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CHEBI:63577 - lamivudine

ChEBI IDCHEBI:63577
ChEBI Namelamivudine
Stars
DefinitionA monothioacetal that consists of cytosine having a (2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl moiety attached at position 1. An inhibitor of HIV-1 reverse transcriptase, it is used as an antiviral in the treatment of AIDS and hepatitis B.
Secondary ChEBI IDCHEBI:6366
Last Modified19 June 2018
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FormulaC8H11N3O3S
Net Charge0
Average Mass229.261
Monoisotopic Mass229.05211
SMILESNc1ccn([C@@H]2CS[C@H](CO)O2)c(=O)n1
InChIInChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m0/s1
InChIKeyJTEGQNOMFQHVDC-NKWVEPMBSA-N

Wikipedia
Roles Classification

ChEBI Ontology
IUPAC Name 
4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
INN  Source
lamivudineKEGG DRUG
Synonyms  Source
LamivudineKEGG COMPOUND
3TCKEGG COMPOUND
2',3'-Dideoxy-3'-thiacytidineKEGG COMPOUND
(-)-2'-Deoxy-3'-thiacytidineChemIDplus
(-)-1-((2R,5S)-2-(Hydroxymethyl)-1,3-oxathiolan-5-yl)cytosineChemIDplus
3'-Thia-2',3'-dideoxycytidineChemIDplus
Brand Name  Source
EpivirKEGG DRUG
Manual XrefsDatabases
C07065KEGG COMPOUND
D00353KEGG DRUG
WO9117159Patent
DB00709DrugBank
LamivudineWikipedia
3TCPDBeChem
LSM-5215LINCS
1539DrugCentral
Registry NumbersSources
Reaxys:5480511Reaxys
CAS:134678-17-4KEGG COMPOUND
CAS:134678-17-4ChemIDplus
Citations