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Adenosine

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Identification
Molecular formula
C10H13N5O4
CAS number
58-61-7
IUPAC name
5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]imidazole-4-carboxamide
State
State
Adenosine is typically found as a solid in its pure form.
Melting point (Celsius)
234.00
Melting point (Kelvin)
507.15
Boiling point (Celsius)
535.50
Boiling point (Kelvin)
808.60
General information
Molecular weight
267.24g/mol
Molar mass
267.2410g/mol
Density
2.0800g/cm3
Appearence

Adenosine appears as a white, crystalline powder.

Comment on solubility

Solubility of 5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]imidazole-4-carboxamide

The solubility of the compound 5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]imidazole-4-carboxamide is influenced by several key factors due to its complex structure. Here are some important considerations regarding its solubility:

  • Polar Functional Groups: The presence of both amino and hydroxyl groups in the compound suggests that it is likely to exhibit good solubility in polar solvents, such as water.
  • Stereochemistry: The specific stereochemistry of the tetrahydrofuran moiety may affect intermolecular interactions and hydrogen bonding, potentially enhancing solubility in biological systems.
  • pH Dependence: As a carboxamide, the compound might display changes in solubility depending on the pH of the solution, making it more soluble in certain acidic or basic environments.
  • Hydrogen Bonding: The ability to form multiple hydrogen bonds can significantly increase the compound's interactions with solvent molecules, aiding in its solubility.

In conclusion, the solubility of this compound is likely favorable in aqueous environments due to its polar characteristics and the presence of hydrogen bonding capabilities. However, the precise solubility value should be experimentally determined, as it can vary under different conditions.

Interesting facts

Interesting Facts about 5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]imidazole-4-carboxamide

This compound, commonly known in the scientific community for its potential therapeutic applications, is a fascinating example of how intricate chemical structures can lead to significant biological activity. Here are a few compelling aspects:

  • Biological Relevance: The compound incorporates features such as an imidazole ring and a carbohydrate moiety, which may contribute to its interaction with biomolecules. This suggests potential roles in metabolic pathways or as enzyme inhibitors.
  • Structural Complexity: The presence of multiple stereocenters means that this compound may exist in various stereoisomeric forms, which can exhibit different biological activities. The specificity of these interactions can be crucial in drug design.
  • Pharmacological Potential: Researchers are investigating this compound in the context of developing new treatments, particularly due to its structural similarity to other biologically active molecules. As noted by scientists, “Structural modifications can lead to significant shifts in efficacy and selectivity.”
  • Synthesis and Challenges: The synthesis of such complex molecules often requires creative strategies and meticulous techniques. Chemists may utilize advanced organic synthesis methods, employing protecting groups and specific reaction conditions to construct the desired framework.

The study of this compound not only enhances our understanding of organic chemistry but also paves the way for innovative solutions in pharmaceutical developments. As research continues, the potential applications of this compound in medicine remain a promising field of exploration.

Synonyms
ACADESINE
2627-69-2
AICA-riboside
Arasine
AICA riboside
AIC-Riboside
Acadesina
Acadesinum
Protara
GP-1-110
Acadesinum [INN-Latin]
Acadesina [INN-Spanish]
5-Amino-1-beta-D-ribofuranosylimidazole-4-carboxamide
Acadesine [USAN:INN:BAN]
5-Aminoimidazole-4-carboxamide riboside
DTXSID5046015
GP 1-110
CHEBI:28498
5-Amino-1-beta-D-ribofuranosyl-4-imidazolecarboxamide
5-Amino-4-imidazolecarboxamide ribofuranoside
5-Aminoimidazole-4-carboxamide ribonucleoside
ACADESINE [INN]
ACADESINE [MI]
ACADESINE [USAN]
EINECS 220-097-5
5-amino-1-(beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide
ACADESINE [MART.]
53IEF47846
NSC 105823
NSC-105823
SCH-900395
ACADESINE [WHO-DD]
5-Amino-1-beta-ribofuranosyl-imidazole-4-carboxamide
5-Amino-1beta-D-ribofuranosylimidazole-4-carboxyamide
5-aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside
DTXCID3026015
EC Number 220-097-5
1H-Imidazole-4-carboxamide, 5-amino-1-.beta.-D-ribofuranosyl-
Z-Riboside
NSC105823
5-Amino-1-.beta.-D-ribofuranosylimidazole-4-carboxamide
Imidazole-4-carboxamide, 5-amino-1-beta-D-ribofuranosyl-
1H-Imidazole-4-carboxamide, 5-amino-1-beta-D-ribofuranosyl-
Acadesinum (INN-Latin)
Acadesina (INN-Spanish)
ACADESINE (MART.)
5-amino-1-ribofuranosylimidazole-4-carboxamide
5-Amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazole-4-carboxamide
5-AMINO-1-B-D-RIBOFURANOSYLIMIDAZOLE-4-CARBOXAMIDE
N(1)-(beta-D-ribofuranosyl)-5-aminoimidazole-4-carboxamide
5-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-.BETA.-D-RIBOFURANOSIDE
GP 1 110
AICA ribofuranoside
AICA ribonucleoside
aminoimidazole carboxamide ribonucleoside
ARA100
ARA 100
ARA-100
5-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-1H-imidazole-4-carboxamide
1-ribosyl-4-carboxamido-5-aminoimidazole
5-aminoimidazole-4-carboxamide 1-ribofuranoside
C01EB13
AICAR
5-Amino-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide
AICAR (Acadesine)
MFCD00869751
Acadra
SMR003435998
CAS-2627-69-2
UNII-53IEF47846
ATH-001
5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide
NCGC00096051-02
AICAR (Standard)
Acadesine (AICAR)
AICAR (Acadesine)?
ath001
Acadesine (USAN/INN)
5-Amino-1-.beta.-D-ribofuranosyl-1H-imidazole-4-carboxamide
MLS004774120
MLS006010069
SCHEMBL219336
GTPL5133
CHEMBL1551724
AICA-riboside; LC-tDDA; CE40
EX-A7096
Tox21_111551
HB2152
HSCI1_000213
HY-13417R
NSC811018
s1802
AICAR, >=98% (HPLC), powder
AKOS016004462
Tox21_111551_1
CCG-267038
CS-1951
DB04944
NA03552
NSC-811018
5-Amino-4-imidazolecarboxamide Riboside
SRI-4077-02
SRI-4077_04
NCGC00165736-01
NCGC00165736-03
NCGC00165736-04
NCGC00165736-16
5-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-imidazole-4-carboxamide
5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]imidazole-4-carboxamide
AC-26840
AS-13787
HY-13417
GP-1-110-0
NS00014782
C04663
D02742
5-Aminoimidazole-4-carboxamide-1-b-D-ribofuranose
5-Amino-1-beta-ribofuranosylimidazole-4-carboxamide
5-Aminoimidazole-4-carboxamide-1-?-D-ribofuranoside
Q4671562
BRD-K53448858-001-07-0
5-Aminoimidazole-4-carboxamide 1-(1/4)?-D-ribofuranoside
N1-(beta-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide
Acadesine;N1-(b-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide;AICAR;AICA-Riboside