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Streptomycin

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Identification
Molecular formula
C21H39N7O12
CAS number
57-92-1
IUPAC name
2-[(1S,2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydropyran-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]oxy-5-guanidino-3,4,6-trihydroxy-cyclohexyl]guanidine
State
State

At room temperature, streptomycin is generally in a solid state. It is usually available in forms such as powders or crystals, suitable for preparation of injectable solutions.

Melting point (Celsius)
182.00
Melting point (Kelvin)
455.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
581.57g/mol
Molar mass
581.5730g/mol
Density
1.3000g/cm3
Appearence

Streptomycin typically appears as a white or off-white powder or crystalline solid. It is hygroscopic, meaning it can absorb moisture from the air, and dissolves well in water.

Comment on solubility

Solubility of 2-[(1S,2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydropyran-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]oxy-5-guanidino-3,4,6-trihydroxy-cyclohexyl]guanidine (C21H39N7O12)

The solubility of 2-[(1S,2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydropyran-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]oxy-5-guanidino-3,4,6-trihydroxy-cyclohexyl]guanidine is quite complex due to its intricate chemical structure.

Factors Influencing Solubility

Several factors can impact the solubility of this compound:

  • Molecular Structure: The presence of multiple hydroxyl groups suggests that the compound may exhibit good solubility in polar solvents, particularly water.
  • Hydrophilicity: Given the significant number of functional groups capable of hydrogen bonding, the compound tends to have increased hydrophilicity which generally enhances solubility in aqueous solutions.
  • Concentration: Like many complex organic compounds, its solubility may vary with concentration; low concentrations may yield better solubility due to reduced intermolecular interactions.

Solubility in Different Solvents

This compound is likely to be:

  • Soluble in water as suggested by its numerous polar functional groups.
  • Less soluble in nonpolar solvents like hexane due to the lack of compatible interactions.

In conclusion, while the specific solubility values may require empirical testing, the structural features of 2-[(1S,2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydropyran-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]oxy-5-guanidino-3,4,6-trihydroxy-cyclohexyl]guanidine implies that it should exhibit notable solubility characteristics in suitable polar solvents.

Interesting facts

Exploring the Complexities of 2-[(1S,2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydropyran-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]oxy-5-guanidino-3,4,6-trihydroxy-cyclohexyl]guanidine

This intriguing compound is fascinating not only because of its intricate structure but also due to its potential biological significance. Here are some interesting points about this complex molecule:

  • Chirality: The compound contains multiple chiral centers, which contribute to its three-dimensional conformation. This chirality can significantly affect its biological activity and interaction with other molecules.
  • Hydroxyl Groups: The presence of numerous hydroxyl (–OH) groups makes it highly versatile. These groups can participate in hydrogen bonding, enhancing solubility in biological systems and potentially influencing its pharmacokinetic properties.
  • Guanidine Moieties: The guanidine groups present are of particular interest in medicinal chemistry, as they often play a key role in biological activity due to their ability to engage in ionic interactions with biomolecules.
  • Potential Applications: Given its structural complexity and the diverse functional groups, this compound could hold promise in areas such as:
    • Anticancer therapies
    • Diabetes management
    • Nutritional supplements
  • Synthesis Challenges: The synthetic pathways to create compounds with such complex structures often involve multiple steps and meticulous techniques, making it a thrilling challenge for organic chemists.

In conclusion, the detailed structure and potential applications of this compound demonstrate the beauty and complexity of organic chemistry. As research advances, it will be exciting to see how this compound could influence future therapeutics across various medical fields!

Synonyms
2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2S,3S,4S,5R)-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine
2-[(1S,2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydropyran-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]oxy-5-guanidino-3,4,6-trihydroxy-cyclohexyl]guanidine
SCHEMBL15870361
BDBM241976