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Isolated constituent/derivative of Podophyllum

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Identification
Molecular formula
C22H22O9
CAS number
140233-55-8
IUPAC name
5-(3,4,5-trimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-6-one
State
State

At room temperature, this compound remains in a solid crystalline state. Handling requires an understanding of its crystalline nature and the potential for sublimation or decomposition upon exposure to heat.

Melting point (Celsius)
233.00
Melting point (Kelvin)
506.10
Boiling point (Celsius)
505.70
Boiling point (Kelvin)
778.90
General information
Molecular weight
414.42g/mol
Molar mass
414.4150g/mol
Density
1.3650g/cm3
Appearence

The compound typically appears as a white to off-white crystalline solid. The purity and form can slightly modify the precise appearance, but as a pure compound, it is usually obtained through recrystallization processes generating a fine crystalline powder.

Comment on solubility

Solubility of 5-(3,4,5-trimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-6-one

The solubility of the compound 5-(3,4,5-trimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-6-one, with the chemical formula C22H22O9, can be influenced by several factors, including its structural characteristics and functional groups. Here are some insights into its solubility behavior:

  • Polarity: The presence of multiple methoxy groups (–OCH3) suggests that the compound may exhibit some degree of polarity, which generally enhances its solubility in polar solvents like water.
  • Hydrophobic regions: Conversely, its extensive aromatic structures could contribute to a significant hydrophobic character, making it less soluble in polar solvents while potentially more soluble in non-polar solvents such as organic solvents.
  • Functional groups: The –OH groups in the molecular structure can also act as hydrogen bond donors, further affecting solubility. These can engage with other polar molecules, enhancing interaction in appropriate environments.

In summary, while the compound may show some solubility in polar solvents due to its functional groups, its hydrophobic characteristics from the aromatic system might limit its overall solubility. Thus, anticipated solubility profiles would favor organic solvents over water, but experimental verification is essential for precise determination.

Interesting facts

Interesting Facts about 5-(3,4,5-trimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-6-one

This complex compound is known for its unique structural features that contribute to its interesting chemical properties. Here are some noteworthy facts about this fascinating molecule:

  • Versatile Parent Structure: The compound is derived from a benzodioxole framework which is known for its versatile applications in pharmaceuticals and organic synthesis.
  • Trimethoxy Groups: The presence of three methoxy groups on the phenyl ring increases the compound's lipophilicity, potentially enhancing its biological activity.
  • Biological Relevance: Compounds in this category are often studied for their potential therapeutic effects, particularly in the fields of cancer research and neuroprotection.
  • Chirality and Stereochemistry: The complex tetrahydro structure of this compound introduces interesting stereochemical considerations which could impact its interaction with biological targets.
  • Potential Applications: Due to its intricate structure, this compound may have applications in drug design and development, particularly in creating novel therapeutic agents.

As researchers continue to explore compounds with such intricate designs, they may uncover new functionalities and applications that could revolutionize fields such as medicinal chemistry and materials science. The study of complex molecules like this is a testament to the creativity and depth of organic chemistry.

Synonyms
Isoanthricin
Hernandion
(-)-Deoxypodophyllotoxin
Hernandin
5-(3,4,5-trimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one
Podophyllotoxin, deoxy-
5-(3,4,5-Trimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
SMR001215957
MLS002702900
AS 2-3
(5R,5aR,8aR)-5-(3,4,5-trimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one
MLS000563109
MEGxp0_000984
CHEMBL1736070
SCHEMBL10028445
ACon1_001023
ZGLXUQQMLLIKAN-UHFFFAOYSA-N
HMS2267B03
HY-N8038
AKOS040758295
FS-7855
DA-54395
DS-000080
CS-0139015
NS00067876
BRD-A59291892-001-01-1
BRD-A59291892-001-07-8
5-(3,4,5-Trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5ah)-one-, (5R,5aR,8aR)-
Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, [5R-(5.alpha.,5a.beta.,8a.alpha.)]-
Furo[3,4:6,7]naphtho[2,3-d]-1,3-dioxol-6(5ah)-one,5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, (5s,5ar,8ar)-