Roxithromycin (BioDeep_00000001563)
human metabolite blood metabolite
代谢物信息卡片
化学式: C41H76N2O15 (836.5245426)
中文名称: 罗红霉素
谱图信息:
最多检出来源 Homo sapiens(blood) 25%
分子结构信息
SMILES: CCC1C(C(C(C(=NOCOCCOC)C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)O)(C)O
InChI: InChI=1S/C41H76N2O15/c1-15-29-41(10,49)34(45)24(4)31(42-53-21-52-17-16-50-13)22(2)19-39(8,48)36(58-38-32(44)28(43(11)12)18-23(3)54-38)25(5)33(26(6)37(47)56-29)57-30-20-40(9,51-14)35(46)27(7)55-30/h22-30,32-36,38,44-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,30+,32-,33+,34-,35+,36-,38+,39-,40-,41-/m1/s1
描述信息
Roxithromycin is a semi-synthetic macrolide antibiotic. It is very similar in composition, chemical structure and mechanism of action to erythromycin, azithromycin, or clarithromycin. Roxithromycin prevents bacteria from growing, by interfering with their protein synthesis. Roxithromycin binds to the subunit 50S of the bacterial ribosome, and thus inhibits the translocation of peptides. Roxithromycin has similar antimicrobial spectrum as erythromycin, but is more effective against certain gram-negative bacteria, particularly Legionella pneumophila. It can treat respiratory tract, urinary and soft tissue infections.
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01F - Macrolides, lincosamides and streptogramins > J01FA - Macrolides
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
C784 - Protein Synthesis Inhibitor > C261 - Macrolide Antibiotic
C254 - Anti-Infective Agent > C258 - Antibiotic
同义名列表
52 个代谢物同义名
(3R,4S,5S,6R,7R,9R,11S,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-10-(2,4,7-trioxa-1-azaoctan-1-ylidene)-1-oxacyclotetradecan-2-one; 9-[O-(2-methoxyethoxymethyl)-oxime] of erythromycin; CT-Arzneimittel brand OF roxithromycin; Infectopharm brand OF roxithromycin; Lichtenstein brand OF roxithromycin; Grünenthal brand OF roxithromycin; Merck dura brand OF roxithromycin; Betapharm brand OF roxithromycin; Alpharma brand OF roxithromycin; Hoechst brand OF roxithromycin; Aventis brand OF roxithromycin; Medeva brand OF roxithromycin; Pfizer brand OF roxithromycin; Basics brand OF roxithromycin; Wörwag brand OF roxithromycin; Knoll brand OF roxithromycin; Wolff brand OF roxithromycin; Hexal brand OF roxithromycin; Sigma brand OF roxithromycin; Faes brand OF roxithromycin; Juta brand OF roxithromycin; MTW Brand OF roxithromycin; MIP brand OF roxithromycin; TAD brand OF roxithromycin; Roxithromycin hexal brand; 1a Brand OF roxithromycin; Roxi-paed 1A Pharma; MTW-Roxithromycin; Roxi 1A Pharma; Roxithromycin; Roxithro-Lich; Infectoroxit; Roxi Basics; roxi von ct; Roxi-Wolff; Roxi-Puren; Roxi-saar; Roxigamma; Roxihexal; Rotramin; Roxigrün; Roxibeta; Macrosil; Roxi TAD; roxidura; Claramid; Rotesan; Biaxsig; Rulide; Roxi-Q; roxiβ; Rulid
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:48844
- ChEBI: CHEBI:48935
- KEGG: C13173
- PubChem: 6915744
- PubChem: 5106
- HMDB: HMDB0014916
- Metlin: METLIN44347
- DrugBank: DB00778
- ChEMBL: CHEMBL1214185
- Wikipedia: Roxithromycin
- MeSH: Roxithromycin
- chemspider: 5291557
- CAS: 80214-83-1
- PMhub: MS000000774
- ChEBI: CHEBI:32109
- PubChem: 585237
- PDB-CCD: ROX
- NIKKAJI: J227.543K
- RefMet: Roxithromycin
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
- 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
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Toxicology and applied pharmacology.
2018 09; 355(?):198-210. doi:
10.1016/j.taap.2018.06.028
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Blood pressure.
2018 08; 27(4):200-205. doi:
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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
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Chemosphere.
2017 Jul; 178(?):165-172. doi:
10.1016/j.chemosphere.2017.03.043
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Experimental cell research.
2016 10; 347(2):378-84. doi:
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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
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Journal of hazardous materials.
2016 Jan; 301(?):566-75. doi:
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International journal of pharmaceutics.
2015 Nov; 495(2):807-15. doi:
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Analytical biochemistry.
2015 01; 468(?):75-82. doi:
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European journal of medicinal chemistry.
2014 Sep; 84(?):343-63. doi:
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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
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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
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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
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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
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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] - Farzana Latif Ansari, Fatima Iftikhar, Ihsan-Ul-Haq, Bushra Mirza, Mohammad Baseer, Umer Rashid. Solid-phase synthesis and biological evaluation of a parallel library of 2,3-dihydro-1,5-benzothiazepines.
Bioorganic & medicinal chemistry.
2008 Aug; 16(16):7691-7. doi:
10.1016/j.bmc.2008.07.009
. [PMID: 18650096] - 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
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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
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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
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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] - Hiroshi Tamagawa, Takachika Hiroi, Tsunekazu Mizushima, Toshinori Ito, Hikaru Matsuda, Hiroshi Kiyono. Therapeutic effects of roxithromycin in interleukin-10-deficient colitis.
Inflammatory bowel diseases.
2007 May; 13(5):547-56. doi:
10.1002/ibd.20093
. [PMID: 17245768] - 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:
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. [PMID: 17591264] - Rafael Szczepanowski, Irene Krahn, Nadine Bohn, Alfred Pühler, Andreas Schlüter. Novel macrolide resistance module carried by the IncP-1beta resistance plasmid pRSB111, isolated from a wastewater treatment plant.
Antimicrobial agents and chemotherapy.
2007 Feb; 51(2):673-8. doi:
10.1128/aac.00802-06
. [PMID: 17101677] - 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
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Drug metabolism and disposition: the biological fate of chemicals.
2006 Oct; 34(10):1742-8. doi:
10.1124/dmd.106.010132
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Journal of AOAC International.
2006 Sep; 89(5):1276-87. doi:
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- Zhenghua Song, Yanhong Liu, Xiaofeng Xie. In vitro monitoring picogram roxithromycin in human urine using flow injection chemiluminescence procedure.
Current drug metabolism.
2006 May; 7(4):389-95. doi:
10.2174/138920006776873481
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European journal of clinical pharmacology.
2006 Mar; 62(3):203-8. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2006 Feb; 831(1-2):307-12. doi:
10.1016/j.jchromb.2005.12.014
. [PMID: 16386967] - 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:
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- Hirofumi Tomita, Tomohiro Osanai, Tsutomu Toki, Naotaka Maeda, Reiichi Murakami, Zhaoning Chen, Hideaki Yamabe, Hiroshi Osawa, Minoru Yasujima, Ken Okumura. Roxithromycin is an inhibitor of human coronary artery smooth muscle cells proliferation: a potential ability to prevent coronary heart disease.
Atherosclerosis.
2005 Sep; 182(1):87-95. doi:
10.1016/j.atherosclerosis.2005.02.007
. [PMID: 16115478] - B Barrett, V Borek-Dohalský, P Fejt, S Vaingátová, J Huclová, B Nemec, I Jelínek. Validated HPLC-MS-MS method for determination of azithromycin in human plasma.
Analytical and bioanalytical chemistry.
2005 Sep; 383(2):210-7. doi:
10.1007/s00216-005-0018-5
. [PMID: 16091946] - Shinichi Ueno, Dai Aoki, Fumitake Kubo, Kiyokazu Hiwatashi, Kenji Matsushita, Tohru Oyama, Ikuro Maruyama, Takashi Aikou. Roxithromycin inhibits constitutive activation of nuclear factor {kappa}B by diminishing oxidative stress in a rat model of hepatocellular carcinoma.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2005 Aug; 11(15):5645-50. doi:
10.1158/1078-0432.ccr-05-0652
. [PMID: 16061884] - Jin Sun, Tianhong Zhang, Feng Qiu, Yu Liu, Jingling Tang, Haihua Huang, Zhonggui He. Impact of pharmaceutical dosage forms on the pharmacokinetics of roxithromycin in healthy human volunteers.
The Journal of antimicrobial chemotherapy.
2005 May; 55(5):796-9. doi:
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Experimental physiology.
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