CAS 52278-77-0 5-Hydroxy-2'-deoxycytidine (HCID 477413)

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Basic information

CAS: 52278-77-0
Standard SMILES: Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1O
InChIKey: CKZJTNZSBMVFSU-UBKIQSJTSA-N
Molecular formula: C9H13N3O5
Average molar mass: 243.22 g/mol
Monoisotopic mass: 243.08552052

Overview

a major oxidation product of 2'-deoxycytidine

Names & identifiers

Preferred name: 5-Hydroxy-2'-deoxycytidine
IUPAC: 4-amino-5-hydroxy-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
English name: 5-HYDROXY-2'-DEOXYCYTIDINE
Molecular formula: C9H13N3O5
Molecular weight: 243.22

Names & synonyms

5-Hydroxy-2'-deoxycytidine52278-77-02'-Deoxy-5-hydroxycytidine6JHE7FC4BXCytidine, 2'-deoxy-5-hydroxy-Oh-5-dCRefChem:1027355-Hydroxydeoxycytidine5-OHdCMFCD019378604-amino-5-hydroxy-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one4-amino-5-hydroxy-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one

Show more names

5-Oh-dcAids088694Aids-0886942’-deoxy-5-hydroxycytidine2’-deoxy-5-hydroxy-cytidin

UNII-6JHE7FC4BX5-HYDROXY-2-DEOXYCYTIDINECCRIS 82385-Hydroxydeoxycytidine'SCHEMBL529289CHEMBL217849DTXSID00966652CKZJTNZSBMVFSU-UBKIQSJTSA-N

Database identifiers

CAS: 52278-77-0
PubChem CID: 477413
DTXSID: DTXSID00966652

Properties

Computed structural properties

XLogP: -1.9
Topological polar surface area: 129 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 17
Formal charge: 0
Complexity: 394

Physicochemical properties

Melting point: 109 · 109-110°C
storage temp.: -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility: Methanol (Slightly), Water (Slightly)
form: Solid
color: White to Off-White
Stability: Hygroscopic
FDA UNII: 6 JHE7FC4BX · 6JHE7FC4BX

Chemistry & industry

Applications

Uses5-Hydroxy-2’-deoxycytidine have been used as a substrate for uracil DNA N-glycosylase and has been used to study the oxidation of DNA due to exposure to reactive oxygen species.