3'-O-Methylguanosine

Category	Orthopoxvirus
CAS	10300-27-3
Description	3'-O-Methylguanosine is an endogenous methylated nucleoside found in human fluids. Methylated purine bases are present in higher amounts in tumor-bearing patients compared to healthy controls. DNA hypermethylation is a common finding in malignant cells and has been explored as a therapeutic target for hypomethylating agents. When chemical bonds to DNA, it becomes damaged and proper and complete replication cannot occur to make the normal intended cell. A DNA adduct is an abnormal piece of DNA covalently-bonded to a cancer-causing chemical. This has shown to be the start of a cancerous cell, or carcinogenesis. DNA adducts in scientific experiments are used as bio-markers and as such are themselves measured to reflect quantitatively, for comparison, the amount of cancer in the subject.

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Synonyms	3'-(O-Methyl) Guanosine; 3'-O-Methyl-D-guanosine; 3'-O-Methyl guanosine; O3'-methyl-guanosine; 3'-OMe-G; 2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxytetrahydrofuran-2-yl]-3,9-dihydro-6H-purin-6-one
IUPAC Name	2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-1H-purin-6-one
Molecular Weight	297.27
Molecular Formula	C11H15N5O5
Canonical SMILES	COC1C(OC(C1O)N2C=NC3=C2N=C(NC3=O)N)CO
InChI	InChI=1S/C11H15N5O5/c1-20-7-4(2-17)21-10(6(7)18)16-3-13-5-8(16)14-11(12)15-9(5)19/h3-4,6-7,10,17-18H,2H2,1H3,(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1
InChIKey	UYARPHAXAJAZLU-KQYNXXCUSA-N
Boiling Point	711.7 °C at 760 mmHg
Melting Point	263-300 °C
Purity	≥95%
Density	1.98±0.10 g/cm3
Solubility	In Vitro: DMSO : 25 mg/mL(84.10 mM;ultrasonic and warming and heat to 60°C)
Appearance	White to Off-white Powder to Crystalline Powder
Storage	Store at 2-8°C
Exact Mass	342.25600
PSA	26.30000
Target	Endogenous Metabolite; Orthopoxvirus; Nucleoside Antimetabolite/Analog