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
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
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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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Cyp2c11
cytochrome P450, subfamily 2, polypeptide 11
affects metabolic processing decreases activity multiple interactions
ISO
CYP2C9 protein affects the metabolism of Dapsone Dapsone results in decreased activity of CYP2C9 protein Dapsone promotes the reaction [CYP2C9 protein polymorphism results in decreased methylation of Naproxen]; Dapsone promotes the reaction [CYP2C9 protein polymorphism results in increased hydroxylation of Flurbiprofen]; Dapsone promotes the reaction [CYP2C9 protein results in decreased methylation of Naproxen]; Dapsone promotes the reaction [CYP2C9 protein results in increased hydroxylation of Flurbiprofen]
CTD
PMID:11124226 PMID:12920490 PMID:15130760
NCBI chr 1:236,762,719...236,799,069
Ensembl chr 1:236,762,842...236,799,066
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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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