Olaquindox (BioDeep_00000181933)

   

human metabolite blood metabolite


代谢物信息卡片


N-(2-hydroxyethyl)-3-methyl-1,4-dioxo-1λ⁵,4λ⁵-quinoxaline-2-carboximidic acid

化学式: C12H13N3O4 (263.0906018)
中文名称: 奥拉多司
谱图信息: 最多检出来源 Homo sapiens(blood) 83.33%

分子结构信息

SMILES: CC1=C([N+](=O)C2=CC=CC=C2N1[O-])C(=O)NCCO
InChI: InChI=1S/C12H13N3O4/c1-8-11(12(17)13-6-7-16)15(19)10-5-3-2-4-9(10)14(8)18/h2-5,16H,6-7H2,1H3,(H,13,17)

描述信息

C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent

同义名列表

9 个代谢物同义名

N-(2-hydroxyethyl)-3-methyl-1,4-dioxo-1λ⁵,4λ⁵-quinoxaline-2-carboximidic acid; N-(2-Hydroxyethyl)-3-methyl-1,4-dioxo-1λ⁵,4λ⁵-quinoxaline-2-carboximidate; N-(2-Hydroxyethyl)-3-methyl-1,4-dioxo-1,4-quinoxaline-2-carboximidate; 2-(N-2-hydroxyethylcarbamoyl)-3-methylquinoxaline- di-N-oxide; Bay va 9391; olanquindox; Olaquindox; Bayo-N-Ox; bisergon



数据库引用编号

5 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)

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

  • Daowen Li, Yan Zhang, Xingyao Pei, Xinyu Liu, Chongshan Dai, Cun Li, Liuan Li, Jianbin Zhang, Xilong Xiao, Shusheng Tang. Molecular mechanism of olaquindox-induced hepatotoxicity and the hepatic protective role of curcumin. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Nov; 145(?):111727. doi: 10.1016/j.fct.2020.111727. [PMID: 32898599]
  • Huiling Tan, Yuanhu Pan, Dongmei Chen, Yanfei Tao, Kaixiang Zhou, Zhenli Liu, Zonghui Yuan, Lingli Huang. Discovery of the Marker Residue of Olaquindox in Pigs, Broilers, and Carp. Journal of agricultural and food chemistry. 2019 Jun; 67(23):6603-6613. doi: 10.1021/acs.jafc.8b06026. [PMID: 31094200]
  • Caiyan Ye, Erlong Wang, Shengyu He, Kaiyu Wang, Yi Geng, Qiyao He, Qian Yang, Tao Liu, Heng Xie. Subchronic toxicity and hepatocyte apoptosis of dietary olaquindox in common carp (Cyprinus carpio). Ecotoxicology and environmental safety. 2018 Nov; 164(?):131-139. doi: 10.1016/j.ecoenv.2018.08.001. [PMID: 30107322]
  • Qian Yang, Jie He, Sheng-Yu He, Kai-Yu Wang, Yi Geng, De-Fang Chen, Xiao-Li Huang, Ping Ou-Yang. Acute and Subacute toxicity study of Olaquindox by feeding to common carp (Cyprinus carpio L.). Ecotoxicology and environmental safety. 2018 10; 161(?):342-349. doi: 10.1016/j.ecoenv.2018.05.079. [PMID: 29890435]
  • Miao Yu, Chunlong Mu, Yuxiang Yang, Chuanjian Zhang, Yong Su, Zan Huang, Kaifan Yu, Weiyun Zhu. Increases in circulating amino acids with in-feed antibiotics correlated with gene expression of intestinal amino acid transporters in piglets. Amino acids. 2017 09; 49(9):1587-1599. doi: 10.1007/s00726-017-2451-0. [PMID: 28623466]
  • Daowen Li, Kena Zhao, Xiayun Yang, Xilong Xiao, Shusheng Tang. TCS2 Increases Olaquindox-Induced Apoptosis by Upregulation of ROS Production and Downregulation of Autophagy in HEK293 Cells. Molecules (Basel, Switzerland). 2017 Apr; 22(4):. doi: 10.3390/molecules22040595. [PMID: 28387735]
  • Yang Yang, Liping Jiang, Yan She, Min Chen, Qiujuan Li, Guang Yang, Chengyan Geng, Liyun Tang, Laifu Zhong, Lijie Jiang, Xiaofang Liu. Olaquindox induces DNA damage via the lysosomal and mitochondrial pathway involving ROS production and p53 activation in HEK293 cells. Environmental toxicology and pharmacology. 2015 Nov; 40(3):792-9. doi: 10.1016/j.etap.2015.09.008. [PMID: 26453893]
  • Zhongsheng Li, Changyan Yu, Xiao Chen, Bin Zhang, Peng Cao, Bin Li, Jingwei Xiao. [Research on olaquindox induced endoplasmic reticulum stress related apoptosis on nephrotoxicity]. Wei sheng yan jiu = Journal of hygiene research. 2015 May; 44(3):444-50. doi: NULL. [PMID: 26137627]
  • Jishu Zhou, Chao Li, Lihong Wang, Hong Ji, Tianhe Zhu. Hepatoprotective effects of a Chinese herbal formulation, Yingchen decoction, on olaquindox-induced hepatopancreas injury in Jian carp (Cyprinus carpio var. Jian). Fish physiology and biochemistry. 2015 Feb; 41(1):153-63. doi: 10.1007/s10695-014-0013-x. [PMID: 25477196]
  • B Yang, L L Huang, K Fang, Y L Wang, D P Peng, Z L Liu, Z H Yuang. A physiologically based pharmacokinetic model for the prediction of the depletion of methyl-3-quinoxaline-2-carboxylic acid, the marker residue of olaquindox, in the edible tissues of pigs. Journal of veterinary pharmacology and therapeutics. 2014 Feb; 37(1):66-82. doi: 10.1111/jvp.12053. [PMID: 23631588]
  • Wan-Ru Chen, Cun Liu, Stephen A Boyd, Brian J Teppen, Hui Li. Reduction of carbadox mediated by reaction of Mn(III) with oxalic acid. Environmental science & technology. 2013 Feb; 47(3):1357-64. doi: 10.1021/es303895w. [PMID: 23320784]
  • Tianci Xu, Xingjia Guo, Lei Zhang, Fang Pan, Junna Lv, Yunyu Zhang, Hongjing Jin. Multiple spectroscopic studies on the interaction between olaquindox, a feed additive, and bovine serum albumin. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 Jul; 50(7):2540-6. doi: 10.1016/j.fct.2012.04.007. [PMID: 22525866]
  • Wentao Guo, Haihong Hao, Menghong Dai, Yulian Wang, Lingli Huang, Dapeng Peng, Xu Wang, Hailan Wang, Min Yao, Yawei Sun, Zhenli Liu, Zonghui Yuan. Development of quinoxaline 1, 4-dioxides resistance in Escherichia coli and molecular change under resistance selection. PloS one. 2012; 7(8):e43322. doi: 10.1371/journal.pone.0043322. [PMID: 22952665]
  • Chunmei Song, Qingtang Liu, Aimin Zhi, Jifei Yang, Yubao Zhi, Qingmei Li, Xiaofei Hu, Ruiguang Deng, Justin Casas, Liang Tang, Gaiping Zhang. Development of a lateral flow colloidal gold immunoassay strip for the rapid detection of olaquindox residues. Journal of agricultural and food chemistry. 2011 Sep; 59(17):9319-26. doi: 10.1021/jf202213m. [PMID: 21834531]
  • Yanfeng Bi, Xia Wang, Shixin Xu, Lei Sun, Li Zhang, Feng Zhong, Shuhuai Wang, Shuangyang Ding, Xilong Xiao. Metabolism of olaquindox in rat and identification of metabolites in urine and feces using ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry. Rapid communications in mass spectrometry : RCM. 2011 Apr; 25(7):889-98. doi: 10.1002/rcm.4928. [PMID: 21416525]
  • Xu Wang, Qing-Hua He, Yu-Lian Wang, Awais Ihsan, Ling-Li Huang, Wen Zhou, Shi-Jia Su, Zhen-Li Liu, Zong-Hui Yuan. A chronic toxicity study of cyadox in Wistar rats. Regulatory toxicology and pharmacology : RTP. 2011 Mar; 59(2):324-33. doi: 10.1016/j.yrtph.2010.11.004. [PMID: 21129430]
  • Zhao-Ying Liu, Ling-Li Huang, Xiao-Ni Zhou, Dong-Mei Chen, Yan-Fei Tao, Hua-Hai Zhang, Zong-Hui Yuan. The metabolism of olaquindox in rats, chickens and pigs. Toxicology letters. 2011 Jan; 200(1-2):24-33. doi: 10.1016/j.toxlet.2010.10.010. [PMID: 20974235]
  • Xu Wang, Wei Zhang, Yulian Wang, Dapeng Peng, Awais Ihsan, Xianju Huang, Lingli Huang, Zhenli Liu, Menghong Dai, Wen Zhou, Zong-Hui Yuan. Acute and sub-chronic oral toxicological evaluations of quinocetone in Wistar rats. Regulatory toxicology and pharmacology : RTP. 2010 Dec; 58(3):421-7. doi: 10.1016/j.yrtph.2010.08.008. [PMID: 20713111]
  • Bo Yang, Lingli Huang, Yulian Wang, Yu Liu, Yanfei Tao, Dongmei Chen, Zhenli Liu, Ke Fang, Yueping Chen, Zonghui Yuan. Residue depletion and tissue-plasma correlation of methyl-3-quinoxaline-2-carboxylic acid after dietary administration of olaquindox in pigs. Journal of agricultural and food chemistry. 2010 Jan; 58(2):937-42. doi: 10.1021/jf902418k. [PMID: 20039635]
  • Sang-Hee Jeong, Yun-Kyung Song, Joon-Hyoung Cho. Risk assessment of ciprofloxacin, flavomycin, olaquindox and colistin sulfate based on microbiological impact on human gut biota. Regulatory toxicology and pharmacology : RTP. 2009 Apr; 53(3):209-16. doi: 10.1016/j.yrtph.2009.01.004. [PMID: 19545513]
  • Dan Zhao, Li He, Chun Pu, Anping Deng. A highly sensitive and specific polyclonal antibody-based enzyme-linked immunosorbent assay for detection of antibiotic olaquindox in animal feed samples. Analytical and bioanalytical chemistry. 2008 Aug; 391(7):2653-61. doi: 10.1007/s00216-008-2179-5. [PMID: 18509624]
  • M X Ding, Y L Wang, H L Zhu, Z H Yuan. Effects of cyadox and olaquindox on intestinal mucosal immunity and on fecal shedding of Escherichia coli in piglets. Journal of animal science. 2006 Sep; 84(9):2367-73. doi: 10.2527/jas.2005-564. [PMID: 16908639]
  • Lihua Hao, Qian Chen, Xilong Xiao. Molecular mechanism of mutagenesis induced by olaquindox using a shuttle vector pSP189/mammalian cell system. Mutation research. 2006 Jul; 599(1-2):21-5. doi: 10.1016/j.mrfmmm.2005.12.017. [PMID: 16513143]
  • Guijie Fang, Qinghua He, Shiqi Zhou, Daju Wang, Yanling Zhang, Zonghui Yuan. Subchronic oral toxicity study with cyadox in Wistar rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2006 Jan; 44(1):36-41. doi: 10.1016/j.fct.2005.06.003. [PMID: 16024154]
  • T Li, G L Qiao, G Z Hu, F D Meng, Y S Qiu, X Y Zhang, W X Guo, H L Yie, S F Li, S Y Li. Comparative plasma and tissue pharmacokinetics and drug residue profiles of different chemotherapeutants in fowls and rabbits. Journal of veterinary pharmacology and therapeutics. 1995 Aug; 18(4):260-73. doi: 10.1111/j.1365-2885.1995.tb00590.x. [PMID: 8583539]
  • H de Vries, J Bojarski, A A Donker, A Bakri, G M Beyersbergen van Henegouwen. Photochemical reactions of quindoxin, olaquindox, carbadox and cyadox with protein, indicating photoallergic properties. Toxicology. 1990 Jul; 63(1):85-95. doi: 10.1016/0300-483x(90)90071-n. [PMID: 2382272]
  • H de Vries, G M Beyersbergen van Henegouwen, F Kalloe, M H Berkhuysen. Phototoxicity of olaquindox in the rat. Research in veterinary science. 1990 Mar; 48(2):240-4. doi: 10.1016/s0034-5288(18)30998-6. [PMID: 2333431]
  • M J Nabuurs, E J van der Molen, G J de Graaf, L P Jager. Clinical signs and performance of pigs treated with different doses of carbadox, cyadox and olaquindox. Zentralblatt fur Veterinarmedizin. Reihe A. 1990 Feb; 37(1):68-76. doi: 10.1111/j.1439-0442.1990.tb00877.x. [PMID: 2110404]
  • K H Waldmann, D Kikovic, N Stockhofe. [Clinical and hematological changes after olaquindox poisoning in fattening pigs]. Zentralblatt fur Veterinarmedizin. Reihe A. 1989 Nov; 36(9):676-86. doi: NULL. [PMID: 2514527]
  • E J van der Molen, A J Baars, G J de Graaf, L P Jager. Comparative study of the effect of the effect of carbadox, olaquindox and cyadox on aldosterone, sodium and potassium plasma levels in weaned pigs. Research in veterinary science. 1989 Jul; 47(1):11-6. doi: 10.1016/s0034-5288(18)31224-4. [PMID: 2772398]
  • A J Hedges, A H Linton. Olaquindox resistance in the coliform flora of pigs and their environment: an ecological study. The Journal of applied bacteriology. 1988 May; 64(5):429-43. doi: 10.1111/j.1365-2672.1988.tb05100.x. [PMID: 3049505]
  • A H Linton, A J Hedges, P M Bennett. Monitoring for the development of antimicrobial resistance during the use of olaquindox as a feed additive on commercial pig farms. The Journal of applied bacteriology. 1988 Apr; 64(4):311-27. doi: 10.1111/j.1365-2672.1988.tb01876.x. [PMID: 3049500]