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Adenosine triphosphate

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Identification
Molecular formula
C10H16N5O13P3
CAS number
56-65-5
IUPAC name
[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] hydrogen phosphate
State
State

In its pure form, adenosine triphosphate is generally a solid at room temperature. However, it is primarily found as an aqueous solution in biological organisms.

Melting point (Celsius)
0.00
Melting point (Kelvin)
0.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
507.18g/mol
Molar mass
507.1800g/mol
Density
1.5000g/cm3
Appearence

Adenosine triphosphate (ATP) appears as a white crystalline powder when isolated. This compound is commonly found in aqueous solution in biological systems.

Comment on solubility

Solubility of the Compound

The compound with the complex structure of (2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl methoxy-hydroxy-phosphoryl and (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl hydrogen phosphate is likely to exhibit notable solubility characteristics due to its numerous hydroxyl (-OH) groups. Here are some important aspects to consider regarding its solubility:

  • Highly Polar Nature: The presence of multiple hydroxyl groups enhances the compound's polarity, which typically leads to increased solubility in polar solvents such as water.
  • Hydrophilic Interactions: Hydroxy and amino functional groups facilitate strong hydrogen bonding with water molecules, further promoting solubility.
  • Potential Solvents: Based on its structure, the compound may be soluble in various solvent systems including:
    • Water
    • Dimethyl sulfoxide (DMSO)
    • Alcohols (e.g., ethanol, methanol)
  • Consideration of pH: The solubility may also be pH-dependent, as changes in the ionization state of the phosphate group can influence its interactions with solvent molecules.

In summary, due to its intricate structure and the presence of functional groups conducive to solvation, this compound is expected to be soluble in polar solvents, making it a candidate for various chemical and biological applications. The extent of its solubility might vary under different conditions, thus further experimental validation is advisable to assess its behavior in specific environments.

Interesting facts

Interesting Facts about the Compound

This compound, with its intricate structure and functional groups, is often considered in the field of biochemistry due to its relationship with nucleic acids and its potential applications in medicinal chemistry. Here are some notable points:

  • Phosphorylation Importance: The presence of a phosphate group signifies its vital role in energy transfer within biological systems, including the processes of ATP synthesis and signaling.
  • Structural Complexity: The compound showcases a unique combination of tetrahydrofuran and tetrahydropyran rings, which contribute to its functional diversity and interaction capabilities with biomolecules.
  • Biological Activity: Compounds like this are often investigated for their potential to modulate enzymatic activity, especially in pathways involving nucleoside triphosphates.
  • Synthetic Pathways: Researchers explore various synthetic methodologies to create such complex structures, including enzymatic synthesis and organic reactions that could allow for greater yield and purity.
  • Potential Therapeutics: The compound's structure suggests possible implications in pharmacology, such as acting as a prodrug or serving as a lead compound for the development of new antiviral and anticancer agents.

Overall, compounds of this nature illustrate the fascinating intersection of chemistry, biology, and medicine, as they hold the key to numerous interactions essential for life!

Synonyms
ADENOSINE-5'-MONOPHOSPHATE GLUCOPYRANOSYL-MONOPHOSPHATE ESTER
ADP-glucose
2140-58-1
Adenosine diphosphoglucose
adenosine diphosphate glucose
ADPG
ADP alpha-D-glucoside
ADENOSINE-5'-DIPHOSPHATE-GLUCOSE
Adenosine pyrophosphateglucose
Adenosine 5'-diphosphoglucose
Adenosine diphosphate D-glucose
CHEBI:15751
[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
ADP-D-glucose
ADP-alpha-D-glucose
ADPglucose
ADQ
ADP Glucose
Adenosine pyrophosphate-glucose
CHEMBL227552
SCHEMBL8176294
DTXSID101318219
DB01774
Adenosine 5'-pyrophosphate glucosyl ester
PD060258
NS00015209
C00498
Adenosine 5'-pyrophosphate mono-D-glucosyl ester
Adenosine 5'-pyrophosphate a-delta-glucosyl ester
Adenosine 5'-pyrophosphate alpha-D-glucosyl ester
Adenosine 5'-pyrophosphate mono-delta-glucosyl ester
Adenosine 5'-pyrophosphate alpha-delta-glucosyl ester
Q27098215
Adenosine 5'-(trihydrogen diphosphate) glucopyranosyl ester
Adenosine 5'-(trihydrogen pyrophosphate) mono-D-glucosyl ester
Adenosine 5'-(trihydrogen pyrophosphate) mono-delta-glucosyl ester
adenosine 5'-[3-(alpha-D-glucopyranosyl) dihydrogen diphosphate]
Adenosine 5'-(trihydrogen diphosphate) P'-alpha-delta-glucopyranosyl ester
Adenosine 5'-(trihydrogen diphosphate), P'-alpha-D-glucopyranosyl ester
[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid