Acridine (BioDeep_00000002323)

 

Secondary id: BioDeep_00000859323, BioDeep_00001867800

human metabolite blood metabolite


代谢物信息卡片


2,3,5,6-Dibenzopyridine

化学式: C13H9N (179.0735)
中文名称: 吖啶
谱图信息: 最多检出来源 Homo sapiens(plant) 11.85%

分子结构信息

SMILES: C1=CC2=CC3=CC=CC=C3N=C2C=C1
InChI: InChI=1S/C13H9N/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-9H

描述信息

C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
CONFIDENCE standard compound; INTERNAL_ID 2517
CONFIDENCE standard compound; INTERNAL_ID 3

同义名列表

10 个代谢物同义名

2,3,5,6-Dibenzopyridine; Dibenzo[b,e]pyridine; 2,3-Benzoquinoline; Benzo[b]quinoline; 10-Azaanthracene; 9-Azaanthracene; ACRIDINE; Acrydine; Akridin; Acridine



数据库引用编号

21 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。

亚细胞结构定位 关联基因列表
Cytoplasm 11 ABCB1, BCL2, CASP3, CASP7, CAT, HPGDS, MYC, PKM, PRKX, PRNP, XDH
Peripheral membrane protein 1 ACHE
Endoplasmic reticulum membrane 1 BCL2
Nucleus 10 ACHE, ACR, BCL2, CASP3, CASP7, MYC, PARP1, PKM, PRKX, TIPARP
cytosol 10 AHSA1, BCL2, CASP3, CASP7, CAT, HPGDS, PARP1, PKM, PRNP, XDH
dendrite 1 PRNP
nuclear body 1 PARP1
nucleoplasm 6 CASP3, CASP7, HPGDS, MYC, PARP1, PRKX
Cell membrane 4 ABCB1, ACHE, PRNP, TNF
Multi-pass membrane protein 1 ABCB1
Synapse 1 ACHE
cell surface 4 ABCB1, ACHE, PRNP, TNF
glutamatergic synapse 1 CASP3
Golgi apparatus 2 ACHE, PRNP
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, TNF
postsynapse 1 PRNP
Cytoplasm, cytosol 3 AHSA1, CASP7, PARP1
plasma membrane 6 ABCB1, ACHE, BCHE, IFNLR1, PRNP, TNF
terminal bouton 1 PRNP
Membrane 8 ABCB1, ACHE, BCL2, CAT, IFNLR1, MYC, PARP1, PRNP
apical plasma membrane 1 ABCB1
extracellular exosome 6 ABCB1, AHSA1, CAT, LYZ, PKM, PRNP
endoplasmic reticulum 3 AHSA1, BCL2, PRNP
extracellular space 6 ACHE, BCHE, CASP7, LYZ, TNF, XDH
perinuclear region of cytoplasm 1 ACHE
mitochondrion 5 BCL2, CAT, PARP1, PKM, PRNP
protein-containing complex 5 ACR, BCL2, CAT, MYC, PARP1
intracellular membrane-bounded organelle 3 CAT, HPGDS, PRNP
postsynaptic density 2 CASP3, PRNP
Single-pass type I membrane protein 1 IFNLR1
Secreted 2 ACHE, BCHE
extracellular region 7 ACHE, ACR, BCHE, CAT, LYZ, PKM, TNF
Mitochondrion outer membrane 2 BCL2, PRNP
Single-pass membrane protein 2 BCL2, PRNP
mitochondrial outer membrane 2 BCL2, PRNP
mitochondrial matrix 1 CAT
Extracellular side 1 ACHE
transcription regulator complex 1 PARP1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, PRNP
external side of plasma membrane 2 PRNP, TNF
Extracellular vesicle 1 PKM
nucleolus 2 MYC, PARP1
Golgi-associated vesicle 1 ACR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 PKM
Apical cell membrane 1 ABCB1
Membrane raft 2 PRNP, TNF
pore complex 1 BCL2
focal adhesion 1 CAT
Peroxisome 2 CAT, XDH
basement membrane 1 ACHE
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 PKM
cilium 1 PKM
chromatin 2 MYC, PARP1
phagocytic cup 1 TNF
Chromosome 1 PARP1
Secreted, extracellular space 1 CASP7
Nucleus, nucleolus 2 MYC, PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 2 ACHE, PRNP
site of double-strand break 1 PARP1
nuclear envelope 2 MYC, PARP1
Nucleus, nucleoplasm 1 MYC
side of membrane 2 ACHE, PRNP
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 2 CAT, PKM
secretory granule lumen 2 CAT, PKM
endoplasmic reticulum lumen 1 BCHE
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
extrinsic component of membrane 1 PRNP
RNA polymerase II transcription repressor complex 1 MYC
azurophil granule lumen 1 LYZ
nuclear envelope lumen 1 BCHE
synaptic cleft 1 ACHE
protein-DNA complex 1 PARP1
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
Rough endoplasmic reticulum 2 MYC, PKM
site of DNA damage 1 PARP1
Myc-Max complex 1 MYC
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
inclusion body 1 PRNP
acrosomal matrix 1 ACR
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
[Isoform M2]: Cytoplasm 1 PKM
[Isoform M1]: Cytoplasm 1 PKM
[Isoform H]: Cell membrane 1 ACHE
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
nucleoplasmic reticulum 1 MYC


文献列表

  • Hai-Yan Peng, Gang Zhang, Ru Sun, Yu-Jie Xu, Jian-Feng Ge. Fluorescent probes based on acridine derivatives and their application in dynamic monitoring of cell polarity variation. The Analyst. 2022 Nov; 147(22):5231-5238. doi: 10.1039/d2an01449a. [PMID: 36278807]
  • Marta Świtalska, Beata Filip-Psurska, Magdalena Milczarek, Mateusz Psurski, Adrianna Moszyńska, Aleksandra M Dąbrowska, Małgorzata Gawrońska, Karol Krzymiński, Maciej Bagiński, Rafał Bartoszewski, Joanna Wietrzyk. Combined anticancer therapy with imidazoacridinone analogue C-1305 and paclitaxel in human lung and colon cancer xenografts-Modulation of tumour angiogenesis. Journal of cellular and molecular medicine. 2022 07; 26(14):3950-3964. doi: 10.1111/jcmm.17430. [PMID: 35701366]
  • Cissé Sow, Amélie Bouissou, Yvette A Girard, Gurvani B Singh, Lotfi Bounaadja, Jean-Marc Payrat, Delphine Haas, Hervé Isola, Marion C Lanteri, Peter Bringmann, Philippe Grellier. Robust inactivation of Plasmodium falciparum in red blood cell concentrates using amustaline and glutathione pathogen reduction. Transfusion. 2022 05; 62(5):1073-1083. doi: 10.1111/trf.16867. [PMID: 35385146]
  • Mária Vilková, Monika Hudáčová, Nikola Palušeková, Rastislav Jendželovský, Miroslav Almáši, Tibor Béres, Peter Fedoročko, Mária Kožurková. Acridine Based N-Acylhydrazone Derivatives as Potential Anticancer Agents: Synthesis, Characterization and ctDNA/HSA Spectroscopic Binding Properties. Molecules (Basel, Switzerland). 2022 Apr; 27(9):. doi: 10.3390/molecules27092883. [PMID: 35566236]
  • Yaogeng Wang, Rolf W Sparidans, Jing Wang, Wenlong Li, Maria C Lebre, Jos H Beijnen, Alfred H Schinkel. Rifampin and ritonavir increase oral availability and elacridar enhances overall exposure and brain accumulation of the NTRK inhibitor larotrectinib. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2022 Jan; 170(?):197-207. doi: 10.1016/j.ejpb.2021.12.007. [PMID: 34952136]
  • Margarida L F Martins, Nancy H C Loos, Sümeyra Mucuk, Danielle de Jong, Maria C Lebre, Hilde Rosing, Matthijs Tibben, Jos H Beijnen, Alfred H Schinkel. P-Glycoprotein (ABCB1/MDR1) Controls Brain Penetration and Intestinal Disposition of the PARP1/2 Inhibitor Niraparib. Molecular pharmaceutics. 2021 12; 18(12):4371-4384. doi: 10.1021/acs.molpharmaceut.1c00553. [PMID: 34730366]
  • Islam M Mostafa, Muhammad Rehan Hasan Shah Gilani, Yequan Chen, Baohua Lou, Jianping Li, Guobao Xu. Lucigenin-pyrogallol chemiluminescence for the multiple detection of pyrogallol, cobalt ion, and tyrosinase. Journal of food and drug analysis. 2021 09; 29(3):510-520. doi: 10.38212/2224-6614.3361. [PMID: 35696239]
  • Laina Zarisa Mohd Kamal, Mowaffaq Adam Ahmed Adam, Siti Nurfatimah Mohd Shahpudin, Ahmad Naqeeb Shuib, Rosline Sandai, Norazian Mohd Hassan, Yasser Tabana, Dayang Fredalina Basri, Leslie Thian Lung Than, Doblin Sandai. Identification of Alkaloid Compounds Arborinine and Graveoline from Ruta angustifolia (L.) Pers for their Antifungal Potential against Isocitrate lyase (ICL1) gene of Candida albicans. Mycopathologia. 2021 May; 186(2):221-236. doi: 10.1007/s11046-020-00523-z. [PMID: 33550536]
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  • Song Ding, Christopher L Hackett, Fang Liu, Ryan G Hackett, Ulrich Bierbach. Evaluation of a Platinum-Acridine Anticancer Agent and Its Liposomal Formulation in an in vivo Model of Lung Adenocarcinoma. ChemMedChem. 2021 01; 16(2):412-419. doi: 10.1002/cmdc.202000637. [PMID: 32975041]
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  • Miroslawa Cichorek, Anna Ronowska, Krystyna Dzierzbicka, Monika Gensicka-Kowalewska, Milena Deptula, Iwona Pelikant-Malecka. Chloroacridine derivatives as potential anticancer agents which may act as tricarboxylic acid cycle enzyme inhibitors. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Oct; 130(?):110515. doi: 10.1016/j.biopha.2020.110515. [PMID: 34321163]
  • Alexandra Probst, Cécile Häberli, Dionicio Siegel, Jianbo Huang, Seth Vigneron, Anh P Ta, Danielle E Skinner, Nelly El-Sakkary, Jeremiah D Momper, Jon Gangoiti, Yuxiang Dong, Jonathan L Vennerstrom, Susan A Charman, Conor R Caffrey, Jennifer Keiser. Efficacy, metabolism and pharmacokinetics of Ro 15-5458, a forgotten schistosomicidal 9-acridanone hydrazone. The Journal of antimicrobial chemotherapy. 2020 10; 75(10):2925-2932. doi: 10.1093/jac/dkaa247. [PMID: 32617557]
  • Xiyuan Yao, Noah H Watkins, Heather Brown-Harding, Ulrich Bierbach. A membrane transporter determines the spectrum of activity of a potent platinum-acridine hybrid anticancer agent. Scientific reports. 2020 09; 10(1):15201. doi: 10.1038/s41598-020-72099-z. [PMID: 32939009]
  • Lenka Tupova, Birgit Hirschmugl, Simona Sucha, Veronika Pilarova, Virág Székely, Éva Bakos, Lucie Novakova, Csilla Özvegy-Laczka, Christian Wadsack, Martina Ceckova. Interplay of drug transporters P-glycoprotein (MDR1), MRP1, OATP1A2 and OATP1B3 in passage of maraviroc across human placenta. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Sep; 129(?):110506. doi: 10.1016/j.biopha.2020.110506. [PMID: 32768979]
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  • Kei Suzuki, Kazuhiro Taniyama, Takao Aoyama, Yoshiaki Watanabe. Evaluation of the Role of P-glycoprotein (P-gp)-Mediated Efflux in the Intestinal Absorption of Common Substrates with Elacridar, a P-gp Inhibitor, in Rats. European journal of drug metabolism and pharmacokinetics. 2020 Jun; 45(3):385-392. doi: 10.1007/s13318-019-00602-7. [PMID: 32078103]
  • Sabrina Dallavalle, Vladimir Dobričić, Loretta Lazzarato, Elena Gazzano, Miguel Machuqueiro, Ilza Pajeva, Ivanka Tsakovska, Nace Zidar, Roberta Fruttero. Improvement of conventional anti-cancer drugs as new tools against multidrug resistant tumors. Drug resistance updates : reviews and commentaries in antimicrobial and anticancer chemotherapy. 2020 05; 50(?):100682. doi: 10.1016/j.drup.2020.100682. [PMID: 32087558]
  • Mohamed Ibrahim Halawa, Fengxia Wu, Muhammad Nadeem Zafar, Islam M Mostafa, Abubakar Abdussalam, Shuang Han, Guobao Xu. Turn-on fluorescent glutathione detection based on lucigenin and MnO2 nanosheets. Journal of materials chemistry. B. 2020 04; 8(16):3542-3549. doi: 10.1039/c9tb02158b. [PMID: 31799572]
  • Wenlong Li, Matthijs Tibben, Yaogeng Wang, Maria C Lebre, Hilde Rosing, Jos H Beijnen, Alfred H Schinkel. P-glycoprotein (MDR1/ABCB1) controls brain accumulation and intestinal disposition of the novel TGF-β signaling pathway inhibitor galunisertib. International journal of cancer. 2020 03; 146(6):1631-1642. doi: 10.1002/ijc.32568. [PMID: 31304590]
  • Mrinal Kanti Si, Anusuya Saha, Bishwajit Ganguly. Exploiting σ-hole interaction to design small uncharged ligand molecules to stabilize G-quadruplex-DNA: a computational study. Journal of molecular modeling. 2020 Feb; 26(2):38. doi: 10.1007/s00894-019-4282-2. [PMID: 32008146]
  • Zhixiang Zhu, Ran Guo, Yunqian Li, Shanshan Li, Pengfei Tu. Comparison of three analytical methods for superoxide produced by activated immune cells. Journal of pharmacological and toxicological methods. 2020 Jan; 101(?):106637. doi: 10.1016/j.vascn.2019.106637. [PMID: 31678429]
  • Subhajit Ghosh, Tapas Das, Shishu K Suman, Haladhar D Sarma, Ashutosh Dash. Preparation and Preliminary Evaluation of 68Ga-Acridine: An Attempt to Study the Potential of Radiolabeled DNA Intercalator as a PET Radiotracer for Tumor Imaging. Anti-cancer agents in medicinal chemistry. 2020; 20(13):1538-1547. doi: 10.2174/1871520620666200502002609. [PMID: 32357824]
  • Subhajit Ghosh, Tapas Das, Shishu K Suman, Chandan Kumar, Haladhar D Sarma, Ashutosh Dash. Targeted Tumor Therapy with Radiolabeled DNA Intercalator: A Possibility? Preclinical Investigations with 177Lu-Acridine. BioMed research international. 2020; 2020(?):9514357. doi: 10.1155/2020/9514357. [PMID: 32775454]
  • Alejandra Martínez-Chávez, Stéphanie van Hoppe, Hilde Rosing, Maria C Lebre, Matthijs Tibben, Jos H Beijnen, Alfred H Schinkel. P-glycoprotein Limits Ribociclib Brain Exposure and CYP3A4 Restricts Its Oral Bioavailability. Molecular pharmaceutics. 2019 09; 16(9):3842-3852. doi: 10.1021/acs.molpharmaceut.9b00475. [PMID: 31329454]
  • Md Rafi Haider, Kamal Ahmad, Nadeem Siddiqui, Zulphikar Ali, Md Jawaid Akhtar, Neeraj Fuloria, Shivkanya Fuloria, Manickam Ravichandran, M Shahar Yar. Novel 9-(2-(1-arylethylidene)hydrazinyl)acridine derivatives: Target Topoisomerase 1 and growth inhibition of HeLa cancer cells. Bioorganic chemistry. 2019 07; 88(?):102962. doi: 10.1016/j.bioorg.2019.102962. [PMID: 31085373]
  • Wenlong Li, Rolf W Sparidans, Yaogeng Wang, Maria C Lebre, Jos H Beijnen, Alfred H Schinkel. Oral coadministration of elacridar and ritonavir enhances brain accumulation and oral availability of the novel ALK/ROS1 inhibitor lorlatinib. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2019 Mar; 136(?):120-130. doi: 10.1016/j.ejpb.2019.01.016. [PMID: 30660696]
  • Takaomi Shimokawa, Hidenobu Tsutsui, Takeshi Miura, Masashi Takama, Kohei Hayashi, Toru Nishinaka, Tomoyuki Terada, Kozo Yoneda, Masayo Yamagata, Tokihito Yukimura. Post-treatment with JP-1302 protects against renal ischemia/reperfusion-induced acute kidney injury in rats. Journal of pharmacological sciences. 2019 Mar; 139(3):137-142. doi: 10.1016/j.jphs.2018.12.008. [PMID: 30665845]
  • Hui Deng, Bowen Gong, Zhiquan Yang, Zhen Li, Huan Zhou, Yashu Zhang, Xiaohui Niu, Sisi Liu, Dengguo Wei. Intensive Distribution of G₂-Quaduplexes in the Pseudorabies Virus Genome and Their Sensitivity to Cations and G-Quadruplex Ligands. Molecules (Basel, Switzerland). 2019 Feb; 24(4):. doi: 10.3390/molecules24040774. [PMID: 30795541]
  • Wei Jiang, Tianyi Xia, Yunlei Yun, Mingming Li, Feng Zhang, Shouhong Gao, Wansheng Chen. UHPLC-MS/MS method for simultaneous determination of carbamazepine and its seven major metabolites in serum of epileptic patients. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Feb; 1108(?):17-24. doi: 10.1016/j.jchromb.2018.12.016. [PMID: 30660838]
  • Xiyuan Yao, Christopher M Tracy, Ulrich Bierbach. Cysteine-Directed Bioconjugation of a Platinum(II)-Acridine Anticancer Agent. Inorganic chemistry. 2019 Jan; 58(1):43-46. doi: 10.1021/acs.inorgchem.8b02717. [PMID: 30543413]
  • Charles K Rono, James Darkwa, Debra Meyer, Banothile C E Makhubela. A Novel Series of N-aryltriazole and N-acridinyltriazole Hybrids as Potential Anticancer Agents. Current organic synthesis. 2019; 16(6):900-912. doi: 10.2174/1570179416666190704112904. [PMID: 31984911]
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