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6-Methyluridine

HCID 92887
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Basic information

CAS
16710-13-7
Standard SMILES
Cc1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
InChIKey
SGKGZYGMLGVQHP-ZOQUXTDFSA-N
Molecular formula
C10H14N2O6
Average molar mass
258.23 g/mol
Monoisotopic mass
258.08518617

Names & identifiers

Preferred name
6-Methyluridine
IUPAC
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-methylpyrimidine-2,4-dione
English name
NSC 112513
Molecular formula
C10H14N2O6
Molecular weight
258.23

Names & synonyms

6-Methyluridine16710-13-7RefChem:105069Uridine, 6-methyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-methylpyrimidine-2,4(1H,3H)-dione1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-methylpyrimidine-2,4-dione1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneNSC 112513SCHEMBL42101CHEMBL439055orb1908838SCHEMBL27763295
Show more names
6-Methyluridine For ribozymes
TNU0134AKOS027447341NM08576NSC 112513;DA-58907H634591-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-6-methyl-pyrimidine-2,4-dione

Database identifiers

CAS
16710-13-7
PubChem CID
92887
ChEMBL
CHEMBL439055
Nikkaji
J1.295.258I

Properties

Computed structural properties

XLogP
-1.6
Topological polar surface area
119 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
6
Rotatable bonds
2
Heavy atoms
18
Formal charge
0
Complexity
409

Physicochemical properties

Density
1.576 · 1.576±0.06 g/cm3(Predicted)
pka
9.42 · 9.42±0.40(Predicted)

Chemistry & industry

Applications

Uses6-Methyluridine exhibited weak antimalarial activity against P. falciparum 3D7 isolate. It is a weak substrate of Escherichia coli pyrimidine nucleoside phosphorylase.

Related reactions

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Compound notes

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