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Gambierol

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Identification
Molecular formula
C35H56O8
CAS number
174889-78-8
IUPAC name
6-pentadeca-1,3,6,9-tetraenyltetrahydropyran-2-one
State
State

At room temperature, Gambierol is generally found as an oily or waxy solid depending on the purity and specific environmental conditions. As with many polycyclic ethers, it is hydrophobic and insoluble in water, yet soluble in many organic solvents.

Melting point (Celsius)
334.15
Melting point (Kelvin)
607.30
Boiling point (Celsius)
553.15
Boiling point (Kelvin)
826.30
General information
Molecular weight
502.76g/mol
Molar mass
502.7600g/mol
Density
1.0179g/cm3
Appearence

Gambierol typically appears as a colorless oil. It is an organic compound that belongs to the class of polycyclic ethers and is part of the larger ciguatoxin family. In its pure form, it has a characteristic appearance typical of many polycyclic ether toxins.

Comment on solubility

Solubility of 6-pentadeca-1,3,6,9-tetraenyltetrahydropyran-2-one

The solubility of 6-pentadeca-1,3,6,9-tetraenyltetrahydropyran-2-one, with the chemical formula C35H56O8, presents unique characteristics that are often influenced by its complex structure. Due to its larger hydrocarbon chain and specific functional groups, its behavior in different solvents can vary significantly. Below are key insights regarding its solubility:

  • Nonpolar Solvents: Generally, compounds containing long hydrophobic chains, like this one, tend to be more soluble in nonpolar solvents such as hexane or benzene.
  • Polar Solvents: The presence of ester or carbonyl groups might provide some moderate solubility in polar solvents like ethanol or methanol, but it is likely to be lower due to the substantial hydrophobic region.
  • Water Solubility: It is expected to be insoluble or very poorly soluble in water due to its large size and nonpolar characteristics, making interactions with polar water molecules unfavorable.

In conclusion, the solubility of this compound can be summarized as being more favorable in nonpolar mediums, reflecting the general principle that "like dissolves like." Understanding these solubility characteristics is crucial for practical applications in chemical synthesis and formulation development.

Interesting facts

Interesting Facts about 6-pentadeca-1,3,6,9-tetraenyltetrahydropyran-2-one

6-pentadeca-1,3,6,9-tetraenyltetrahydropyran-2-one is a fascinating compound with a variety of biological and chemical properties that attract the attention of researchers in the fields of organic chemistry and medicinal chemistry.

Chemical Structure and Characteristics

This compound features a unique structure characterized by:

  • Tetraene System: The presence of multiple double bonds provides interesting intermolecular interactions and reactivity patterns, making this compound a subject of study in materials science.
  • Tetrahydropyran Ring: This bicyclic structure not only contributes to the compound's overall stability but also enhances its pharmacological potential.
  • Functional Groups: The compound contains functional groups that can participate in various chemical reactions, expanding its applicability in synthetic organic chemistry.

Biological Significance

One of the most compelling aspects of 6-pentadeca-1,3,6,9-tetraenyltetrahydropyran-2-one is its potential biological activity:

  • Anti-inflammatory Properties: Research has indicated that it may exhibit anti-inflammatory effects, which can be beneficial in the development of new therapeutics.
  • Antioxidant Activity: The compound might also play a role in combating oxidative stress, highlighting its potential in health science.
  • Natural Product Derivation: This compound can be derived from natural sources, enhancing its appeal as a sustainable option for drug development.

Potential Applications

The unique properties of 6-pentadeca-1,3,6,9-tetraenyltetrahydropyran-2-one suggest several exciting applications:

  • Pharmaceutical Industry: Its biological activity makes it a candidate for drug discovery and development.
  • Material Sciences: The compound may inspire the development of new materials with desirable electronic or optical properties.
  • Chemical Synthesis: Its structure can serve as a versatile building block for synthesizing a variety of other complex structures.

In conclusion, 6-pentadeca-1,3,6,9-tetraenyltetrahydropyran-2-one embodies a rich combination of chemical complexity and biological potential. Researchers continue to explore its multifaceted applications in various scientific domains.

Synonyms
6-pentadeca-1,3,6,9-tetraenyloxan-2-one
(+/-)5-HETE LACTONE
6-(pentadeca-1,3,6,9-tetraen-1-yl)tetrahydro-2h-pyran-2-one
73279-37-5
CBiol_001731
Bio1_000017
Bio1_000506
Bio1_000995