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
Accession: CHEBI:4325
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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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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
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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
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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
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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
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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
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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
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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
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Cyp2c79
cytochrome P450, family 2, subfamily c, polypeptide 79
increases metabolic processing
ISO
CYP2C8 protein results in increased metabolism of Dapsone
CTD
PMID:17286541
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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