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Hypericin

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Identification
Molecular formula
C30H16O8
CAS number
548-04-9
IUPAC name
12-acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methyl-hexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1(15),2(11),3(8),4(22),5,9,16,18(23),20-nonaene-7,19-dione
State
State

At room temperature, hypericin is a solid. It is typically encountered as crystalline or microcrystalline powder.

Melting point (Celsius)
320.00
Melting point (Kelvin)
593.20
Boiling point (Celsius)
697.60
Boiling point (Kelvin)
970.80
General information
Molecular weight
504.44g/mol
Molar mass
504.4410g/mol
Density
2.5530g/cm3
Appearence

Hypericin appears as a dark red powder that is not easily soluble in water. In solution, it may exhibit a bright red coloration due to its intense chromophore, which absorbs strongly in the lower energy visible light spectrum.

Comment on solubility

Solubility of 12-acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methyl-hexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1(15),2(11),3(8),4(22),5,9,16,18(23),20-nonaene-7,19-dione

The solubility of the compound with the formula C30H16O8 can be quite intriguing given its complex structure and functional groups. Solubility is profoundly influenced by the molecular characteristics of the compound, as well as the solvent used. Here are some key points to consider:

  • Polarity: The presence of multiple hydroxyl groups (-OH) and methoxy groups (-OCH3) suggests that this compound may display polar characteristics. Thus, it is likely more soluble in polar solvents like water or alcohols.
  • Hydrogen Bonding: The -OH groups can form hydrogen bonds with water, enhancing solubility compared to nonpolar compounds.
  • Natural Compounds: Many compounds with such intricate structures are often part of natural products, which can be soluble in a variety of organic solvents, expanding their usability in different contexts.
  • pH Sensitivity: Changes in pH may also affect the solubility, particularly due to the presence of acidic or basic sites within the molecule that can ionize.

Some common phrases to keep in mind are:

"Like dissolves like."

This adage highlights the importance of polarity when predicting solubility behavior.

In summary, the intricate nature of this compound suggests a nuanced solubility profile, potentially offering flexibility in terms of solvent compatibility. Further experimental analysis would be required to fully elucidate its solubility characteristics in various environments.

Interesting facts

Interesting Facts About 12-Acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methyl-hexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1(15),2(11),3(8),4(22),5,9,16,18(23),20-nonaene-7,19-dione

This remarkably complex compound belongs to the family of natural products known as terpenoids, characterized by their intricate structures and significant biological activities. Its elaborate name may seem daunting, but it reflects the fascinating chemistry and potential applications of this molecule. Here are some intriguing facts about it:

  • Structure Complexity: The compound features a hexacyclic framework, showcasing a unique arrangement of rings that contributes to its chemical stability and reactivity. The presence of multiple methoxy groups demonstrates the prevalence of methylation in natural products, which often influences their biological properties.
  • Potential Biological Activity: Compounds with similar structural motifs have been investigated for various pharmacological effects, including anti-inflammatory and antitumor activities. This raises fascinating questions about the underlying mechanisms and potential therapeutic uses of this specific compound.
  • Natural Sources: Many compounds of this type are derived from plants, where they often play essential roles in ecological interactions, such as deterring herbivores or attracting pollinators. Understanding the biosynthesis of such complex molecules can offer insight into nature's ingenuity.
  • Continuous Research: Due to their complex structures, compounds like this one remain a subject of ongoing research in the fields of organic chemistry and pharmacognosy. Chemists are continually exploring their synthesis, optimization, and potential uses in medicine and agriculture.

As we delve deeper into the realm of chemical science, it's crucial to appreciate the intricate relationships between a compound's structure and its properties. Each molecule like 12-acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methyl-... encapsulates a story of evolution, interaction, and potential—inviting both curiosity and investigation in our quest for knowledge.

Synonyms
SMP2_000085