Skip to main content

Azadirachtin

ADVERTISEMENT
Identification
Molecular formula
C35H44O16
CAS number
11141-17-6
IUPAC name
[16,17-diacetoxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-(2-methylbutanoyloxy)-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 2-hydroxy-2-methyl-butanoate
State
State

This compound is a solid at room temperature.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
640.00
Boiling point (Kelvin)
913.15
General information
Molecular weight
720.65g/mol
Molar mass
720.6540g/mol
Density
1.2800g/cm3
Appearence

Azadirachtin is a yellowish-white crystalline solid. It is known for its bitter taste and is widely recognized for its use as a natural insecticide.

Comment on solubility

Solubility of [16,17-diacetoxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-(2-methylbutanoyloxy)-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 2-hydroxy-2-methyl-butanoate

The solubility of complex organic compounds like C35H44O16 often varies significantly due to their intricate molecular structures. This particular compound exhibits several characteristics influencing its solubility:

  • Polarity: The presence of multiple hydroxy groups (-OH) generally increases solubility in polar solvents like water.
  • Hydrophobic Interactions: The large hydrophobic carbon skeleton may limit solubility in aqueous environments.
  • Interactions with Solvents: Solubility in organic solvents such as ethanol or acetone might be favorable due to comparable polarity.
  • Effect of Functional Groups: Ester groups (like the butanoate) could enhance miscibility with other organic compounds.

However, due to its complex structure and large size, the overall solubility of this compound might be quite low in water, suggesting it could behave as a low-solubility substance in biological systems. As with many similar compounds, solubility tests should be performed to determine its behavior in various environments.

In conclusion, a careful consideration of both polar and non-polar characteristics will provide a better understanding of solubility for this intriguing compound.

Interesting facts

Interesting Facts about 16,17-Diacetoxy-10,12,14,23-Tetrahydroxy-6,10,19-Trimethyl-13-(2-methylbutanoyloxy)-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl 2-Hydroxy-2-Methyl-Butanoate

This compound, with a particularly complex structure, exemplifies the fascinating world of organic molecular architecture. It belongs to a class of compounds characterized by multiple functional groups and a unique arrangement of rings, providing insight into the intricate relationships between structure and functionality in organic chemistry.

Key Features

  • Complex Structure: The presence of multiple rings and functional groups contributes to its potential reactivity and application in various fields, including pharmaceuticals.
  • Diverse Functional Groups: With numerous hydroxyl (-OH) groups and acetoxyl (-OCOCH3) functionalities, this compound may exhibit interesting biological activities, such as enhanced solubility or interaction with other biological molecules.
  • Analogous Compounds: Similar compounds with complex polycyclic backbones are often studied for their roles in natural products, showcasing how nature synthesizes intricate molecular frameworks.

Interestingly, such compounds can serve as templates for the synthesis of medications and therapeutic agents. The molecular design employed in this compound leads to potential avenues for research in drug development, as the structure may influence mechanisms of action or bioavailability.

The heptacyclic structure present in this compound plays a significant role in its stability and reactivity, making it a subject of interest among researchers investigating natural products and synthetic biology. Given the myriad applications of such compounds, they remain a crucial focus of study for chemists and biochemists alike. As a quote in science goes, “The beauty of chemistry lies not just in understanding compounds, but in uncovering the stories they tell.”


Synonyms
Protoveratrine
Puroverine
143-57-7
DTXSID20861817
HYTGGNIMZXFORS-UHFFFAOYSA-N
NS00079445
6,7-bis(acetyloxy)-4,14,16,20-tetrahydroxy-15-[(2-methylbutanoyl)oxy]-4,9-epoxycevan-3-yl 2-hydroxy-2-methylbutanoate
Cevane-3,4,6,7,14,15,16,20-octol, 4,9-epoxy-, 6,7-diacetate 3-(2-hydroxy-2-methylbutanoate) 15-(2-methylbutanoate), [3.beta.(S),4.alpha.,6.alpha.,7.alpha.,15alp
Cevane-3.beta.,4.beta.,6.alpha.,7.alpha.,14,15.alpha.,16.beta.,20-octol, 4,9-epoxy-, 6,7-diacetate 3-((+)-2-hydroxy-2-methylbutyrate) 15-((-)-2-methylbutyrate)