CHEBI:47278 - brivudine

ChEBI IDCHEBI:47278
ChEBI Namebrivudine
Stars
DefinitionA pyrimidine 2'-deoxyribonucleoside that is 2'-deoxyuridine in which the hydrogen at position 5 of the uracil ring is substituted by a 2-bromoethenyl group. It is an antiviral drug used for the treatment of herpes zoster (shingles).
Last Modified4 February 2025
DownloadsMolfile
FormulaC11H13BrN2O5
Net Charge0
Average Mass333.138
Monoisotopic Mass332.00078
SMILESO=c1nc(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1/C=C/Br
InChIInChI=1S/C11H13BrN2O5/c12-2-1-6-4-14(11(18)13-10(6)17)9-3-7(16)8(5-15)19-9/h1-2,4,7-9,15-16H,3,5H2,(H,13,17,18)/b2-1+/t7-,8+,9+/m0/s1
InChIKeyODZBBRURCPAEIQ-PIXDULNESA-N
Wikipedia
Roles Classification
Biological Roles:
chemosensitiser  Any compound that can sensitise tumour cells to chemotherapy.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
ChEBI Ontology
Outgoing Relation(s)
brivudine (CHEBI:47278) has role antiviral drug (CHEBI:36044)
brivudine (CHEBI:47278) has role apoptosis inducer (CHEBI:68495)
brivudine (CHEBI:47278) has role chemosensitiser (CHEBI:233442)
brivudine (CHEBI:47278) is a organobromine compound (CHEBI:37141)
brivudine (CHEBI:47278) is a pyrimidine 2'-deoxyribonucleoside (CHEBI:19255)
IUPAC Name 
5-[(E)-2-bromoethenyl]-2'-deoxyuridine
INNs  Source
brivudineWHO MedNet
brivudineWHO MedNet
brivudinumWHO MedNet
brivudinaWHO MedNet
Synonyms  Source
5-bromovinyldeoxyuridinePDBeChem
bromovinyldeoxyuridineDrugCentral
brivudinDrugCentral
RP 101ChEBI
(E)-5-(2-bromovinyl)-2'-deoxyuridineChEBI
5-[(E)-2-bromoethenyl]-2'-deoxyuridineChEBI
Brand Names  Source
ZostexKEGG DRUG
MevirDrugBank
BrivirDrugBank
Manual XrefsDatabases
BVDPDBeChem
397DrugCentral
DB03312DrugBank
D07249KEGG DRUG
BrivudineWikipedia
CN101066987Patent
Registry NumbersSources
CAS:69304-47-8KEGG DRUG
Citations