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Spinosad

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Identification
Molecular formula
C41H65N1O10
CAS number
168316-95-8
IUPAC name
(2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-5-methyl-tetrahydrofuran-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyl-tetrahydropyran-2-yl]propanoic acid
State
State

At room temperature, Spinosad is a solid. It is often presented in a crystalline or powder form depending on its preparation and is insoluble in water but soluble in most organic solvents.

Melting point (Celsius)
84.00
Melting point (Kelvin)
357.00
Boiling point (Celsius)
316.00
Boiling point (Kelvin)
589.00
General information
Molecular weight
731.88g/mol
Molar mass
731.8790g/mol
Density
1.2700g/cm3
Appearence

Spinosad is a light yellow to white crystalline solid. It is often used in its technical form, appearing as a white crystalline powder or waxy solid, and exhibits low volatility.

Comment on solubility

Solubility of (2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-5-methyl-tetrahydrofuran-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyl-tetrahydropyran-2-yl]propanoic acid

Understanding the solubility characteristics of this intricate compound is essential as it influences its application and behavior in various environments. The solubility can be determined by several factors:

  • Molecular Structure: Due to its complex polyfunctional nature, the compound may exhibit varying solubility in different solvents. Generally, polar solvents can dissolve polar compounds more effectively, while nonpolar solvents show a preference for nonpolar substances.
  • pH Dependence: As it contains a carboxylic acid functional group, the solubility may vary with changes in pH, as the ionization of the acid can significantly increase solubility in aqueous solutions.
  • Temperature Effects: Increased temperatures often enhance solubility, but this can vary depending on the solvent and specific interactions of the solute.

In summary, due to its sophisticated structure, it can be expected that the solubility of (2R)-2-[(2R,3S,6R)-6-[...]-propanoic acid may exhibit notable variations across different solvents and conditions. Understanding these factors will aid in predicting its behavior in chemical processes and formulation developments.

Interesting facts

Interesting Facts about (2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-5-methyl-tetrahydrofuran-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyl-tetrahydropyran-2-yl]propanoic acid

This compound is an intriguing example of a complex organic molecule, showcasing the beauty and intricacy of molecular structures. Its composition reflects a variety of functional groups and stereochemical configurations that contribute to its unique properties. Here are some noteworthy points:

  • Stereochemistry: The compound contains multiple chiral centers, which means it can exist in various stereoisomeric forms. This feature is crucial in pharmacology, as different stereoisomers can exhibit significantly different biological activities.
  • Natural Products: Several components within the structure suggest that it may be related to natural products or designed to mimic them. This characteristic is often explored in drug development, as nature often provides the best templates for medicinal compounds.
  • Applications: Due to its complex structure, it could have potential applications in medicinal chemistry and biochemistry, particularly in designing new drugs targeting specific receptors or biological pathways.
  • Functional Groups: The presence of hydroxy and methoxy groups indicates that the compound may exhibit interesting solubility and reactivity properties, which can play a key role in its interaction with biological systems.
  • Structure Activity Relationship (SAR): Researchers often study compounds like this to understand the impact of different structural elements on their biological functions, leading to the optimization of drug candidates.

In conclusion, the detailed examination of such a complex molecule is not just an academic exercise; it can lead to profound innovations in the fields of chemistry and pharmacology. As one scientist succinctly put it, “Every molecule tells a story, and the more complex the molecule, the richer the narrative.”

Synonyms
nigericin
Azalomycin M
Helixin C
28380-24-7
Antibiotic X-464
RRU6GY95IS
CHEBI:7569
DTXSID9041079
(2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10R)-2-{(2S,2'R,3'S,5R,5'R)-5'-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl]-2,3'-dimethyloctahydro-2,2'-bifuran-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]dec-7-yl]methyl}-3-methyltetrahydro-2H-pyran-2-yl]propanoic acid
(2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoic acid
(2R)-2-((2R,3S,6R)-6-(((2S,4R,5R,6R,7R,9R)-2-((2R,5S)-5-((2R,3S,5R)-5-((2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl)-3-methyloxolan-2-yl)-5-methyloxolan-2-yl)-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro(4.5)decan-9-yl)methyl)-3-methyloxan-2-yl)propanoic acid
(2R)-2-((2R,3S,6R)-6-(((2S,4R,5R,7R,9R,10R)-2-((2S,2'R,3'S,5R,5'R)-5'-((2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl)-2,3'-dimethyloctahydro-2,2'-bifuran-5-yl)-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro(4.5)dec-7-yl)methyl)-3-methyltetrahydro-2H-pyran-2-yl)propanoic acid
RefChem:165829
GlyTouCan:G54753PV
DTXCID7021079
G54753PV
686-881-8
Antibiotic K 178
C40H68O11
Helix C
UNII-RRU6GY95IS
BRN 1696755
NSC292567
X-464
NIGERICIN [MI]
BSPBio_001599
SCHEMBL149611
CHEMBL405862
orb1706910
HMS1791P21
HMS1989P21
HMS3402P21
Antibiotic K178;Antibiotic X464
DBA38024
CA-421
AKOS040742303
DB14056
NCGC00163412-02
HY-127019
CS-0091495
NS00010273
SR-05000002332
Q7033077
SR-05000002332-2
(2R)-2-((3S)-6-{[2-((5S)-5-{(3S)-5-[(3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethylperhydro-2H-pyran-2-yl]-3-methyloxolan-2-yl}-5-methyloxolan-2-yl)(2S,4R,9R,10R)-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]dec-7-yl]methyl}-3-methylperhydro-2H-pyran-2-yl)propanoic acid
(2R)-2-[(2R,3S,6R)-6-[[(1R,3S,5R,6R,7R,9R)-3-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-5-methyl-tetrahydrofuran-2-yl]-7-methoxy-1,3,6-trimethyl-4,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyl-tetrahydropyran-2-yl]propanoic acid
(2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-5-methyl-tetrahydrofuran-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyl-tetrahydropyran-2-yl]propanoic acid
2H-Pyran-2-acetic acid, tetrahydro-6-[[(2S,4R,5R,7R,9R,10R)-9-methoxy-2,4,10-trimethyl-2-[(2S,2'R,3'S,5R,5'R)-octahydro-2,3'-dimethyl-5'-[(2S,3S,5R,6R)-tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl][2,2'-bifuran]-5-yl]-1,6-dioxaspiro[4.5]dec-7-yl]methyl]-.alpha.,3-dimethyl-, (.alpha.R,2R,3S,6R)-