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Term:lamivudine
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Accession:CHEBI:63577 term browser browse the term     term annotations  view annotations
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.
Synonyms:exact_synonym: 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
 related_synonym: (-)-1-((2R,5S)-2-(Hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine;   (-)-2'-Deoxy-3'-thiacytidine;   2',3'-Dideoxy-3'-thiacytidine;   3'-Thia-2',3'-dideoxycytidine;   3TC;   C8H11N3O3S;   Epivir;   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;   Nc1ccn([C@@H]2CS[C@H](CO)O2)c(=O)n1;   beta-L-2',3'-Dideoxy-3'-thiacytidine;   beta-L-3'-Thia-2',3'-dideoxycytidine
 alt_id: CHEBI:6366
 xref_casrn: 134678-17-4
 xref: ChEMBL:133986 "ChEMBL COMPOUND";   ChemIDplus:134678-17-4 "CAS Registry Number";   CiteXplore:21465499 "PubMed citation";   CiteXplore:21721935 "PubMed citation";   CiteXplore:21851334 "PubMed citation";   CiteXplore:22001270 "PubMed citation";   CiteXplore:22028068 "PubMed citation";   CiteXplore:22078148 "PubMed citation";   CiteXplore:22085635 "PubMed citation";   CiteXplore:22097898 "PubMed citation";   CiteXplore:22098177 "PubMed citation";   CiteXplore:22170540 "PubMed citation";   CiteXplore:22211086 "PubMed citation";   CiteXplore:22222724 "PubMed citation";   CiteXplore:22226087 "PubMed citation";   CiteXplore:22231575 "PubMed citation";   CiteXplore:22233654 "PubMed citation";   DrugBank:DB00709 "DrugBank";   KEGG COMPOUND:134678-17-4 "CAS Registry Number";   KEGG COMPOUND:C07065 "KEGG COMPOUND";   KEGG DRUG:D00353 "KEGG DRUG"
 xref_mesh: MESH:D019259
 xref: Patent:WO9117159 "Patent";   Reaxys:5480511 "Reaxys Registry Number";   Wikipedia:Lamivudine "Wikipedia"
Parent Terms Term With Siblings Child Terms
(+)-artemisinic alcohol +
(+)-calanolide A
(+)-lariciresinol
(+)-lyoniresinol +
(+)-lyoniresinol 4,4'-bis-O-beta-D-glucopyranoside
(+)-lyoniresinol-3-alpha-O-beta-D-glucopyranoside
(-)-annonaine +
(-)-calanolide B
(-)-carbovir +
(20R)-28-hydroxylupen-30-al-3-one
(3,4-dimethoxyphenyl)methanol
(3Z,6Z,9Z)-dodecatrienol
(E,E)-2-methyl-6-oxohepta-2,4-dienol
(Z)-hex-3-en-1-ol + 
1,2-dinitroglycerol
1-(2,3-dideoxy-6-O-phosphono-beta-D-erythro-hexopyranosyl)cytosine
1-(2-deoxy-2-fluoro-5-O-phosphono-beta-D-arabinofuranosyl)cytosine
1-(5-\{[3-(1H-benzimidazol-2-yl)propanoyl]amino\}-5-deoxy-alpha-L-lyxofuranosyl)cytosine
1-[(1S,2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)bicyclo[3.1.0]hexan-2-yl]thymine
1-[(1S,3S,4R,5S)-3-hydroxy-4-(hydroxymethyl)bicyclo[3.1.0]hexan-1-yl]thymine
1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine
1-hydroxy-5-phenyl-3-pentanone
1-methylcytosine
10-deoxysarpagine
12-deoxyphorbol-13-(3E,5E-decadienoate)
16beta,17-dihydroxy-ent-kaurane-19-oic acid
17alpha(H),21beta(H)-bishomohopanol
17beta(H),21beta(H)-bishomohopanol
1beta-hydroxymaprounic acid 3-p-hydroxybenzoate
2'-deoxycytidine + 
2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran
2-(hydroxymethyl)-4-(1-hydroxy-2-\{[6-(4-phenylbutoxy)hexyl]amino\}ethyl)phenol + 
2-(morpholin-4-yl)ethanol + 
2-(piperidin-1-yl)ethanol +
2-butoxyethanol 
2-ethylhexan-1-ol + 
2-methylbutan-1-ol +
2-methylthioethanol
2-O-methylcytosine
2-phenylethanol + 
20-epi-isoiguesterinol
2alpha-hydroxymaprounic acid 2,3-bis-p-hydroxybenzoate
3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decanol 
3,N(4)-ethenocytosine
3-(acetamidomethylidene)-2-(hydroxymethyl)succinic acid
3-hydroxymethyl-4-methyl-furan-2(5H)-one
3-methylcytosine
3-O-trans-p-coumaroyl actinidic acid
4-amino-1-[2,5-anhydro-4-(hydroxymethyl)-alpha-L-lyxofuranosyl]-5-methylcytosine
4-hydroxycinnamyl alcohol +
4-methylpentan-1-ol
5-benzyl-1-(2-hydroxyethoxymethyl)uracil
5-benzyloxybenzylacyclouridine
5-fluoro-2'-deoxyuridine 
5-hydroxymethyluracil
5-iodo-2'-deoxyuridine 
5-methylcytosine +
6,6'-bieckol
6-(3-hydroxypropyl)thymine
6-\{[(4R,5R)-4-(hydroxymethyl)thymin-5-yl]methyl\}thymine
7'-hydroxyabscisic acid
7-oxohernangerine
8'-epi-cleomiscosin A
8-amino-2,12-dihydroxy-4a,9-dihydro[1,3,2]dioxaphosphinino[4',5':5,6]pyrano[3,2-g]pteridin-10(4H)-one 2-oxide
9beta-pimara-7,15-dien-19-ol
[3-(2,2,3-trimethylcyclopent-3-enyl)cyclohex-3-enyl]methanol
[4-(2,2,3-trimethylcyclopent-3-enyl)cyclohex-3-enyl]methanol
abacavir +
acyclovir 
alismorientol A
amantadine 
amprenavir 
andrographolide 
anolignan A
anolignan B
aphidicolin 
aplysinoplide A
aplysinoplide B
aplysinoplide C
aromatic primary alcohol +
atazanavir + 
azulenofuran +
BE-24566B
benserazide 
benzochromene + 
benzodioxine + 
benzodioxoles + 
benzofurans + 
benzofurofurochromene
benzofuropyranochromene +
benzopyran + 
benzoxadiazole +
benzoxathiin +
benzoxathiine +
benzoxathiole + 
benzoxazine +
benzoxazole + 
bicoumarin +
bidebiline C
bidebiline D
bidenlignaside A
boceprevir
bosentan + 
butan-1-ol 
butyn-1-ols +
carbovir +
celasdin B
chanoclavine-I +
cidofovir anhydrous + 
cidofovir dihydrate
cimifoetiside A
cimifoetiside B
cinnamyl alcohol + 
clathsterol
clathsterol disulfonic acid
cleomiscosin A
clopenthixol +
costunolide 
crotyl alcohol + 
cyclic ether + 
cyclic ketal + 
cycloheptafuran +
cyclohexadienol +
cyclopentacyclononaoxirene +
cyclopentafuran +
cyclopentafurofurochromene + 
cyclopentapyran + 
cytarabine 
cytidine + 
cytidines + 
cytosin1-yl group
cytosine glycol
cytosporic acid
daedalin A
daidzein + 
darunavir
delavirdine + 
delavirdine mesylate
deoxylimonoic acid D-ring-lactone
dibenzodioxocine +
dibenzodioxonine +
dibenzofurans + 
dibenzopyran + 
dicerandrol A
dicerandrol B
didanosine 
dieckol
dimercaprol 
dioxanes + 
dioxolane + 
docebenone 
dodecanol +
drimenol
eckstolonol
efavirenz
emivirine
emtricitabine
entecavir (anhydrous) +
entecavir hydrate
ethanol + 
ethanols + 
etravirine
everolimus 
famciclovir
farnesol + 
flucytosine 
flupenthixol 
furans + 
furfuryl alcohol + 
furochromene + 
furodioxole +
furofuran +
furonaphthodioxole + 
furopyridine +
furopyrimidine +
furopyrrole +
ganciclovir + 
ganoderone A
ganoderone C
gemcitabine +
gemcitabine hydrochloride
geraniol + 
glomosporin
glycidol + 
glycolic acid +
hentriacontan-1-ol
hernandonine
hexadecen-1-ols + 
HIV fusion inhibitor +
hydroxytyrosol + 
imidazole-4-methanol
imidazooxazine +
indicanone
indolyl alcohol + 
isoamylol + 
isobutanol + 
isopentenyl alcohol +
isotanshinone IIB
jaspamide L
kadsuphilactone B
lactone + 
lamivudine 
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.
lindechunine A
liriodenine
loxtidine 
lyratol C
maprounic acid +
maraviroc
marianoside A
mercaptoethanol + 
methanol + 
methyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
methyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate
methyl 5-(hydroxymethyl)pyrrolidine-2-carboxylate
methyl 5-(hydroxymethyl)pyrrolidine-3-carboxylate
metronidazole + 
molybdopterin synthase intermediate
monothioketal +
myriaporone 3
N(4)-methylcytosine
N-(hydroxymethyl)phthalimide + 
N-[(cytosin-1-yl)acetyl]-N-[2-(methylamino)ethyl]glycine
N-acetyl-L-cysteine + 
N-acetylneuraminol +
naphtho-gamma-pyrone +
naphthochromene +
naphthofuran + 
naphthoisochromene +
negundin B
neobavaisoflavone +
neuraminidase inhibitor + 
nevirapine 
nigranoic acid
oblonganoside A
octadienol + 
octan-1-ol 
ophioglonin
oseltamivir +
oseltamivir acid
ospemifene
oxabicycloalkane + 
oxacyclopentaindacene +
oxadiazane +
oxadiazole + 
oxadiazolidine +
oxanes + 
oxanthrene
oxatetracycloalkane + 
oxazinane + 
oxazole + 
oxazolidines + 
oxazolopyrazine +
oxazolopyridine + 
oxazolopyrimidine +
oxetanes + 
oxetenes +
oxirene
oxolanes + 
penciclovir
pentalen-13-ol
pentan-1-ol 
penten-1-ols +
phosphonoformic acid 
plaunotol 
precursor Z
precursor Z hydrate
propan-1-ols + 
propenol + 
propynol + 
prosolanapyrone II
pyranoindolizinoquinoline + 
pyranopterin +
pyranopyridine +
pyranothiazole +
pyranoxanthones +
pyrans + 
pyridophenoxazine +
pyrimidobenzoxazine +
rilpivirine
rilpivirine hydrochloride
robustaflavone +
rotenonone
salaspermic acid
salicin +
salutaridine
saquinavir 
sarpagine +
scalusamide A
sch 725432
schisanwilsonene A
sinapyl alcohol +
solanapyrone A
sterigmatocystins + 
sulfocholine +
swertipunicoside
telaprevir
telbivudine
tenofovir (anhydrous) +
tenofovir disoproxil +
tenofovir disoproxil fumarate
tenofovir hydrate
terpenol + 
thienopyran +
tipranavir
TMC-86A
TMC-86B
TMC-89A
TMC-89B
TMC-96
tolypodiol
trans-2,3-epoxydeca-4,6,8-triyn-1-ol
trioxane + 
trisodium phosphonoformate +
trisodium phosphonoformate hexahydrate
valacyclovir
valganciclovir
vinylamycin
zalcitabine 
zidovudine 
zymosterol intermediate 1a
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