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10-hydroxy-4,4,6a,12b-tetramethyl-2,3,4a,5,6,12a-hexahydro-1H-benzo[a]xanthen-9-one

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Identification
Molecular formula
C23H26O3
CAS number
38365-81-6
IUPAC name
10-hydroxy-4,4,6a,12b-tetramethyl-2,3,4a,5,6,12a-hexahydro-1H-benzo[a]xanthen-9-one
State
State

At room temperature, 10-hydroxy-4,4,6a,12b-tetramethyl-2,3,4a,5,6,12a-hexahydro-1H-benzo[a]xanthen-9-one is typically a solid. Given its robust structure of fused ring systems, it maintains a solid state around standard laboratory conditions.

Melting point (Celsius)
222.00
Melting point (Kelvin)
495.15
Boiling point (Celsius)
327.00
Boiling point (Kelvin)
600.15
General information
Molecular weight
322.40g/mol
Molar mass
322.4030g/mol
Density
1.2432g/cm3
Appearence

This compound appears as a crystalline or powdery solid. Typically, xanthene derivatives like this one exhibit a pale yellow to white color depending on their purity and specific structural configuration.

Comment on solubility

Solubility of 10-hydroxy-4,4,6a,12b-tetramethyl-2,3,4a,5,6,12a-hexahydro-1H-benzo[a]xanthen-9-one (C23H26O3)

The solubility of 10-hydroxy-4,4,6a,12b-tetramethyl-2,3,4a,5,6,12a-hexahydro-1H-benzo[a]xanthen-9-one can be assessed based on its molecular structure and functional groups. Solubility is a critical property that influences a compound's behavior in chemical reactions, biological systems, and applications.

Factors Influencing Solubility

Several factors can impact the solubility of this compound:

  • Molecular Weight: The relatively high molecular weight of C23H26O3 suggests that it may have low solubility in water.
  • Polarity: The presence of hydroxyl groups (–OH) may enhance solubility in polar solvents, yet the bulk of the hydrophobic terphenyl structure likely limits solubility in water.
  • Solvent Interaction: The solubility can vary greatly between non-polar solvents (where it may dissolve better) and polar solvents.

General Solubility Characteristics

It is often observed that:

  • Compounds with more hydrophobic characteristics struggle to dissolve in polar solvents like water.
  • A long hydrocarbon chain or extensive aromatic ring structures usually correlate with increased solubility in organic solvents.
  • Hydrophilic groups may enhance solubility but often do not overcome the limitations posed by larger hydrophobic portions of the molecule.

In conclusion, 10-hydroxy-4,4,6a,12b-tetramethyl-2,3,4a,5,6,12a-hexahydro-1H-benzo[a]xanthen-9-one is likely to exhibit limited solubility in aqueous environments while being more soluble in non-polar organic solvents, reflecting a balance in its molecular design.

Interesting facts

Interesting Facts about 10-Hydroxy-4,4,6a,12b-tetramethyl-2,3,4a,5,6,12a-hexahydro-1H-benzo[a]xanthen-9-one

This compound, often classified as a member of the xanthone family, exhibits a unique structure and a fascinating range of applications. Here are some highlights:

  • Natural Product: This compound is a derivative of xanthone, which is found in various plant species. Its presence in natural extracts highlights its potential for biological activities.
  • Biological Activities: Compounds related to xanthones have attracted attention for their pharmacological properties, including antioxidant, anti-inflammatory, and anticancer effects, making them subjects of ongoing research.
  • Synthesis: The synthesis of such complex molecules can involve multiple steps and sophisticated techniques, including cyclization reactions and protection/deprotection strategies of functional groups.
  • Structure-Activity Relationship (SAR): The intricate structure allows researchers to modify various substituents, aiding in the exploration of the compound’s activity and enhancing its potential as a drug candidate.
  • Color Properties: Xanthone derivatives are often noted for their chromophores, which can lead to interesting color properties, encompassing potential applications in dyes and pigments.

Quotes from researchers emphasize the significance of such compounds in medicinal chemistry: "The unique structural features of xanthones often correlate with diverse biological activities, allowing chemists to creatively modify and optimize these metabolites for therapeutic applications."

This compound exemplifies the intricate relationship between structure and function in chemistry, illustrating how even complex molecules can be derived from simple building blocks and modified for various applications.

Synonyms
puupehenone
73573-17-8
10-hydroxy-4,4,6a,12b-tetramethyl-1,2,3,4,4a,5,6,6a,12a,12b-decahydro-9h-benzo[a]xanthen-9-one
NSC292446
10-hydroxy-4,4,6a,12b-tetramethyl-2,3,4a,5,6,12a-hexahydro-1H-benzo[a]xanthen-9-one
9H-Benzo[a]xanthen-9-one,1,2,3,4,4a,5,6,6a,12a,12b-decahydro-10-hydroxy-4,4,6a,12b-tetramethyl-,(4aS,6aS,12aR,12bS)-
DTXSID10994365
NSC-292446