10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, [3R-(3alpha,5abeta,6beta,10aalpha)]- (BioDeep_00000894465)

   


代谢物信息卡片


10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, [3R-(3alpha,5abeta,6beta,10aalpha)]-

化学式: C13H14N2O4S2 (326.0394964)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN1C(=O)C23CC4=CC=CC(C4N2C(=O)C1(SS3)CO)O
InChI: InChI=1S/C13H14N2O4S2/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-20-12/h2-4,8-9,16-17H,5-6H2,1H3



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。



文献列表

  • Lisa Reidy, Guillaume Desoubeaux, Julia Cardenas, Joshua Seither, Kristin Kahl, David Chauvin, Michael Adkesson, Pamela Govett, Copper Aitken-Palmer, Cynthia Stadler, Maryanne Tocidlowski, Gayle Sirpenski, Ellen Bronson, Carolyn Cray. DETECTION OF GLIOTOXIN BUT NOT BIS(METHYL)GLIOTOXIN IN PLASMA FROM BIRDS WITH CONFIRMED AND PROBABLE ASPERGILLOSIS. Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians. 2022 Mar; 53(1):60-69. doi: 10.1638/2021-0070. [PMID: 35339150]
  • Toine Mercier, Agustin Reséndiz Sharpe, Dieter Waumans, Koen Desmet, Katrien Lagrou, Johan Maertens. Gliotoxin and bis(methylthio)gliotoxin are not reliable as biomarkers of invasive aspergillosis. Mycoses. 2019 Oct; 62(10):945-948. doi: 10.1111/myc.12967. [PMID: 31313395]
  • Shunxiang Gao, Xin Zheng, Yuan Tang, Yajun Cheng, Xiaobo Hu, Jihong Wu. Development of a Fluorescently Labeled Aptamer Structure-Switching Assay for Sensitive and Rapid Detection of Gliotoxin. Analytical chemistry. 2019 01; 91(2):1610-1618. doi: 10.1021/acs.analchem.8b05094. [PMID: 30567425]
  • Helena Hammarström, Anna Stjärne Aspelund, Bertil Christensson, Claus Peter Heußel, Jenny Isaksson, Nahid Kondori, Lennart Larsson, Pawel Markowicz, Johan Richter, Christine Wennerås, Vanda Friman. Prospective evaluation of a combination of fungal biomarkers for the diagnosis of invasive fungal disease in high-risk haematology patients. Mycoses. 2018 Sep; 61(9):623-632. doi: 10.1111/myc.12773. [PMID: 29577474]
  • Janyce A Sugui, Stacey R Rose, Glenn Nardone, Muthulekha Swamydas, Chyi-Chia R Lee, Kyung J Kwon-Chung, Michail S Lionakis. Host immune status-specific production of gliotoxin and bis-methyl-gliotoxin during invasive aspergillosis in mice. Scientific reports. 2017 09; 7(1):10977. doi: 10.1038/s41598-017-10888-9. [PMID: 28887465]
  • Antonio Pereira-Neves, Rubem F S Menna-Barreto, Marlene Benchimol. The fungal metabolite gliotoxin inhibits proteasome proteolytic activity and induces an irreversible pseudocystic transformation and cell death in Tritrichomonas foetus. Parasitology research. 2016 Aug; 115(8):3057-69. doi: 10.1007/s00436-016-5061-y. [PMID: 27106236]
  • Ira Bhatnagar, Se-Kwon Kim. Gliotoxin from Aspergillus fumigatus reverses epithelial to mesenchymal transition: implications in renal fibrosis. International journal of medical microbiology : IJMM. 2015 Jan; 305(1):11-9. doi: 10.1016/j.ijmm.2014.09.005. [PMID: 25455839]
  • Letícia B Cerqueira, Thais M G de Francisco, João C Gasparetto, Francinete R Campos, Roberto Pontarolo. Development and validation of an HPLC-MS/MS method for the early diagnosis of aspergillosis. PloS one. 2014; 9(4):e92851. doi: 10.1371/journal.pone.0092851. [PMID: 24690884]
  • Maria P Domingo, Cristina Colmenarejo, Luis Martínez-Lostao, Arno Müllbacher, Carmen Jarne, María J Revillo, Pilar Delgado, Lourdes Roc, Jacques F Meis, Antonio Rezusta, Julian Pardo, Eva M Gálvez. Bis(methyl)gliotoxin proves to be a more stable and reliable marker for invasive aspergillosis than gliotoxin and suitable for use in diagnosis. Diagnostic microbiology and infectious disease. 2012 May; 73(1):57-64. doi: 10.1016/j.diagmicrobio.2012.01.012. [PMID: 22480566]
  • Alka Puri, Ajaz Ahmad, Bibhu Prasad Panda. Development of an HPTLC-based diagnostic method for invasive aspergillosis. Biomedical chromatography : BMC. 2010 Aug; 24(8):887-92. doi: 10.1002/bmc.1382. [PMID: 20033890]
  • Banishree Saha, Dipankar Nandi. Farnesyltransferase inhibitors reduce Ras activation and ameliorate acetaminophen-induced liver injury in mice. Hepatology (Baltimore, Md.). 2009 Nov; 50(5):1547-57. doi: 10.1002/hep.23180. [PMID: 19739265]
  • Julie Renwick, Emer P Reeves, Frans B Wientjes, Kevin Kavanagh. Translocation of proteins homologous to human neutrophil p47phox and p67phox to the cell membrane in activated hemocytes of Galleria mellonella. Developmental and comparative immunology. 2007; 31(4):347-59. doi: 10.1016/j.dci.2006.06.007. [PMID: 16920193]
  • Christine Coméra, Karine André, Joëlle Laffitte, Xavier Collet, Pierre Galtier, Isabelle Maridonneau-Parini. Gliotoxin from Aspergillus fumigatus affects phagocytosis and the organization of the actin cytoskeleton by distinct signalling pathways in human neutrophils. Microbes and infection. 2007 Jan; 9(1):47-54. doi: 10.1016/j.micinf.2006.10.009. [PMID: 17196420]
  • Sören V Siegmund, David A Brenner. Molecular pathogenesis of alcohol-induced hepatic fibrosis. Alcoholism, clinical and experimental research. 2005 Nov; 29(11 Suppl):102S-109S. doi: 10.1097/01.alc.0000189275.97419.58. [PMID: 16344593]
  • Marta Stanzani, Enrico Orciuolo, Russell Lewis, Dimitrios P Kontoyiannis, Sergio L R Martins, Lisa S St John, Krishna V Komanduri. Aspergillus fumigatus suppresses the human cellular immune response via gliotoxin-mediated apoptosis of monocytes. Blood. 2005 Mar; 105(6):2258-65. doi: 10.1182/blood-2004-09-3421. [PMID: 15546954]
  • Fanny Bonin, Scott D Ryan, Lamiaa Migahed, Fan Mo, Jessica Lallier, Doug J Franks, Hiroyuki Arai, Steffany A L Bennett. Anti-apoptotic actions of the platelet-activating factor acetylhydrolase I alpha2 catalytic subunit. The Journal of biological chemistry. 2004 Dec; 279(50):52425-36. doi: 10.1074/jbc.m410967200. [PMID: 15456758]
  • M Fox, G Gray, K Kavanagh, C Lewis, S Doyle. Detection of Aspergillus fumigatus mycotoxins: immunogen synthesis and immunoassay development. Journal of microbiological methods. 2004 Feb; 56(2):221-30. doi: 10.1016/j.mimet.2003.10.009. [PMID: 14744451]
  • Alanna M Hurne, Christina L L Chai, Katherine Moerman, Paul Waring. Influx of calcium through a redox-sensitive plasma membrane channel in thymocytes causes early necrotic cell death induced by the epipolythiodioxopiperazine toxins. The Journal of biological chemistry. 2002 Aug; 277(35):31631-8. doi: 10.1074/jbc.m201699200. [PMID: 12063251]
  • L Levine. A combination of lactacystin and 12-O-tetradecanoylphorbol-13-acetate enhances the release of arachidonic acid from cells in cultures: release is reduced in confluent and serum deprived cells. Prostaglandins, leukotrienes, and essential fatty acids. 2000 Dec; 63(6):363-70. doi: 10.1054/plef.2000.0227. [PMID: 11133173]
  • X Zhou, A Zhao, G Goping, P Hirszel. Gliotoxin-induced cytotoxicity proceeds via apoptosis and is mediated by caspases and reactive oxygen species in LLC-PK1 cells. Toxicological sciences : an official journal of the Society of Toxicology. 2000 Mar; 54(1):194-202. doi: 10.1093/toxsci/54.1.194. [PMID: 10746946]
  • B Larsen, H Liu, S Jackman, H Driscoll. Effect of gliotoxin on development of diabetes mellitus in diabetes-prone BB/Wor rats. Annals of clinical and laboratory science. 2000 Jan; 30(1):99-106. doi: . [PMID: 10678591]
  • A M Elsharkawy, M C Wright, R T Hay, M J Arthur, T Hughes, M J Bahr, K Degitz, D A Mann. Persistent activation of nuclear factor-kappaB in cultured rat hepatic stellate cells involves the induction of potentially novel Rel-like factors and prolonged changes in the expression of IkappaB family proteins. Hepatology (Baltimore, Md.). 1999 Sep; 30(3):761-9. doi: 10.1002/hep.510300327. [PMID: 10462383]
  • J P Beaver, C L Stoneman. Exposure of N-acetylglucosamine decreases early in dexamethasone-induced apoptosis in thymocytes, demonstrated by flow cytometry using wheat germ agglutinin and pokeweed mitogen. Immunology and cell biology. 1999 Jun; 77(3):224-35. doi: 10.1046/j.1440-1711.1999.00819.x. [PMID: 10361254]
  • H Perron. [MSRV retrovirus and gliotoxin protein: potential biological markers in multiple sclerosis?]. Annales de biologie clinique. 1998 Jul; 56(4):427-38. doi: . [PMID: 9754278]
  • C Malcus-Vocanson, P Giraud, E Broussolle, H Perron, B Mandrand, G Chazot. A urinary marker for multiple sclerosis. Lancet (London, England). 1998 May; 351(9112):1330. doi: 10.1016/s0140-6736(05)79056-5. [PMID: 9643801]
  • P Sutton, A Moreland, I V Hutchinson, A Müllbacher. Investigation of the potential use of immunosuppressive agent gliotoxin in organ transplantation. Transplantation. 1995 Nov; 60(9):900-2. doi: NULL. [PMID: 7491690]
  • T J Piva. Gliotoxin induces apoptosis in mouse L929 fibroblast cells. Biochemistry and molecular biology international. 1994 Jun; 33(3):411-9. doi: NULL. [PMID: 7524901]
  • P Waring, N Newcombe, M Edel, Q H Lin, H Jiang, A Sjaarda, T Piva, A Mullbacher. Cellular uptake and release of the immunomodulating fungal toxin gliotoxin. Toxicon : official journal of the International Society on Toxinology. 1994 Apr; 32(4):491-504. doi: 10.1016/0041-0101(94)90301-8. [PMID: 7519793]
  • D T Shah, B Larsen. Clinical isolates of yeast produce a gliotoxin-like substance. Mycopathologia. 1991 Dec; 116(3):203-8. doi: 10.1007/bf00436836. [PMID: 1724551]
  • P C McMinn, G M Halliday, P Waring, H K Muller. Langerhans cell depletion in gliotoxin-treated murine epidermis. Pathology. 1991 Jan; 23(1):39-44. doi: 10.3109/00313029109061439. [PMID: 1712093]
  • P C McMinn, G M Halliday, H K Muller. Effects of gliotoxin on Langerhans' cell function: contact hypersensitivity responses and skin graft survival. Immunology. 1990 Sep; 71(1):46-51. doi: NULL. [PMID: 1698716]
  • G Savettieri, D Ferraro, A Chiarini, A Cestelli. Rat CNS cell culture. Enhancement of neuronal survival and delay of glial proliferation by serum from patients with multiple sclerosis. A morphological study. Italian journal of neurological sciences. 1984 Sep; 5(3):311-6. doi: 10.1007/bf02043964. [PMID: 6209241]
  • R TOMPSETT, W McDERMOTT, J G KIDD. Tuberculostatic activity of blood and urine from animals given gliotoxin. Journal of immunology (Baltimore, Md. : 1950). 1950 Jul; 65(1):59-63. doi: NULL. [PMID: 15436984]
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