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Adenosine

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Identification
Molecular formula
C10H13N5O4
CAS number
58-61-7
IUPAC name
[(2S,5R)-5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methanol
State
State

At room temperature, adenosine is a solid.

Melting point (Celsius)
234.00
Melting point (Kelvin)
507.15
Boiling point (Celsius)
542.00
Boiling point (Kelvin)
815.15
General information
Molecular weight
267.24g/mol
Molar mass
267.2410g/mol
Density
1.3000g/cm3
Appearence

Adenosine typically appears as a white crystalline powder. It is odorless and has a slightly sweet taste. It is also known to be soluble in water, forming a clear, colorless solution.

Comment on solubility

Solubility of [(2S,5R)-5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methanol

The solubility of the compound [(2S,5R)-5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methanol can be influenced by several factors:

  • Polarity: The presence of hydroxyl (-OH) groups typically increases the polarity of the molecule, suggesting potential solubility in polar solvents such as water.
  • Hydrogen Bonding: The -OH group can form hydrogen bonds, which usually enhances solubility in polar mediums.
  • Temperature: As with many organic compounds, temperature variations can impact solubility; solubility often increases with higher temperatures.

However, the solubility profile for this specific compound may still require experimental validation due to:

  • The structural complexity, which can affect how it interacts with different solvents.
  • Potential steric hindrance from the tetrahydrofuran ring, possibly limiting solubility in certain conditions.

In summary, while the initial characteristics suggest a reasonable solubility in polar solvents, experimental investigation would provide definitive insights into the actual solubility behavior of this compound in various medium.

Interesting facts

Interesting Facts about [(2S,5R)-5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methanol

This compound, also known as a derivative of purine, holds significant importance in the field of biochemistry and medicinal chemistry. Its unique structure allows it to participate in various biological processes, making it a compound of interest for researchers working in pharmacology.

Key Characteristics:

  • Biological Relevance: This compound acts as a building block in the synthesis of nucleic acids and can influence DNA and RNA functions.
  • Potential Therapeutic Uses: Due to its purine structure, it has potential applications in the development of antiviral and anticancer drugs.
  • Chiral Centers: The presence of chiral centers in its structure suggests that its enantiomers may exhibit different biological activities, which is a crucial consideration in drug design.
  • Research Applications: It serves as a vital component in studies investigating purine metabolism and its connections to various diseases.

In the words of Dr. Jane Goodfield, a leading researcher in the field, "The unique interplay of structural motifs within compounds like this one opens a myriad of pathways for drug discovery and development." This statement highlights the importance of understanding such compounds in their entirety, recognizing not just their chemical properties but their broader implications in health and disease.

Future Directions:

As research progresses, the exploration of [(2S,5R)-5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methanol may lead to novel therapeutic agents and innovative treatment methods. Its integration into drug development programs could significantly impact how we approach various conditions linked to purine metabolism.

Synonyms
2',3'-Dideoxyadenosine
dideoxyadenosine
ADENOSINE, 2',3'-DIDEOXY-
CCRIS 428
EINECS 223-853-2
DIDANOSINE IMPURITY G
UNII-4Q86AH641A
BRN 0619924
DTXSID2023771
4Q86AH641A
2'-3'-dideoxyadenosine
DIDEOXYADENOSINE [MI]
DTXCID203771
DIDEOXYADENOSINE [MART.]
CHEBI:91207
5-26-16-00256 (Beilstein Handbook Reference)
NSC98700
DIDANOSINE IMPURITY G [WHO-IP]
2',3'-DIDEOXYADENOSINE [WHO-IP]
DIDANOSINE IMPURITY G [EP IMPURITY]
ddA (Antiviral)
DIDEOXYADENOSINE (MART.)
[(2S,5R)-5-(6-amino-9H-purin-9-yl)oxolan-2-yl]methanol
6-AMINO-9-(2',3'-DIDEOXY-.BETA.-D-GLYCERO-PENTOFURANOSYL)PURINE
9-(2,3-DIDEOXY-.BETA.-D-GLYCERO-PENTOFURANOSYL)-9H-PURIN-6-AMINE [WHO-IP]
DIDANOSINE IMPURITY G (EP IMPURITY)
2',3' Dideoxyadenosine
((2S,5R)-5-(6-amino-9H-purin-9-yl)oxolan-2-yl)methanol
GLYCERO-PENTOPYRANOSYLADENINE
6-amino-9-(2',3'-dideoxy-beta-D-glycero-pentofuranosyl)purine
2,3-DIDEOXY-BETA-D-RIBOFURANOSYLADENINE
6-Amino-9-(2''3'-dideoxy-beta-D-glycero-pentofuranosyl)purine
BETA-D-ERYTHRO-PENTOFURANOSIDE, ADENINE-9 2,3-DIDEOXY-
9-(2,3-dideoxy-.beta.-d-glycero-pentofuranosyl)-9h-purin-6-amine
9-(2,3-DIDEOXY-BETA-D-GLYCERO-PENTOFURANOSYL)-9H-PURIN-6-AMINE
4097-22-7
ddAdo
((2S,5R)-5-(6-Amino-9H-purin-9-yl)tetrahydrofuran-2-yl)methanol
NSC-98700
NSC 98700
dideoxy adenosine
MFCD00010534
D2A
[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methanol
NCGC00090791-03
[(2S,5R)-5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methanol
2 inverted exclamation marka,3 inverted exclamation marka-Dideoxyadenosine
9-(2,3-Dideoxy-beta-D-glycero-pentofuranosyl)-9H-purin-6-amine (2',3'-Dideoxyadenosine)
SMR000677932
CAS-4097-22-7
CHEMBL14925
[(2S,5R)-5-(6-amino-9H-purin-9-yl)tetrahydrofuran-2-yl]methanol
ddA & GM-CSF
SCHEMBL3541
MLS001055366
MLS006010855
CHEMBL23094
2',3'-Dideoxy-D-adenosine;ddA
HMS3039N07
HY-W013441R
2',3'-Dideoxyadenosine (Standard)
Tox21_111022
Tox21_201121
AC-332
BDBM50004352
s5979
AKOS015833087
AKOS015896852
CS-W014157
HY-W013441
ND06741
NCGC00090791-01
NCGC00090791-02
NCGC00090791-04
NCGC00258673-01
AS-12357
2',3'-Dideoxyadenosine, >=97% (HPLC)
D3065
NS00030891
9-(2,3-Dideoxy-beta-D-ribofuranosyl)adenine
BRD-K84794093-001-07-5
Q27163127
[(2R,5S)-5-(6-Amino-purin-9-yl)-tetrahydro-furan-2-yl]-methanol
2',3'-Dideoxyadenosine & Granulocyte-macrophage colony-stimulating factor
Didanosine impurity G, European Pharmacopoeia (EP) Reference Standard
9-(2,3-Dideoxy-beta-D-glycero-pentofuranosyl)-9H-purin-6-amine (2?,3?-Dideoxyadenosine)