Preferred Name

lamivudine

Synonyms

4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one

Lamivudine

2',3'-Dideoxy-3'-thiacytidine

(-)-1-((2R,5S)-2-(Hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine

(-)-2'-Deoxy-3'-thiacytidine

3'-Thia-2',3'-dideoxycytidine

beta-L-2',3'-Dideoxy-3'-thiacytidine

beta-L-3'-Thia-2',3'-dideoxycytidine

3TC

Epivir

lamivudine

Definitions

A 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.

ID

http://purl.obolibrary.org/obo/CHEBI_63577

charge

0

database_cross_reference

PMID:22170540

PMID:19783232

PMID:22085635

LINCS:LSM-5215

PMID:22001270

Wikipedia:Lamivudine

PMID:25017682

PMID:22231575

PMID:21851334

PMID:21721935

Drug_Central:1539

CAS:134678-17-4

PMID:22098177

Patent:WO9117159

Reaxys:5480511

PMID:22097898

PMID:22028068

PMID:22222724

PMID:21465499

KEGG:C07065

PMID:28166217

PMID:12135009

PMID:22226087

KEGG:D00353

PMID:22211086

PDBeChem:3TC

PMID:22078148

PMID:29438107

PMID:22233654

DrugBank:DB00709

definition

A 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.

formula

C8H11N3O3S

has_alternative_id

CHEBI:6366

has_exact_synonym

4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one

Lamivudine

has_functional_parent

http://purl.obolibrary.org/obo/CHEBI_16040

has_obo_namespace

chebi_ontology

has_related_synonym

2',3'-Dideoxy-3'-thiacytidine

(-)-1-((2R,5S)-2-(Hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine

(-)-2'-Deoxy-3'-thiacytidine

3'-Thia-2',3'-dideoxycytidine

beta-L-2',3'-Dideoxy-3'-thiacytidine

beta-L-3'-Thia-2',3'-dideoxycytidine

3TC

Epivir

lamivudine

id

CHEBI:63577

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=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

inchikey

JTEGQNOMFQHVDC-NKWVEPMBSA-N

label

lamivudine

mass

229.25600

monoisotopicmass

229.05211

notation

CHEBI:63577

prefLabel

lamivudine

RO_0000087

http://purl.obolibrary.org/obo/CHEBI_53756

http://purl.obolibrary.org/obo/CHEBI_50904

http://purl.obolibrary.org/obo/CHEBI_59897

http://purl.obolibrary.org/obo/CHEBI_36044

http://purl.obolibrary.org/obo/CHEBI_50266

http://purl.obolibrary.org/obo/CHEBI_64951

smiles

Nc1ccn([C@@H]2CS[C@H](CO)O2)c(=O)n1

subClassOf

http://purl.obolibrary.org/obo/CHEBI_59793

http://purl.obolibrary.org/obo/CHEBI_38104

http://purl.obolibrary.org/obo/CHEBI_60783

http://purl.obolibrary.org/obo/CHEBI_15734

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http://purl.obolibrary.org/obo/CHEBI_63577 CHEBI SAME_URI
http://purl.obolibrary.org/obo/CHEBI_63577 PDRO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_63577 DINTO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_63577 GSSO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_63577 DRON SAME_URI
http://purl.obolibrary.org/obo/CHEBI_63577 CHEBI LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#C0209738 OCHV LOOM
https://go.drugbank.com/drugs/DB00709 MDM LOOM
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http://www.phoc.org.cn/pmo/class/PMO_00018390 PMAPP-PMO LOOM
http://purl.obolibrary.org/obo/OMIT_0019331 OMIT LOOM
http://purl.bioontology.org/ontology/VANDF/4020938 VANDF LOOM
http://purl.bioontology.org/ontology/MESH/D019259 MESH LOOM
http://scai.fraunhofer.de/HuPSON#SCAIVPH_00001120 HUPSON LOOM
http://purl.bioontology.org/ontology/PDQ/CDR0000042593 PDQ LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1471 NCIT LOOM
http://purl.bioontology.org/ontology/LNC/LP21312-1 LOINC LOOM
http://purl.obolibrary.org/obo/CHEBI_63577 PDRO LOOM
http://purl.obolibrary.org/obo/CHEBI_63577 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_63577 GSSO LOOM
http://purl.obolibrary.org/obo/CHEBI_63577 DRON LOOM
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http://purl.bioontology.org/ontology/RCD/eiD.. RCD LOOM
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http://phenomebrowser.net/ontologies/mesh/mesh.owl#D13.570.230.500.925.500 RH-MESH LOOM
http://www.co-ode.org/ontologies/galen#Lamivudine GALEN LOOM
http://evs.nci.nih.gov/ftp1/NDF-RT/NDF-RT.owl#N0000148418 ODAE LOOM
http://stirdf.jst.go.jp/id/200907041219120107 IOBC LOOM
http://purl.jp/bio/4/id/200906094698634040 IOBC LOOM
http://purl.bioontology.org/ontology/LNC/MTHU060537 LOINC LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D03.383.742.680.245.500.950.500 RH-MESH LOOM
http://purl.bioontology.org/ontology/SNOMEDCT/386897000 SNOMEDCT LOOM
http://purl.bioontology.org/ontology/NDDF/005079 NDDF LOOM
http://purl.bioontology.org/ontology/RXNORM/68244 RXNORM LOOM