Quinacrine (BioDeep_00000003331)
Secondary id: BioDeep_00000397940, BioDeep_00001867737
human metabolite blood metabolite Volatile Flavor Compounds
代谢物信息卡片
化学式: C23H30ClN3O (399.20772800000003)
中文名称: 疟涤平
谱图信息:
最多检出来源 Homo sapiens(blood) 11.86%
分子结构信息
SMILES: CCN(CC)CCCC(C)N=c1c2ccc(Cl)cc2[nH]c2ccc(OC)cc12
InChI: InChI=1S/C23H30ClN3O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)
描述信息
An acridine derivative formerly widely used as an antimalarial but superseded by chloroquine in recent years. It has also been used as an anthelmintic and in the treatment of giardiasis and malignant effusions. It is used in cell biological experiments as an inhibitor of phospholipase A2. [PubChem]
P - Antiparasitic products, insecticides and repellents > P01 - Antiprotozoals > P01A - Agents against amoebiasis and other protozoal diseases
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent
D000970 - Antineoplastic Agents
D004791 - Enzyme Inhibitors
同义名列表
31 个代谢物同义名
N(4)-(6-Chloro-2-methoxy-9-acridinyl)-N(1),N(1)-diethyl-1,4-pentanediamine; 6-Chloro-9-((4-(diethylamino)-1-methylbutyl)amino)-2-methoxyacridine; 6-chloro-N-[5-(diethylamino)pentan-2-yl]-2-methoxyacridin-9-amine; 3-Chloro-7-methoxy-9-(1-methyl-4-diethylaminobutylamino)acridine; 2-Methoxy-6-chloro-9-diethylaminopentylaminoacridine; Quinacrine dihyrochloride, (R)-isomer; Quinacrine dihyrochloride, (S)-isomer; Quinacrine dihydrochloride, dihydrate; Quinacrine Dihydrochloride Dihydrate; Monohydrochloride, quinacrine; Quinacrine monohydrochloride; Dihydrochloride, quinacrine; Quinacrine dihydrochloride; Hydrochloride, quinacrine; Monomesylate, quinacrine; Quinacrine hydrochloride; Quinacrine, (+-)-isomer; Monoacetate, quinacrine; Quinacrine monomesylate; Quinacrine, (R)-isomer; Quinacrine monoacetate; Quinacrine, (S)-isomer; Dimesylate, quinacrine; Quinacrine dimesylate; quinacrine; Mepacrine; Quinacrin; Acrichine; Atabrine; Atebrin; Quinacrine
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:8711
- KEGG: C07339
- KEGGdrug: D08179
- PubChem: 237
- HMDB: HMDB0015235
- Metlin: METLIN24079
- DrugBank: DB01103
- ChEMBL: CHEMBL7568
- Wikipedia: Quinacrine
- MeSH: Quinacrine
- MetaCyc: ATABRINE
- chemspider: 232
- CAS: 65960-39-6
- CAS: 83-89-6
- PMhub: MS000009369
- PubChem: 9546
- NIKKAJI: J3.877F
- KNApSAcK: 8711
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
- Biswajit Das, Somya Ranjan Dash, Harun Patel, Saptarshi Sinha, Subhasmita Bhal, Subarno Paul, Chinmay Das, Rajalaxmi Pradhan, Iqrar Ahmed, Kunal Goutam, Chanakya Nath Kundu. Quinacrine inhibits HIF-1α/VEGF-A mediated angiogenesis by disrupting the interaction between cMET and ABCG2 in patient-derived breast cancer stem cells.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2023 Aug; 117(?):154914. doi:
10.1016/j.phymed.2023.154914
. [PMID: 37321076] - Xiangxiang Li, Jing Zhou, Zhuozhou Hu, Liang Han, Wenyang Zhao, Tongyu Wu, Chun Li, Jingjing Liu, Jia Kang, Xinping Chen. Quinacrine attenuates diet-induced obesity by inhibiting adipogenesis via activation of AMPK signaling.
European journal of pharmacology.
2023 Jan; 938(?):175432. doi:
10.1016/j.ejphar.2022.175432
. [PMID: 36460132] - Nirod Kumar Sarangi, Amrutha Prabhakaran, Tia E Keyes. Multimodal Investigation into the Interaction of Quinacrine with Microcavity-Supported Lipid Bilayers.
Langmuir : the ACS journal of surfaces and colloids.
2022 05; 38(20):6411-6424. doi:
10.1021/acs.langmuir.2c00524
. [PMID: 35561255] - Benjamin Pineda. Quinacrine, an Old Drug with Potentially usefull in the Treatment for COVID-19.
Archives of medical research.
2021 11; 52(8):858-859. doi:
10.1016/j.arcmed.2021.06.002
. [PMID: 34154830] - Nada F Abo El-Magd, Hasnaa Ali Ebrahim, Mohamed El-Sherbiny, Nada H Eisa. Quinacrine Ameliorates Cisplatin-Induced Renal Toxicity via Modulation of Sirtuin-1 Pathway.
International journal of molecular sciences.
2021 Oct; 22(19):. doi:
10.3390/ijms221910660
. [PMID: 34639002] - Lucy Martinez-Guerrero, Xiaohong Zhang, Kimberley M Zorn, Sean Ekins, Stephen H Wright. Cationic Compounds with SARS-CoV-2 Antiviral Activity and Their Interaction with Organic Cation Transporter/Multidrug and Toxin Extruder Secretory Transporters.
The Journal of pharmacology and experimental therapeutics.
2021 10; 379(1):96-107. doi:
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Travel medicine and infectious disease.
2021 Jul; 42(?):102082. doi:
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. [PMID: 34020030] - Raphael J Eberle, Danilo S Olivier, Marcos S Amaral, Ian Gering, Dieter Willbold, Raghuvir K Arni, Monika A Coronado. The Repurposed Drugs Suramin and Quinacrine Cooperatively Inhibit SARS-CoV-2 3CLpro In Vitro.
Viruses.
2021 05; 13(5):. doi:
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. [PMID: 33910017] - Tomohisa Kitagawa, Atsushi Matsumoto, Ichiro Terashima, Yukifumi Uesono. Antimalarial Quinacrine and Chloroquine Lose Their Activity by Decreasing Cationic Amphiphilic Structure with a Slight Decrease in pH.
Journal of medicinal chemistry.
2021 04; 64(7):3885-3896. doi:
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Viruses.
2021 Jan; 13(1):. doi:
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2021 01; 25(1):556-566. doi:
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Molecular pharmaceutics.
2020 07; 17(7):2463-2472. doi:
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. [PMID: 31515284] - Sabrina Forveille, Juliette Humeau, Allan Sauvat, Lucillia Bezu, Guido Kroemer, Oliver Kepp. Quinacrine-mediated detection of intracellular ATP.
Methods in enzymology.
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. [PMID: 31727236] - Mariachiara Buccarelli, Matteo Marconi, Simone Pacioni, Ivana De Pascalis, Quintino Giorgio D'Alessandris, Maurizio Martini, Barbara Ascione, Walter Malorni, Luigi Maria Larocca, Roberto Pallini, Lucia Ricci-Vitiani, Paola Matarrese. Inhibition of autophagy increases susceptibility of glioblastoma stem cells to temozolomide by igniting ferroptosis.
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The Journal of infectious diseases.
2017 03; 215(6):946-953. doi:
10.1093/infdis/jix066
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BMC nephrology.
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Eukaryotic cell.
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. [PMID: 26432633] - Xue-Tao Li, Zhi-Yan Zhou, Ying Jiang, Mei-Li He, Lian-Qun Jia, Lin Zhao, Lan Cheng, Tian-Zhu Jia. PEGylated VRB plus quinacrine cationic liposomes for treating non-small cell lung cancer.
Journal of drug targeting.
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Journal of medicinal chemistry.
2014 Feb; 57(3):828-35. doi:
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. [PMID: 24354316] - Muhammad Usman, Mohammad Siddiq. Probing the micellar properties of Quinacrine 2HCl and its binding with surfactants and human serum albumin.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2013 Sep; 113(?):182-90. doi:
10.1016/j.saa.2013.04.089
. [PMID: 23727671] - Caroline Roy, Valérie Gagné, Maria J G Fernandes, François Marceau. High affinity capture and concentration of quinacrine in polymorphonuclear neutrophils via vacuolar ATPase-mediated ion trapping: comparison with other peripheral blood leukocytes and implications for the distribution of cationic drugs.
Toxicology and applied pharmacology.
2013 Jul; 270(2):77-86. doi:
10.1016/j.taap.2013.04.004
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. [PMID: 23168241] - Ranjan Preet, Purusottam Mohapatra, Dipon Das, Shakti R Satapathy, Tathagata Choudhuri, Michael D Wyatt, Chanakya N Kundu. Lycopene synergistically enhances quinacrine action to inhibit Wnt-TCF signaling in breast cancer cells through APC.
Carcinogenesis.
2013 Feb; 34(2):277-86. doi:
10.1093/carcin/bgs351
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PloS one.
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European journal of medicinal chemistry.
2011 Jul; 46(7):2917-29. doi:
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The Journal of infection.
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Bioorganic & medicinal chemistry.
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Glia.
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European journal of pharmacology.
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Bulletin of experimental biology and medicine.
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Blood.
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Biochemistry. Biokhimiia.
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World journal of gastroenterology.
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Scandinavian journal of immunology.
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The Journal of cell biology.
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Steroids.
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European journal of pharmacology.
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Biophysical journal.
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The Plant journal : for cell and molecular biology.
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Blood.
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BMC infectious diseases.
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Experimental lung research.
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American journal of physiology. Cell physiology.
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European journal of pharmacology.
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Lancet (London, England).
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Arquivos de neuro-psiquiatria.
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American journal of physiology. Renal physiology.
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Photochemistry and photobiology.
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Molecular microbiology.
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Journal of medicinal chemistry.
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Kidney international.
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Regulatory peptides.
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