Furazolidone (BioDeep_00000001471)

 

Secondary id: BioDeep_00000017057, BioDeep_00000175035

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


3-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one

化学式: C8H7N3O5 (225.0386)
中文名称: 呋喃唑酮
谱图信息: 最多检出来源 Homo sapiens(blood) 17.21%

分子结构信息

SMILES: c1cc([N+](=O)[O-])oc1/C=N/N1CCOC1=O
InChI: InChI=1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2

描述信息

Furazolidone is a nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone has been shown to exhibit antibiotic and anti-microbial functions (PMID 1476092, 6651278). Furazolidone is also used as a poultry food additive. It is marketed by Roberts Laboratories under the brand name Furoxone and by GlaxoSmithKline as Dependal-M. Furoxone has a broad antibacterial spectrum covering the majority of gastrointestinal tract pathogens including E. coli, staphylococci, Salmonella, Shigella, Proteus, Aerobacter aerogenes, Vibrio cholerae and Giardia lamblia. Its bactericidal activity is based upon its interference with DNA replication and protein production. Furazolidone binds bacterial DNA which leads to the gradual inhibition of monoamine oxidase (From Martindale, The Extra Pharmacopoeia, 30th ed, p514). Furazolidone and its related free radical products are believed to bind DNA and induce cross-links. Bacterial DNA is particularly susceptible to this drug leading to high levels of mutations (transitions and transversions) in the bacterial chromosome. Furazolidone belongs to the family of Nitrofurans. These are compounds containing a furan ring which bears a nitro group.
G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors
D000890 - Anti-Infective Agents > D023303 - Oxazolidinones
C254 - Anti-Infective Agent
Poultry food additive

同义名列表

72 个代谢物同义名

3-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one; 3-[(e)-(5-Nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one; 3-[[(5-Nitro-2-furanyl)methylene]amino]-2-oxazolidinone, 9ci; 3-[(5-Nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one; 3-[[(5-Nitro-2-furanyl)methylene]-amino]-2-oxazolidinone; 3-{[(5-nitro-2-furanyl)methylene]amino}-2-oxazolidinone; 3-(((5-Nitro-2-furanyl)methylene)amino)-2-oxazolidinone; 3-[[(5-Nitro-2-furanyl)methylene]amino]-2-oxazolidinone; N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-one; 5-Nitro-N-(2-oxo-3-oxazolidinyl)-2-furanmethanimine; N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidone; 3-[(5-Nitrofurfurylidine)amino]-2-oxazolidinone; 3-[(5-Nitrofurfurylidene)amino]-2-oxazolidinone; 3-((5-Nitrofurfurylidine)amino)-2-oxazolidinone; 3-((5-Nitrofurfurylidene)amino)-2-oxazolidinone; 3-[(5-Nitrofurfurylidene)amino]-2-oxazolidone; 3-(5-Nitrofurfurylideneamino)-2-oxazolidinone; 3-((5-Nitrofurfurylidene)amino)-2-oxazolidone; 3-((5-Nitrofurylidene)amino)-2-oxazolidone; 3-[(5-Nitrofurylidene)amino]-2-oxazolidone; 3-(5-Nitrofurfuralamino)-2-oxazolidone; Fiurox aerosol powder; Furoxone swine mix; Nitrofurazolidonum; Nitrofurazolidone; Nifurazolidone; Furazolidonum; furazolidone; Furazolidona; Nitrofuroxon; Furazolidine; Furozolidine; Sclaventerol; Trichofuron; Enterotoxon; Nifulidone; Viofuragyn; Tricofuron; USAF ea-1; Tikofuran; Coryzium; Diafuron; Furoxane; Furoxone; Trifurox; Furaxone; Corizium; Roptazol; Topazone; Tricoron; Optazol; Puradin; Bifuron; Giarlam; Giardil; Furazol; Furovag; Nifuran; Nicolen; Furidon; Ortazol; Furoxal; Furazon; Medaron; Furoxon; Furaxon; Furall; Neftin; Furox; FZL; Furazolidone; Furazolidone



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 9 AIMP2, CALR, CASP9, CAT, CCND1, CCND3, CDK6, CYP2C19, XDH
Peripheral membrane protein 1 AOC1
Endoplasmic reticulum membrane 6 CALR, CD4, CYP2C19, HMOX1, HSP90B1, TKT
Nucleus 9 AIMP2, CALR, CASP9, CCND1, CCND3, CDK6, HMOX1, HSP90B1, S100A8
cytosol 12 AIMP2, CALR, CASP9, CAT, CCND1, CCND3, CDK6, HMOX1, HSP90B1, S100A8, TKT, XDH
nuclear body 1 TKT
centrosome 3 CCND1, CCND3, CDK6
nucleoplasm 6 ATP2B1, CCND1, CCND3, CDK6, HMOX1, TKT
Cell membrane 5 AOC1, ATP2B1, CD4, JAG1, TKT
Cytoplasmic side 1 HMOX1
Multi-pass membrane protein 2 ATP2B1, ATP4A
Synapse 1 ATP2B1
cell surface 1 CALR
glutamatergic synapse 2 ATP2B1, CALR
postsynapse 1 CALR
presynaptic membrane 1 ATP2B1
smooth endoplasmic reticulum 2 CALR, HSP90B1
Cytoplasm, cytosol 2 AIMP2, CALR
acrosomal vesicle 1 CALR
plasma membrane 9 AOC1, ATP2B1, ATP4A, BCHE, CD4, CYP2C19, JAG1, S100A8, TKT
synaptic vesicle membrane 1 ATP2B1
Membrane 8 AIMP2, ATP2B1, ATP4A, CALR, CAT, HMOX1, HSP90B1, JAG1
apical plasma membrane 3 ATP4A, JAG1, TKT
basolateral plasma membrane 1 ATP2B1
extracellular exosome 7 AOC1, ATP2B1, CALR, CAT, HSP90B1, S100A8, TKT
endoplasmic reticulum 3 CALR, HMOX1, HSP90B1
extracellular space 8 AOC1, ATP4A, BCHE, CALR, GNRH1, HMOX1, S100A8, XDH
perinuclear region of cytoplasm 3 CALR, HMOX1, HSP90B1
adherens junction 1 JAG1
bicellular tight junction 2 AOC1, CCND1
mitochondrion 2 CASP9, CAT
protein-containing complex 3 CASP9, CAT, HSP90B1
intracellular membrane-bounded organelle 3 ATP2B1, CAT, CYP2C19
Single-pass type I membrane protein 3 CD4, JAG1, TKT
Secreted 1 BCHE
extracellular region 8 AOC1, BCHE, CALR, CAT, GNRH1, HSP90B1, JAG1, S100A8
mitochondrial outer membrane 1 HMOX1
mitochondrial matrix 1 CAT
Extracellular side 1 AOC1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 CDK6
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 CCND1
nuclear membrane 1 CCND1
external side of plasma membrane 2 CALR, CD4
Secreted, extracellular space, extracellular matrix 1 CALR
actin cytoskeleton 1 TKT
midbody 1 HSP90B1
Early endosome 1 CD4
vesicle 1 TKT
Apical cell membrane 1 ATP4A
Membrane raft 1 CD4
focal adhesion 4 CALR, CAT, HSP90B1, TKT
Peroxisome 4 AOC1, CAT, TKT, XDH
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 3 CALR, HSP90B1, S100A8
lateral plasma membrane 1 ATP2B1
ruffle 1 CDK6
receptor complex 1 TKT
cell projection 1 ATP2B1
phagocytic vesicle membrane 1 CALR
cytoskeleton 1 S100A8
Secreted, extracellular space 1 AOC1
blood microparticle 1 BCHE
Basolateral cell membrane 1 ATP2B1
nuclear envelope 1 CALR
Melanosome 1 HSP90B1
Presynaptic cell membrane 1 ATP2B1
sperm plasma membrane 1 HSP90B1
intermediate filament cytoskeleton 1 S100A8
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, S100A8
endoplasmic reticulum quality control compartment 1 CALR
endoplasmic reticulum lumen 4 BCHE, CALR, CD4, HSP90B1
transcription repressor complex 1 CCND1
specific granule lumen 1 AOC1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 CALR
immunological synapse 1 ATP2B1
Single-pass type IV membrane protein 1 HMOX1
nuclear envelope lumen 1 BCHE
apoptosome 1 CASP9
clathrin-coated endocytic vesicle membrane 1 CD4
Sarcoplasmic reticulum lumen 2 CALR, HSP90B1
lumenal side of endoplasmic reticulum membrane 1 CALR
MHC class I peptide loading complex 1 CALR
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
cyclin-dependent protein kinase holoenzyme complex 3 CCND1, CCND3, CDK6
endocytic vesicle lumen 2 CALR, HSP90B1
ribosome 1 CALR
T cell receptor complex 1 CD4
catalase complex 1 CAT
calprotectin complex 1 S100A8
endoplasmic reticulum chaperone complex 1 HSP90B1
Cytoplasmic vesicle, secretory vesicle, Cortical granule 1 CALR
cortical granule 1 CALR
Cytolytic granule 1 CALR
photoreceptor ribbon synapse 1 ATP2B1
cyclin D1-CDK4 complex 1 CCND1
cyclin D3-CDK4 complex 1 CCND3
potassium:proton exchanging ATPase complex 1 ATP4A
cyclin D1-CDK6 complex 2 CCND1, CDK6
cyclin D3-CDK6 complex 2 CCND3, CDK6
caspase complex 1 CASP9
cyclin D2-CDK6 complex 1 CDK6


文献列表

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  • Xueping Huang, Baihe Wu, Qiuzhao Chen, Yushan Chen, Xinhua Ji, Xiang Zhou, Biao Suo, Zhihui Lin, Xiaoling Zheng. Antibiotic resistance profile of Helicobacter pylori to 14 antibiotics: a multicenter study in Fujian, China. PeerJ. 2023; 11(?):e15611. doi: 10.7717/peerj.15611. [PMID: 37456872]
  • Selvarasu Maheshwaran, Ramachandran Balaji, Shen-Ming Chen, Yo-Shiuan Chang, Elayappan Tamilalagan, Narendhar Chandrasekar, Selvarajan Ethiraj, Melvin S Samuel, Mohanraj Kumar. Ultrasensitive electrochemical detection of furazolidone in biological samples using 1D-2D BiVO4@MoS2 hierarchical nano-heterojunction composites armed electrodes. Environmental research. 2022 04; 205(?):112515. doi: 10.1016/j.envres.2021.112515. [PMID: 34896319]
  • Qin Chen, Kelei Zhao, Heyue Li, Kanghua Liu, Jing Li, Yiwen Chu, Balakrishnan Prithiviraj, Bisong Yue, Xiuyue Zhang. Antibacterial and anti-virulence effects of furazolidone on Trueperella pyogenes and Pseudomonas aeruginosa. BMC veterinary research. 2022 Mar; 18(1):114. doi: 10.1186/s12917-022-03216-5. [PMID: 35331229]
  • Agata Zdarta, Wojciech Smułek, Zuzanna Bielan, Jakub Zdarta, Luong N Nguyen, Agnieszka Zgoła-Grześkowiak, Long D Nghiem, Teofil Jesionowski, Ewa Kaczorek. Significance of the presence of antibiotics on the microbial consortium in wastewater - The case of nitrofurantoin and furazolidone. Bioresource technology. 2021 Nov; 339(?):125577. doi: 10.1016/j.biortech.2021.125577. [PMID: 34304095]
  • Zhifeng Cai, Liangliang Wu, Kaifei Qi, Chenhua Deng, Caifeng Zhang. Blue-emitting glutathione-capped copper nanoclusters as fluorescent probes for the highly specific biosensing of furazolidone. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2021 Feb; 247(?):119145. doi: 10.1016/j.saa.2020.119145. [PMID: 33186816]
  • Xueping Huang, Yuan Liu, Zhihui Lin, Baihe Wu, Gaohui Nong, Yushan Chen, Yuping Lu, Xinhua Ji, Xiang Zhou, Biao Suo, Qiuzhao Chen, Jinqi Wei. Minimum inhibitory concentrations of commonly used antibiotics against Helicobacter Pylori: A multicenter study in South China. PloS one. 2021; 16(9):e0256225. doi: 10.1371/journal.pone.0256225. [PMID: 34473713]
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  • A S Kumar, M Legori. Minimum inhibitory concentration of furazolidone in children with typhoid fever. Indian pediatrics. 1997 Oct; 34(10):951-2. doi: NULL. [PMID: 9567566]
  • R J McCracken, D G Kennedy. The bioavailability of residues of the furazolidone metabolite 3-amino-2-oxazolidinone in porcine tissues and the effect of cooking upon residue concentrations. Food additives and contaminants. 1997 Jul; 14(5):507-13. doi: 10.1080/02652039709374558. [PMID: 9328536]
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