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Guanosine

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Identification
Molecular formula
C10H13N5O5
CAS number
118-00-3
IUPAC name
(2R,3R,5S)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol
State
State
Guanosine is a solid at room temperature. It can appear as a crystalline powder, which is typical of many nucleoside compounds.
Melting point (Celsius)
245.00
Melting point (Kelvin)
518.15
Boiling point (Celsius)
805.00
Boiling point (Kelvin)
1 078.15
General information
Molecular weight
283.24g/mol
Molar mass
283.2430g/mol
Density
2.3709g/cm3
Appearence

Guanosine appears as a white crystalline powder. It is typically found in the form of a solid at room temperature.

Comment on solubility

Solubility of (2R,3R,5S)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol

The solubility of (2R,3R,5S)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol, with the chemical formula C10H13N5O5, is influenced by several factors due to its complex structure. Generally, this compound exhibits the following solubility characteristics:

  • Polarity: The presence of hydroxyl (-OH) groups increases the polarity, potentially enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The amine and hydroxyl groups can form hydrogen bonds, which may further support solubility in aqueous solutions.
  • Solvent Compatibility: While it may dissolve well in polar solvents, non-polar solvents may not solubilize it effectively due to its polar functional groups.
  • pH Dependence: Solubility may be pH-dependent, meaning changes in acidity or basicity can affect the ionization of the nitrogen atoms, altering solubility patterns.

Overall, the solubility of this compound can be best described as good in polar solvents, particularly water, while potentially limited in non-polar environments. This characteristic is crucial for applications in pharmaceutical formulations where aqueous solubility is a key requirement for bioavailability.

Interesting facts

Interesting Facts about (2R,3R,5S)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol

This fascinating compound combines features from both purine and sugar moieties, resulting in a unique molecular structure that has garnered interest in various fields of research. Here are some key points about this compound:

  • Biological Relevance: The structure of this compound suggests it may play a significant role in biological systems, particularly related to nucleic acids and energy metabolism.
  • Potential Therapeutics: Due to its structural similarity to nucleotides, this compound is being studied for its potential use in therapies targeting genetic diseases or developing antiviral medications.
  • Synthesis Challenges: Its complex stereochemistry poses challenges in synthesis, requiring advanced techniques in organic chemistry to achieve the desired enantiomeric form.
  • Structure-Activity Relationship (SAR): The presence of both hydroxymethyl and amino groups allows for modifications that can enhance the biological activity and specificity of the compound, making it a prime candidate for SAR studies.
  • Interdisciplinary Applications: Researchers from diverse disciplines, including pharmacology, biochemistry, and medicinal chemistry, collaborate to understand and exploit its properties for advanced applications.

In the words of a famous chemist, "Chemistry knows no boundaries; it is the universal language of science." The study of compounds like (2R,3R,5S)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol exemplifies the interconnectivity of molecular structures and their influence on biological systems.

As research progresses, the discoveries related to this compound could unlock new avenues in drug development and our understanding of complex biochemical pathways. The journey of exploration remains as exciting as the results themselves!

Synonyms
Cordycepin
3'-Deoxyadenosine
73-03-0
Cordycepine
9-Cordyceposidoadenine
ADENOSINE, 3'-DEOXY-
9-(beta-D-3'-Deoxyribofuranosyl)adenine
CCRIS 3233
UNII-GZ8VF4M2J8
EINECS 200-791-4
GZ8VF4M2J8
(2R,3R,5S)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol
NSC 401022
BRN 0035194
CHEBI:29014
CORDYCEPIN [MI]
MFCD00037998
NSC-63984
NSC-401022
beta-D-erythro-Pentofuranoside, adenine-9 3-deoxy-
CHEMBL305686
DTXSID1041007
9H-Purin-6-amine, 9-(3-deoxy-beta-D-erythro-pentofuranosyl)-
(2R,3R,5S)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolan-3-ol
(2R,3R,5S)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-ol
4-26-00-03594 (Beilstein Handbook Reference)
9H-Purine, 6-amino-9-(3-deoxy-beta-D-ribofuranosyl)-
NSC 627047
NSC627047
9-(3-DEOXY-.BETA.-D-RIBOFURANOSYL)ADENINE
cordycepene
3AD
SMR000058644
.beta.-D-erythro-Pentofuranoside, adenine-9 3-deoxy-
Kordicepin
9H-Purin-6-amine, 9-(3-deoxy-.beta.-D-erythro-pentofuranosyl)-
Cordycepin?
3-dAdenosine
Cordycepin,(S)
3''-deoxyadenosine
3'-deoxy-adenosine
Cordycepin [WHO-DD]
starbld0009677
CORDYCEPIN [INCI]
2'-OH-3'-dA erythro
3'-dA-CE Phosphoramidite
SCHEMBL98323
MLS001066343
MLS006012047
GTPL4630
DTXCID9021007
TCMDC-143080
HMS2234E22
HMS3413C16
HMS3677C16
Cordycepin, >=98.0% (HPLC)
HY-N0262
Cordycepin, from Cordyceps militaris
BDBM50144950
PDSP1_001033
PDSP2_001017
s3610
(2R,3R,5S)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol
2'-Hydroxy-3'-deoxyadenosine erythro
AKOS015854875
AKOS015902254
9-(b-D-3'-Deoxyribofuranosyl)adenine
CCG-266973
CS-W009017
DB12156
ND02930
NCGC00092360-03
AC-22613
AS-11189
9-(beta-D-3''-Deoxyribofuranosyl)adenine
NS00011700
C08431
9-(3-DEOXY-BETA-D-RIBOFURANOSYL)ADENINE
EN300-7373269
Q2256677
BRD-K65428967-001-08-4
Z3041517973
Cordycepin;Adenine-9,3-deoxy-b-D-erythro-pentofuranoside;9-Cordyceposidoadenine;3'-Deoxy-D-adenosine