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Camptothecin

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Identification
Molecular formula
C20H16N2O4
CAS number
7689-03-4
IUPAC name
(2,6,9,11,13,14-hexahydroxy-11-isopropyl-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecan-12-yl) 1H-pyrrole-2-carboxylate
State
State

At room temperature, Camptothecin is found as a solid.

Melting point (Celsius)
269.00
Melting point (Kelvin)
542.15
Boiling point (Celsius)
838.00
Boiling point (Kelvin)
1 111.15
General information
Molecular weight
348.35g/mol
Molar mass
348.3520g/mol
Density
1.4890g/cm3
Appearence

Camptothecin is a pale yellow crystalline solid. It may appear as yellow to yellow-orange needles or powder.

Comment on solubility

Solubility of (2,6,9,11,13,14-hexahydroxy-11-isopropyl-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecan-12-yl) 1H-pyrrole-2-carboxylate

This compound, known as C20H16N2O4, exhibits unique solubility characteristics influenced by its complex structure. With multiple hydroxyl (-OH) groups, the solubility behavior can be analyzed as follows:

  • Polarity: The presence of several hydroxy groups suggests a potential for higher polarity, which generally enhances solubility in polar solvents such as water.
  • Hydrophobic regions: The hydrophobic sections of the molecule, due to the large hydrocarbon framework, may inversely affect solubility, making it less soluble in water but possibly more soluble in organic solvents.
  • Solvent choice: This compound may dissolve well in solvents like ethanol or methanol, which can balance the polar and non-polar characteristics effectively.

In summary, the overall solubility of this compound can be described as:

  1. Moderately soluble in polar solvents.
  2. Possibly soluble in organic solvents.

Understanding these solubility traits is crucial when considering the application of C20H16N2O4 in various fields, as it dictates the choice of solvents for reactions and formulations.

Interesting facts

Interesting Facts about (2,6,9,11,13,14-Hexahydroxy-11-isopropyl-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecan-12-yl) 1H-pyrrole-2-carboxylate

This compound is a fascinating example of complex organic chemistry, showcasing the beauty of intricate molecular structures. Here are some noteworthy aspects:

  • Structure Complexity: The compound features a unique pentacyclic framework, which underscores the structural diversity that can arise in organic compounds. Its formation involves multiple cyclic segments interlinked in a highly specific manner, highlighting the creativity involved in synthetic chemistry.
  • Functional Groups: The presence of numerous hydroxy groups within the structure demonstrates the potential for extensive hydrogen bonding. This can greatly influence reactivity, solubility profiles, and the overall physical properties of the compound. It also may provide avenues for further chemical modifications.
  • Biological Relevance: Compounds like this one, with their intricate structures and diverse functional groups, are often investigated for *biological activity*. Potential medicinal or therapeutic properties could be explored through further research, possibly leading to applications in pharmaceuticals.
  • Analytical Techniques: Investigating such a complex compound requires advanced analytical techniques such as NMR, mass spectrometry, and X-ray crystallography. These methods allow chemists to *determine the structure* and understand the compound's properties in detail.
  • Synthetic Challenges: Creating a molecule with such a specific stereochemistry and functionality presents significant challenges in the laboratory. The synthesis may involve multiple steps, each requiring precision and skill to avoid undesirable byproducts.

This compound is a remarkable illustration of the sophistication found in organic chemistry, and studying it can inspire both students and professional chemists to delve deeper into the complexities of molecular design and function.

Synonyms
ryanodine
15662-33-6
CHEMBL308183
NSC114572
Ryanadol
NSC-114572
Ryanodine Derivative
10-epi-hydroxy-Ryanodine
3-(1H-pyrrole-2-carboxylate)
DTXSID20860168
BDBM50051434
DB-043327
4,6,7,8a,8b,9a-Hexahydroxy-3,6a,9-trimethyl-7-(propan-2-yl)dodecahydro-6,9-methanobenzo[1,2]pentaleno[1,6-bc]furan-8-yl 1H-pyrrole-2-carboxylate