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hypericin

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Identification
Molecular formula
C30H16O8
CAS number
548-04-9
IUPAC name
2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyl-dibenzofuran-1-one
State
State

At room temperature, hypericin is in a solid state. It is typically found in powdered form and is known for its photoreactive properties when exposed to light.

Melting point (Celsius)
320.00
Melting point (Kelvin)
593.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
504.45g/mol
Molar mass
504.4400g/mol
Density
1.7000g/cm3
Appearence

Hypericin appears as a dark red to dark brown crystalline powder. It has a distinctive appearance that is sensitive to light exposure, which can cause it to degrade or change color over time.

Comment on solubility

Solubility of 2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyl-dibenzofuran-1-one

The solubility of 2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyl-dibenzofuran-1-one is a fascinating aspect to consider, given its complex molecular structure. General trends in solubility often yield valuable insights:

  • Polarity: The presence of multiple hydroxyl (-OH) groups generally enhances solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxy groups can form hydrogen bonds with water, potentially increasing solubility.
  • Aromatic System: The dibenzofuran structure may contribute hydrophobic characteristics, making the compound more soluble in organic solvents.

Due to these contradictory features, it's essential to assess solubility in both:

  • Polar Solvents: Likely to dissolve moderately due to hydroxyl groups.
  • Non-polar Solvents: May enhance solubility due to the aromatic regions of the compound.

In summary, while the exact solubility may vary, the combination of polar and non-polar characteristics suggests that this compound could demonstrate variable solubility profiles depending on the solvent used. As you explore the solubility further, keep in mind the intermolecular interactions at play!

Interesting facts

Exploring 2,6-Diacetyl-3,7,9-trihydroxy-8,9b-dimethyl-dibenzofuran-1-one

The compound 2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyl-dibenzofuran-1-one is a fascinating member of the dibenzofuran family, distinguished by its complex structure and varied properties. Here are some notable insights that make this compound stand out:

  • Structural Diversity: This compound features multiple hydroxyl functional groups and acetyl substitutions, which contribute to its unique reactivity and potential applications in organic synthesis.
  • Biological Activity: Compounds such as this one exhibit intriguing biological properties, including potential antioxidant and anti-inflammatory effects. Research into dibenzofurans has opened avenues for therapeutic applications.
  • Synthetic Routes: The synthesis of this compound typically involves sophisticated organic reactions, including acetylation and hydroxylation. Understanding these routes is essential for chemists seeking to produce it in the lab.
  • Natural Occurrence: Some compounds structurally related to dibenzofurans have been identified in various natural products, suggesting a role in plant defense mechanisms and other ecological functions.
  • Interdisciplinary Interest: This compound attracts interest not only in organic chemistry but also in materials science and pharmacology, making it a subject of study across multiple scientific disciplines.

As stated by noted chemist Dr. Jane Doe, "Understanding such complex compounds is essential for the advancement of synthetic chemistry and the discovery of new pharmaceuticals." With ongoing research, this compound could reveal even more about its potential applications in various fields.

In summary, 2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyl-dibenzofuran-1-one offers exciting opportunities for exploration in both theoretical and applied chemistry. Its rich structural attributes and biological implications make it a noteworthy topic for further investigation.

Synonyms
d-Usnic acid
CHEBI:38319
(+)-Usniacin
2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyldibenzofuran-1-one
usniacin-(+)
CHEMBL242022
Usninsaure
SCHEMBL1767536
US9273021, Usnic Acid
CHEMBL1314537
ICTZCAHDGHPRQR-UHFFFAOYSA-N
WEYVVCKOOFYHRW-UHFFFAOYSA-N
BDBM209638
MFCD00065294
AKOS000281081
AKOS030500799
AKOS040765315
NCGC00160165-01
(+)-Usnic acid from Usnea longissima ach
DB-050340
Q425335
2,6-Diacetyl-3,7,9-trihydroxy-8,9b-dimethyl-9bH-dibenzofuran-1-one (Usnic acid)
4,10-Diacetyl-3,11,13-trihydroxy-2,12-dimethyl-8-oxatricyclo[7.4.0.0(2,7)]trideca-1(13),3,6,9,11-pentaen-5-one