Proflavine (BioDeep_00000008532)

 

Secondary id: BioDeep_00001871354

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


Hemisulfate, proflavine

化学式: C13H11N3 (209.0953)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(plant) 38.55%

分子结构信息

SMILES: C1=CC(=CC2=NC3=C(C=CC(=C3)N)C=C21)N
InChI: InChI=1S/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2

描述信息

Proflavine is only found in individuals that have used or taken this drug. It is a topical antiseptic used mainly in wound dressings. [PubChem]Proflavine acts by interchelating DNA (intercalation), thereby disrupting DNA synthesis and leading to high levels of mutation in the copied DNA strands. This prevents bacterial reproduction.
C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent
D000890 - Anti-Infective Agents

同义名列表

16 个代谢物同义名

Hemisulfate, proflavine; Proflavine hemisulfate; Acridine, 3,6-diamino; 3,6 Diamino acridine; 3,6-Diamino acridine; acridine-3,6-diamine; 3,6-Diaminoacridine; 3,6-Acridinediamine; 3,6 Diaminoacridine; 2,8-Diaminoacridine; Proflavinum; Proflavine; Proflavina; Proflavin; Proflavine; Proflavine



数据库引用编号

16 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 6 CASP3, CAT, ELANE, GLUL, HPRT1, PMP2
Peripheral membrane protein 1 ACHE
Nucleus 6 ACHE, ACR, CASP3, GLUL, HCK, PMP2
cytosol 7 CASP3, CAT, ELANE, GLUL, HCK, HPRT1, PMP2
phagocytic vesicle 1 ELANE
nucleoplasm 1 CASP3
Cell membrane 5 ACHE, GLUL, KCNJ1, KCNJ12, KCNJ2
Lipid-anchor 2 GLUL, HCK
Multi-pass membrane protein 5 KCNJ1, KCNJ10, KCNJ12, KCNJ2, KCNJ4
Synapse 1 ACHE
cell surface 2 ACHE, ELANE
glutamatergic synapse 2 CASP3, KCNJ2
Golgi apparatus 4 ACHE, ATRN, HCK, KCNJ6
lysosomal membrane 1 CP
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, KCNJ2
Cytoplasm, cytosol 1 GLUL
Lysosome 1 HCK
Presynapse 1 KCNJ10
plasma membrane 12 ACHE, ATRN, CP, F2, GLUL, HCK, KCNJ1, KCNJ10, KCNJ12, KCNJ2, KCNJ4, KCNJ6
Membrane 6 ACHE, CAT, KCNJ10, KCNJ12, KCNJ2, KCNJ4
basolateral plasma membrane 2 KCNJ10, KCNJ4
caveola 1 HCK
extracellular exosome 9 ATRN, CAT, CP, ELANE, F2, GLUL, HPRT1, LYZ, PMP2
endoplasmic reticulum 1 GLUL
extracellular space 7 ACHE, ATRN, CP, CTRL, ELANE, F2, LYZ
perinuclear region of cytoplasm 1 ACHE
intercalated disc 1 KCNJ2
mitochondrion 2 CAT, GLUL
protein-containing complex 2 ACR, CAT
intracellular membrane-bounded organelle 2 CAT, HCK
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 ATRN
Secreted 3 ACHE, CP, F2
extracellular region 7 ACHE, ACR, CAT, CP, ELANE, F2, LYZ
cytoplasmic side of plasma membrane 1 HCK
[Isoform 2]: Secreted 1 ATRN
mitochondrial matrix 1 CAT
Extracellular side 1 ACHE
dendritic spine 1 KCNJ2
T-tubule 1 KCNJ2
cytoplasmic vesicle 1 HCK
Golgi-associated vesicle 1 ACR
postsynaptic membrane 2 KCNJ2, KCNJ4
Cell junction, focal adhesion 1 HCK
Cytoplasm, cytoskeleton 1 HCK
focal adhesion 2 CAT, HCK
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 2 ELANE, F2
secretory granule 1 ELANE
Postsynaptic cell membrane 1 KCNJ4
ciliary base 1 KCNJ10
cell projection 1 HCK
cytoskeleton 1 HCK
blood microparticle 2 CP, F2
Basolateral cell membrane 1 KCNJ10
Lipid-anchor, GPI-anchor 1 ACHE
[Isoform 2]: Cell membrane 1 HCK
[Isoform 3]: Secreted 1 ATRN
Membrane, caveola 1 HCK
monoatomic ion channel complex 4 KCNJ1, KCNJ10, KCNJ12, KCNJ4
Cytoplasmic vesicle membrane 1 KCNJ4
cell body 2 GLUL, KCNJ10
side of membrane 1 ACHE
myelin sheath 1 PMP2
voltage-gated potassium channel complex 3 KCNJ2, KCNJ4, KCNJ6
Microsome 1 GLUL
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
Golgi lumen 1 F2
endoplasmic reticulum lumen 2 CP, F2
transcription repressor complex 1 ELANE
specific granule lumen 2 ELANE, LYZ
tertiary granule lumen 1 LYZ
transport vesicle 1 HCK
azurophil granule lumen 2 ELANE, LYZ
synaptic cleft 1 ACHE
death-inducing signaling complex 1 CASP3
[Isoform 1]: Cell membrane 1 ATRN
Cytoplasmic vesicle, phagosome 1 ELANE
astrocyte projection 1 KCNJ10
glial cell projection 1 GLUL
catalase complex 1 CAT
acrosomal matrix 1 ACR
[Isoform H]: Cell membrane 1 ACHE


文献列表

  • Jing Liang, Mengzhu Zheng, Wei Xu, Yongkang Chen, Piyu Tang, Guoyi Wu, Peng Zou, Hua Li, Lixia Chen. Acriflavine and proflavine hemisulfate as potential antivirals by targeting Mpro. Bioorganic chemistry. 2022 Dec; 129(?):106185. doi: 10.1016/j.bioorg.2022.106185. [PMID: 36240541]
  • Isabelle Martiel, Nicole Baumann, Jijo J Vallooran, Jotam Bergfreund, Laurent Sagalowicz, Raffaele Mezzenga. Oil and drug control the release rate from lyotropic liquid crystals. Journal of controlled release : official journal of the Controlled Release Society. 2015 Apr; 204(?):78-84. doi: 10.1016/j.jconrel.2015.02.034. [PMID: 25744826]
  • Elmas Gökoğlu, Fulya Kıpçak, Zeynel Seferoğlu. Studies on the interactions of 3,6-diaminoacridine derivatives with human serum albumin by fluorescence spectroscopy. Luminescence : the journal of biological and chemical luminescence. 2014 Nov; 29(7):872-7. doi: 10.1002/bio.2635. [PMID: 24616283]
  • Chia-Wen Hsu, Jinghua Zhao, Ruili Huang, Jui-Hua Hsieh, Jon Hamm, Xiaoqing Chang, Keith Houck, Menghang Xia. Quantitative high-throughput profiling of environmental chemicals and drugs that modulate farnesoid X receptor. Scientific reports. 2014 Sep; 4(?):6437. doi: 10.1038/srep06437. [PMID: 25257666]
  • Ibrahim Yildiz, Karin L Lee, Kevin Chen, Sourabh Shukla, Nicole F Steinmetz. Infusion of imaging and therapeutic molecules into the plant virus-based carrier cowpea mosaic virus: cargo-loading and delivery. Journal of controlled release : official journal of the Controlled Release Society. 2013 Dec; 172(2):568-78. doi: 10.1016/j.jconrel.2013.04.023. [PMID: 23665254]
  • Kęstutis Aidas, Jógvan Magnus H Olsen, Jacob Kongsted, Hans Ågren. Photoabsorption of acridine yellow and proflavin bound to human serum albumin studied by means of quantum mechanics/molecular dynamics. The journal of physical chemistry. B. 2013 Feb; 117(7):2069-80. doi: 10.1021/jp311863x. [PMID: 23356863]
  • Joao Paulo Tardivo, Mark Wainwright, Mauricio S Baptista. Local clinical phototreatment of herpes infection in São Paulo. Photodiagnosis and photodynamic therapy. 2012 Jun; 9(2):118-21. doi: 10.1016/j.pdpdt.2012.01.002. [PMID: 22594981]
  • Aurijit Sarkar, Kelcey C Anderson, Glen E Kellogg. Computational analysis of structure-based interactions and ligand properties can predict efflux effects on antibiotics. European journal of medicinal chemistry. 2012 Jun; 52(?):98-110. doi: 10.1016/j.ejmech.2012.03.008. [PMID: 22483632]
  • Ramesh Kumar, Mandeep Kaur, Meena Kumari. Acridine: a versatile heterocyclic nucleus. Acta poloniae pharmaceutica. 2012 Jan; 69(1):3-9. doi: . [PMID: 22574501]
  • Ferenc Zsila, Judit Kámán, Borbála Bogányi, Dávid Józsvai. Binding of alkaloids into the S1 specificity pocket of α-chymotrypsin: evidence from induced circular dichroism spectra. Organic & biomolecular chemistry. 2011 Jun; 9(11):4127-37. doi: 10.1039/c0ob01221a. [PMID: 21483967]
  • Brotati Chakraborty, Atanu Singha Roy, Swagata Dasgupta, Samita Basu. Magnetic field effect corroborated with docking study to explore photoinduced electron transfer in drug-protein interaction. The journal of physical chemistry. A. 2010 Dec; 114(51):13313-25. doi: 10.1021/jp109604a. [PMID: 21126029]
  • Gaya Hettiarachchi, Duc Nguyen, Jing Wu, Derick Lucas, Da Ma, Lyle Isaacs, Volker Briken. Toxicology and drug delivery by cucurbit[n]uril type molecular containers. PloS one. 2010 May; 5(5):e10514. doi: 10.1371/journal.pone.0010514. [PMID: 20463906]
  • Tobias J Tuthill, Karl Harlos, Thomas S Walter, Nick J Knowles, Elisabetta Groppelli, David J Rowlands, David I Stuart, Elizabeth E Fry. Equine rhinitis A virus and its low pH empty particle: clues towards an aphthovirus entry mechanism?. PLoS pathogens. 2009 Oct; 5(10):e1000620. doi: 10.1371/journal.ppat.1000620. [PMID: 19816570]
  • Vincent Ball, Clarisse Maechling. Isothermal microcalorimetry to investigate non specific interactions in biophysical chemistry. International journal of molecular sciences. 2009 Jul; 10(8):3283-3315. doi: 10.3390/ijms10083283. [PMID: 20111693]
  • O O Sinitsina, Z I Zholdakova, E E Poliakova, E N Golovach, L P Sycheva, N N Beliaeva, N A Kuznetsova. [Comparative toxicity of photosensitizers in varying destruction]. Gigiena i sanitariia. 2007 Sep; ?(5):57-60. doi: NULL. [PMID: 18050705]
  • Pung Sok Lee, Dae Hwan Shin, Kyoung Mi Lee, Sukgil Song, Hwan-Soo Yoo, Dong-Cheul Moon, Jin Tae Hong, Youn Bok Chung. Effects of guanosine on the pharmacokinetics of acriflavine in rats following the administration of a 1:1 mixture of acriflavine and guanosine, a potential antitumor agent. Archives of pharmacal research. 2007 Mar; 30(3):372-80. doi: 10.1007/bf02977621. [PMID: 17424946]
  • S Song, O S Kwon, Y B Chung. Pharmacokinetics and metabolism of acriflavine in rats following intravenous or intramuscular administration of AG60, a mixture of acriflavine and guanosine, a potential antitumour agent. Xenobiotica; the fate of foreign compounds in biological systems. 2005 Jul; 35(7):755-73. doi: 10.1080/00498250500188073. [PMID: 16323364]
  • E Heir, G Sundheim, A L Holck. The Staphylococcus qacH gene product: a new member of the SMR family encoding multidrug resistance. FEMS microbiology letters. 1998 Jun; 163(1):49-56. doi: 10.1111/j.1574-6968.1998.tb13025.x. [PMID: 9631545]
  • S M Plakas, K R el Said, F A Bencsath, S M Musser, W L Hayton. Pharmacokinetics, tissue distribution and metabolism of acriflavine and proflavine in the channel catfish (Ictalurus punctatus). Xenobiotica; the fate of foreign compounds in biological systems. 1998 Jun; 28(6):605-16. doi: 10.1080/004982598239353. [PMID: 9667083]
  • Z Yu, W L Hayton, K K Chan. Characterization of proflavine metabolites in rainbow trout. Drug metabolism and disposition: the biological fate of chemicals. 1997 Apr; 25(4):431-6. doi: NULL. [PMID: 9107542]
  • D K Monteith, M R Emmerling, J Garvin, J C Theiss. Cytotoxicity study of tacrine, structurally and pharmacologically related compounds using rat hepatocytes. Drug and chemical toxicology. 1996; 19(1-2):71-84. doi: 10.3109/01480549609002197. [PMID: 8804554]
  • T A Chen, R Sterner, A Cozzolino, V G Allfrey. Reversible and irreversible changes in nucleosome structure along the c-fos and c-myc oncogenes following inhibition of transcription. Journal of molecular biology. 1990 Apr; 212(3):481-93. doi: 10.1016/0022-2836(90)90327-i. [PMID: 2325130]
  • O Mihalache, O Burducea, J Ossman, R Repanovici, N Constantinescu, L Mateescu, L M Popa, N Cajal. Preliminary data on the encapsulation of biologically active materials in liposomes. Virologie. 1985 Oct; 36(4):279-84. doi: NULL. [PMID: 3004019]
  • A Pasqua, P Dominici, S M Murgia, A Poletti, C Borri Voltattorni. Dye-sensitized photo-oxidation of pig kidney Dopa decarboxylase. Biochemistry international. 1984 Oct; 9(4):437-46. doi: NULL. [PMID: 6517952]
  • L Noronha-Blob, J Pitha. Probe for polyanionic regions on the cell surface. In vitro. 1982 Feb; 18(2):122-8. doi: 10.1007/bf02796404. [PMID: 7084973]
  • N H Chiu, W B Bruszewski, N P Salzman. Evidence for the role of double-helical structures in the maturation of simian virus-40 messenger RNA. Nucleic acids research. 1980 Jan; 8(1):153-68. doi: 10.1093/nar/8.1.153. [PMID: 6243778]
  • L E Bockstahler, J M Cantwell. Photodynamic induction of an oncogenic virus in vitro. Biophysical journal. 1979 Jan; 25(1):209-13. doi: 10.1016/s0006-3495(79)85286-8. [PMID: 233572]
  • S Nordling, P Ekblom, E Lehtonen, J Wartiovaara, L Saxén. Metabolic inhibitors and kidney tubule induction. Medical biology. 1978 Dec; 56(6):372-9. doi: NULL. [PMID: 732369]
  • J Pitha. Reagents specific for cell surface components. European journal of biochemistry. 1978 Jan; 82(1):285-92. doi: 10.1111/j.1432-1033.1978.tb12022.x. [PMID: 271608]
  • J J Kelleher, J Varani. Photoinactivation of latent herpes simplex virus in rabbit kidney cells. Antimicrobial agents and chemotherapy. 1976 Aug; 10(2):229-33. doi: 10.1128/aac.10.2.229. [PMID: 185948]
  • J J Holland, L P Villarreal, M Breindl. Factors involved in the generation and replication of rhabdovirus defective T particles. Journal of virology. 1976 Mar; 17(3):805-15. doi: 10.1128/jvi.17.3.805-815.1976. [PMID: 176445]
  • G L Gianfranceschi, D Amici, L Guglielmi. Evidence for the presence in calf thymus of a peptidic factor controlling DNA transcription in vitro. Biochimica et biophysica acta. 1975 Nov; 414(1):9-19. doi: 10.1016/0005-2787(75)90121-5. [PMID: 1191703]
  • W MIZGALSKI, I ZYGMUNT. [Effect of proflavin on human serum proteins]. Acta physiologica Polonica. 1961 Sep; 12(?):767-9. doi: NULL. [PMID: 14474854]
  • F BROWN, D L STEWART. Effect of proflavine on the formation of the virus of foot-and-mouth disease and its infective ribonucleic acid in pig kidney tissue culture monolayers. Nature. 1959 Sep; 184(?):74-5. doi: 10.1038/184074a0. [PMID: 13848133]