CHEBI:9332 - sulfamethoxazole

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sulfamethoxazole
Definition An isoxazole (1,2-oxazole) compound having a methyl substituent at the 5-position and a 4-aminobenzenesulfonamido group at the 3-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:102247
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C10H11N3O3S
Net Charge 0
Average Mass 253.279
Monoisotopic Mass 253.05211
InChI 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)
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): epitope
The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds.
EC (dihydropteroate synthase) inhibitor
An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of dihydropteroate synthase (EC, an enzyme that catalyzes the formation of dihydropteroate from p-aminobenzoic acid and dihydropteridine-hydroxymethyl-pyrophosphate.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via sulfonamide antibiotic )
drug allergen
Any drug which causes the onset of an allergic reaction.
P450 inhibitor
An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
EC [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the activity of sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming), EC, which plays an important part in the biosynthesis of tetrahydrobiopterin.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): drug allergen
Any drug which causes the onset of an allergic reaction.
antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sulfamethoxazole (CHEBI:9332) has functional parent sulfanilamide (CHEBI:45373)
sulfamethoxazole (CHEBI:9332) has role antibacterial agent (CHEBI:33282)
sulfamethoxazole (CHEBI:9332) has role antiinfective agent (CHEBI:35441)
sulfamethoxazole (CHEBI:9332) has role antimicrobial agent (CHEBI:33281)
sulfamethoxazole (CHEBI:9332) has role drug allergen (CHEBI:88188)
sulfamethoxazole (CHEBI:9332) has role EC [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor (CHEBI:74234)
sulfamethoxazole (CHEBI:9332) has role EC (dihydropteroate synthase) inhibitor (CHEBI:50502)
sulfamethoxazole (CHEBI:9332) has role environmental contaminant (CHEBI:78298)
sulfamethoxazole (CHEBI:9332) has role epitope (CHEBI:53000)
sulfamethoxazole (CHEBI:9332) has role P450 inhibitor (CHEBI:50183)
sulfamethoxazole (CHEBI:9332) has role xenobiotic (CHEBI:35703)
sulfamethoxazole (CHEBI:9332) is a isoxazoles (CHEBI:55373)
sulfamethoxazole (CHEBI:9332) is a substituted aniline (CHEBI:48975)
sulfamethoxazole (CHEBI:9332) is a sulfonamide (CHEBI:35358)
sulfamethoxazole (CHEBI:9332) is a sulfonamide antibiotic (CHEBI:87228)
Incoming N-acetylsulfamethoxazole (CHEBI:31169) has functional parent sulfamethoxazole (CHEBI:9332)
nitrososulfamethoxazole (CHEBI:53017) has functional parent sulfamethoxazole (CHEBI:9332)
sulfamethoxazole hydroxylamine (CHEBI:53016) has functional parent sulfamethoxazole (CHEBI:9332)
co-trimoxazole (CHEBI:3770) has part sulfamethoxazole (CHEBI:9332)
Synonyms Sources
3-(p-Aminophenylsulfonamido)-5-methylisoxazole ChemIDplus
3-Sulfanilamido-5-methylisoxazole ChemIDplus
4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide ChemIDplus
Gantanol (TN) KEGG DRUG
Sulfamethoxazole KEGG COMPOUND
sulphamethoxazole ChEBI
Manual Xrefs Databases
2514 DrugCentral
DB01015 DrugBank
HMDB0015150 HMDB
Sulfamethoxazole Wikipedia
View more database links
Registry Numbers Types Sources
226453 Reaxys Registry Number Reaxys
226453 Gmelin Registry Number Gmelin
723-46-6 CAS Registry Number ChemIDplus
723-46-6 CAS Registry Number DrugBank
Citations Waiting for Citations Types Sources
10843725 PubMed citation Europe PMC
10891117 PubMed citation ChEMBL
10969989 PubMed citation ChEMBL
11350866 PubMed citation Europe PMC
11431418 PubMed citation Europe PMC
12019187 PubMed citation Europe PMC
15497867 PubMed citation Europe PMC
15588915 PubMed citation Europe PMC
15967282 PubMed citation Europe PMC
15984773 PubMed citation Europe PMC
17095123 PubMed citation Europe PMC
17110110 PubMed citation ChEMBL
17158933 PubMed citation ChEMBL
17311370 PubMed citation ChEMBL
17442935 PubMed citation Europe PMC
17573190 PubMed citation Europe PMC
18334600 PubMed citation Europe PMC
18958736 PubMed citation Europe PMC
19436870 PubMed citation Europe PMC
20564608 PubMed citation Europe PMC
22534821 PubMed citation Europe PMC
226453 PubMed citation Europe PMC
23611245 PubMed citation Europe PMC
23649399 PubMed citation Europe PMC
23742687 PubMed citation Europe PMC
25851465 PubMed citation Europe PMC
313909 PubMed citation Europe PMC
3906132 PubMed citation ChEMBL
6864729 PubMed citation ChEMBL
7486915 PubMed citation Europe PMC
7490723 PubMed citation ChEMBL
7534104 PubMed citation Europe PMC
7602118 PubMed citation Europe PMC
7731020 PubMed citation ChEMBL
7798534 PubMed citation Europe PMC
8208693 PubMed citation Europe PMC
8632413 PubMed citation ChEMBL
Last Modified
22 February 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag