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Podophyllotoxin

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Identification
Molecular formula
C22H22O8
CAS number
518-28-5
IUPAC name
5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-8-one
State
State

At room temperature, podophyllotoxin is typically in a solid state. It is stable in the form of crystals or powder.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
802.00
Boiling point (Kelvin)
1 075.15
General information
Molecular weight
414.41g/mol
Molar mass
414.4080g/mol
Density
1.4600g/cm3
Appearence

Podophyllotoxin is generally a white to off-white crystalline solid. It is often found as a powder or solid form in nature.

Comment on solubility

Solubility of 5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-8-one (C22H22O8)

The solubility of the compound 5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-8-one is influenced by various factors, making it an intriguing subject for study. However, specific solubility data can be limited due to its complex structure:

  • Polarity: The presence of multiple hydroxyl (–OH) groups and methoxy (–OCH3) groups may increase the compound's ability to interact with polar solvents such as water.
  • Hydrophobic Regions: Despite the polar functional groups, its extensive aromatic ring system suggests significant hydrophobic character, potentially decreasing solubility in polar environments.
  • Potential Solvents: This compound may find greater solubility in organic solvents like ethanol, methanol, or DMSO compared to water.

As such, determining exact solubility conditions may require empirical testing under various conditions. Data may vary based on the source, implying an essential need for experimental validation:

  • Always consider performing solubility tests in different pH environments.
  • Inspect the influence of temperature on the solubility curve.
  • Consider the presence of other solutes which may alter solubility through co-solvency or complexation.

In essence, while the theoretical understanding of its solubility can guide initial assumptions, practical experimentation holds the key to uncovering its true solubility profile.

Interesting facts

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

5-Hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-8-one, a complex aromatic compound, presents several captivating characteristics that make it an interesting subject for study in the field of organic chemistry.

Chemical Structure and Properties

This compound features a unique structure that incorporates multiple functional groups, which contribute to its reactivity and potential applications:

  • Hydroxyl Group: The presence of a hydroxyl (–OH) group can enhance solubility in polar solvents and may exhibit interesting biological activities.
  • Trimethoxyphenyl Group: The three methoxy (–OCH3) substituents on the phenyl ring can influence the electronic properties, making it a candidate for studies in medicinal chemistry.
  • Tetrahydroisobenzofuro: This framework suggests potential pharmaceutical applications, especially due to its structural complexity.

Biological Significance

Compounds with similar structural characteristics have been investigated for their biological activities, including:

  • Antioxidant properties that can protect cells from oxidative stress.
  • Potential anti-inflammatory effects, which may be beneficial in the treatment of various conditions.
  • Interactions with specific receptors in the human body that could lead to therapeutic effects.

Applications in Research

Due to its intricate structure, researchers may explore applications such as:

  • Drug Development: The compound could serve as a lead structure for the development of new pharmaceuticals.
  • Material Science: Its unique properties may allow it to be used in developing novel materials, particularly those requiring specific optical or electronic characteristics.
  • Natural Product Synthesis: The compound may be a part of synthetic pathways for complex natural products, inspiring organic syntheses.

As research progresses, compounds like 5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-8-one stand to contribute significantly to various scientific fields, showcasing the importance of structural diversity in chemical compounds. Its potential medicinal properties combined with the ongoing research into its applications could unlock new possibilities in both health and material sciences.

Synonyms
4354-76-1
5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
CID 4865
Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-
17434-18-3
(5R,5aS,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5ah)-one
MLS002702981
AXL1717;Picropodophyllin;PPP
(5R,5aS,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one
60660-50-6
SCHEMBL159599
CHEMBL310129
CHEBI:125371
DTXSID301347791
HMS3372P02
Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, [5R-(5.alpha.,5a.beta.,8a.alpha.,9.alpha.)]-
AKOS016009914
NCGC00015813-03
NCGC00161930-01
16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(9),2,7-trien-12-one
SMR001566791
CS-0136519
NS00067905
EN300-52513
9-HO-5-(3,4,5-TRIMETHOXY-PH)-FURO(3',4':6,7)NAPHTHO(2,3-D)(1,3)DIOXOL-6-ONE
[5R-(5.alpha.,5a.beta.,8a.alpha.,9.alpha.)]-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one
5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo[3 inverted exclamation marka,4 inverted exclamation marka:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
637-166-4
9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5ah)-one #
Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one,5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9S)-
Naphtho(2,3-d)-1,3-dioxole-6-carboxylic acid, 5,6,7,8-tetrahydro-8-hydroxy-7-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl-, .gamma.-lactone