3'-O-Methylguanosine

Basic Information

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CAS Number

10300-27-3

Molecular Formula

C11H15N5O5

Molecular Weight

297.27 g/mol

Basic Physical Properties

SMILES

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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

LogP

-2.0325999999999986

Topological Polar Surface Area

148.51 Å²

Hydrogen Bond Donor/Acceptor

5 / 10

Complexity

460

Synonyms & References

English

BP-58840
CID 97217
CS-0137787
A855649
AKOS027339985
SCHEMBL1639395
3'-O-Methyl-D-guanosine
3 inverted exclamation marka-O-methylguanosine
10300-27-3
AS-47255
Guanosine, 3'-O-methyl-
MFCD00057057
2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-6,9-dihydro-1H-purin-6-one
Q27139158
F12911
AKOS037644149
NSC 106541
2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxytetrahydrofuran-2-yl]-3,9-dihydro-6H-purin-6-one
3-OMG
2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one
3'-O-Methylguanosine
2-amino-9-((2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxytetrahydrofuran-2-yl)-1,9-dihydro-6H-purin-6-one
CHEBI:70867
HY-W091784
2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-6,9-dihydro-3H-purin-6-one
3'-OMe-G
3'-O-methyl-Guanosine
2-amino-9-[3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one
3’-O-METHYL-GUANOSINE
3'-O-methyl guanosine
3'-O-Methylguanosin

MDL Number

MFCD00057057

FAQ

What are the physical and chemical properties of 3'-O-Methylguanosine (CAS: 10300-27-3)?

3'-O-Methylguanosine is a nucleoside with a molecular weight of approximately 317.24 g/mol. It has a crystalline form and is poorly soluble in water. It is relatively stable under normal conditions but can be reactive towards strong acids and bases. This compound is used as a research tool and in pharmaceutical applications.

How is 3'-O-Methylguanosine (CAS: 10300-27-3) typically synthesized?

3'-O-Methylguanosine is typically synthesized by methylation of guanosine using dimethyl sulfate or similar methylating agents. The reaction is catalyzed by anhydrous conditions and is carried out with high selectivity, yielding a high purity product. The overall yield is around 80-90%.

What industries use 3'-O-Methylguanosine (CAS: 10300-27-3)?

3'-O-Methylguanosine is primarily used in the pharmaceutical industry for research into RNA and gene therapy. It is also used in the development of antisense drugs and as a starting material for the synthesis of other nucleosides. Some applications include the production of nucleic acid-based diagnostic tools and in biotechnology research.

What precautions should be taken when handling 3'-O-Methylguanosine (CAS: 10300-27-3)?

When handling 3'-O-Methylguanosine, it is important to use appropriate personal protective equipment (PPE) such as gloves and goggles. It should be stored in a fume hood or well-ventilated area. In case of a spill, immediately clean up with appropriate absorbent material and dispose of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed safety information.