Blasticidin S (BioDeep_00000003361)

 

Secondary id: BioDeep_00001028330

human metabolite Endogenous Volatile Flavor Compounds


代谢物信息卡片


(2S,3S,6R)-3-{[(3R)-3-amino-1-hydroxy-5-(N-methylcarbamimidamido)pentylidene]amino}-6-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-3,6-dihydro-2H-pyran-2-carboxylate

化学式: C17H26N8O5 (422.2026066)
中文名称: 布拉叶斯
谱图信息: 最多检出来源 Anoectochilus roxburghii(viridiplantae) 2.33%

分子结构信息

SMILES: CN(CCC(CC(=O)NC1C=CC(OC1C(=O)O)N2C=CC(=NC2=O)N)N)C(=N)N
InChI: InChI=1S/C17H26N8O5/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29)

描述信息

Contact fungicide used against rice blast disease in Japan Blasticidin S is an antibiotic used to select transformed cells in genetic engineering. In short, DNA of interest is fused to DNA encoding a resistance gene, and then is transformed into cells. After allowing time for recovery and for cells to begin transcribing and translating their new DNA, blasticidin is added. Now only the cells that have the new DNA can grow
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
KEIO_ID B019; [MS3] KO008877
KEIO_ID B019; [MS2] KO008876
D004791 - Enzyme Inhibitors
KEIO_ID B019

同义名列表

18 个代谢物同义名

(2S,3S,6R)-3-{[(3R)-3-amino-1-hydroxy-5-(N-methylcarbamimidamido)pentylidene]amino}-6-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-3,6-dihydro-2H-pyran-2-carboxylate; (2S,3S,6R)-6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-[(3R)-3-amino-5-(1-methylcarbamimidamido)pentanamido]-3,6-dihydro-2H-pyran-2-carboxylic acid; (2S,3S,6R)-3-[[3-amino-5-[carbamimidoyl(methyl)amino]pentanoyl]amino]-6-(4-amino-2-oxopyrimidin-1-yl)-3,6-dihydro-2H-pyran-2-carboxylic acid; (2S,3S,6R)-6-(4-amino-2-oxopyrimidin-1-yl)-3-[(3R)-3-amino-5-(1-methylcarbamimidamido)pentanamido]-3,6-dihydro-2H-pyran-2-carboxylic acid; Blasticidin S, monohydrochloride, (S)-isomer; Blasticidin S, carbamodithioate, (S)-isomer; Blasticidin S, dodecyl sulfate, (S)-isomer; Blasticidin S, methyl sulfate, (S)-isomer; Blasticidin S, hydrochloride, (S)-isomer; Antibiotic a 83094C; Antibiotic 21544; blasticidin-S; Blasticidin S; NSC 91770; Cytovirin; a 83094C; Bla-S; Blasticidin S



数据库引用编号

35 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

  • Jiahua Guo, Yi Bai, Zhi Chen, Jiezhang Mo, Qi Li, Haotian Sun, Qiang Zhang. Transcriptomic analysis suggests the inhibition of DNA damage repair in green alga Raphidocelis subcapitata exposed to roxithromycin. Ecotoxicology and environmental safety. 2020 Sep; 201(?):110737. doi: 10.1016/j.ecoenv.2020.110737. [PMID: 32505758]
  • Abdelghani Mahmoudi, Mihaela Tertiş, Laura-Mihaela Simon, Ann Van Schepdael, Silvia De Francia, Lia-Monica Junie, Robert Săndulescu. Correlated quantification using microbiological and electrochemical assays for roxithromycin determination in biological and pharmaceutical samples. Talanta. 2020 May; 211(?):120703. doi: 10.1016/j.talanta.2019.120703. [PMID: 32070606]
  • Xiang Liu, Chen Chen, Xiaoying Zhang. Drug-drug interaction of acetaminophen and roxithromycin with the cocktail of cytochrome P450 and hepatotoxicity in rats. International journal of medical sciences. 2020; 17(3):414-421. doi: 10.7150/ijms.38527. [PMID: 32132876]
  • X F Gu, X M Chen, H J Chen, T T Xu, Z W Qiu, D D Sun, X T Ge, S M Ying, Y R Dai. [The role of S100A8/RAGE and Caveolin-1 and the effect of roxithromycin on their expression in a rat model of neutrophilic asthma]. Zhonghua jie he he hu xi za zhi = Zhonghua jiehe he huxi zazhi = Chinese journal of tuberculosis and respiratory diseases. 2019 Nov; 42(11):845-851. doi: 10.3760/cma.j.issn.1001-0939.2019.11.012. [PMID: 31694095]
  • X F Gu, H J Chen, X M Chen, T T Xu, Z W Qiu, L Q Wu, W Dai, S M Ying, Y R Dai. [Expression of RAGE in asthmatic rats and the intervention of Roxithromycin]. Zhonghua yi xue za zhi. 2019 Aug; 99(32):2542-2546. doi: 10.3760/cma.j.issn.0376-2491.2019.32.015. [PMID: 31484284]
  • Syed Faheem Askari Rizvi, Saleha Tariq, Muhammad Mehdi, Ahmad Junaid Hassan. Synthesis of 99m Tc-roxithromycin: A novel diagnostic agent to discriminate between septic and aseptic inflammation. Chemical biology & drug design. 2019 06; 93(6):1166-1174. doi: 10.1111/cbdd.13412. [PMID: 30370631]
  • Yu Ke, Xiaoye Zhang, Caikun Liu, Meng Xiao, Hong Li, Jiachen Fan, Pengcheng Fu, Shuhao Wang, Fei Zan, Gang Wu. Polypseudorotaxane functionalized magnetic nanoparticles as a dual responsive carrier for roxithromycin delivery. Materials science & engineering. C, Materials for biological applications. 2019 Jun; 99(?):159-170. doi: 10.1016/j.msec.2019.01.078. [PMID: 30889688]
  • Qian Xiong, Li-Xin Hu, You-Sheng Liu, Tuan-Tuan Wang, Guang-Guo Ying. New insight into the toxic effects of chloramphenicol and roxithromycin to algae using FTIR spectroscopy. Aquatic toxicology (Amsterdam, Netherlands). 2019 Feb; 207(?):197-207. doi: 10.1016/j.aquatox.2018.12.017. [PMID: 30584953]
  • C Behr, S Sperber, X Jiang, V Strauss, H Kamp, T Walk, M Herold, K Beekmann, I M C M Rietjens, B van Ravenzwaay. Microbiome-related metabolite changes in gut tissue, cecum content and feces of rats treated with antibiotics. Toxicology and applied pharmacology. 2018 09; 355(?):198-210. doi: 10.1016/j.taap.2018.06.028. [PMID: 30008377]
  • Yixin Ge, Jae Hoon Lee, Baishi Hu, Youfu Zhao. Loss-of-Function Mutations in the Dpp and Opp Permeases Render Erwinia amylovora Resistant to Kasugamycin and Blasticidin S. Molecular plant-microbe interactions : MPMI. 2018 08; 31(8):823-832. doi: 10.1094/mpmi-01-18-0007-r. [PMID: 29474798]
  • Giuseppe Maiolino, Giulio Ceolotto, Michele Battistel, Giulio Barbiero, Maurizio Cesari, Laurence Amar, Brasilina Caroccia, Roberto Padrini, Michel Azizi, Gian Paolo Rossi. Macrolides for KCNJ5-mutated aldosterone-producing adenoma (MAPA): design of a study for personalized diagnosis of primary aldosteronism. Blood pressure. 2018 08; 27(4):200-205. doi: 10.1080/08037051.2018.1436961. [PMID: 29409357]
  • Mengling Xia, Hui Xu, Wei Dai, Cong Zhu, Liqin Wu, Sunshun Yan, Xiangting Ge, Wangfeng Zhou, Cuicui Chen, Yuanrong Dai. The role of HDAC2 in cigarette smoke-induced airway inflammation in a murine model of asthma and the effect of intervention with roxithromycin. The Journal of asthma : official journal of the Association for the Care of Asthma. 2018 04; 55(4):337-344. doi: 10.1080/02770903.2017.1337788. [PMID: 28960099]
  • Zhenhua Yan, Guanghua Lu, Hongwei Sun, Binni Ma. Influence of multi-walled carbon nanotubes on the effects of roxithromycin in crucian carp (Carassius auratus) in the presence of natural organic matter. Chemosphere. 2017 Jul; 178(?):165-172. doi: 10.1016/j.chemosphere.2017.03.043. [PMID: 28324838]
  • Jack R Davison, Katheryn M Lohith, Xiaoning Wang, Kostyantyn Bobyk, Sivakoteswara R Mandadapu, Su-Lin Lee, Regina Cencic, Justin Nelson, Scott Simpkins, Karen M Frank, Jerry Pelletier, Chad L Myers, Jeff Piotrowski, Harold E Smith, Carole A Bewley. A New Natural Product Analog of Blasticidin S Reveals Cellular Uptake Facilitated by the NorA Multidrug Transporter. Antimicrobial agents and chemotherapy. 2017 06; 61(6):. doi: 10.1128/aac.02635-16. [PMID: 28373194]
  • Qing-Mei Pei, Ping Jiang, Min Yang, Xue-Jiao Qian, Jiang-Bo Liu, Sung-Ho Kim. Roxithromycin inhibits VEGF-induced human airway smooth muscle cell proliferation: Opportunities for the treatment of asthma. Experimental cell research. 2016 10; 347(2):378-84. doi: 10.1016/j.yexcr.2016.08.024. [PMID: 27587274]
  • Anthony L Shiver, Hendrik Osadnik, George Kritikos, Bo Li, Nevan Krogan, Athanasios Typas, Carol A Gross. A Chemical-Genomic Screen of Neglected Antibiotics Reveals Illicit Transport of Kasugamycin and Blasticidin S. PLoS genetics. 2016 06; 12(6):e1006124. doi: 10.1371/journal.pgen.1006124. [PMID: 27355376]
  • Jie Ding, Fengshuang Zhang, Xiaopan Zhang, Long Wang, Changjia Wang, Qi Zhao, Yang Xu, Lan Ding, Nanqi Ren. Determination of roxithromycin from human plasma samples based on magnetic surface molecularly imprinted polymers followed by liquid chromatography-tandem mass spectromer. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 May; 1021(?):221-228. doi: 10.1016/j.jchromb.2015.08.001. [PMID: 26300321]
  • Qing Yan, Guozhong Feng, Xu Gao, Chengxiao Sun, Jin-song Guo, Zhiwei Zhu. Removal of pharmaceutically active compounds (PhACs) and toxicological response of Cyperus alternifolius exposed to PhACs in microcosm constructed wetlands. Journal of hazardous materials. 2016 Jan; 301(?):566-75. doi: 10.1016/j.jhazmat.2015.08.057. [PMID: 26465971]
  • Shohei Sakuda, Tomoya Yoshinari, Tomohiro Furukawa, Usuma Jermnak, Keiko Takagi, Kurin Iimura, Toshiyoshi Yamamoto, Michio Suzuki, Hiromichi Nagasawa. Search for aflatoxin and trichothecene production inhibitors and analysis of their modes of action. Bioscience, biotechnology, and biochemistry. 2016; 80(1):43-54. doi: 10.1080/09168451.2015.1086261. [PMID: 26376763]
  • Hanna Wosicka-Frąckowiak, Krzysztof Cal, Justyna Stefanowska, Eliza Główka, Magdalena Nowacka, Wiktoria Struck-Lewicka, Biljana Govedarica, Monika Pasikowska, Renata Dębowska, Teofil Jesionowski, Stane Srčič, Michał Jan Markuszewski. Roxithromycin-loaded lipid nanoparticles for follicular targeting. International journal of pharmaceutics. 2015 Nov; 495(2):807-15. doi: 10.1016/j.ijpharm.2015.09.068. [PMID: 26456292]
  • Inna Galvidis, Gennady Lapa, Maksim Burkin. Group determination of 14-membered macrolide antibiotics and azithromycin using antibodies against common epitopes. Analytical biochemistry. 2015 01; 468(?):75-82. doi: 10.1016/j.ab.2014.09.009. [PMID: 25256165]
  • Henrik Svanström, Björn Pasternak, Anders Hviid. Use of clarithromycin and roxithromycin and risk of cardiac death: cohort study. BMJ (Clinical research ed.). 2014 Aug; 349(?):g4930. doi: 10.1136/bmj.g4930. [PMID: 25139799]
  • Y Gong, J Lu, X Ding, Y Yu. Effect of adjunctive roxithromycin therapy on interleukin-1β, transforming growth factor-β1 and vascular endothelial growth factor in gingival crevicular fluid of cyclosporine A-treated patients with gingival overgrowth. Journal of periodontal research. 2014 Aug; 49(4):448-57. doi: 10.1111/jre.12123. [PMID: 23947915]
  • Clarissa C Lee, Elizaveta Freinkman, David M Sabatini, Hidde L Ploegh. The protein synthesis inhibitor blasticidin s enters mammalian cells via leucine-rich repeat-containing protein 8D. The Journal of biological chemistry. 2014 Jun; 289(24):17124-31. doi: 10.1074/jbc.m114.571257. [PMID: 24782309]
  • Sheng-Na Han, Song-Hua Yang, Yu Zhang, Yan-Yan Duan, Xiao-Yan Sun, Qiu Chen, Tian-Li Fan, Zhen-Kun Ye, Chen-Zheng Huang, Xiang-Jie Hu, Zhao Zhang, Li-Rong Zhang. Blockage of hERG current and the disruption of trafficking as induced by roxithromycin. Canadian journal of physiology and pharmacology. 2013 Dec; 91(12):1112-8. doi: 10.1139/cjpp-2012-0456. [PMID: 24289083]
  • Joo Hyun Lee, Young Ju Park, Ju-Hee Oh, Young-Joo Lee. Decrease in gastrointestinal absorption of roxithromycin in bile duct cannulated rats due to depletion of bile salts. Biopharmaceutics & drug disposition. 2013 Sep; 34(6):360-4. doi: 10.1002/bdd.1845. [PMID: 23703541]
  • Keiji Kuroda, Radha Venkatakrishnan, Madhuri S Salker, Emma S Lucas, Fozia Shaheen, Masako Kuroda, Andrew Blanks, Mark Christian, Siobhan Quenby, Jan J Brosens. Induction of 11β-HSD 1 and activation of distinct mineralocorticoid receptor- and glucocorticoid receptor-dependent gene networks in decidualizing human endometrial stromal cells. Molecular endocrinology (Baltimore, Md.). 2013 Feb; 27(2):192-202. doi: 10.1210/me.2012-1247. [PMID: 23275455]
  • Xijuan Tan, Zhenghua Song. Continuous, quantitative monitoring of roxithromycin in human saliva by flow injection chemiluminescence analysis. Applied spectroscopy. 2013 Jan; 67(1):54-8. doi: 10.1366/12-06644. [PMID: 23317671]
  • X Wang, Y F Tao, L L Huang, D M Chen, S Z Yin, A Ihsan, W Zhou, S J Su, Z L Liu, Y H Pan, Z H Yuan. Pharmacokinetics of tulathromycin and its metabolite in swine administered with an intravenous bolus injection and a single gavage. Journal of veterinary pharmacology and therapeutics. 2012 Jun; 35(3):282-9. doi: 10.1111/j.1365-2885.2011.01322.x. [PMID: 21749408]
  • Anuruk Choemunng, Kesara Na-Bangchang. An alternative liquid chromatography-mass spectrometric method for the determination of azithromycin in human plasma and its application to pharmacokinetic study of patients with malaria. The Southeast Asian journal of tropical medicine and public health. 2010 Sep; 41(5):1048-58. doi: NULL. [PMID: 21073024]
  • Christoph Ort, Michael G Lawrence, Julien Reungoat, Geoff Eaglesham, Steve Carter, Jurg Keller. Determining the fraction of pharmaceutical residues in wastewater originating from a hospital. Water research. 2010 Jan; 44(2):605-15. doi: 10.1016/j.watres.2009.08.002. [PMID: 19717180]
  • Li Zheng, Yongping Qin, Feng Nan, Ying Wang, Nan Xu, Maozhi Liang. [Pharmacokinetics and relative bioavailability study of roxithromycin tablet in Chinese healthy volunteers by LC-MS/MS]. Sheng wu yi xue gong cheng xue za zhi = Journal of biomedical engineering = Shengwu yixue gongchengxue zazhi. 2009 Dec; 26(6):1315-9. doi: NULL. [PMID: 20095494]
  • Mesut Ogrendik. Efficacy of roxithromycin in adult patients with rheumatoid arthritis who had not received disease-modifying antirheumatic drugs: a 3-month, randomized, double-blind, placebo-controlled trial. Clinical therapeutics. 2009 Aug; 31(8):1754-64. doi: 10.1016/j.clinthera.2009.08.014. [PMID: 19808134]
  • Cheng Li, Cheul-Seol Kim, Jeong-Yeol Yang, Yeong-Jin Park, Jun-Shik Choi. Effects of roxithromycin on the pharmacokinetics of loratadine after oral and intravenous administration of loratadine in rats. European journal of drug metabolism and pharmacokinetics. 2008 Oct; 33(4):231-6. doi: 10.1007/bf03190877. [PMID: 19230596]
  • Jingwu Wang, Zhiming Yang, Xiaoxia Wang, Nianjun Yang. Capillary electrophoresis with gold nanoparticles enhanced electrochemiluminescence for the detection of roxithromycin. Talanta. 2008 Jun; 76(1):85-90. doi: 10.1016/j.talanta.2008.02.006. [PMID: 18585245]
  • S A P Condé, F M Aarestrup, B J Vieira, M G Bastos. Roxithromycin reduces cyclosporine-induced gingival hyperplasia in renal transplant patients. Transplantation proceedings. 2008 Jun; 40(5):1435-8. doi: 10.1016/j.transproceed.2008.04.012. [PMID: 18589124]
  • Constantinos Kousoulos, Georgia Tsatsou, Yannis Dotsikas, Constantinos Apostolou, Yannis L Loukas. Validation of a fully automated high throughput liquid chromatographic/tandem mass spectrometric method for roxithromycin quantification in human plasma. Application to a bioequivalence study. Biomedical chromatography : BMC. 2008 May; 22(5):494-501. doi: 10.1002/bmc.958. [PMID: 18059078]
  • J M Branley, B Roy, D E Dwyer, T C Sorrell. Real-time PCR detection and quantitation of Chlamydophila psittaci in human and avian specimens from a veterinary clinic cluster. European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology. 2008 Apr; 27(4):269-73. doi: 10.1007/s10096-007-0431-0. [PMID: 18183441]
  • Ines Glojnaric, Snjezana Cuzic, Vesna Erakovic-Haber, Michael J Parnham. The serum amyloid A response to sterile silver nitrate in mice and its inhibition by dexamethasone and macrolide antibiotics. International immunopharmacology. 2007 Dec; 7(12):1544-51. doi: 10.1016/j.intimp.2007.07.031. [PMID: 17920531]
  • Tai-Jun Hang, Meng Zhang, Min Song, Jian-Ping Shen, Yin-di Zhang. Simultaneous determination and pharmacokinetic study of roxithromycin and ambroxol hydrochloride in human plasma by LC-MS/MS. Clinica chimica acta; international journal of clinical chemistry. 2007 Jul; 382(1-2):20-4. doi: 10.1016/j.cca.2007.03.015. [PMID: 17462615]
  • Franciszek K Główka, Marta Karaźniewicz-Łada. Determination of roxithromycin in human plasma by HPLC with fluorescence and UV absorbance detection: application to a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Jun; 852(1-2):669-73. doi: 10.1016/j.jchromb.2007.02.022. [PMID: 17329175]
  • Yasuki Yasuda, Kei Kasahara, Fumiko Mizuno, Kazuyuki Nishi, Keiichi Mikasa, Eiji Kita. Roxithromycin favorably modifies the initial phase of resistance against infection with macrolide-resistant Streptococcus pneumoniae in a murine pneumonia model. Antimicrobial agents and chemotherapy. 2007 May; 51(5):1741-52. doi: 10.1128/aac.01459-06. [PMID: 17353244]
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  • Ting Huang, Tongling Li, Lan Yang, Xiaohong Xu, Pengcheng Zheng, Tingting Zhang, Jie Zheng, Shuye Chen. [Relative bioavailability of roxithromycin dispersive tablets in healthy volunteers]. Sheng wu yi xue gong cheng xue za zhi = Journal of biomedical engineering = Shengwu yixue gongchengxue zazhi. 2007 Apr; 24(2):376-8. doi: NULL. [PMID: 17591264]
  • J-H Lim, B-K Park, H-I Yun. Pharmacokinetic/pharmacodynamic modelling of roxithromycin for the inhibitory effect of tumour necrosis factor-alpha and interleukin-6 production in dogs. Journal of veterinary medicine. A, Physiology, pathology, clinical medicine. 2006 Oct; 53(8):394-8. doi: 10.1111/j.1439-0442.2006.00852.x. [PMID: 16970627]
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  • Yasuyo Urasaki, Mamoru Nori, Satoshi Iwata, Takahiro Sasaki, Osamu Hosono, Hiroshi Kawasaki, Hirotoshi Tanaka, Nam H Dang, Eiji Ikeda, Chikao Morimoto. Roxithromycin specifically inhibits development of collagen induced arthritis and production of proinflammatory cytokines by human T cells and macrophages. The Journal of rheumatology. 2005 Sep; 32(9):1765-74. doi: . [PMID: 16142877]
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