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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:nitrofurazone
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Accession:CHEBI:44368 term browser browse the term
Definition:A semicarbazone resulting from the formal condensation of semicarbazide with 5-nitrofuraldehyde. A broad spectrum antibacterial drug, although with little activity against Pseudomonas species, it is used as a local application for burns, ulcers, wounds and skin infections.
Synonyms:exact_synonym: 2-[(5-nitro-2-furyl)methylene]hydrazinecarboxamide
 related_synonym: (5-nitro-2-furfurylidenamino)urea;   1-(5-nitro-2-furfurylidene)semicarbazide;   5-Nitro-2-furaldehyde semicarbazone;   5-nitrofuraldehyde semicarbazide;   5-nitrofuran-2-carbaldehyde semicarbazone;   5-nitrofurfural semicarbazone;   Alfucin;   Amifur;   Chemofuran;   Formula=C6H6N4O4;   Furacillin;   Furacin;   Furacinetten;   Furacoccid;   Furaldon;   Furazol W;   Furesol;   InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11);   InChIKey=IAIWVQXQOWNYOU-UHFFFAOYSA-N;   Mammex;   Mastofuran;   Monafuracin;   Nifuzon;   SMILES=NC(=O)NN=Cc1ccc(o1)[N+]([O-])=O;   nitrofural;   nitrofuralum
 alt_id: CHEBI:7592
 xref: CAS:59-87-0;   DrugBank:DB00336;   Drug_Central:1950;   HMDB:HMDB0014480;   KEGG:C08042;   KEGG:D00862;   LINCS:LSM-3779
 xref_mesh: MESH:D009583
 xref: PDBeChem:NFZ;   PMID:14703769;   PMID:2137394;   PMID:22355582;   PMID:2292799;   PMID:23957951;   Patent:US2416234;   Patent:US2927110;   Reaxys:86403;   Wikipedia:Nitrofural


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nitrofurazone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccne1 cyclin E1 multiple interactions
increases expression
EXP Acetylcysteine inhibits the reaction [Nitrofurazone results in increased expression of CCNE1 mRNA] CTD PMID:15945272 NCBI chr 1:94,485,830...94,495,112
Ensembl chr 1:94,485,832...94,494,980
JBrowse link
G Gsk3b glycogen synthase kinase 3 beta affects binding EXP Nitrofurazone binds to GSK3B protein CTD PMID:18222664 NCBI chr11:65,060,884...65,208,842
Ensembl chr11:65,066,235...65,209,268
JBrowse link
G Hras HRas proto-oncogene, GTPase multiple interactions
increases expression
EXP Acetylcysteine inhibits the reaction [Nitrofurazone results in increased expression of HRAS mRNA] CTD PMID:15945272 NCBI chr 1:214,178,404...214,181,841
Ensembl chr 1:214,178,407...214,181,686
JBrowse link
G Ifng interferon gamma multiple interactions ISO [Nitrofurazone co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in increased expression of IFNG mRNA CTD PMID:29594315 NCBI chr 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
JBrowse link
G Il1b interleukin 1 beta increases expression ISO Nitrofurazone results in increased expression of IL1B mRNA CTD PMID:29594315 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il2 interleukin 2 multiple interactions ISO [Nitrofurazone co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of IL2 mRNA CTD PMID:29594315 NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions
increases expression
EXP Acetylcysteine inhibits the reaction [Nitrofurazone results in increased expression of JUN mRNA] CTD PMID:15945272 NCBI chr 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
JBrowse link
G Lhb luteinizing hormone subunit beta decreases expression EXP Nitrofurazone results in decreased expression of LHB protein CTD PMID:11548123 NCBI chr 1:101,409,992...101,413,725
Ensembl chr 1:101,410,019...101,413,724
JBrowse link
G Mir128-1 microRNA 128-1 increases expression EXP Nitrofurazone results in increased expression of MIR128-1 mRNA CTD PMID:32418910 NCBI chr13:44,916,534...44,916,615
Ensembl chr13:44,916,534...44,916,615
JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor increases expression
multiple interactions
EXP Nitrofurazone results in increased expression of MYC mRNA
Acetylcysteine inhibits the reaction [Nitrofurazone results in increased expression of MYC mRNA]
CTD PMID:15945272 NCBI chr 7:102,586,313...102,591,240
Ensembl chr 7:102,586,313...102,591,240
JBrowse link
G Por cytochrome p450 oxidoreductase multiple interactions EXP [Nitrofurazone co-treated with POR protein co-treated with Copper] results in increased abundance of 8-Hydroxy-2'-Deoxyguanosine; Nitrofurazone inhibits the reaction [POR protein results in increased metabolism of Misonidazole] CTD PMID:6802140 PMID:15488632 NCBI chr12:23,998,411...24,017,063
Ensembl chr12:23,998,411...24,046,814
JBrowse link
G Prl prolactin decreases expression EXP Nitrofurazone results in decreased expression of PRL protein CTD PMID:11548123 NCBI chr17:39,814,236...39,824,299
Ensembl chr17:39,814,244...39,824,299
JBrowse link
G Tgfa transforming growth factor alpha increases expression
multiple interactions
EXP Nitrofurazone results in increased expression of TGFA mRNA
Acetylcysteine inhibits the reaction [Nitrofurazone results in increased expression of TGFA mRNA]
CTD PMID:15945272 NCBI chr 4:117,961,877...118,045,923
Ensembl chr 4:117,962,319...118,046,344
JBrowse link
G Tnf tumor necrosis factor multiple interactions
increases expression
EXP Acetylcysteine inhibits the reaction [Nitrofurazone results in increased expression of TNF mRNA] CTD PMID:15945272 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tp53 tumor protein p53 increases mutagenesis ISO Nitrofurazone results in increased mutagenesis of TP53 gene CTD PMID:15488632 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19761
    role 19711
      biological role 19711
        antimicrobial agent 17369
          nitrofuran antibiotic 45
            nitrofurazone 15
Path 2
Term Annotations click to browse term
  CHEBI ontology 19761
    subatomic particle 19759
      composite particle 19759
        hadron 19759
          baryon 19759
            nucleon 19759
              atomic nucleus 19759
                atom 19759
                  main group element atom 19653
                    p-block element atom 19653
                      carbon group element atom 19569
                        carbon atom 19559
                          organic molecular entity 19559
                            organic group 18593
                              organic divalent group 18584
                                organodiyl group 18584
                                  carbonyl group 18499
                                    carbonyl compound 18499
                                      carboxylic acid 18151
                                        carboacyl group 17410
                                          univalent carboacyl group 17410
                                            carbamoyl group 17208
                                              carboxamide 17208
                                                monocarboxylic acid amide 14600
                                                  urea 5020
                                                    ureas 5018
                                                      semicarbazide 42
                                                        semicarbazone 15
                                                          nitrofurazone 15
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