Oseltamivir (BioDeep_00000002213)
Secondary id: BioDeep_00000398255
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
化学式: C16H28N2O4 (312.2049)
中文名称: 奥司他韦
谱图信息:
最多检出来源 Homo sapiens(blood) 23.75%
分子结构信息
SMILES: CCC(CC)OC1C=C(CC(C1NC(=O)C)N)C(=O)OCC
InChI: InChI=1S/C16H28N2O4/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19/h9,12-15H,5-8,17H2,1-4H3,(H,18,19)/t13-,14+,15+/m0/s1
描述信息
Oseltamivir is only found in individuals that have used or taken this drug. It is an acetamido cyclohexene that is a structural homolog of sialic acid and inhibits neuraminidase. [PubChem]Oseltamivir is an ethyl ester prodrug requiring ester hydrolysis for conversion to the active form, oseltamivir carboxylate. The proposed mechanism of action of oseltamivir is inhibition of influenza virus neuraminidase with the possibility of alteration of virus particle aggregation and release.
J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AH - Neuraminidase inhibitors
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
C254 - Anti-Infective Agent > C281 - Antiviral Agent
CONFIDENCE standard compound; EAWAG_UCHEM_ID 658
CONFIDENCE standard compound; INTERNAL_ID 2068
D004791 - Enzyme Inhibitors
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
同义名列表
13 个代谢物同义名
Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid; ethyl (3R,4R,5S)-5-amino-4-acetamido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate; Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate; GS 4104;GOP-A-Flu;GS-4104;Tamiflu-Free;Tamvir; Oseltamivir phosphate; (-)-Oseltamivir; Oseltamivirum; Oseltamivir; HSDB 7433; GS-4104; Tamiflu; Agucort; Oseltamivir
数据库引用编号
38 个数据库交叉引用编号
- ChEBI: CHEBI:7798
- KEGG: C08092
- KEGGdrug: D08306
- PubChem: 65028
- PubChem: 4603
- HMDB: HMDB0014343
- Metlin: METLIN66811
- DrugBank: DB00198
- ChEMBL: CHEMBL1229
- Wikipedia: Oseltamivir
- MeSH: Oseltamivir
- chemspider: 58540
- CAS: 196618-13-0
- CAS: 182367-47-1
- MoNA: EA065813
- MoNA: AU206803
- MoNA: AU206802
- MoNA: EA065811
- MoNA: EA065807
- MoNA: EA065805
- MoNA: EA065801
- MoNA: EA065812
- MoNA: EA065810
- MoNA: EA065803
- MoNA: AU206805
- MoNA: EA065814
- MoNA: EA065804
- MoNA: EA065806
- MoNA: EA065808
- MoNA: AU206801
- MoNA: AU206804
- MoNA: EA065809
- MoNA: EA065802
- PMhub: MS000002144
- PubChem: 10292
- NIKKAJI: J871.765F
- RefMet: Oseltamivir
- KNApSAcK: 7798
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
- 9606 - Homo sapiens: -
- 161756 - Isatis tinctoria: 10.1021/NP3002833
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
- Adriána Čelková, Alexander Búcsi, Mária Klacsová, Tomáš Fazekaš, Juan Carlos Martínez, Daniela Uhríková. Oseltamivir phosphate interaction with model membranes.
Biochimica et biophysica acta. Biomembranes.
2024 Mar; 1866(3):184273. doi:
10.1016/j.bbamem.2024.184273
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Science advances.
2024 Feb; 10(8):eadk9004. doi:
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Journal of ethnopharmacology.
2024 Jan; 319(Pt 1):117074. doi:
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European journal of medicinal chemistry.
2023 Sep; 261(?):115845. doi:
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
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Fundamental & clinical pharmacology.
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Influenza and other respiratory viruses.
2022 05; 16(3):542-551. doi:
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Chemico-biological interactions.
2022 Apr; 357(?):109883. doi:
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. [PMID: 35278473] - Qasim M Zeeshan, Shuang Qiu, Jia Gu, Abdul-Wahab Abbew, Zhengshuai Wu, Zhipeng Chen, Sai Xu, Shijian Ge. Unravelling multiple removal pathways of oseltamivir in wastewater by microalgae through experimentation and computation.
Journal of hazardous materials.
2022 04; 427(?):128139. doi:
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. [PMID: 34983009] - Uli Schmitz, Swami Swaminathan. Discovery and development of oseltamivir at Gilead Sciences.
Antiviral therapy.
2022 04; 27(2):13596535211067598. doi:
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. [PMID: 35499178] - Basiru Aliyu, Yakubu Egigogo Raji, Hui-Yee Chee, Mui-Yun Wong, Zamberi Bin Sekawi. Systematic review and meta-analysis of the efficacy and safety of oseltamivir (Tamiflu) in the treatment of Coronavirus Disease 2019 (COVID-19).
PloS one.
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Journal of pharmacological sciences.
2022 Jan; 148(1):179-186. doi:
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. [PMID: 34924124] - Brian I Grajeda, Atasi De Chatterjee, Carmen M Villalobos, Breanna C Pence, Cameron C Ellis, Vanessa Enriquez, Sourav Roy, Sukla Roychowdhury, Aaron K Neumann, Igor C Almeida, Steven E Patterson, Siddhartha Das. Giardial lipid rafts share virulence factors with secreted vesicles and participate in parasitic infection in mice.
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PLoS neglected tropical diseases.
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. [PMID: 34995275] - Gülsel Yurtdaş-Kırımlıoğlu, Kadri Güleç, Şennur Görgülü, Hülya Tuba Kıyan. Oseltamivir phosphate loaded pegylated-Eudragit nanoparticles for lung cancer therapy: Characterization, prolonged release, cytotoxicity profile, apoptosis pathways and in vivo anti-angiogenic effect by using CAM assay.
Microvascular research.
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. [PMID: 34520775] - Xiao-Yan Liu, Gui-Yun Cao, Yi Luo, Zhao-Qing Meng, You-Bo Zhang. Anti-pandemic influenza A (H1N1) virus potential of Xilingjiedu capsule in vitro.
Pakistan journal of pharmaceutical sciences.
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"
. [PMID: 35221280] - Han Ju, N Arul Murugan, Lingxin Hou, Ping Li, Laura Guizzo, Ying Zhang, Chiara Bertagnin, Xiujie Kong, Dongwei Kang, Ruifang Jia, Xiuli Ma, Ruikun Du, Vasanthanathan Poongavanam, Arianna Loregian, Bing Huang, Xinyong Liu, Peng Zhan. Identification of C5-NH2 Modified Oseltamivir Derivatives as Novel Influenza Neuraminidase Inhibitors with Highly Improved Antiviral Activities and Favorable Druggability.
Journal of medicinal chemistry.
2021 12; 64(24):17992-18009. doi:
10.1021/acs.jmedchem.1c01366
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Turkish journal of medical sciences.
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Emerging microbes & infections.
2021 Dec; 10(1):1832-1848. doi:
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Wiener klinische Wochenschrift.
2021 Dec; 133(23-24):1310-1317. doi:
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. [PMID: 34613478] - Burcu Ucar, Tayfun Acar, Pelin Pelit Arayici, Serap Derman. A nanotechnological approach in the current therapy of COVID-19: model drug oseltamivir-phosphate loaded PLGA nanoparticles targeted with spike protein binder peptide of SARS-CoV-2.
Nanotechnology.
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Journal of medical virology.
2021 02; 93(2):794-802. doi:
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Therapeutic drug monitoring.
2021 02; 43(1):103-107. doi:
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Journal of neurovirology.
2021 02; 27(1):154-159. doi:
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Journal of neurovirology.
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Zhonghua yi xue za zhi.
2021 Jan; 101(3):205-211. doi:
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PloS one.
2021; 16(2):e0245394. doi:
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Journal of primary care & community health.
2021 Jan; 12(?):21501327211005906. doi:
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Annals of palliative medicine.
2021 Jan; 10(1):707-720. doi:
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Cardiology in the young.
2021 Jan; 31(1):132-134. doi:
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Antiviral chemistry & chemotherapy.
2021 Jan; 29(?):20402066211063391. doi:
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International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases.
2021 Jan; 102(?):389-391. doi:
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Rivista di psichiatria.
2021 Jan; 56(1):53-55. doi:
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Epidemiologie, mikrobiologie, imunologie : casopis Spolecnosti pro epidemiologii a mikrobiologii Ceske lekarske spolecnosti J.E. Purkyne.
2021; 70(4):241-246. doi:
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PloS one.
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Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences.
2020 Dec; 28(2):507-516. doi:
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Drug safety.
2020 12; 43(12):1309-1314. doi:
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EBioMedicine.
2020 Dec; 62(?):103125. doi:
10.1016/j.ebiom.2020.103125
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Reumatismo.
2020 Nov; 72(3):173-177. doi:
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Molecules (Basel, Switzerland).
2020 Nov; 25(22):. doi:
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The clinical respiratory journal.
2020 Nov; 14(11):1067-1075. doi:
10.1111/crj.13243
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The American journal of medicine.
2020 11; 133(11):1291-1292. doi:
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Genomics.
2020 11; 112(6):4427-4434. doi:
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Journal of clinical pharmacology.
2020 11; 60(11):1509-1518. doi:
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Bioorganic chemistry.
2020 11; 104(?):104257. doi:
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Pediatric emergency care.
2020 Nov; 36(11):515-518. doi:
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Influenza and other respiratory viruses.
2020 11; 14(6):710-719. doi:
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European journal of medicinal chemistry.
2020 Nov; 205(?):112687. doi:
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Viruses.
2020 10; 12(10):. doi:
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Protein & cell.
2020 10; 11(10):723-739. doi:
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Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases.
2020 10; 26(10):1424-1425. doi:
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Protein & cell.
2020 10; 11(10):699-702. doi:
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Drug metabolism and disposition: the biological fate of chemicals.
2020 10; 48(10):993-1007. doi:
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Medical hypotheses.
2020 10; 143(?):110067. doi:
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The American journal of tropical medicine and hygiene.
2020 10; 103(4):1635-1639. doi:
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European journal of medicinal chemistry.
2020 Oct; 203(?):112577. doi:
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European journal of pharmacology.
2020 Sep; 882(?):173328. doi:
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Medical hypotheses.
2020 09; 142(?):109844. doi:
"
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Clinica chimica acta; international journal of clinical chemistry.
2020 Sep; 508(?):98-102. doi:
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Turkish journal of medical sciences.
2020 Aug; 50(5):1436-1439. doi:
10.3906/sag-2004-98
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Trials.
2020 Aug; 21(1):702. doi:
10.1186/s13063-020-04616-4
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Antiviral research.
2020 08; 180(?):104851. doi:
10.1016/j.antiviral.2020.104851
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The Journal of dermatological treatment.
2020 Aug; 31(5):446-447. doi:
10.1080/09546634.2020.1764472
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Journal of thrombosis and thrombolysis.
2020 Aug; 50(2):452-456. doi:
10.1007/s11239-019-02016-3
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Transplant infectious disease : an official journal of the Transplantation Society.
2020 Aug; 22(4):e13296. doi:
10.1111/tid.13296
. [PMID: 32301198] - Beatriz Vidaña, Pamela Martínez-Orellana, Jaime M Martorell, Massimiliano Baratelli, Jorge Martínez, Lourdes Migura-Garcia, Lorena Córdoba, Mónica Pérez, Inmaculada Casas, Francisco Pozo, Lorenzo Fraile, Natàlia Majó, María Montoya. Differential Viral-Host Immune Interactions Associated with Oseltamivir-Resistant H275Y and Wild-Type H1N1 A(pdm09) Influenza Virus Pathogenicity.
Viruses.
2020 07; 12(8):. doi:
10.3390/v12080794
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Journal of medicinal chemistry.
2020 07; 63(13):6924-6940. doi:
10.1021/acs.jmedchem.0c00312
. [PMID: 32520560] - Muayad A Merza, Azad A Haleem Al Mezori, Hakar Mustafa Mohammed, Deldar Morad Abdulah. COVID-19 outbreak in Iraqi Kurdistan: The first report characterizing epidemiological, clinical, laboratory, and radiological findings of the disease.
Diabetes & metabolic syndrome.
2020 Jul; 14(4):547-554. doi:
10.1016/j.dsx.2020.04.047
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