Skip to main content

Streptomycin

ADVERTISEMENT
Identification
Molecular formula
C21H39N7O12
CAS number
57-92-1
IUPAC name
(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol
State
State

At room temperature, streptomycin is typically in a solid state as a crystalline powder. It is often used in its sulfate form, which increases its solubility in water, enabling its use in various pharmacological applications.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
581.58g/mol
Molar mass
581.5760g/mol
Density
1.6650g/cm3
Appearence

Streptomycin is typically encountered as a white or off-white powder. It is hygroscopic and may clump together due to moisture absorption from the air. In its pure form, it does not have a distinct odor.

Comment on solubility

Solubility of (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol

The solubility of this complex organic compound is influenced by its intricate structure and the presence of various functional groups. Generally, solubility can be assessed based on the following factors:

  • Hydrophilicity vs. Hydrophobicity: The presence of multiple hydroxyl (-OH) and amino (-NH2) groups can greatly enhance the solubility in polar solvents such as water due to strong hydrogen bonding.
  • Molecular Weight: Higher molecular weight compounds may exhibit decreased solubility due to increased steric hindrance.
  • Conformational Flexibility: The flexibility of the molecule can facilitate interactions with solvent molecules, potentially enhancing solubility.
  • Temperature and pH: Solubility can also vary with temperature and the pH of the solvent, as these factors can affect the ionization state of the amino groups.

In sum, this compound is expected to have reasonable solubility in aqueous surroundings due to the amino and hydroxyl groups, which promote solvation through intermolecular interactions. As such, in practical applications, one might note that:

"The intricate balance of hydrophilic and hydrophobic properties dictates the solubility of complex organic molecules."

Experimental assessments in various solvents would be useful to elucidate the precise solubility characteristics of this compound.

Interesting facts

Interesting Facts about (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol

This compound is a fascinating example of a complex organic molecule that showcases the intricate world of stereochemistry and molecular diversity. Here are some key points to consider:

  • Stereochemistry: The compound features multiple chiral centers, specifically at positions 2, 3, 4, 5, and 6 in its structure. This gives rise to a variety of isomers, emphasizing the importance of stereochemistry in determining the biological activity of the compound.
  • Biological Relevance: Compounds with similar structures are often studied in the realm of pharmaceuticals. This particular compound may exhibit significant biological activity, potentially functioning as a drug or lead compound in medicinal chemistry.
  • Functional Groups: The presence of amino groups and hydroxyl groups hints at potential reactivity and interactions. These functional groups are often crucial for the binding affinity of the compound to biological targets.
  • Natural Products: Many compounds with such intricate structures are derived from natural products. They play important roles in various biological processes and contribute to the development of new therapeutics.
  • Research Potential: Given its complex structure, researchers may explore this compound in the synthesis of analogs or derivatives, potentially leading to enhancements in efficacy or reduced side effects in drug design.

As you delve deeper into the study of this compound, it's essential to appreciate the combination of chemistry and biology that drives innovation in medicine. Understanding the structure and function relationship of such compounds can lead to breakthroughs in therapeutic applications.

Synonyms
ribostamycin
Vistamycin
25546-65-0
Ribostamicina
Ribostamycine
Ribostamycinum
ribostamycin A
SF 733
SF-733
(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol
2Q5JOU7T53
CHEBI:45257
NSC-138925
DTXSID6048541
(1R,2R,3R,4R,6S)-4,6-diamino-3-hydroxy-2-(beta-D-ribofuranosyloxy)cyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
D-Streptamine, O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-ribofuranosyl-(1-5))-2-deoxy-
(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-((1R,2R,3S,4R,6S)-4,6-diamino-2-((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)oxy-3-hydroxycyclohexyl)oxyoxane-3,4-diol
RefChem:179382
J01GB10
DTXCID401508627
SF733
2-Deoxy-4-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl)-5-O-(beta-D-ribofuranosyl)-streptamine
247-091-5
Hetangmycin
Xylostatin
Antibiotic SF 733
Ribastamin
Ribostamycin sulfate salt
Bu 1709
Dekamycin IV
NSC138925
Ribostamycin (INN)
RIBOSTAMYCIN [INN]
Ribostamycin [INN:BAN]
Ribostamycine [INN-French]
Ribostamycinum [INN-Latin]
Ribostamicina [INN-Spanish]
(2R,3S,4R,5R,6R)-5-Amino-2-(aminomethyl)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-2-(((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-3-hydroxycyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diol
EINECS 247-091-5
NSC 138925
BRN 1357280
UNII-2Q5JOU7T53
RIBOSTAMYCIN [MI]
RIBOSTAMYCIN [WHO-DD]
CHEMBL221572
orb1983124
SCHEMBL1649929
GTPL12161
RIO
DB03615
D-Streptamine, O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)- O-(beta-D-ribofuranosyl-(1-5))-2-deoxy-
O-2,6-Diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1->4)-O-(beta-D-ribofuranosyl-(1->5))-2-deoxystreptamine
O-2,6-Diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-ribofuranosyl-(1-5))-2-deoxystreptamine
HY-142127
CS-0378913
NS00011533
C01759
D08478
EN300-19766281
BRD-K55188888-065-01-2
(1R,2R,3S,4R,6S)-4,6-diamino-3-hydroxy-2-(beta-D-ribofuranosyloxy)cyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol
(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2-{[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-3-hydroxycyclohexyl]oxy}oxane-3,4-diol
D-STREPTAMINE, O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXY-
O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXYSTREPTAMINE
O-2,6-Diamino-2,6-dideoxy-.alpha.-D-glucopyranosyl-(1->4)-O-[.beta.-D-ribofuranosyl-(1->5)]-2-deoxy-D-streptamine