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Hypericin

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Identification
Molecular formula
C30H16O8
CAS number
548-04-9
IUPAC name
12-acetyl-9,13,17-trihydroxy-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 in a solid state. It consists of fine crystalline powder that is stable under normal conditions, although it is sensitive to light.

Melting point (Celsius)
320.00
Melting point (Kelvin)
593.15
Boiling point (Celsius)
730.00
Boiling point (Kelvin)
1 003.15
General information
Molecular weight
504.44g/mol
Molar mass
504.4390g/mol
Density
1.4550g/cm3
Appearence

Hypericin appears as a red to brown crystalline powder. The crystalline structure makes it quite distinct, often highlighting a rich, dark red color under specific lighting conditions. The powder is generally homogeneous in appearance.

Comment on solubility

Solubility of 12-acetyl-9,13,17-trihydroxy-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 (C30H16O8)

The solubility of the compound 12-acetyl-9,13,17-trihydroxy-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 is influenced by several factors, primarily due to its complex structure and functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of multiple hydroxyl (-OH) groups suggests that the compound may exhibit some level of polarity, potentially enhancing its solubility in polar solvents like water.
  • Size and Structure: With a large molecular framework of 30 carbon atoms, the compound's size may limit its solubility in some solvents, particularly non-polar ones.
  • Functional Groups: The methoxy (-OCH3) and acetyl (-COCH3) groups can contribute to solubility patterns by interacting with possible solvents through hydrogen bonding and van der Waals forces.
  • Solvent Compatibility: It is likely to be better soluble in organic solvents such as ethanol or acetone when compared to more polar solvents, though definitive data would be required for complete analysis.

In conclusion, while the functional groups present suggest potential solubility in polar environments, the overall size and structural complexity of the compound may lead to variable solubility, hence making it crucial to perform experimental evaluations to determine specific solubility conditions.

Interesting facts

Interesting Facts About 12-acetyl-9,13,17-trihydroxy-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 fascinating compound is a complex organic molecule that belongs to a class of compounds known for their unique structural features and biological significance. Here are some noteworthy points regarding this chemical:

  • Structural Complexity: With a hexacyclic arrangement, this compound features a unique assembly, presenting multiple functional groups such as acetyl, hydroxy, and methoxy, which contribute to its chemical reactivity and potential applications.
  • Biological Activity: Compounds like this often exhibit various biological properties, including potential anticancer or antimicrobial activity, making them of great interest in pharmacological research.
  • Synthesis Challenges: The synthesis of such a complex molecule can be quite challenging, requiring sophisticated techniques and an understanding of organic synthesis pathways. Chemists are often motivated to develop novel methods to create such compounds efficiently.
  • Natural Abundance: Many similar compounds are found in nature, suggesting they play crucial roles in biological systems, often acting as signaling molecules or protective agents for organisms.
  • Research Implications: The study of hexacyclic compounds can lead to the discovery of novel therapeutic agents, expanding the arsenal of drugs available for treating various diseases.

In summary, the intricate structure and potential biological relevance of 12-acetyl-9,13,17-trihydroxy-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 underscore its importance in contemporary chemical research, making it a subject of curiosity for both chemists and biologists alike.

Synonyms
hypocrellin a
77029-83-5
Isohypocrelline
NSC635470
12-acetyl-9,13,17-trihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[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
Hycrecrellin A
12-acetyl-9,13,17-trihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo(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
CHEMBL4174675
SCHEMBL13478188
SCHEMBL14600287
CHEBI:206195
HY-N2575
AKOS040758769
NSC-635470
AS-83271
DA-54147
FH145241
CS-0022912
E0010
acetyl-trihydroxy-tetramethoxy-methyl-[?]dione
(12R,13S)-12-acetyl-9,13,17-trihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[13.8.0.0^{2,11.0^{3,8.0^{4,22.0^{18,23]tricosa-1(15),2(11),3(8),4(22),5,9,16,18(23),20-nonaene-7,19-dione
1-Acetyl-2,6,11-trihydroxy-4,8,9,13-tetramethoxy-2-methyl-2,3-dihydro-1H-cyclohepta[ghi]perylene-5,12-dione
11-Acetyl-3,8,12-trihydroxy-1,5,6,10-tetramethoxy-12-methyl-12,13-dihydro-2H-cyclohepta[ghi]perylene-2,9(11H)-dione
14-acetyl-9,13,17-trihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[13.8.0.0(2),(1)(1).0(3),?.0?,(2)(2).0(1)?,(2)(3)]tricosa-1(15),2,4(22),5,8,10,16,18(23),20-nonaene-7,19-dione