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CHEBI:47278 - brivudine

Default Structure
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:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
chemosensitiser  Any compound that can sensitise tumour cells to chemotherapy.
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
brivudinaWHO MedNet
brivudineWHO MedNet
brivudineWHO MedNet
brivudinumWHO MedNet
Synonyms  Source
5-[(1E)-2-bromoethenyl]-2'-deoxyuridineChEBI
5-bromovinyldeoxyuridinePDBeChem
5-[(E)-2-bromoethenyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dioneChEBI
5-[(E)-2-bromoethenyl]-2'-deoxyuridineChEBI
brivudinDrugCentral
bromovinyldeoxyuridineDrugCentral
Brand Names  Source
BrivirDrugBank
MevirDrugBank
ZostexKEGG DRUG
Manual XrefsDatabases
397DrugCentral
BrivudineWikipedia
BVDPDBeChem
CN101066987Patent
D07249KEGG DRUG
DB03312DrugBank
Registry NumbersSources
CAS:69304-47-8KEGG DRUG
Citations