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2-O-Methylcytosine

CAT: 0013-GTR19277460-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19277460-01Size:50 mg
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Description
2-O-Methylcytosine is an O-alkylated DNA adduct and is recognized as a damaged nucleobase. As an analogue of cytosine, it acts as a human endogenous metabolite. The presence of 2-O-Methylcytosine can alter the structural stability and base-pairing properties of DNA. The accumulation of such damaged nucleobases is closely linked to the induction of DNA mutations, which may result in various diseases, including cancer.
CAS Number
3289-47-2
Purity
99.54% (May vary between batches)
Smiles
N=1C=CC (=NC1OC) N
Molecular Formula
C5H7N3O
Molecular Weight
125.13
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

2-O-Methylcytosine

2-O-methylcytosine is pyrimidine substituted with a methoxy group at position C-2 and an amine group at C-4. It has a role as a metabolite. It is a methylcytosine, an aromatic ether and an aminopyrimidine. It is functionally related to a cytosine.

CAS Number3289-47-2
PubChem CID160679
IUPAC Name2-methoxypyrimidin-4-amine
Molecular FormulaC5H7N3O
Molecular Weight125.13
XLogP0.2
Topological Polar Surface Area61
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count9
Formal Charge0
Complexity88
SMILES
COC1=NC=CC(=N1)N
InChI
InChI=1S/C5H7N3O/c1-9-5-7-3-2-4(6)8-5/h2-3H,1H3,(H2,6,7,8)
InChIKey
DHYLZDVDOQLEAQ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 2-O-Methylcytosine
CAS: 3289-47-2
CID: 160679
Formula: C5H7N3O
MW: 125.13
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight125.13
XLogP30.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass125.058911855
Monoisotopic Mass125.058911855
Topological Polar Surface Area61 Ų
Heavy Atom Count9
Formal Charge0
Complexity88.3
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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