Novobiocin (BioDeep_00000410507)

Main id: BioDeep_00000001812

 

PANOMIX_OTCML-2023


代谢物信息卡片


Novobiocin

化学式: C31H36N2O11 (612.2318986)
中文名称: 新生霉素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=CCc1cc(ccc1O)C(=O)Nc1c(c2ccc(c(C)c2oc1=O)O[C@H]1[C@@H]([C@@H]([C@H](C(C)(C)O1)OC)OC(=O)N)O)O)C
InChI: InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/t23-,25+,26-,29-/m1/s1

描述信息

D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
A coumarin-derived antibiotic obtained from Streptomyces niveus.
C254 - Anti-Infective Agent > C258 - Antibiotic
Origin: Microbe, Coumarins
Novobiocin (Albamycin) is a potent and orally active antibiotic. Novobiocin also is a DNA gyrase inhibitor and a heat shock protein 90 (Hsp90) antagonist. Novobiocin has the potential for the research of highly beta-lactam-resistant pneumococcal infections. Novobiocin shows anti-orthopoxvirus activity[1][2][3][4][6].

同义名列表

3 个代谢物同义名

Novobiocin; Albamycin; Cathomycin



数据库引用编号

17 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)

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

  • Jinxin Zhang, Lixia Liu, Yan Li, Yaling Huang, Senbo Xiao, Zihao Deng, Zhenming Zheng, Jieyou Li, Manfeng Liang, Guantai Xie, Xiao Chen, Yaotang Deng, Wenchong Tan, Hairou Su, Guibing Wu, Chunqing Cai, Xuemei Chen, Fei Zou. HSP90 C-terminal domain inhibition promotes VDAC1 oligomerization via decreasing K274 mono-ubiquitination in Hepatocellular Carcinoma. Neoplasia (New York, N.Y.). 2023 Sep; 44(?):100935. doi: 10.1016/j.neo.2023.100935. [PMID: 37717471]
  • Kazushige Sasaki, Hisashi Takada, Chigusa Hayashi, Kouhei Ohya, Yuko Yamaguchi, Yoshiaki Takahashi, Masayuki Igarashi, Masakatsu Shibasaki. Synthesis of novobiocin derivatives and evaluation of their antigonococcal activity and pharmacokinetics. Bioorganic & medicinal chemistry. 2023 09; 92(?):117381. doi: 10.1016/j.bmc.2023.117381. [PMID: 37506559]
  • Sameera Firdous, Showkat H Bhat, Safeena Aziz, Muneeza Jehangir, Sobiya Syeed, Zainab Iqra, Mohammad Abrar Ahmad, Shahid Rasool, Aadil Khursheed, Aabid Hussain Shalla, Arsheed A Ganaie, Manzoor A Rather. Antibacterial potential of Thymus linearis essential oil collected from Wasturwan mountain: A combination of experimental and theoretical studies involving in silico molecular docking simulation of the major compounds against Novobiocin-resistant mutant of DNA Gyrase-B. Microbial pathogenesis. 2023 Aug; ?(?):106280. doi: 10.1016/j.micpath.2023.106280. [PMID: 37541555]
  • Yinghui Gao, Huanhuan Wang, Yazhuo Hu, JianHua Li, Weihao Xu, LiBo Zhao, Xiaofeng Su, Jiming Han, Tianzhi Li, Xiangqun Fang, Lin Liu. Whole-genome metagenomic analysis of the oral microbiota in patients with obstructive sleep apnea. Sleep & breathing = Schlaf & Atmung. 2023 08; 27(4):1383-1398. doi: 10.1007/s11325-022-02732-w. [PMID: 36401059]
  • Mohamed Abdel-Monem El-Sakhawy. Combinational Effect of Selected Medicinal Plants and Antibiotics Against Pathogenic Bacteria. Pakistan journal of biological sciences : PJBS. 2023 Feb; 26(3):108-118. doi: 10.3923/pjbs.2023.108.118. [PMID: 37480267]
  • Meng Li, Xianlan She, Yufei Ou, Jiangxin Liu, Zaifeng Yuan, Qin-Shi Zhao. Design, synthesis and biological evaluation of a new class of Hsp90 inhibitors vibsanin C derivatives. European journal of medicinal chemistry. 2022 Dec; 244(?):114844. doi: 10.1016/j.ejmech.2022.114844. [PMID: 36274275]
  • Rongrong Li, Bin Yin, Deyu Zeng, Zhenyang Liu. A novobiocin derivative, XN4, triggers ferroptosis in gastric cancer cells via the activation of NOX4. Pharmaceutical biology. 2022 Dec; 60(1):1449-1457. doi: 10.1080/13880209.2022.2099431. [PMID: 35938505]
  • Kristina Klobucar, Emily Jardine, Maya A Farha, Marc R MacKinnon, Meghan Fragis, Brenda Nkonge, Timsy Bhando, Louis Borrillo, Caressa N Tsai, Jarrod W Johnson, Brian K Coombes, Jakob Magolan, Eric D Brown. Genetic and Chemical Screening Reveals Targets and Compounds to Potentiate Gram-Positive Antibiotics against Gram-Negative Bacteria. ACS infectious diseases. 2022 10; 8(10):2187-2197. doi: 10.1021/acsinfecdis.2c00357. [PMID: 36098580]
  • Kaitlyn Varela, Hafij Al Mahmud, Hadi D Arman, Luis R Martinez, Catherine A Wakeman, Francis K Yoshimoto. Autoxidation of a C2-Olefinated Dihydroartemisinic Acid Analogue to Form an Aromatic Ring: Application to Serrulatene Biosynthesis. Journal of natural products. 2022 04; 85(4):951-962. doi: 10.1021/acs.jnatprod.1c01101. [PMID: 35357832]
  • Jing Han, Caiyu Li, Zhi Dai, Juanhui Duan, Wen Cai, Yong Wang, Youcai Zhang. Yinzhihuang Oral Liquid Ameliorates Hyperbilirubinemia Induced by δ-Aminolevulinic Acid and Novobiocin in Neonatal Rats. Chemistry & biodiversity. 2021 Aug; 18(8):e2100222. doi: 10.1002/cbdv.202100222. [PMID: 34085382]
  • Kei Suzuki, Kazuhiro Taniyama, Takao Aoyama, Yoshiaki Watanabe. Usefulness of novobiocin as a selective inhibitor of intestinal breast cancer resistance protein (Bcrp) in rats. Xenobiotica; the fate of foreign compounds in biological systems. 2020 Sep; 50(9):1121-1127. doi: 10.1080/00498254.2019.1708514. [PMID: 31868552]
  • Roberto Defez, Anna Valenti, Anna Andreozzi, Silvia Romano, Maria Ciaramella, Paolo Pesaresi, Sara Forlani, Carmen Bianco. New Insights into Structural and Functional Roles of Indole-3-acetic acid (IAA): Changes in DNA Topology and Gene Expression in Bacteria. Biomolecules. 2019 09; 9(10):. doi: 10.3390/biom9100522. [PMID: 31547634]
  • Yu-Ming M Huang, Jason Munguia, Yinglong Miao, Victor Nizet, J Andrew McCammon. Docking simulation and antibiotic discovery targeting the MlaC protein in Gram-negative bacteria. Chemical biology & drug design. 2019 04; 93(4):647-652. doi: 10.1111/cbdd.13462. [PMID: 30570806]
  • Davide Benedetto Tiz, Žiga Skok, Martina Durcik, Tihomir Tomašič, Lucija Peterlin Mašič, Janez Ilaš, Anamarija Zega, Gábor Draskovits, Tamás Révész, Ákos Nyerges, Csaba Pál, Cristina D Cruz, Päivi Tammela, Dušan Žigon, Danijel Kikelj, Nace Zidar. An optimised series of substituted N-phenylpyrrolamides as DNA gyrase B inhibitors. European journal of medicinal chemistry. 2019 Apr; 167(?):269-290. doi: 10.1016/j.ejmech.2019.02.004. [PMID: 30776691]
  • Min Yang, Charlie Fehl, Karen V Lees, Eng-Kiat Lim, Wendy A Offen, Gideon J Davies, Dianna J Bowles, Matthew G Davidson, Stephen J Roberts, Benjamin G Davis. Functional and informatics analysis enables glycosyltransferase activity prediction. Nature chemical biology. 2018 12; 14(12):1109-1117. doi: 10.1038/s41589-018-0154-9. [PMID: 30420693]
  • Fazul Nabi, Muhammad K Iqbal, Hui Zhang, Mujeeb Ur Rehman, Muhammad Shahzad, Shucheng Huang, Zhaoqing Han, Khalid Mehmood, Nisar Ahmed, Bahram Chachar, Muhammad A Arain, Jiakui Li. Clinical efficiency and safety of Hsp90 inhibitor Novobiocin in avian tibial dyschondroplasia. Journal of veterinary pharmacology and therapeutics. 2018 Dec; 41(6):902-911. doi: 10.1111/jvp.12692. [PMID: 30004119]
  • Anshulika Sable, Krishan M Rai, Amit Choudhary, Vikash K Yadav, Sudhir K Agarwal, Samir V Sawant. Inhibition of Heat Shock proteins HSP90 and HSP70 induce oxidative stress, suppressing cotton fiber development. Scientific reports. 2018 02; 8(1):3620. doi: 10.1038/s41598-018-21866-0. [PMID: 29483524]
  • Guoxuan Sun, Pedro Ernesto de Resende, Paul Stapleton, Martyna Kuta, Xiangtao Wang, Shozeb Haider, Min Yang. Regioselective glycosylation of novobiocin alters activity. Carbohydrate research. 2017 Nov; 452(?):116-121. doi: 10.1016/j.carres.2017.10.011. [PMID: 29096184]
  • Li-Dong Shao, Jia Su, Baixin Ye, Jiang-Xin Liu, Zhi-Li Zuo, Yan Li, Yue-Ying Wang, Chengfeng Xia, Qin-Shi Zhao. Design, Synthesis, and Biological Activities of Vibsanin B Derivatives: A New Class of HSP90 C-Terminal Inhibitors. Journal of medicinal chemistry. 2017 11; 60(21):9053-9066. doi: 10.1021/acs.jmedchem.7b01395. [PMID: 29019670]
  • Ramandeep Kaur, Sundeep Kaur Manjal, Ravindra K Rawal, Kapil Kumar. Recent synthetic and medicinal perspectives of tryptanthrin. Bioorganic & medicinal chemistry. 2017 09; 25(17):4533-4552. doi: 10.1016/j.bmc.2017.07.003. [PMID: 28720329]
  • Aida Lahmar, Ahmed Bedoui, Imen Mokdad-Bzeouich, Zaineb Dhaouifi, Zahar Kalboussi, Imed Cheraif, Kamel Ghedira, Leila Chekir-Ghedira. Reversal of resistance in bacteria underlies synergistic effect of essential oils with conventional antibiotics. Microbial pathogenesis. 2017 May; 106(?):50-59. doi: 10.1016/j.micpath.2016.10.018. [PMID: 27815129]
  • Lucas Buruaem Moreira, Luciane Alves Maranho, Rosa María Baena-Nogueras, Pablo Antonio Lara-Martín, Maria Laura Martín-Díaz. Effects of novobiocin and methotrexate on the benthic amphipod Ampelisca brevicornis exposed to spiked sediments. Marine environmental research. 2016 Dec; 122(?):169-177. doi: 10.1016/j.marenvres.2016.11.003. [PMID: 27829510]
  • Thanyaluck Siriyong, Sasitorn Chusri, Potjanee Srimanote, Varomyalin Tipmanee, Supayang Piyawan Voravuthikunchai. Holarrhena antidysenterica Extract and Its Steroidal Alkaloid, Conessine, as Resistance-Modifying Agents Against Extensively Drug-Resistant Acinetobacter baumannii. Microbial drug resistance (Larchmont, N.Y.). 2016 Jun; 22(4):273-82. doi: 10.1089/mdr.2015.0194. [PMID: 26745443]
  • Gabriela V Aguirre-Martínez, T Angel DelValls, M Laura Martín-Díaz. General stress, detoxification pathways, neurotoxicity and genotoxicity evaluated in Ruditapes philippinarum exposed to human pharmaceuticals. Ecotoxicology and environmental safety. 2016 Feb; 124(?):18-31. doi: 10.1016/j.ecoenv.2015.09.031. [PMID: 26436477]
  • Thatyane M Nobre, Michael W Martynowycz, Konstantin Andreev, Ivan Kuzmenko, Hiroshi Nikaido, David Gidalevitz. Modification of Salmonella Lipopolysaccharides Prevents the Outer Membrane Penetration of Novobiocin. Biophysical journal. 2015 Dec; 109(12):2537-2545. doi: 10.1016/j.bpj.2015.10.013. [PMID: 26682812]
  • Mariusz Grinholc, Aleksandra Rodziewicz, Katarzyna Forys, Aleksandra Rapacka-Zdonczyk, Anna Kawiak, Anna Domachowska, Grzegorz Golunski, Christiane Wolz, Lili Mesak, Karsten Becker, Krzysztof P Bielawski. Fine-tuning recA expression in Staphylococcus aureus for antimicrobial photoinactivation: importance of photo-induced DNA damage in the photoinactivation mechanism. Applied microbiology and biotechnology. 2015 Nov; 99(21):9161-76. doi: 10.1007/s00253-015-6863-z. [PMID: 26252968]
  • Gabriela V Aguirre-Martínez, Angel T DelValls, M Laura Martín-Díaz. Yes, caffeine, ibuprofen, carbamazepine, novobiocin and tamoxifen have an effect on Corbicula fluminea (Müller, 1774). Ecotoxicology and environmental safety. 2015 Oct; 120(?):142-54. doi: 10.1016/j.ecoenv.2015.05.036. [PMID: 26072195]
  • Jun-Gu Noh, Han-Eul Jeon, Jae-Seong So, Woo-Suk Chang. Effects of the Bradyrhizobium japonicum waaL (rfaL) Gene on Hydrophobicity, Motility, Stress Tolerance, and Symbiotic Relationship with Soybeans. International journal of molecular sciences. 2015 Jul; 16(8):16778-91. doi: 10.3390/ijms160816778. [PMID: 26213919]
  • Fitsum Dulo, Aklilu Feleke, Barbara Szonyi, Reinhard Fries, Maximilian P O Baumann, Delia Grace. Isolation of Multidrug-Resistant Escherichia coli O157 from Goats in the Somali Region of Ethiopia: A Cross-Sectional, Abattoir-Based Study. PloS one. 2015; 10(11):e0142905. doi: 10.1371/journal.pone.0142905. [PMID: 26561414]
  • Gregory S Basarab, Patrick Brassil, Peter Doig, Vincent Galullo, Howard B Haimes, Gunther Kern, Amy Kutschke, John McNulty, Virna J A Schuck, Gregory Stone, Madhusudhan Gowravaram. Novel DNA gyrase inhibiting spiropyrimidinetriones with a benzisoxazole scaffold: SAR and in vivo characterization. Journal of medicinal chemistry. 2014 Nov; 57(21):9078-95. doi: 10.1021/jm501174m. [PMID: 25286019]
  • Wen-xi Xu, Lu Zhang, Jun-tao Mai, Ru-chao Peng, En-zhuo Yang, Chao Peng, Hong-hai Wang. The Wag31 protein interacts with AccA3 and coordinates cell wall lipid permeability and lipophilic drug resistance in Mycobacterium smegmatis. Biochemical and biophysical research communications. 2014 Jun; 448(3):255-60. doi: 10.1016/j.bbrc.2014.04.116. [PMID: 24792177]
  • Micaela Cerletti, María J Martínez, María I Giménez, Diego E Sastre, Roberto A Paggi, Rosana E De Castro. The LonB protease controls membrane lipids composition and is essential for viability in the extremophilic haloarchaeon Haloferax volcanii. Environmental microbiology. 2014 Jun; 16(6):1779-92. doi: 10.1111/1462-2920.12385. [PMID: 24428705]
  • Sasitorn Chusri, Pinanong Na-Phatthalung, Thanyaluck Siriyong, Supakit Paosen, Supayang P Voravuthikunchai. Holarrhena antidysenterica as a resistance modifying agent against Acinetobacter baumannii: Its effects on bacterial outer membrane permeability and efflux pumps. Microbiological research. 2014 May; 169(5-6):417-24. doi: 10.1016/j.micres.2013.09.004. [PMID: 24103863]
  • Jianli Wang, Wenjian Ma, Zhou Wang, Ye Li, Xiaoyuan Wang. Construction and characterization of an Escherichia coli mutant producing Kdo₂-lipid A. Marine drugs. 2014 Mar; 12(3):1495-511. doi: 10.3390/md12031495. [PMID: 24633251]
  • Tamás Kaucsár, Csaba Bodor, Mária Godó, Csaba Szalay, Csaba Révész, Zalán Németh, Miklós Mózes, Gábor Szénási, László Rosivall, Csaba Sőti, Péter Hamar. LPS-induced delayed preconditioning is mediated by Hsp90 and involves the heat shock response in mouse kidney. PloS one. 2014; 9(3):e92004. doi: 10.1371/journal.pone.0092004. [PMID: 24646925]
  • G V Aguirre-Martínez, T A Del Valls, M L Martín-Díaz. Early responses measured in the brachyuran crab Carcinus maenas exposed to carbamazepine and novobiocin: application of a 2-tier approach. Ecotoxicology and environmental safety. 2013 Nov; 97(?):47-58. doi: 10.1016/j.ecoenv.2013.07.002. [PMID: 23916015]
  • Niccole Carner, Zachary S Carroll, Sharon C Long. A comparison of rapid bacterial methods to U.S. EPA-approved methods for biosolids. Water environment research : a research publication of the Water Environment Federation. 2013 Jul; 85(7):643-9. doi: 10.2175/106143013x13596524515942. [PMID: 23944146]
  • Aurijit Sarkar, Kelcey C Anderson, Glen E Kellogg. Computational analysis of structure-based interactions and ligand properties can predict efflux effects on antibiotics. European journal of medicinal chemistry. 2012 Jun; 52(?):98-110. doi: 10.1016/j.ejmech.2012.03.008. [PMID: 22483632]
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  • Elena B Tikhonova, Yoichi Yamada, Helen I Zgurskaya. Sequential mechanism of assembly of multidrug efflux pump AcrAB-TolC. Chemistry & biology. 2011 Apr; 18(4):454-63. doi: 10.1016/j.chembiol.2011.02.011. [PMID: 21513882]
  • Ngoc Quang Tran, Xuan Hoi Pham, Renu Tuteja, Narendra Tuteja. Inhibition of unwinding and ATPase activities of pea MCM6 DNA helicase by actinomycin and nogalamycin. Plant signaling & behavior. 2011 Mar; 6(3):327-9. doi: 10.4161/psb.6.3.13355. [PMID: 21336027]
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