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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:nitrofurantoin
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Accession:CHEBI:71415 term browser browse the term
Definition:An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [(5-nitro-2-furyl)methylene]amino group. An antibiotic that damages bacterial DNA.
Synonyms:exact_synonym: 1-{[(5-nitro-2-furyl)methylene]amino}imidazolidine-2,4-dione
 related_synonym: 1-(5-Nitro-2-furfurylidenamino)hydantoin;   1-(5-Nitro-2-furfurylideneamino)hydantoin;   1-[(5-Nitrofurfurylidene)amino]hydantoin;   5-Nitrofurantoin;   Formula=C8H6N4O5;   InChI=1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+;   InChIKey=NXFQHRVNIOXGAQ-YCRREMRBSA-N;   N-(5-Nitrofurfurylidene)-1-aminohydantoin;   SMILES=C1(N(/N=C/C=2OC(=CC2)[N+]([O-])=O)CC(N1)=O)=O;   nitrofurantoina;   nitrofurantoine;   nitrofurantoinum
 alt_id: CHEBI:7591
 xref: CAS:67-20-9;   DrugBank:DB00698;   Drug_Central:1949;   KEGG:C07268;   KEGG:D00439
 xref_mesh: MESH:D009582
 xref: PMID:21567157;   PMID:22240115;   PMID:22252772;   PMID:22252808;   PMID:22285235;   PMID:22332195;   PMID:22508296;   PMID:22535452;   PMID:22552451;   PMID:22722224;   PMID:22779302;   PMID:22787489;   PMID:22836745;   PMID:22857139;   PMID:22869929;   PMID:22876623;   PMID:22923965;   PMID:22929632;   PMID:22977056;   PMID:23016316;   PMID:23109011;   PMID:23113731;   PMID:23114172;   Patent:US2610181;   Patent:US2898335;   Patent:US2927110;   Patent:WO2006019844;   Patent:WO2008103673;   Patent:WO2010065110;   Reaxys:8132135;   Wikipedia:Nitrofurantoin



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nitrofurantoin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb11 ATP binding cassette subfamily B member 11 multiple interactions
decreases activity
ISO Nitrofurantoin inhibits the reaction [ABCB11 protein results in increased transport of Taurocholic Acid]
Nitrofurantoin results in decreased activity of ABCB11 protein
CTD PMID:24014644 NCBI chr 3:54,016,854...54,112,797
Ensembl chr 3:54,017,127...54,112,730
JBrowse link
G Abcb4 ATP binding cassette subfamily B member 4 decreases activity ISO Nitrofurantoin results in decreased activity of ABCB4 protein CTD PMID:28437613 NCBI chr 4:25,150,998...25,209,489
Ensembl chr 4:25,151,953...25,209,202
JBrowse link
G Abcg2 ATP binding cassette subfamily G member 2 affects transport
increases export
affects abundance
multiple interactions
increases transport
affects response to substance
increases secretion
ISO
EXP
ABCG2 protein affects the transport of Nitrofurantoin
ABCG2 protein results in increased export of Nitrofurantoin
ABCG2 protein affects the abundance of Nitrofurantoin
chrysin inhibits the reaction [ABCG2 protein results in increased transport of Nitrofurantoin]; Nitrofurantoin inhibits the reaction [ABCG2 protein results in increased export of bisbenzimide ethoxide trihydrochloride]
ABCG2 affects the susceptibility to Nitrofurantoin
ABCG2 results in increased secretion of Nitrofurantoin
ABCG2 protein results in increased secretion of Nitrofurantoin
chrysin inhibits the reaction [ABCG2 protein affects the transport of Nitrofurantoin]; Elacridar inhibits the reaction [ABCG2 protein affects the transport of Nitrofurantoin]
CTD PMID:15709111 PMID:15722455 PMID:17093006 PMID:17785426 PMID:18799806 More... NCBI chr 4:87,676,241...87,802,757
Ensembl chr 4:87,745,319...87,802,409
JBrowse link
G Agt angiotensinogen decreases activity EXP Nitrofurantoin results in decreased activity of AGT protein CTD PMID:1313237 NCBI chr19:52,529,139...52,549,618
Ensembl chr19:52,529,185...52,540,977
JBrowse link
G Aldoa aldolase, fructose-bisphosphate A increases expression EXP Nitrofurantoin results in increased expression of ALDOA mRNA; Nitrofurantoin results in increased expression of ALDOA protein CTD PMID:11841787 NCBI chr 1:181,402,275...181,407,476
Ensembl chr 1:181,402,275...181,406,182
JBrowse link
G Cat catalase decreases activity ISO
EXP
Nitrofurantoin results in decreased activity of CAT protein CTD PMID:1313237 PMID:9000262 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cntf ciliary neurotrophic factor multiple interactions ISO Nitrofurantoin inhibits the reaction [CNTF protein results in increased phosphorylation of and results in increased activity of STAT1 protein]; Nitrofurantoin inhibits the reaction [CNTF protein results in increased phosphorylation of and results in increased activity of STAT3 protein]; Rotenone promotes the reaction [Nitrofurantoin inhibits the reaction [CNTF protein results in increased phosphorylation of and results in increased activity of STAT1 protein]]; Rotenone promotes the reaction [Nitrofurantoin inhibits the reaction [CNTF protein results in increased phosphorylation of and results in increased activity of STAT3 protein]] CTD PMID:15748169 NCBI chr 1:209,887,854...209,889,877
Ensembl chr 1:209,887,854...209,889,877
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions ISO
EXP
Nitrofurantoin inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A1 protein] CTD PMID:18493746 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 multiple interactions ISO Nitrofurantoin inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A2 protein] CTD PMID:18493746 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit multiple interactions
increases expression
ISO NFE2L2 protein affects the reaction [Nitrofurantoin results in increased expression of GCLC protein]; POR protein affects the reaction [Nitrofurantoin results in increased expression of GCLC protein] CTD PMID:34021431 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544
JBrowse link
G Gsr glutathione-disulfide reductase decreases activity
multiple interactions
EXP
ISO
Nitrofurantoin results in decreased activity of GSR protein
[Nitrofurantoin co-treated with GSR protein] affects the metabolism of Glucose
CTD PMID:1313237 PMID:1901343 PMID:9000262 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha increases activity EXP Nitrofurantoin results in increased activity of HIF1A protein CTD PMID:11841787 NCBI chr 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
JBrowse link
G Hmox1 heme oxygenase 1 increases expression EXP Nitrofurantoin results in increased expression of HMOX1 mRNA CTD PMID:7626009 PMID:11841787 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Hsf1 heat shock transcription factor 1 increases activity ISO Nitrofurantoin results in increased activity of HSF1 protein CTD PMID:34170685 NCBI chr 7:108,196,040...108,223,011
Ensembl chr 7:108,196,056...108,223,011
JBrowse link
G Hspa8 heat shock protein family A (Hsp70) member 8 increases expression EXP Nitrofurantoin results in increased expression of HSPA8 mRNA CTD PMID:7626009 NCBI chr 8:41,183,397...41,187,260
Ensembl chr 8:41,183,264...41,187,259
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit increases expression EXP Nitrofurantoin results in increased expression of JUN mRNA CTD PMID:7626009 PMID:11841787 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Lmcd1 LIM and cysteine-rich domains 1 increases expression EXP Nitrofurantoin results in increased expression of LMCD1 mRNA CTD PMID:23558518 NCBI chr 4:145,393,153...145,452,049
Ensembl chr 4:145,393,145...145,452,046
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO NFE2L2 protein affects the reaction [Nitrofurantoin results in increased expression of GCLC protein]; Nitrofurantoin results in increased expression of and affects the localization of NFE2L2 protein; POR protein affects the reaction [Nitrofurantoin results in increased expression of NFE2L2 protein] CTD PMID:34021431 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases response to substance
affects reduction
ISO NQO1 protein results in increased susceptibility to Nitrofurantoin
NQO1 protein affects the reduction of Nitrofurantoin
CTD PMID:9310146 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Orm1 orosomucoid 1 increases expression EXP Nitrofurantoin results in increased expression of ORM1 mRNA; Nitrofurantoin results in increased expression of ORM1 protein CTD PMID:11841787 NCBI chr 5:76,766,637...76,776,149
Ensembl chr 5:76,772,941...76,776,154
JBrowse link
G Por cytochrome p450 oxidoreductase increases metabolic processing
multiple interactions
affects metabolic processing
ISO
EXP
POR protein results in increased metabolism of Nitrofurantoin
POR protein affects the reaction [Nitrofurantoin results in increased expression of GCLC protein]; POR protein affects the reaction [Nitrofurantoin results in increased expression of NFE2L2 protein]
diphenyleneiodonium inhibits the reaction [POR protein affects the metabolism of Nitrofurantoin]; NADP affects the reaction [POR protein affects the metabolism of Nitrofurantoin]; Nitrofurantoin inhibits the reaction [POR protein results in increased metabolism of Misonidazole]
CTD PMID:6802140 PMID:18206659 PMID:34021431 NCBI chr12:20,951,058...20,999,198
Ensembl chr12:20,951,058...20,999,245
JBrowse link
G Stat1 signal transducer and activator of transcription 1 multiple interactions ISO Nitrofurantoin inhibits the reaction [CNTF protein results in increased phosphorylation of and results in increased activity of STAT1 protein]; Rotenone promotes the reaction [Nitrofurantoin inhibits the reaction [CNTF protein results in increased phosphorylation of and results in increased activity of STAT1 protein]] CTD PMID:15748169 NCBI chr 9:49,419,561...49,459,969
Ensembl chr 9:49,419,340...49,588,540
JBrowse link
G Stat3 signal transducer and activator of transcription 3 multiple interactions
increases activity
increases expression
ISO
EXP
Nitrofurantoin inhibits the reaction [CNTF protein results in increased phosphorylation of and results in increased activity of STAT3 protein]; Rotenone promotes the reaction [Nitrofurantoin inhibits the reaction [CNTF protein results in increased phosphorylation of and results in increased activity of STAT3 protein]]
Nitrofurantoin results in increased activity of STAT3 protein
Nitrofurantoin results in increased expression of STAT3 mRNA
CTD PMID:11841787 PMID:15748169 NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057
JBrowse link
G Tgfb2 transforming growth factor, beta 2 increases expression EXP Nitrofurantoin results in increased expression of TGFB2 mRNA CTD PMID:23558518 NCBI chr13:98,160,075...98,261,771
Ensembl chr13:98,160,087...98,261,405
JBrowse link
G Tmprss2 transmembrane serine protease 2 increases expression ISO Nitrofurantoin results in increased expression of TMPRSS2 mRNA CTD PMID:32808185 NCBI chr11:36,934,306...36,973,779
Ensembl chr11:36,934,306...36,973,715
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20059
    role 20009
      biological role 20008
        aetiopathogenetic role 19264
          hepatotoxic agent 15963
            nitrofurantoin 25
Path 2
Term Annotations click to browse term
  CHEBI ontology 20059
    subatomic particle 20056
      composite particle 20056
        hadron 20056
          baryon 20056
            nucleon 20056
              atomic nucleus 20056
                atom 20056
                  main group element atom 19956
                    p-block element atom 19956
                      carbon group element atom 19882
                        carbon atom 19873
                          organic molecular entity 19873
                            organic group 18943
                              organic divalent group 18928
                                organodiyl group 18928
                                  carbonyl group 18877
                                    carbonyl compound 18877
                                      carboxylic acid 18565
                                        carboacyl group 17658
                                          univalent carboacyl group 17658
                                            carbamoyl group 17492
                                              carboxamide 17492
                                                monocarboxylic acid amide 15055
                                                  urea 5129
                                                    ureas 5127
                                                      semicarbazide 46
                                                        nitrofurantoin 25
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