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Taxol

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Identification
Molecular formula
C47H51NO14
CAS number
33069-62-4
IUPAC name
methyl 10-acetoxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.02,8.05,9.08,13.017,21]docosa-17,21-diene-5-carboxylate
State
State

At room temperature, Taxol is typically in a solid state, specifically as a crystalline powder.

Melting point (Celsius)
213.00
Melting point (Kelvin)
486.15
Boiling point (Celsius)
-1.00
Boiling point (Kelvin)
-1.00
General information
Molecular weight
853.91g/mol
Molar mass
853.9060g/mol
Density
1.5409g/cm3
Appearence

Taxol, also known as Paclitaxel, typically appears as a white to off-white crystalline powder. Its appearance can vary slightly due to impurities but remains predominantly in the powdered crystal form.

Comment on solubility

Solubility of Methyl 10-acetoxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.02,8.05,9.08,13.017,21]docosa-17,21-diene-5-carboxylate (C47H51NO14)

The solubility of methyl 10-acetoxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.02,8.05,9.08,13.017,21]docosa-17,21-diene-5-carboxylate can be quite complex due to several factors influenced by its molecular structure. Here are some key points regarding its solubility:

  • Hydrophobic Character: Given its substantial hydrocarbon framework, the compound tends to exhibit hydrophobic properties, which may limit its solubility in water.
  • Polar Functional Groups: The presence of hydroxyl (-OH) and acetoxy functional groups introduces some polar characteristics. This suggests that the compound may have increased solubility in polar solvents such as alcohols and acetone.
  • Solvent Interactions: The solubility behavior may significantly vary depending on the solvent used - it is likely to dissolve better in organic solvents compared to aqueous solutions.
  • Temperature Influence: Like many organic compounds, an increase in temperature may enhance solubility, possibly due to greater thermal energy overcoming intermolecular forces.
  • Concentration Effects: At higher concentrations, solubility may be restricted due to saturation limits of the solvent.

In conclusion, while methyl 10-acetoxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.02,8.05,9.08,13.017,21]docosa-17,21-diene-5-carboxylate holds promise for solubility in specific organic solvents, its overall solubility in aqueous environments is likely to be significantly limited.

Interesting facts

Interesting Facts about Methyl 10-acetoxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.02,8.05,9.08,13.017,21]docosa-17,21-diene-5-carboxylate

This complex compound exhibits a rich structural diversity that sparks fascination among chemists and biochemists alike. Here are some interesting aspects:

  • Structural Complexity: The compound features a highly intricate framework that includes multiple rings and functional groups. Its unique arrangement of carbon, oxygen, and nitrogen centers presents numerous possibilities for interactions in biological systems.
  • Potential Biological Activity: Compounds with similar structures often show significant biological activity. Studies suggest that such complex molecules may function in various therapeutic roles, potentially acting as anti-inflammatory or anticancer agents.
  • Natural Occurrence: While this specific compound may not be found widely in nature, it resembles a range of naturally occurring compounds derived from plants and fungi. These relationships highlight how synthetic methods can mimic biological chemistry.
  • Mechanistic Insights: Understanding the reactivity of various functional groups in this compound offers insights into its potential as a drug candidate. Compounds with hydroxyl and ester groups often participate in key biological processes, making this compound a prime candidate for such investigations.
  • Interdisciplinary Relevance: The implications of studying this molecule extend beyond chemistry. Fields such as pharmacology, medicinal chemistry, and biochemistry can leverage the insights gained from exploring its properties and potential applications.

As expressed by many chemists, “The beauty of chemistry lies in its complexity and the endless possibilities it offers.” Methyl 10-acetoxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.02,8.05,9.08,13.017,21]docosa-17,21-diene-5-carboxylate is indeed a testament to this beauty, unfolding new layers of knowledge and discovery in the vast universe of chemical compounds.

Synonyms
Sergiolide
82290-17-3
NSC344025
CHEMBL1975433
DTXSID201002592
NSC-344025
3,10H-furo[3,4-c]furo[2',3':6,7]naphtho[2,3-b] pyran-3(3aH)-carboxylic acid, 4-(acetyloxy)-4,5,6a,7,7a,8, 12a,13-octahydro-14,15-dihydroxy-8,12a-dimethyl-5,10-dioxo-, methyl ester, (3S,3aS,4R,6aR,7aS,8S,12aS,13R,13aR,14R,15S)-
Methyl 10-acetyloxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.02,8.05,9.08,13.017,21]docosa-17,21-diene-5-carboxylate
Methyl 4-(acetyloxy)-1,2-dihydroxy-8,12a-dimethyl-5,10-dioxo-1,4,5,6a,7,7a,8,10,12a,12b-decahydro-2H-3,12c-(epoxymethano)furo[2',3':6,7]phenanthro[10,1-bc]pyran-3(3aH)-carboxylate