Rhizoxin (BioDeep_00000614763)

   

natural product


代谢物信息卡片


Rhizoxin

化学式: C35H47NO9 (625.3250652)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1C=CC2C(O2)(C(CC(OC(=O)C3C(O3)CC4CC1OC(=O)C4)C(C)C(C(=CC=CC(=CC5=COC(=N5)C)C)C)OC)O)C
InChI: InChI=1S/C35H47NO9/c1-19(13-25-18-41-23(5)36-25)9-8-10-21(3)32(40-7)22(4)27-17-29(37)35(6)30(45-35)12-11-20(2)26-14-24(16-31(38)42-26)15-28-33(43-28)34(39)44-27/h8-13,18,20,22,24,26-30,32-33,37H,14-17H2,1-7H3/b9-8+,12-11+,19-13+,21-10+/t20-,22+,24+,26-,27+,28+,29+,30-,32+,33-,35-/m1/s1

描述信息

An macrolide antibiotic isolated from the pathogenic plant fungus Rhizopus microsporus. It also exhibits antitumour and antimitotic activity.
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C273 - Antimitotic Agent
D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators
D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents

同义名列表

1 个代谢物同义名

Rhizoxin



数据库引用编号

8 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)

24 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

  • Cecilio Valadez-Cano, Roberto Olivares-Hernández, Astrid N Espino-Vázquez, Laila P Partida-Martínez. Genome-Scale Model of Rhizopus microsporus: Metabolic integration of a fungal holobiont with its bacterial and viral endosymbionts. Environmental microbiology. 2024 Jan; 26(1):e16551. doi: 10.1111/1462-2920.16551. [PMID: 38072824]
  • Ingrid Richter, Silvia Radosa, Zoltán Cseresnyés, Iuliia Ferling, Hannah Büttner, Sarah P Niehs, Ruman Gerst, Kirstin Scherlach, Marc Thilo Figge, Falk Hillmann, Christian Hertweck. Toxin-Producing Endosymbionts Shield Pathogenic Fungus against Micropredators. mBio. 2022 10; 13(5):e0144022. doi: 10.1128/mbio.01440-22. [PMID: 36005392]
  • Kasumi Takeuchi, Naomi Noda, Yuichi Katayose, Yoshiyuki Mukai, Hisataka Numa, Kosumi Yamada, Nobutaka Someya. Rhizoxin analogs contribute to the biocontrol activity of a newly isolated pseudomonas strain. Molecular plant-microbe interactions : MPMI. 2015 Mar; 28(3):333-42. doi: 10.1094/mpmi-09-14-0294-fi. [PMID: 25496595]
  • Nadine Moebius, Zerrin Üzüm, Jan Dijksterhuis, Gerald Lackner, Christian Hertweck. Active invasion of bacteria into living fungal cells. eLife. 2014 Sep; 3(?):e03007. doi: 10.7554/elife.03007. [PMID: 25182414]
  • Yasufumi Kobayashi, Yuriko Kobayashi, Miki Sugimoto, Venkatachalam Lakshmanan, Satoshi Iuchi, Masatomo Kobayashi, Harsh P Bais, Hiroyuki Koyama. Characterization of the complex regulation of AtALMT1 expression in response to phytohormones and other inducers. Plant physiology. 2013 Jun; 162(2):732-40. doi: 10.1104/pp.113.218065. [PMID: 23624855]
  • Björn Kusebauch, Benjamin Busch, Kirstin Scherlach, Martin Roth, Christian Hertweck. Polyketide-chain branching by an enzymatic Michael addition. Angewandte Chemie (International ed. in English). 2009; 48(27):5001-4. doi: 10.1002/anie.200900277. [PMID: 19266509]
  • Ashraf S Ibrahim, Teclegiorgis Gebremariam, Mingfu Liu, Georgios Chamilos, Dimitrios Kontoyiannis, Richard Mink, Kyung J Kwon-Chung, Yue Fu, Christopher D Skory, John E Edwards, Brad Spellberg. Bacterial endosymbiosis is widely present among zygomycetes but does not contribute to the pathogenesis of mucormycosis. The Journal of infectious diseases. 2008 Oct; 198(7):1083-90. doi: 10.1086/591461. [PMID: 18694335]
  • Joyce E Loper, Marcella D Henkels, Brenda T Shaffer, Frederick A Valeriote, Harald Gross. Isolation and identification of rhizoxin analogs from Pseudomonas fluorescens Pf-5 by using a genomic mining strategy. Applied and environmental microbiology. 2008 May; 74(10):3085-93. doi: 10.1128/aem.02848-07. [PMID: 18344330]
  • Nicole Brendel, Laila P Partida-Martinez, Kirstin Scherlach, Christian Hertweck. A cryptic PKS-NRPS gene locus in the plant commensal Pseudomonas fluorescens Pf-5 codes for the biosynthesis of an antimitotic rhizoxin complex. Organic & biomolecular chemistry. 2007 Jul; 5(14):2211-3. doi: 10.1039/b707762a. [PMID: 17609750]
  • Laila P Partida-Martinez, Christian Hertweck. Pathogenic fungus harbours endosymbiotic bacteria for toxin production. Nature. 2005 Oct; 437(7060):884-8. doi: 10.1038/nature03997. [PMID: 16208371]
  • Ian R Sanders. Microbiology: conspirators in blight. Nature. 2005 Oct; 437(7060):823-4. doi: 10.1038/437823a. [PMID: 16208353]
  • M Roberge, B Cinel, H J Anderson, L Lim, X Jiang, L Xu, C M Bigg, M T Kelly, R J Andersen. Cell-based screen for antimitotic agents and identification of analogues of rhizoxin, eleutherobin, and paclitaxel in natural extracts. Cancer research. 2000 Sep; 60(18):5052-8. doi: ". [PMID: 11016628]
  • A W Tolcher, C Aylesworth, J Rizzo, E Izbicka, E Campbell, J Kuhn, G Weiss, D D Von Hoff, E K Rowinsky. A phase I study of rhizoxin (NSC 332598) by 72-hour continuous intravenous infusion in patients with advanced solid tumors. Annals of oncology : official journal of the European Society for Medical Oncology. 2000 Mar; 11(3):333-8. doi: 10.1023/a:1008398725442. [PMID: 10811501]
  • B C Goh, G F Fleming, L Janisch, N J Vogelzang, W M Stadler, M J Ratain. Development of a schedule-dependent population pharmacodynamic model for rhizoxin without quantitation of plasma concentrations. Cancer chemotherapy and pharmacology. 2000; 45(6):489-94. doi: 10.1007/s002800051024. [PMID: 10854137]
  • H L McLeod, L S Murray, J Wanders, A Setanoians, M A Graham, N Pavlidis, B Heinrich, W W ten Bokkel Huinink, D J Wagener, S Aamdal, J Verweij. Multicentre phase II pharmacological evaluation of rhizoxin. Eortc early clinical studies (ECSG)/pharmacology and molecular mechanisms (PAMM) groups. British journal of cancer. 1996 Dec; 74(12):1944-8. doi: 10.1038/bjc.1996.657. [PMID: 8980394]
  • D J Kerr, G J Rustin, S B Kaye, P Selby, N M Bleehen, P Harper, M H Brampton. Phase II trials of rhizoxin in advanced ovarian, colorectal and renal cancer. British journal of cancer. 1995 Nov; 72(5):1267-9. doi: 10.1038/bjc.1995.498. [PMID: 7577480]
  • Y Li, Y Koiso, H Kobayashi, Y Hashimoto, S Iwasaki. Ustiloxins, new antimitotic cyclic peptides: interaction with porcine brain tubulin. Biochemical pharmacology. 1995 May; 49(10):1367-72. doi: 10.1016/0006-2952(95)00072-8. [PMID: 7763278]
  • T Tokui, C Kuroiwa, Y Tokui, K Sasagawa, K Kawai, T Kobayashi, T Ikeda, T Komai. Contribution of serum lipoproteins as carriers of antitumour agent RS-1541 (palmitoyl rhizoxin) in mice. Biopharmaceutics & drug disposition. 1994 Mar; 15(2):93-107. doi: 10.1002/bdd.2510150202. [PMID: 8011970]
  • S B Kaye, P Workman, M A Graham, J Cassidy, D Jodrell. Pharmacokinetics and early clinical studies of selected new drugs. Cancer surveys. 1993; 17(?):371-96. doi: NULL. [PMID: 8137348]
  • H R Hendriks, J Plowman, D P Berger, K D Paull, H H Fiebig, O Fodstad, H C Dreef-van der Meulen, R E Henrar, H M Pinedo, G Schwartsmann. Preclinical antitumour activity and animal toxicology studies of rhizoxin, a novel tubulin-interacting agent. Annals of oncology : official journal of the European Society for Medical Oncology. 1992 Nov; 3(9):755-63. doi: 10.1093/oxfordjournals.annonc.a058334. [PMID: 1450065]
  • D Bissett, M A Graham, A Setanoians, G A Chadwick, P Wilson, I Koier, R Henrar, G Schwartsmann, J Cassidy, S B Kaye. Phase I and pharmacokinetic study of rhizoxin. Cancer research. 1992 May; 52(10):2894-8. doi: NULL. [PMID: 1581905]
  • M A Graham, D Bissett, A Setanoians, T Hamilton, D J Kerr, R Henrar, S B Kaye. Preclinical and phase I studies with rhizoxin to apply a pharmacokinetically guided dose-escalation scheme. Journal of the National Cancer Institute. 1992 Apr; 84(7):494-500. doi: 10.1093/jnci/84.7.494. [PMID: 1545439]
  • T Tsuruo, T Oh-hara, H Iida, S Tsukagoshi, Z Sato, I Matsuda, S Iwasaki, S Okuda, F Shimizu, K Sasagawa. Rhizoxin, a macrocyclic lactone antibiotic, as a new antitumor agent against human and murine tumor cells and their vincristine-resistant sublines. Cancer research. 1986 Jan; 46(1):381-5. doi: . [PMID: 3753552]