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> Main
CHEBI:10110 - zidovudine
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ChEBI Ontology
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ChEBI Name
zidovudine
ChEBI ID
CHEBI:10110
Definition
A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:619601
Supplier Information
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Formula
C10H13N5O4
Net Charge
0
Average Mass
267.24130
Monoisotopic Mass
267.09675
InChI
InChI=1S/C10H13N5O4/c1-
5-
3-
15(10(18)
12-
9(5)
17)
8-
2-
6(13-
14-
11)
7(4-
16)
19-
8/h3,6-
8,16H,2,4H2,1H3,(H,12,17,18)
/t6-
,7+,8+/m0/s1
InChIKey
HBOMLICNUCNMMY-XLPZGREQSA-N
SMILES
Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)c(=O)[nH]c1=O
Roles Classification
Biological Role
(s):
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
antimetabolite
A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
Application
(s):
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
zidovudine (
CHEBI:10110
)
has role
antimetabolite (
CHEBI:35221
)
zidovudine (
CHEBI:10110
)
has role
antiviral drug (
CHEBI:36044
)
zidovudine (
CHEBI:10110
)
has role
HIV-1 reverse transcriptase inhibitor (
CHEBI:53756
)
zidovudine (
CHEBI:10110
)
is a
azide (
CHEBI:22680
)
zidovudine (
CHEBI:10110
)
is a
pyrimidine 2',3'-dideoxyribonucleoside (
CHEBI:48441
)
IUPAC Name
3'-azido-3'-deoxythymidine
INN
Source
zidovudine
KEGG DRUG
Synonyms
Sources
Azidothymidine
ChemIDplus
AZT
KEGG COMPOUND
Zidovudin
ChemIDplus
Zidovudinum
ChemIDplus
Brand Name
Source
Retrovir
KEGG DRUG
Manual Xrefs
Databases
2861
DrugCentral
AZZ
PDBeChem
C07210
KEGG COMPOUND
CPD-15110
MetaCyc
D00413
KEGG DRUG
DB00495
DrugBank
LSM-5806
LINCS
US4724232
Patent
Zidovudine
Wikipedia
View more database links
Registry Numbers
Types
Sources
30516-87-1
CAS Registry Number
ChemIDplus
30516-87-1
CAS Registry Number
KEGG DRUG
30516-87-1
CAS Registry Number
DrugBank
763034
Beilstein Registry Number
Beilstein
Citations
Types
Sources
19112024
PubMed citation
ChEMBL
26859826
PubMed citation
Europe PMC
29438107
PubMed citation
Europe PMC
9203666
PubMed citation
Europe PMC
Last Modified
02 January 2019