 6(11):1631-4. doi: 10.1093/carcin/6.11.1631. [PMID: 2865014]
  • Y Ishida, N Satake, J Habon, H Kitano, S Shibata. Inhibitory effect of ouabain on the palytoxin-induced contraction of human umbilical artery. The Journal of pharmacology and experimental therapeutics. 1985 Feb; 232(2):557-60. doi: NULL. [PMID: 2857199]
  • H Böttinger, E Habermann. Palytoxin binds to and inhibits kidney and erythrocyte Na+, K+-ATPase. Naunyn-Schmiedeberg's archives of pharmacology. 1984 Jan; 325(1):85-7. doi: 10.1007/bf00507059. [PMID: 6143267]
  • E Habermann. Action and binding of palytoxin, as studied with brain membranes. Naunyn-Schmiedeberg's archives of pharmacology. 1983 Jul; 323(3):269-75. doi: 10.1007/bf00497673. [PMID: 6137776]