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Adenosine

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Identification
Molecular formula
C10H13N5O4
CAS number
58-61-7
IUPAC name
5-(6-aminopurin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol
State
State

At room temperature, adenosine is in a solid state.

Melting point (Celsius)
234.00
Melting point (Kelvin)
507.20
Boiling point (Celsius)
552.10
Boiling point (Kelvin)
825.20
General information
Molecular weight
267.24g/mol
Molar mass
267.2410g/mol
Density
1.6107g/cm3
Appearence

Adenosine is a white crystalline powder. It is typically odorless and has a slightly sweet taste. The compound is moderately soluble in water, making it suitable for biological environments.

Comment on solubility

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

The solubility of the compound 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol (C10H13N5O4) can be assessed based on its structure and functional groups. This compound exhibits certain characteristics that influence its solubility in various solvents:

  • Hydrophilicity: The presence of hydroxymethyl (-CH2OH) and amino (-NH2) groups contributes to its potential solubility in polar solvents such as water.
  • Hydrophobicity: With a significant carbon backbone, there may also be regions that exhibit hydrophobic characteristics, which can limit solubility in purely aqueous environments.
  • pH sensitivity: The amino group can accept protons, which may enhance solubility under acidic conditions but could also decrease solubility in basic conditions.

Overall, the solubility of this compound is likely to be moderate in water, potentially increasing with the presence of solvents that can donate or accept hydrogen bonds. Understanding these interactions is critical for predicting the behavior of the compound in biological and chemical contexts.

Interesting facts

Exploring 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

This intriguing compound, often referred to as a nucleoside analog, showcases a unique structure that is rich in biological significance. Here are some fascinating aspects of its chemistry:

  • Nucleoside Analogs: Compounds like this one play a crucial role in the field of medicinal chemistry as they can inhibit viral replication. They mimic naturally occurring nucleosides and can interfere with the synthesis of nucleic acids.
  • Role in Therapeutics: The presence of an amine group along with the hydroxymethyl functional group suggests its potential for use in drug design, particularly against viral and cancerous cells, by altering nucleic acid interactions.
  • Synthesis Challenge: The synthetic routes for such compounds can be complex, often requiring multiple steps and careful manipulation of reaction conditions to achieve the desired structure.
  • Biochemical Importance: Its structural similarity to DNA and RNA components can potentially lead to investigations into its ability to act as a substrate for nucleic acid polymerases. This opens doors for its study in genetic research and biochemistry.

In the words of a famous chemist, “Chemistry is the notes of the universe.” This compound embodies that sentiment by bridging the gap between molecular structure and biological function.

Overall, 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol serves as a fascinating intersection of organic chemistry and biological science, making it a remarkable topic of study for aspiring chemists and researchers alike.

Synonyms
Desoxyadenosine
CHEMBL416340
NSC141848
NSC143510
9H-Purin-6-amine, 9-(2-deoxy-.beta.-D-ribofuranosyl)-
1-(2'-Deoxy-beta-threopentofuranosyl)adenine
9-(2-deoxypentofuranosyl)-9H-purin-6-amine
Adenine deoxyribonucleoside
.beta.-D-erythro-Pentofuranoside, adenine-9 2-deoxy-
5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
9-(2-Deoxy-alpha-L-erythro-pentofuranosyl)-9H-purin-6-amine
.beta.-D-Ribofuranose,2-dideoxy-
14365-45-8
2'-deoxy-l-adenosine
7005-15-4
SR-01000397552
9H-Purin-6-amine, 9-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-
dAdo
NSC83258
2'Deoxyadenosine
2''deoxyadenosine
2\'-deoxyadenosine
2''-Deoxyadenosine
.alpha.-Deoxyadenosine
2''-Deoxy-L-adenosine
2''-deoxyadenosine (dAdo)
NCIOpen2_005678
Oprea1_126267
2'-Deoxy-.alpha.-adenosine
(2R,3S,5S)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
(2S,3R,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
5-(6-AMINO-PURIN-9-YL)-2-HYDROXYMETHYL-TETRAHYDRO-FURAN-3-OL
Adenine, 9-(2-deoxy-.alpha.-D-erythro-pentofuranosyl)-
SCHEMBL12222478
SCHEMBL23982174
DTXSID20862485
OLXZPDWKRNYJJZ-UHFFFAOYSA-N
NSC91774
9H-Purin-6-amine, 9-(2-deoxy-.alpha.-D-erythro-pentofuranosyl)-
BBL007619
BDBM50025883
NSC-91774
NSC100793
STK368067
AKOS005444927
NSC-100793
NCGC00095662-01
NCGC00095662-02
NCI60_000920
NCI60_042030
PD093862
SY102597
VS-01692
2 inverted exclamation mark -Deoxyadenosine
DB-020997
EN300-296236
AG-690/12867991
SR-01000397552-1
SR-01000397552-2
.alpha.-D-erythro-Pentofuranoside, adenine-9 2-deoxy-
5a(6aAminoa9Hapurina9ayl)a2a(hydroxymethyl)oxolana3a ol
5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydro-3-furanol
5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol
(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)-tetrahydrofuran-3-ol