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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:dapsone
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Accession:CHEBI:4325 term browser browse the term
Definition:A sulfone that is diphenylsulfone in which the hydrogen atom at the 4 position of each of the phenyl groups is substituted by an amino group. It is active against a wide range of bacteria, but is mainly employed for its actions against Mycobacterium leprae, being used as part of multidrug regimens in the treatment of all forms of leprosy.
Synonyms:exact_synonym: 4,4'-sulfonyldianiline
 related_synonym: 1,1'-sulfonylbis(4-aminobenzene);   4,4'-Sulfonylbisbenzenamine;   4,4'-dapsone;   4,4'-diaminodiphenyl sulfone;   4,4'-sulfonylbisaniline;   4-(4-amino-benzenesulfonyl)-phenylamine;   4-(4-aminophenylsulfonyl)aniline;   4-(4-aminophenylsulfonyl)benzenamine;   4-aminophenyl sulfone;   Bis(p-aminophenyl) sulfone;   DADPS;   DDS;   DIAPHENYLSULFONE;   Formula=C12H12N2O2S;   InChI=1S/C12H12N2O2S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8H,13-14H2;   InChIKey=MQJKPEGWNLWLTK-UHFFFAOYSA-N;   SMILES=Nc1ccc(cc1)S(=O)(=O)c1ccc(N)cc1;   bis(4-aminophenyl)sulfone;   dapsona;   dapsonum;   p,p'-diaminodiphenyl sulfone;   p,p-sulphonylbisbenzamine;   p,p-sulphonylbisbenzenamine;   p-aminophenyl sulfone
 alt_id: CHEBI:226356
 xref: Beilstein:788055;   CAS:80-08-0;   DrugBank:DB00250;   Drug_Central:782;   HMDB:HMDB0014395;   KEGG:C07666;   KEGG:D00592;   LINCS:LSM-5714
 xref_mesh: MESH:D003622
 xref: PMID:16361748;   PMID:18035772;   PMID:24232126;   PMID:24512442;   PMID:28434260;   PMID:28699887;   PMID:28732451;   PMID:29045131;   PMID:29192974;   PMID:29192999;   PMID:29233746;   PMID:29280553;   Patent:FR829926;   Reaxys:788055;   Wikipedia:Dapsone


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dapsone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc2 ATP binding cassette subfamily C member 2 decreases expression EXP Dapsone metabolite results in decreased expression of ABCC2 protein CTD PMID:15863252 NCBI chr 1:263,554,426...263,612,556
Ensembl chr 1:263,554,453...263,613,252
JBrowse link
G Cat catalase decreases activity EXP Dapsone results in decreased activity of CAT protein CTD PMID:18602405 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ccl3 C-C motif chemokine ligand 3 multiple interactions ISO Dapsone inhibits the reaction [Paraquat results in increased expression of CCL3 mRNA] CTD PMID:21765237 NCBI chr10:70,869,516...70,871,066
Ensembl chr10:70,869,513...70,871,066
JBrowse link
G Cxcr4 C-X-C motif chemokine receptor 4 multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of CXCR4 mRNA] CTD PMID:21440447 NCBI chr13:45,314,952...45,318,856
Ensembl chr13:45,314,933...45,318,878
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases activity ISO Dapsone results in increased activity of CYP1A1 protein CTD PMID:12451431 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 multiple interactions ISO CYP2B6 protein results in increased metabolism of and results in increased susceptibility to Dapsone CTD PMID:19998329 NCBI chr 1:83,163,103...83,236,615
Ensembl chr 1:83,163,079...83,236,615
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 multiple interactions ISO CYP2C19 protein results in increased metabolism of and results in increased susceptibility to Dapsone CTD PMID:19998329 NCBI chr 1:147,713,879...147,814,410
Ensembl chr 1:147,713,892...147,888,007
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 increases metabolic processing ISO CYP2C8 protein results in increased metabolism of Dapsone CTD PMID:17286541 NCBI chr 1:147,236,480...147,307,988 JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 multiple interactions ISO CYP2D6 protein results in increased metabolism of and results in increased susceptibility to Dapsone CTD PMID:19998329 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions EXP [SOD2 co-treated with CYP3A4] affects the susceptibility to Dapsone CTD PMID:19501153 NCBI chr12:11,641,500...11,677,818
Ensembl chr12:11,655,402...11,733,136
JBrowse link
G Edn1 endothelin 1 multiple interactions ISO Dapsone inhibits the reaction [Paraquat results in increased expression of EDN1 mRNA] CTD PMID:21765237 NCBI chr17:22,136,814...22,143,745
Ensembl chr17:22,137,324...22,143,324
JBrowse link
G Elk4 ETS transcription factor ELK4 multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of ELK4 mRNA] CTD PMID:21440447 NCBI chr13:48,788,262...48,813,267
Ensembl chr13:48,790,509...48,813,260
JBrowse link
G Fkbp5 FKBP prolyl isomerase 5 multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of FKBP5 mRNA] CTD PMID:21440447 NCBI chr20:7,976,704...8,097,290
Ensembl chr20:7,976,713...8,019,020
JBrowse link
G G6pd glucose-6-phosphate dehydrogenase increases response to substance ISO G6PD protein mutant form results in increased susceptibility to Dapsone CTD PMID:7752092 NCBI chr  X:156,274,800...156,293,935
Ensembl chr  X:156,274,800...156,293,926
JBrowse link
G Greb1 growth regulating estrogen receptor binding 1 multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of GREB1 mRNA] CTD PMID:21440447 NCBI chr 6:41,932,941...42,002,770
Ensembl chr 6:41,932,244...42,002,819
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions ISO Dapsone inhibits the reaction [Paraquat results in decreased expression of GSR protein]; Dapsone inhibits the reaction [Paraquat results in increased expression of GSR mRNA] CTD PMID:21765237 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions ISO Dapsone inhibits the reaction [Paraquat results in decreased expression of GSTP1 protein] CTD PMID:21765237 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
JBrowse link
G Ifng interferon gamma multiple interactions ISO [Dapsone co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased 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 Igf1r insulin-like growth factor 1 receptor multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of IGF1R mRNA] CTD PMID:21440447 NCBI chr 1:128,924,921...129,213,816
Ensembl chr 1:128,924,966...129,206,516
JBrowse link
G Il1b interleukin 1 beta decreases expression ISO Dapsone results in decreased 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 [Dapsone 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 Maf MAF bZIP transcription factor multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of MAF mRNA] CTD PMID:21440447 NCBI chr19:48,179,826...48,200,995
Ensembl chr19:48,194,804...48,196,748
JBrowse link
G Mak male germ cell-associated kinase multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of MAK mRNA] CTD PMID:21440447 NCBI chr17:21,531,651...21,567,742
Ensembl chr17:21,521,505...21,568,440
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO Dapsone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of MAPK1 protein] CTD PMID:21436242 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO Dapsone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of MAPK3 protein] CTD PMID:21436242 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions ISO Dapsone inhibits the reaction [Paraquat results in increased expression of MMP9 protein] CTD PMID:21765237 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Nat2 N-acetyltransferase 2 increases acetylation ISO NAT2 protein results in increased acetylation of Dapsone CTD PMID:14528063 NCBI chr16:23,960,709...23,991,570
Ensembl chr16:23,961,067...23,991,570
JBrowse link
G Nkx3-1 NK3 homeobox 1 multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of NKX3-1 mRNA] CTD PMID:21440447 NCBI chr15:51,065,316...51,067,908
Ensembl chr15:51,065,316...51,068,421
JBrowse link
G Nox4 NADPH oxidase 4 multiple interactions ISO Dapsone inhibits the reaction [Paraquat results in increased expression of NOX4 mRNA] CTD PMID:20164675, PMID:21765237 NCBI chr 1:150,796,359...150,976,186
Ensembl chr 1:150,797,084...150,976,194
JBrowse link
G Nr4a1 nuclear receptor subfamily 4, group A, member 1 multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of NR4A1 mRNA] CTD PMID:21440447 NCBI chr 7:142,899,358...142,920,216
Ensembl chr 7:142,905,758...142,920,216
JBrowse link
G Per1 period circadian regulator 1 multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of PER1 mRNA] CTD PMID:21440447 NCBI chr10:55,681,761...55,696,557
Ensembl chr10:55,687,050...55,695,994
JBrowse link
G Plcb2 phospholipase C, beta 2 multiple interactions ISO Dapsone inhibits the reaction [Paraquat results in increased phosphorylation of PLCB2 protein] CTD PMID:20164675 NCBI chr 3:110,497,760...110,517,563
Ensembl chr 3:110,498,114...110,517,163
JBrowse link
G Prkd1 protein kinase D1 multiple interactions ISO Dapsone inhibits the reaction [Paraquat results in increased phosphorylation of PRKD1 protein] CTD PMID:21765237 NCBI chr 6:71,035,017...71,349,531
Ensembl chr 6:71,035,332...71,349,249
JBrowse link
G Prmt1 protein arginine methyltransferase 1 decreases activity ISO Dapsone analog results in decreased activity of PRMT1 protein; Dapsone results in decreased activity of PRMT1 protein CTD PMID:21440447 NCBI chr 1:100,971,132...100,980,411
Ensembl chr 1:100,971,273...100,980,340
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO Dapsone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of RELA protein] CTD PMID:21436242 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Slc4a2 solute carrier family 4 member 2 decreases expression EXP Dapsone metabolite results in decreased expression of SLC4A2 protein CTD PMID:15863252 NCBI chr 4:7,264,677...7,282,355
Ensembl chr 4:7,264,683...7,281,223
JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions EXP
ISO
[SOD2 co-treated with CYP3A4] affects the susceptibility to Dapsone
Dapsone inhibits the reaction [Paraquat results in decreased expression of SOD2 protein]
CTD PMID:19501153, PMID:21765237 NCBI chr 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO Dapsone inhibits the reaction [Paraquat results in increased expression of TGFB1 mRNA] CTD PMID:21765237 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
JBrowse link
G Tmprss2 transmembrane serine protease 2 multiple interactions ISO Dapsone analog inhibits the reaction [Metribolone results in increased expression of TMPRSS2 mRNA] CTD PMID:21440447 NCBI chr11:38,063,914...38,103,406
Ensembl chr11:38,063,915...38,103,290
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        anti-inflammatory agent 14948
          anti-inflammatory drug 13611
            dapsone 38
              acedapsone 0
              monoacetyldapsone 0
              nitroso-dapsone 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    main group molecular entity 19670
                      s-block molecular entity 19428
                        hydrogen molecular entity 19418
                          hydrides 18685
                            inorganic hydride 17409
                              pnictogen hydride 17381
                                nitrogen hydride 17223
                                  azane 16940
                                    ammonia 16939
                                      organic amino compound 16938
                                        aromatic amine 13616
                                          anilines 12327
                                            substituted aniline 11823
                                              dapsone 38
                                                acedapsone 0
                                                monoacetyldapsone 0
                                                nitroso-dapsone 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.