Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP Download |  REST API |  Citing RGD |  Contact   

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
go back to main search page
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


show annotations for term's descendants           Sort by:
 
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 3:55,480,024...55,587,946
Ensembl chr 3:55,480,024...55,587,946
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 4:22,133,984...22,192,687
Ensembl chr 4:22,133,521...22,425,515
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, PMID:19105722, PMID:19732493, PMID:26907376 NCBI chr 4:88,765,441...88,890,268
Ensembl chr 4:88,832,178...88,890,621
JBrowse link
G Agt angiotensinogen decreases activity EXP Nitrofurantoin results in decreased activity of AGT protein CTD PMID:1313237 NCBI chr19:57,321,594...57,333,460
Ensembl chr19:57,321,640...57,333,433
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 1:198,228,387...198,233,988
Ensembl chr 1:198,228,387...198,233,588
JBrowse link
G Cat catalase decreases activity ISO
EXP
Nitrofurantoin results in decreased activity of CAT protein CTD PMID:1313237, PMID:9000262 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
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 1:229,599,009...229,601,032
Ensembl chr 1:229,599,009...229,601,032
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 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
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 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
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 chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
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 6:96,810,868...96,856,303
Ensembl chr 6:96,810,907...96,856,052
JBrowse link
G Hmox1 heme oxygenase 1 increases expression EXP Nitrofurantoin results in increased expression of HMOX1 mRNA CTD PMID:7626009, PMID:11841787 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
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 8:44,989,401...44,993,261
Ensembl chr 8:44,990,014...44,993,179
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 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
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 4:144,192,989...144,252,554
Ensembl chr 4:144,192,989...144,252,551
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 chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
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 5:79,179,668...79,182,820
Ensembl chr 5:79,179,417...79,182,820
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
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 NCBI chr12:23,998,411...24,017,063
Ensembl chr12:23,998,411...24,046,814
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 9:54,287,540...54,327,958
Ensembl chr 9:54,287,541...54,484,533
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 chr10:88,790,401...88,842,263
Ensembl chr10:88,790,408...88,842,233
JBrowse link
G Tgfb2 transforming growth factor, beta 2 increases expression EXP Nitrofurantoin results in increased expression of TGFB2 mRNA CTD PMID:23558518 NCBI chr13:105,039,639...105,142,010
Ensembl chr13:105,039,853...105,141,030
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      biological role 19764
        aetiopathogenetic role 18960
          hepatotoxic agent 14588
            nitrofurantoin 21
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic group 18537
                              organic divalent group 18530
                                organodiyl group 18530
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      carboxylic acid 18114
                                        carboacyl group 17372
                                          univalent carboacyl group 17372
                                            carbamoyl group 17158
                                              carboxamide 17158
                                                monocarboxylic acid amide 14569
                                                  urea 4989
                                                    ureas 4987
                                                      semicarbazide 41
                                                        nitrofurantoin 21
paths to the root

NHLBI Logo

RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.