CHEBI:9332 - sulfamethoxazole

ChEBI IDCHEBI:9332
ChEBI Namesulfamethoxazole
Stars
DefinitionAn isoxazole (1,2-oxazole) compound having a methyl substituent at the 5-position and a 4-aminobenzenesulfonamido group at the 3-position.
Secondary ChEBI IDCHEBI:102247
Last Modified22 February 2017
DownloadsMolfile
FormulaC10H11N3O3S
Net Charge0
Average Mass253.283
Monoisotopic Mass253.05211
SMILESCc1cc(NS(=O)(=O)c2ccc(N)cc2)no1
InChIInChI=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)
InChIKeyJLKIGFTWXXRPMT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
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 (Brønsted acid).
Biological Roles:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
EC 2.5.1.15 (dihydropteroate synthase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of dihydropteroate synthase (EC 2.5.1.15), an enzyme that catalyzes the formation of dihydropteroate from p-aminobenzoic acid and dihydropteridine-hydroxymethyl-pyrophosphate.
EC 1.1.1.153 [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 1.1.1.153, which plays an important part in the biosynthesis of tetrahydrobiopterin.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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.
xenobiotic  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.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
P450 inhibitor  An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
drug allergen  Any drug which causes the onset of an allergic reaction.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
hypoglycemic agent  A drug which lowers the blood glucose level.
antifibrotic agent  Any agent which acts to reduce fibrosis.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
sulfamethoxazole (CHEBI:9332) has functional parent sulfanilamide (CHEBI:45373)
sulfamethoxazole (CHEBI:9332) has role anti-HIV agent (CHEBI:64946)
sulfamethoxazole (CHEBI:9332) has role antibacterial agent (CHEBI:33282)
sulfamethoxazole (CHEBI:9332) has role antifibrotic agent (CHEBI:233423)
sulfamethoxazole (CHEBI:9332) has role antifungal agent (CHEBI:35718)
sulfamethoxazole (CHEBI:9332) has role antiinfective agent (CHEBI:35441)
sulfamethoxazole (CHEBI:9332) has role antimalarial (CHEBI:38068)
sulfamethoxazole (CHEBI:9332) has role antimicrobial agent (CHEBI:33281)
sulfamethoxazole (CHEBI:9332) has role antimicrobial agent (CHEBI:33281)
sulfamethoxazole (CHEBI:9332) has role antineoplastic agent (CHEBI:35610)
sulfamethoxazole (CHEBI:9332) has role antitubercular agent (CHEBI:33231)
sulfamethoxazole (CHEBI:9332) has role dermatologic drug (CHEBI:50177)
sulfamethoxazole (CHEBI:9332) has role drug allergen (CHEBI:88188)
sulfamethoxazole (CHEBI:9332) has role EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor (CHEBI:74234)
sulfamethoxazole (CHEBI:9332) has role EC 2.5.1.15 (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 hypoglycemic agent (CHEBI:35526)
sulfamethoxazole (CHEBI:9332) has role ophthalmology drug (CHEBI:66981)
sulfamethoxazole (CHEBI:9332) has role P450 inhibitor (CHEBI:50183)
sulfamethoxazole (CHEBI:9332) has role renoprotective agent (CHEBI:231911)
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 Relation(s)
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)
IUPAC Name 
4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide
INN  Source
sulfametoxazolWHO MedNet
Synonyms  Source
3-(p-Aminophenylsulfonamido)-5-methylisoxazoleChemIDplus
3-Sulfanilamido-5-methylisoxazoleChemIDplus
4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamideChemIDplus
Gantanol (TN)KEGG DRUG
NSC-147832ChEMBL
RO 4-2130ChEMBL
Brand Names  Source
GantanolChEMBL
Gantanol-dsChEMBL
SinominChEMBL
Sulfamethoxazole component of azo gantanolChEMBL
Sulfamethoxazole component of bactrimChEMBL
Sulfamethoxazole component of bactrim dsChEMBL
Manual XrefsDatabases
2514DrugCentral
C07315KEGG COMPOUND
D00447KEGG DRUG
DB01015DrugBank
HMDB0015150HMDB
LSM-5422LINCS
SulfamethoxazoleWikipedia
Registry NumbersSources
Reaxys:226453Reaxys
Gmelin:226453Gmelin
CAS:723-46-6KEGG COMPOUND
CAS:723-46-6DrugBank
CAS:723-46-6ChemIDplus
Citations