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: sulfamethoxazole
Accession: CHEBI:9332
browse the term
Definition: An isoxazole (1,2-oxazole) compound having a methyl substituent at the 5-position and a 4-aminobenzenesulfonamido group at the 3-position.
Synonyms: exact_synonym: 4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide
related_synonym: 3-(p-Aminophenylsulfonamido)-5-methylisoxazole; 3-Sulfanilamido-5-methylisoxazole; 4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide; Formula=C10H11N3O3S; Gantanol (TN); InChI=1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13); InChIKey=JLKIGFTWXXRPMT-UHFFFAOYSA-N; SMILES=C=1(C=CC(=CC1)N)S(NC=2C=C(ON2)C)(=O)=O; SMX; sulphamethoxazole
alt_id: CHEBI:102247
xref: CAS:723-46-6; DrugBank:DB01015; Drug_Central:2514; Gmelin:226453; HMDB:HMDB0015150; KEGG:C07315; KEGG:D00447; LINCS:LSM-5422
xref_mesh: MESH:D013420
xref: PMID:10843725; PMID:10891117; PMID:10969989; PMID:11350866; PMID:11431418; PMID:12019187; PMID:15497867; PMID:15588915; PMID:15967282; PMID:15984773; PMID:17095123; PMID:17110110; PMID:17158933; PMID:17311370; PMID:17442935; PMID:17573190; PMID:18334600; PMID:18958736; PMID:19436870; PMID:20564608; PMID:22534821; PMID:226453; PMID:23611245; PMID:23649399; PMID:23742687; PMID:25851465; PMID:313909; PMID:3906132; PMID:6864729; PMID:7486915; PMID:7490723; PMID:7534104; PMID:7602118; PMID:7731020; PMID:7798534; PMID:8208693; PMID:8632413; Reaxys:226453; Wikipedia:Sulfamethoxazole
G
Abcb11
ATP-binding cassette, sub-family B member 11
decreases activity multiple interactions
ISO
Sulfamethoxazole results in decreased activity of ABCB11 protein Sulfamethoxazole inhibits the reaction [ABCB11 protein results in increased transport of Taurocholic Acid]
CTD
PMID:24014644
NCBI chr 2:69,068,626...69,172,960
Ensembl chr 2:69,068,626...69,172,958
G
Acan
aggrecan
decreases expression
ISO
Sulfamethoxazole results in decreased expression of ACAN mRNA
CTD
PMID:26107568
NCBI chr 7:78,702,974...78,764,847
Ensembl chr 7:78,703,231...78,764,847
G
Alb
albumin
multiple interactions
ISO
Sulfamethoxazole metabolite binds to and results in increased metabolism of ALB protein
CTD
PMID:19358516
NCBI chr 5:90,608,729...90,624,461
Ensembl chr 5:90,608,756...90,624,461
G
Col2a1
collagen, type II, alpha 1
decreases expression
ISO
Sulfamethoxazole results in decreased expression of COL2A1 mRNA
CTD
PMID:26107568
NCBI chr15:97,873,483...97,902,525
Ensembl chr15:97,873,483...97,902,576
G
Cxcl15
C-X-C motif chemokine ligand 15
increases secretion
ISO
Sulfamethoxazole results in increased secretion of CXCL8 protein
CTD
PMID:22609641
NCBI chr 5:90,942,393...90,950,926
Ensembl chr 5:90,942,393...90,950,926
G
Gstp1
glutathione S-transferase, pi 1
multiple interactions
ISO
Sulfamethoxazole metabolite binds to and results in increased metabolism of GSTP1 protein
CTD
PMID:19358516
NCBI chr19:4,085,411...4,087,912
Ensembl chr19:4,085,407...4,087,985
G
H2-M3
histocompatibility 2, M region locus 3
affects expression
ISO
Sulfamethoxazole affects the expression of HLA-G mRNA
CTD
PMID:25811541
NCBI chr17:37,581,094...37,585,380
Ensembl chr17:37,581,111...37,585,375
G
Ifng
interferon gamma
increases secretion
EXP
Sulfamethoxazole analog results in increased secretion of IFNG protein
CTD
PMID:15588915
NCBI chr10:118,276,951...118,281,799
Ensembl chr10:118,276,951...118,281,797
G
Il5
interleukin 5
increases secretion
EXP
Sulfamethoxazole analog results in increased secretion of IL5 protein
CTD
PMID:15588915
NCBI chr11:53,611,621...53,615,930
Ensembl chr11:53,611,621...53,615,933
G
Mir155
microRNA 155
increases expression
ISO
Sulfamethoxazole results in increased expression of MIR155 mRNA
CTD
PMID:29644860
NCBI chr16:84,511,028...84,511,092
Ensembl chr16:84,511,028...84,511,092
G
Mir18
microRNA 18
increases expression
ISO
Sulfamethoxazole results in increased expression of MIR18A mRNA
CTD
PMID:29644860
NCBI chr14:115,281,283...115,281,378
Ensembl chr14:115,281,283...115,281,378
G
Mir21a
microRNA 21a
increases expression
ISO
Sulfamethoxazole results in increased expression of MIR21 mRNA
CTD
PMID:29644860
NCBI chr11:86,474,893...86,474,984
Ensembl chr11:86,474,893...86,474,984
G
Mpo
myeloperoxidase
multiple interactions
ISO
[[MPO protein co-treated with Hydrogen Peroxide] results in increased oxidation of Sulfamethoxazole] which results in increased chemical synthesis of 4-nitrososulfamethoxazole; [MPO protein co-treated with Hydrogen Peroxide] results in increased oxidation of Sulfamethoxazole
CTD
PMID:25531135
NCBI chr11:87,684,610...87,695,238
Ensembl chr11:87,684,407...87,695,239
G
Nat2
N-acetyltransferase 2 (arylamine N-acetyltransferase)
increases metabolic processing
ISO
NAT2 protein results in increased metabolism of Sulfamethoxazole
CTD
PMID:16847467
NCBI chr 8:67,947,527...67,955,296
Ensembl chr 8:67,947,510...67,955,236
G
Phyh
phytanoyl-CoA hydroxylase
decreases expression
ISO
Sulfamethoxazole results in decreased expression of PHYH mRNA
CTD
PMID:15342952
NCBI chr 2:4,923,807...4,943,554
Ensembl chr 2:4,923,830...4,943,541
G
Pir
pirin
increases expression
ISO
Sulfamethoxazole results in increased expression of PIR mRNA
CTD
PMID:22609641
NCBI chr X:163,052,427...163,156,009
Ensembl chr X:163,052,367...163,156,007
G
Sod2
superoxide dismutase 2, mitochondrial
multiple interactions
ISO
[SOD2 co-treated with CYP3A4] affects the susceptibility to Sulfamethoxazole
CTD
PMID:19501153
NCBI chr17:13,226,726...13,237,006
Ensembl chr17:13,225,733...13,258,950
G
Sox9
SRY (sex determining region Y)-box 9
decreases expression
ISO
Sulfamethoxazole results in decreased expression of SOX9 mRNA
CTD
PMID:26107568
NCBI chr11:112,673,036...112,678,583
Ensembl chr11:112,673,050...112,678,586
G
Ins2
insulin II
increases secretion
ISO
Trimethoprim, Sulfamethoxazole Drug Combination results in increased secretion of INS protein modified form
CTD
PMID:14714756
NCBI chr 7:142,232,393...142,233,463
Ensembl chr 7:142,232,393...142,297,118
G
Akr1b10
aldo-keto reductase family 1, member B10
increases expression
ISO
4-nitrososulfamethoxazole results in increased expression of AKR1B10 mRNA
CTD
PMID:28444390
NCBI chr 6:34,361,182...34,373,884
Ensembl chr 6:34,361,153...34,373,885
G
Hmgb1
high mobility group box 1
increases secretion
ISO
4-nitrososulfamethoxazole results in increased secretion of HMGB1 protein
CTD
PMID:28444390
NCBI chr 5:148,983,512...148,989,867
Ensembl chr 5:148,983,512...149,121,299
G
Ifng
interferon gamma
increases secretion
ISO
4-nitrososulfamethoxazole results in increased secretion of IFNG protein
CTD
PMID:22331489
NCBI chr10:118,276,951...118,281,799
Ensembl chr10:118,276,951...118,281,797
G
Il13
interleukin 13
increases secretion
ISO
4-nitrososulfamethoxazole results in increased secretion of IL13 protein
CTD
PMID:22331489
NCBI chr11:53,522,150...53,525,529
Ensembl chr11:53,522,151...53,525,529
G
Il1a
interleukin 1 alpha
increases secretion
ISO
4-nitrososulfamethoxazole results in increased secretion of IL1A protein
CTD
PMID:28444390
NCBI chr 2:129,141,530...129,151,892
Ensembl chr 2:129,141,530...129,151,892
G
Il1b
interleukin 1 beta
increases secretion
ISO
4-nitrososulfamethoxazole results in increased secretion of IL1B protein
CTD
PMID:28444390
NCBI chr 2:129,206,490...129,213,059
Ensembl chr 2:129,206,490...129,213,059
G
Il5
interleukin 5
increases secretion
ISO
4-nitrososulfamethoxazole results in increased secretion of IL5 protein
CTD
PMID:22331489
NCBI chr11:53,611,621...53,615,930
Ensembl chr11:53,611,621...53,615,933
G
Il6
interleukin 6
increases secretion
ISO
4-nitrososulfamethoxazole results in increased secretion of IL6 protein
CTD
PMID:28444390
NCBI chr 5:30,218,112...30,224,973
Ensembl chr 5:30,218,112...30,224,979
G
Mpo
myeloperoxidase
affects binding multiple interactions
ISO
4-nitrososulfamethoxazole binds to MPO protein [[MPO protein co-treated with Hydrogen Peroxide] results in increased oxidation of Sulfamethoxazole] which results in increased chemical synthesis of 4-nitrososulfamethoxazole
CTD
PMID:25531135
NCBI chr11:87,684,610...87,695,238
Ensembl chr11:87,684,407...87,695,239
G
Nqo1
NAD(P)H dehydrogenase, quinone 1
increases expression
ISO
4-nitrososulfamethoxazole results in increased expression of NQO1 mRNA
CTD
PMID:28444390
NCBI chr 8:108,114,856...108,139,012
Ensembl chr 8:108,114,857...108,129,838
G
Srxn1
sulfiredoxin 1 homolog (S. cerevisiae)
increases expression
ISO
4-nitrososulfamethoxazole results in increased expression of SRXN1 mRNA
CTD
PMID:28444390
NCBI chr 2:151,946,738...151,953,296
Ensembl chr 2:151,947,436...151,953,296
G
Tnf
tumor necrosis factor
increases secretion
ISO
4-nitrososulfamethoxazole results in increased secretion of TNF protein
CTD
PMID:28444390
NCBI chr17:35,418,343...35,420,983
Ensembl chr17:35,418,357...35,420,983
G
Txnrd1
thioredoxin reductase 1
increases expression
ISO
4-nitrososulfamethoxazole results in increased expression of TXNRD1 mRNA
CTD
PMID:28444390
NCBI chr10:82,669,785...82,733,558
Ensembl chr10:82,669,785...82,733,546
G
Cyb5b
cytochrome b5 type B
multiple interactions
ISO
[MTARC1 protein co-treated with CYB5B protein co-treated with CYB5R3 protein co-treated with NAD] results in increased reduction of sulfamethoxazole hydroxylamine; [MTARC2 protein co-treated with CYB5B protein co-treated with CYB5R3 protein co-treated with NAD] results in increased reduction of sulfamethoxazole hydroxylamine
CTD
PMID:25170804
NCBI chr 8:107,877,293...107,914,102
Ensembl chr 8:107,877,272...107,914,103
G
Cyb5r3
cytochrome b5 reductase 3
multiple interactions
ISO
[MTARC1 protein co-treated with CYB5B protein co-treated with CYB5R3 protein co-treated with NAD] results in increased reduction of sulfamethoxazole hydroxylamine; [MTARC2 protein co-treated with CYB5B protein co-treated with CYB5R3 protein co-treated with NAD] results in increased reduction of sulfamethoxazole hydroxylamine
CTD
PMID:25170804
NCBI chr15:83,037,696...83,060,641
Ensembl chr15:83,037,695...83,056,793
G
Mtarc1
mitochondrial amidoxime reducing component 1
multiple interactions
ISO
[MTARC1 protein co-treated with CYB5B protein co-treated with CYB5R3 protein co-treated with NAD] results in increased reduction of sulfamethoxazole hydroxylamine
CTD
PMID:25170804
NCBI chr 1:184,518,964...184,543,622
Ensembl chr 1:184,518,964...184,543,394
G
Mtarc2
mitochondrial amidoxime reducing component 2
multiple interactions
ISO
[MTARC2 protein co-treated with CYB5B protein co-treated with CYB5R3 protein co-treated with NAD] results in increased reduction of sulfamethoxazole hydroxylamine
CTD
PMID:25170804
NCBI chr 1:184,545,263...184,579,266
Ensembl chr 1:184,545,265...184,578,648
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all