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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 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
JBrowse link
G Cat catalase decreases activity EXP Dapsone results in decreased activity of CAT protein CTD PMID:18602405 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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 chr10:68,451,388...68,452,938
Ensembl chr10:68,451,388...68,452,938
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 chr13:40,077,976...40,081,883
Ensembl chr13:40,077,976...40,081,883
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 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143
JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 multiple interactions ISO CYP2C19 protein results in increased metabolism of and results in increased susceptibility to Dapsone CTD PMID:19998329 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
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
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 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions
affects metabolic processing
EXP
ISO
[SOD2 co-treated with CYP3A4] affects the susceptibility to Dapsone
CYP3A4 protein results in increased metabolism of and results in increased susceptibility to Dapsone
CYP3A4 protein affects the metabolism of Dapsone
CTD PMID:12920490 PMID:15327588 PMID:19501153 PMID:19998329 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
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 chr17:22,454,924...22,460,812
Ensembl chr17:22,454,420...22,460,885
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 chr13:43,451,130...43,475,035
Ensembl chr13:43,435,843...43,475,035
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 chr20:6,457,207...6,575,404
Ensembl chr20:6,457,216...6,541,674
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:152,201,081...152,220,863
Ensembl chr  X:152,201,098...152,220,801
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 6:39,440,522...39,562,364
Ensembl chr 6:39,440,504...39,581,633
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 chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
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 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
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 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
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 1:121,549,831...121,838,548
Ensembl chr 1:121,550,743...121,831,777
JBrowse link
G Il1b interleukin 1 beta decreases expression ISO Dapsone results in decreased expression of IL1B mRNA CTD PMID:29594315 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
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 chr19:43,353,867...43,713,162
Ensembl chr19:43,360,342...43,712,365
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 chr17:23,683,753...23,731,125
Ensembl chr17:23,693,878...23,730,001
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Nat2 N-acetyltransferase 2 increases acetylation ISO NAT2 protein results in increased acetylation of Dapsone CTD PMID:14528063 NCBI chr16:22,207,362...22,238,513
Ensembl chr16:22,208,194...22,238,520
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 chr15:44,473,851...44,476,443
Ensembl chr15:44,473,851...44,476,441
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 1:140,900,886...141,078,844
Ensembl chr 1:140,901,097...141,077,406
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 7:132,368,399...132,389,300
Ensembl chr 7:132,374,840...132,389,297
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 chr10:53,800,126...53,814,963
Ensembl chr10:53,805,535...53,814,431
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 3:105,683,676...105,704,384
Ensembl chr 3:105,684,815...105,704,302
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 6:67,725,193...68,039,002
Ensembl chr 6:67,725,905...68,039,042
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 1:95,458,853...95,468,176
Ensembl chr 1:95,458,850...95,468,345
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 4:10,736,419...10,754,407
Ensembl chr 4:10,736,425...10,752,965
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 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
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 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19784
      application 19627
        anti-inflammatory agent 16580
          anti-inflammatory drug 14922
            dapsone 38
              acedapsone 0
              monoacetyldapsone 0
              nitroso-dapsone 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    main group molecular entity 19756
                      s-block molecular entity 19595
                        hydrogen molecular entity 19582
                          hydrides 19095
                            inorganic hydride 18093
                              pnictogen hydride 18082
                                nitrogen hydride 17989
                                  azane 17798
                                    ammonia 17797
                                      organic amino compound 17797
                                        aromatic amine 15400
                                          anilines 14398
                                            substituted aniline 14039
                                              dapsone 38
                                                acedapsone 0
                                                monoacetyldapsone 0
                                                nitroso-dapsone 0
paths to the root