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Streptomycin sulfate

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Identification
Molecular formula
C21H39N7O12·H2SO4
CAS number
3810-74-0
IUPAC name
2-[(1S,2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-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;sulfuric acid
State
State

At room temperature, streptomycin sulfate is a solid. It is typically found as a crystalline powder that is very soluble in water.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
180.00
Boiling point (Kelvin)
453.15
General information
Molecular weight
1457.37g/mol
Molar mass
1 457.3700g/mol
Density
1.2500g/cm3
Appearence

Streptomycin sulfate is a white or slightly yellow, hygroscopic, crystalline powder. It is usually supplied as a sterile powder for injection.

Comment on solubility

Solubility of the Compound

The solubility of the compound 2-[(1S,2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-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; sulfuric acid is complex and multi-faceted. Here are key points to consider:

  • Polarity: The presence of multiple hydroxyl groups and functional groups in this compound enhances its polarity, which generally increases solubility in polar solvents, such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds due to hydroxyl functional groups contributes significantly to the solubility. According to the principle, "like dissolves like," the interaction with water molecules can help dissolve this compound well.
  • Effect of Sulfuric Acid: The inclusion of sulfuric acid may further affect solubility by donating protons and increasing the ionic nature of the compound. This can lead to increased solubility in aqueous solutions and can facilitate various reactions.

However, it's essential to note that the actual solubility may also be influenced by factors such as temperature, the presence of other solutes, and specific solvent interactions. Therefore, while the compound demonstrates potential for high solubility in polar solvents, experimental determination is crucial for accurate solubility data.

Interesting facts

Exploring the Fascinating Compound: 2-[(1S,2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-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 complex compound is a notable player in the realm of medicinal chemistry, primarily due to its intriguing structural components and their implications in pharmaceutical applications. Here are some engaging facts about it:

  • Structural Complexity: The compound features multiple ring structures and functional groups, which can lead to unique properties and reactivity. This complexity often results in a rich tapestry of interactions in biological systems.
  • Hydroxyl Groups: The presence of several hydroxyl (–OH) groups can enhance solubility and hydrogen bonding capabilities, crucial for bioactivity and pharmacokinetics.
  • Guanidine Functionality: The guanidine moiety is especially significant in drug design, as it can act as a strong base and is often involved in enzyme catalysis and protein interactions.
  • Potential Applications: Compounds of this nature are typically explored for their roles in treating diseases such as diabetes, due to their ability to interact with specific biological pathways.
  • Synthetic Challenges: The synthesis of such complex compounds often requires advanced synthetic techniques and methodologies, making them subjects of interest in organic and medicinal chemistry research.

As the landscape of chemical and pharmaceutical research continues to evolve, compounds like this one serve as vital links in understanding the structure-activity relationship, guiding future innovations in drug development.

In summary, the intricate nature of this compound not only provides insights into chemical behavior but also opens doors to potential therapeutic opportunities, making it a fascinating subject of study for scientists and students alike.

Synonyms
Streptomycin sulfate
3810-74-0
Vetstrep
Ambistryn S
Agrimycin 17
Plantomycin
Strepsulfat
Strepvet
Agrimycin sulfate
Streptomycin sesquisulfate
Caswell No. 804A
Estreptopanto
Streotitgebat
Streoikub
Streptomycin sulphate B.P
Streptomycin (as sulfate)
Streptomyzinsulfat
CCRIS 5934
CW25IKJ202
Streptomycinium sulfuricum
EINECS 223-286-0
EPA Pesticide Chemical Code 006310
NSC-757316
UNII-CW25IKJ202
AI3-50158
CHEBI:32158
STREPTOMYCIN SULPHATE (2:3) (SALT)
Streptomycin sulfate (USP:JAN)
Streptomycin sulfate [USP:JAN]
STREPTOMYCIN SULFATE (MART.)
STREPTOMYCIN SULFATE [MART.]
STREPTOMYCIN SULFATE (USP-RS)
STREPTOMYCIN SULFATE [USP-RS]
D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1->2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1->4)-N1,N3-bis(aminoiminomethyl)-, sulfate (2:3)
D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1.fwdarw.2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1.fwdarw.4)-N,N'-bis(aminoiminomethyl)-, sulfate (2:3) (salt)
STREPTOMYCIN SULFATE (EP MONOGRAPH)
STREPTOMYCIN SULFATE [EP MONOGRAPH]
STREPTOMYCIN SULFATE (USP MONOGRAPH)
STREPTOMYCIN SULFATE [USP MONOGRAPH]
NSC14083
STREP SOL
Streptomycin Oral Solution
STREPTOMYCIN SULFATE (2:3) SALT
STREPTOMYCIN SULFATE (NON-INJECTABLE)
2-Deoxy-2-methylamino-alpha-L-glucopyranosyl-(1->2)-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1->4)-N,N'-diamidino-D-streptamine sesquisulfate
223-286-0
D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1->2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1->4)-N,N'-bis(aminoiminomethyl)-, sulfate (2:3) (salt)
D-STREPTAMINE, O-2-DEOXY-2-(METHYLAMINO)-alpha-L-GLUCOPYRANOSYL-(1->2)-O-5-DEOXY-3-C-FORMYL-alpha-L-LYXOFURANOSYL-(1->4)-N,N'-BIS(AMINOIMINOMETHYL)-, SULPHATE (2:3) (SALT)
D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1-2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1-4)-N,N'-bis(aminoiminomethyl)-, Sulfate(2:3)(salt)
Streptomycin sulphate
Streptomycin sulfate (2:3)
Streptomycin A sulfate
Streptomycin sulfate (2:3) (salt)
Strycin
DTXSID9026053
Strepcin
Streptomycin sulfate salt
Agri-Strep
Streptorex
Agristrep
Streptomycini sulfas
Strep-gran
D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1-2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1-4)-N,N'-bis(aminoiminomethyl)-, sulfate (2:3) (salt)
NCGC00159339-02
AS-15
Steptomycin sulfate
Streptomycin sulfate 100 microg/mL in Water
NSC 14083
Streptomycin sulfate (TN)
DTXCID306053
CHEMBL3184791
QTENRWWVYAAPBI-YCRXJPFRSA-N
bis(kantrex); tris(sulfuric acid)
Streptomycin sulfate (JP17/USP)
STREPTOMYCIN SULFATE [JAN]
STREPTOMYCIN SULFATE [VANDF]
Tox21_111583
s2572
STREPTOMYCIN SULFATE [WHO-DD]
STREPTOMYCIN SULFATE [WHO-IP]
AKOS026749776
AKOS040732169
Streptomycin, sulfate (2:3) (salt)
AS01530
CCG-270684
STREPTOMYCIN SESQUISULFATE [MI]
Streptomycin sesquisulfate;Sreptomycin A1
STREPTOMYCIN SULFATE [GREEN BOOK]
DA-67787
STREPTOMYCIN SULFATE [ORANGE BOOK]
CAS-3810-74-0
STREPTOMYCINI SULFAS [WHO-IP LATIN]
NS00076453
D01350
Q27275850
STREPTOMYCIN SULFATE (NON-INJECTABLE) [WHO-IP]
Bis-(4-O-(2-O-(2-desoxy-2-methylamino-alpha-L-glucopyranosyl)-alpha-L-streptosyl)-L-streptidin)-trisulfat
D-STREPTAMINE, O-2-DEOXY-2-(METHYLAMINO)-.ALPHA.-L-GLUCOPYRANOSYL-(1->2)-O-5-DEOXY-3-C-FORMYL-.ALPHA.-L-LYXOFURANOSYL-(1->4)-N,N'-BIS(AMINOIMINOMETHYL)-, SULFATE (2:3) (SALT)
D-STREPTAMINE, O-2-DEOXY-2-(METHYLAMINO)-.ALPHA.-L-GLUCOPYRANOSYL-(1->2)-O-5-DEOXY-3-C-FORMYL-.ALPHA.-L-LYXOFURANOSYL-(1->4)-N,N'-BIS(AMINOIMINOMETHYL)-, SULPHATE (2:3) (SALT)