Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	42839
Common Name:	Zidovudine
Systematic Name:	1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
Synonyms:	[PubChem Synonyms]
Exact Mass:	267.0968 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C10H13N5O4
InChIKey:	HBOMLICNUCNMMY-XLPZGREQSA-N
ClassyFire superclass:	Nucleosides, nucleotides, and analogues [C0000289]
ClassyFire class:	Pyrimidine nucleosides [C0000480]
ClassyFire subclass:	Pyrimidine 2',3'-dideoxyribonucleosides [C0002182]
ClassyFire direct parent:	Pyrimidine 2',3'-dideoxyribonucleosides [C0002182]
MoNA MS spectra:	View MS spectra
SMILES:	Cc1cn([C@H]2C[C@@H]([C@@H](CO)O2)N=[N+]=[N-])c(=O)[nH]c1=O
Studies:	-

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	35370
CHEBI ID:	10110
HMDB ID:	HMDB0014638
KEGG ID:	C07210
Chemspider ID:	32555
Plant Metabolite Hub(Pmhub):	MS000002882

Calculated physicochemical properties (?):

Heavy Atoms:	19
Rings:	2
Aromatic Rings:	1
Rotatable Bonds:	3
van der Waals Molecular volume:	222.90 Å3 molecule-1
Toplogical Polar Sufrace Area:	135.15 Å2 molecule-1
Hydrogen Bond Donors:	2
Hydrogen Bond Acceptors:	8
logP:	2.30
Molar Refractivity:	66.27
Fraction sp3 Carbons:	0.60
sp3 Carbons:	6

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y