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Zidovudine glucuronide

CAT: 0931-T71983-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0931-T71983-01Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
117675-21-5
Target
Drug Metabolite, Others
Related Pathways
Others, Metabolism
Bioactivity
Zidovudine glucuronide is an antiretroviral medication used to prevent and treat HIV/AIDS. It is of the nucleoside analog reverse-transcriptase inhibitor (NRTI) class. Zidovudine inhibits the enzyme (reverse transcriptase) that HIV uses to synthesize DNA, thus preventing viral DNA from forming.
Smiles
O=C1N([C@@H]2O[C@H](CO[C@@H]3O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](N=[N+]=[N-])C2)C=C(C)C(=O)N1
Molecular Formula
C16H21N5O10
Molecular Weight
443.37
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Zidovudine glucuronide

Zidovudine glucuronide is a pyrimidine 2',3'-dideoxyribonucleoside.

CAS Number117675-21-5
PubChem CID21591811
IUPAC Name(2S,3S,4S,5R,6R)-6-[[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
Molecular FormulaC16H21N5O10
Molecular Weight443.37
XLogP-1.3
Topological Polar Surface Area189
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count6
Heavy Atom Count31
Formal Charge0
Complexity830
SMILES
CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O)N=[N+]=[N-]
InChI
InChI=1S/C16H21N5O10/c1-5-3-21(16(28)18-13(5)25)8-2-6(19-20-17)7(30-8)4-29-15-11(24)9(22)10(23)12(31-15)14(26)27/h3,6-12,15,22-24H,2,4H2,1H3,(H,26,27)(H,18,25,28)/t6-,7+,8+,9-,10-,11+,12-,15+/m0/s1
InChIKey
NFXAJWJJNLWLOV-LHBOOPKSSA-N
Chemical Structure
2D Structure
2D structure of Zidovudine glucuronide
CAS: 117675-21-5
CID: 21591811
Formula: C16H21N5O10
MW: 443.37
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight443.37
XLogP3-1.3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count6
Exact Mass443.12884188
Monoisotopic Mass443.12884188
Topological Polar Surface Area189 Ų
Heavy Atom Count31
Formal Charge0
Complexity830
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
MBS5814485Zidovudine glucuronide
AR-Z01057-01Zidovudine-glucuronide-13C6
HY-137522AS1Zidovudine Glucuronide-13C6
BICL2611-01Zidovudine O-ß-D-glucuronide
AR-Z01067-01Zidovudine Glucuronide Sodium Salt
HY-137522AZidovudine O-β-D-glucuronide
HY-137522-01Zidovudine O-β-D-glucuronide (sodium)
HY-137522SZidovudine O-β-D-glucuronide-d3 (sodium)
B2221-100Zidovudine

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