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Guanosine

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Identification
Molecular formula
C10H13N5O5
CAS number
118-00-3
IUPAC name
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-purin-9-yl)tetrahydrofuran-3,4-diol
State
State
Solid at room temperature.
Melting point (Celsius)
235.00
Melting point (Kelvin)
508.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
283.24g/mol
Molar mass
283.2630g/mol
Density
2.0000g/cm3
Appearence
Guanosine appears as a white, crystalline powder. It is often found in the form of crystals and is sparingly soluble in water.
Comment on solubility

Solubility of (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-purin-9-yl)tetrahydrofuran-3,4-diol

The solubility of this complex compound can be influenced by several factors due to its intricate structure. Here are some key points to consider:

  • Polarity: The presence of hydroxymethyl and diol groups may enhance the compound's ability to interact with polar solvents, such as water.
  • Hydrogen Bonding: The hydroxyl (–OH) groups can engage in hydrogen bonding, increasing the likelihood of solubility in polar solvents.
  • Size and Shape: The tetrahydrofuran ring adds hydrophobic characteristics, which could limit solubility in non-polar solvents.
  • pH Dependence: The imino group may introduce some pH sensitivity to the solubility, making it more soluble under certain pH conditions.

In conclusion, the solubility of (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-purin-9-yl)tetrahydrofuran-3,4-diol may vary significantly depending on the solvent used. It is essential to consider both the physical properties of the compound and the environment in which it is placed when predicting solubility behavior.

Interesting facts

Interesting Facts about (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-purin-9-yl)tetrahydrofuran-3,4-diol

This complex organic compound showcases a fascinating chemical structure that reveals various functional groups with potential applications in biochemistry and pharmacology. Here are some engaging facts about this compound:

  • Structural Features: The compound features a tetrahydrofuran ring, which is essential for many natural products and drugs, providing a stable cyclic backbone for functionalization.
  • Hydroxymethyl Group: The presence of a hydroxymethyl group suggests potential reactivity that can influence properties such as solubility and biological activity.
  • Purine Derivative: The imino-purine component indicates that this compound could play a significant role in nucleobase research, possibly suggesting pathways for new pharmacological agents targeting nucleic acid functions.
  • Stereochemistry: The specific stereochemical configuration (noted with R and S designations) can drastically affect reactivity and interactions in biological systems, highlighting the importance of chiral centers in medicinal chemistry.
  • Potential Applications: Due to its unique structure, this compound may be explored for applications in areas like antiviral research, metabolic modulation, or as a synthetic intermediate in the development of more complex organic frameworks.

As scientists continue to study such compounds, they reveal not only their potential therapeutic benefits but also enhance our understanding of complex biochemical pathways. This particular compound exemplifies the intricate relationship between structure and function in organic chemistry.

Synonyms
1-Methyladenosine
15763-06-1
CHEBI:16020
N(1)-methyladenosine
DTXSID30864632
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-6,9-dihydro-1H-purin-9-yl)oxolane-3,4-diol
DTXCID201334155
N1-Methyladenosine
Adenosine, 1-methyl-
N1-Methyl-D-adenosine
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methylpurin-9-yl)oxolane-3,4-diol
Adenosine, N,6-didehydro-1,6-dihydro-1-methyl-
MFCD00038421
1-methyl Ado
NSC 92165
Adenosine, 1-methyl- (VAN)
CHEMBL1866485
SCHEMBL19553541
MSK6932
AKOS030241121
NM03697
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-purin-9-yl)tetrahydrofuran-3,4-diol
NCGC00163305-01
AC-32347
PD018070
HY-113081
CS-0059513
C02494
H10051
Adenosine, N,6-didehydro-1,9-dihydro-1-methyl-
Q161643