CHEBI:45924 - trimethoprim

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name trimethoprim
Definition An aminopyrimidine antibiotic whose structure consists of pyrimidine 2,4-diamine and 1,2,3-trimethoxybenzene moieties linked by a methylene bridge.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45921, CHEBI:9731
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C14H18N4O3
Net Charge 0
Average Mass 290.318
Monoisotopic Mass 290.13789
InChI InChI=1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)
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): drug allergen
Any drug which causes the onset of an allergic reaction.
antibacterial drug
A drug used to treat or prevent bacterial infections.
EC (dihydrofolate reductase) inhibitor
An EC 1.5.1.* (oxidoreductase acting on donor CH-NH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of dihydrofolate reductase (EC
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.
antibacterial drug
A drug used to treat or prevent bacterial infections.
An agent that promotes the excretion of urine through its effects on kidney function.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing trimethoprim (CHEBI:45924) has role antibacterial drug (CHEBI:36047)
trimethoprim (CHEBI:45924) has role diuretic (CHEBI:35498)
trimethoprim (CHEBI:45924) has role drug allergen (CHEBI:88188)
trimethoprim (CHEBI:45924) has role EC (dihydrofolate reductase) inhibitor (CHEBI:50683)
trimethoprim (CHEBI:45924) has role environmental contaminant (CHEBI:78298)
trimethoprim (CHEBI:45924) has role xenobiotic (CHEBI:35703)
trimethoprim (CHEBI:45924) is a aminopyrimidine (CHEBI:38338)
trimethoprim (CHEBI:45924) is a methoxybenzenes (CHEBI:51683)
Incoming 6-chlorotrimethoprim (CHEBI:351351) has functional parent trimethoprim (CHEBI:45924)
6-hydroxytrimethoprim (CHEBI:58969) has functional parent trimethoprim (CHEBI:45924)
co-trimoxazole (CHEBI:3770) has part trimethoprim (CHEBI:45924)
5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl group (CHEBI:55508) is substituent group from trimethoprim (CHEBI:45924)
Synonyms Sources
2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine NIST Chemistry WebBook
5-[(3,4,5-trimethoxyphenyl)methyl]-2,4-pyrimidinediamine NIST Chemistry WebBook
Proloprim ChemIDplus
Trimethoprim KEGG COMPOUND
Trimpex ChemIDplus
Manual Xrefs Databases
1745 VSDB
2755 DrugCentral
DB00440 DrugBank
HMDB0014583 HMDB
Trimethoprim Wikipedia
View more database links
Registry Numbers Types Sources
625127 Beilstein Registry Number Beilstein
625127 Reaxys Registry Number Reaxys
738-70-5 CAS Registry Number NIST Chemistry WebBook
738-70-5 CAS Registry Number ChemIDplus
808843 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
10423629 PubMed citation Europe PMC
10969053 PubMed citation Europe PMC
11051625 PubMed citation Europe PMC
14629008 PubMed citation Europe PMC
15203044 PubMed citation Europe PMC
16311012 PubMed citation Europe PMC
18816075 PubMed citation Europe PMC
25111783 PubMed citation Europe PMC
25361939 PubMed citation Europe PMC
26546758 PubMed citation Europe PMC
26566149 PubMed citation Europe PMC
26942256 PubMed citation Europe PMC
26987772 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
7602118 PubMed citation Europe PMC
8911701 PubMed citation Europe PMC
Last Modified
20 June 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag