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Forskolin

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Identification
Molecular formula
C22H34O7
CAS number
66575-29-9
IUPAC name
4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methyl-but-2-enoic acid
State
State

At room temperature, forskolin is a solid compound. Due to its crystalline nature and molecular structure, it remains stable under standard conditions and does not readily evaporate or dissolve in water.

Melting point (Celsius)
215.00
Melting point (Kelvin)
488.15
Boiling point (Celsius)
525.00
Boiling point (Kelvin)
798.15
General information
Molecular weight
410.49g/mol
Molar mass
410.4890g/mol
Density
1.5000g/cm3
Appearence

Forskolin appears as an off-white to beige colored crystalline powder. It is highly hydrophobic and soluble in organic solvents like dimethyl sulfoxide (DMSO) or dimethyl formamide (DMF) but sparingly soluble in water.

Comment on solubility

Solubility of 4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methyl-but-2-enoic acid

The solubility of C22H34O7 is influenced by its complex molecular structure and functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of hydroxyl (–OH) and carboxylic acid (–COOH) groups suggests that the compound may exhibit polar characteristics, enhancing its solubility in polar solvents such as water.
  • Hydrophobic Regions: The large hydrocarbon backbone and several aliphatic side chains contribute to hydrophobic properties, which can hinder solubility in water.
  • Solvent Compatibility: This compound is likely to be more soluble in organic solvents (like ethanol or acetone) that interact favorably with its hydrophobic regions.
  • Temperature Effects: Solubility can also vary with temperature; often, higher temperatures increase solubility, particularly in organic solvents.

In summary, while the presence of polar functional groups may imply some degree of solubility in water, the predominant hydrophobic nature due to the sizable hydrocarbon portions may lead to limited solubility overall. Understanding these solubility factors is crucial when considering the compound's applications and interactions in various environments.

Interesting facts

Interesting Facts about 4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methyl-but-2-enoic acid

This compound, with its intricate structure, is a fascinating example of the complexity found in organic chemistry. Its synthesis and understanding serve as a testament to the advancements in modern chemical techniques. Here are some notable points about this compound:

  • Structural Complexity: The molecular structure features a hexacyclic framework, which is a rare attribute among organic compounds. This complexity contributes to its unique chemical properties and potential applications.
  • Biochemical Relevance: Compounds of this nature often play significant roles in biological pathways. They can function as intermediates in the biosynthesis of natural products, potentially contributing to medicinal chemistry.
  • Natural Occurrence: Many complex organic compounds are derived from natural sources, such as plants and microorganisms. Research into this compound could lead to the discovery of new natural products with therapeutic potential.
  • Potential Applications: Due to its diverse structure, this compound might be investigated for its utility in fields such as pharmaceuticals, agriculture, and materials science.
  • Research Opportunities: The synthesis and modification of such compounds offer rich research avenues for chemistry students and scientists, from exploring reaction mechanisms to developing novel synthetic methods.

In conclusion, 4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methyl-but-2-enoic acid exemplifies the intersection of complexity and functionality in chemistry. Its study not only enhances our understanding of organic compounds but also opens doors to discoveries that could benefit various scientific fields.

Synonyms
gambogic acid
Isogambogic acid
2752-65-0
beta-Guttiferin
Epigambogic acid
GAMBOGICACID
4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
149655-52-7
Gambogic Acid?
887606-04-4
Spectrum_000175
Spectrum2_000388
Spectrum3_000707
Spectrum4_001940
KBioGR_002321
KBioSS_000655
DivK1c_001020
SPBio_000575
KBio1_001020
KBio2_000655
KBio2_003223
KBio2_005791
KBio3_001713
NINDS_001020
MKB60604
ZFA65552
NS00018046
BRD-A37011749-001-03-1
4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0(2),(1)?.0(2),(1)?.0?,(1)(3).0?,(1)(1)]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid