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Homoharringtonine

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Identification
Molecular formula
C29H39N3O9
CAS number
26833-87-4
IUPAC name
methyl (1R,9R,10S,11R,19R)-11-acetoxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
State
State

At room temperature, Homoharringtonine is typically in a solid state.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.15
General information
Molecular weight
711.64g/mol
Molar mass
711.8080g/mol
Density
1.2800g/cm3
Appearence

Homoharringtonine appears as a white to off-white crystalline powder. Its purity and crystalline structure can influence the shade and form to some extent.

Comment on solubility

Solubility of Methyl (1R,9R,10S,11R,19R)-11-acetoxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate

The solubility of the compound methyl (1R,9R,10S,11R,19R)-11-acetoxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate can be characterized as follows:

  • Polar and Non-Polar Interactions: Its structure, which features various functional groups such as acetoxy, hydroxy, and methoxy, suggests that it may have moderate solubility in polar solvents like water owing to the presence of hydroxyl groups. However, the extensive non-polar hydrocarbon regions may result in lower solubility in purely polar solvents.
  • Organic Solvents: This compound may exhibit higher solubility in organic solvents, such as ethanol and methanol, due to the compatible interactions between organic functional groups and solvent molecules.
  • pH Dependence: The solubility could also be influenced by the pH of the solution. For example, under acidic or basic conditions, the ionization of the carboxylate group may enhance solubility in water compared to neutral pH conditions.
  • Temperature Effects: Increasing temperature generally increases solubility for most organic compounds, particularly for those with moderate to large hydrophobic portions.

In summary, while the complex structure of this compound suggests a nuanced solubility profile, it may favorably dissolve in a range of solvents, particularly under varying temperature and pH conditions. Understanding these interactions is vital for applications in fields such as drug formulation and material sciences.

Interesting facts

Interesting Facts about Methyl (1R,9R,10S,11R,19R)-11-Acetoxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate

This complex compound, known for its intricate structure and chemical properties, is part of a larger class of organic compounds termed alkaloids. Alkaloids often exhibit significant biological activities and this specific compound is no exception. Here are some intriguing insights:

  • Structural Complexity: The compound contains a remarkable pentacyclic framework, which contributes to its unique properties and potential reactivity.
  • Natural Sources: Compounds similar to this one can be found in various natural sources, often contributing to their pharmacological benefits.
  • Biological Activity: Alkaloids are renowned for their wide range of effects on living organisms, including analgesic, antimalarial, and anticancer properties.
  • Functional Groups: The presence of multiple functional groups, such as acetoxy, hydroxy, and methoxy, indicates the potential for diverse chemical reactivity, opening avenues in medicinal chemistry.
  • Research Interest: The exploration of such complex molecules is crucial in the fields of drug discovery and development, as they often lead to the synthesis of new therapeutic agents.

As you delve into the study of this compound, remember the words of renowned chemist Linus Pauling: "The best way to have a good idea is to have a lot of ideas." The myriad of structures you encounter in compounds like these will undoubtedly inspire groundbreaking concepts in the realm of chemistry!

Synonyms
Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)-
CHEMBL526546
EX-A7779K
CXBGOBGJHGGWIE-KKFURDAFSA-N
Methyl 4-(acetyloxy)-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate
AKOS032440830
methyl acetoxy-ethyl-hydroxy-methoxy-methyl-[?]carboxylate
Methyl (1R,9R,10S,11R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate