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Myricitrin

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Identification
Molecular formula
C21H20O12
CAS number
17912-87-7
IUPAC name
5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxymethyl]tetrahydropyran-2-yl]oxy-chroman-4-one
State
State

At room temperature, Myricitrin is in a solid state. It does not melt until reaching temperatures approaching 199 °C (390.2 °F), which is typical given its structure as a flavonoid glycoside.

Melting point (Celsius)
199.00
Melting point (Kelvin)
472.15
Boiling point (Celsius)
-1.00
Boiling point (Kelvin)
-1.00
General information
Molecular weight
464.38g/mol
Molar mass
464.3810g/mol
Density
2.0000g/cm3
Appearence

Myricitrin typically appears as a yellow crystalline powder. This compound has a shiny appearance and its color can range from light yellow to a more intense yellow depending on the conditions such as concentration and presence of impurities.

Comment on solubility

Solubility of 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxymethyl]tetrahydropyran-2-yl]oxy-chroman-4-one

The solubility of the compound C21H20O12 can be characterized by several intriguing aspects:

  • Polarity: Due to the presence of multiple hydroxyl (–OH) groups, this compound is likely to exhibit hydrophilic properties, enhancing its solubility in polar solvents like water.
  • Solvent Interaction: The extensive network of hydroxy groups can engage in hydrogen bonding, which can significantly increase solubility in alcohols and other polar aprotic solvents.
  • Conformational Variability: The complex structure with tetrahydropyran rings suggests that the compound may have various conformations, which can influence how it interacts with solvents.
  • Temperature Dependence: As with many organic compounds, solubility may increase with temperature due to enhanced molecular motion and solvation.

Overall, while specific solubility values may vary based on environmental conditions and solvent choices, the numerous functional groups present in 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxymethyl]tetrahydropyran-2-yl]oxy-chroman-4-one indicate a strong potential for solubility in various polar solvents. This intricate interplay of chemical characteristics highlights the fascinating nature of solubility within complex organic molecules.

Interesting facts

Interesting Facts About 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxymethyl]tetrahydropyran-2-yl]oxy-chroman-4-one

This compound, known for its complex structure, represents a fascinating intersection of organic chemistry and medicinal applications. It belongs to a class of compounds known as flavonoids, which are widely studied for their biological activities.

Biological Significance

  • Antioxidant Properties: Flavonoids are acclaimed for their ability to neutralize free radicals, thereby protecting cells from oxidative stress.
  • Anti-inflammatory Effects: Research has shown that compounds with similar structures exhibit significant anti-inflammatory properties, contributing to various therapeutic effects.
  • Potential for Cancer Prevention: Some studies suggest that flavonoids may play a role in cancer prevention by influencing cell signaling pathways.

Chemical Structure Insights

The intricate structure of this compound includes multiple hydroxyl groups and a methoxy group, which can greatly influence its biological activity. Each functional group adds to the molecule's reactivity and interaction with biological systems, making it a subject of interest in medicinal chemistry.

Applications in Research

  • Pharmacology: The assessment of the pharmacological properties of this compound could lead to the development of new therapeutic agents.
  • Natural Products Chemistry: The study of such compounds contributes to our understanding of bioactive molecules found in nature, providing insights into plant secondary metabolites.
  • Drug Discovery: Compounds like this one can serve as lead compounds in the search for new drugs, showcasing the importance of natural products in pharmaceutical research.

In conclusion, the study of 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxymethyl]tetrahydropyran-2-yl]oxy-chroman-4-one opens numerous avenues for exploring its potential health benefits and therapeutic uses. Its unique chemical properties make it a compelling subject for ongoing research in both academic and industrial settings.

Synonyms
Hesperidine
Hesperetin-7-rutinoside
Hesperidin, (2S)-
USAF CF-3
Hesperitin-7-rhamnoglucoside
Hesperidin, (S)-(-)-
NSC44184
MFCD00075663
Hesperetin, 7-(6-O-(6-deoxy-.alpha.-L-mannopyranosyl))-.beta.-D-glucopyranoside)
Hesperetin, 7-[6-O-(6-deoxy-.alpha.-L-mannopyranosyl)]-.beta.-D-glucopyranoside)
Hesperetin-7-O-rutinoside
Usaf cf-3 f1 gluco rhamno
SCHEMBL765367
CHEMBL1535112
SCHEMBL22946699
DTXSID50859444
HMS3370H06
HMS3373M16
HMS3656E03
AKOS024282619
NCGC00017348-02
NCGC00142526-01
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{3,4,5-trihydroxy-6-[(3,4,5-trihydro xy-6-methyl(2H-3,4,5,6-tetrahydropyran-2-yloxy))methyl](2H-3,4,5,6-tetrahydrop yran-2-yloxy)}chroman-4-one
AC-13980
AC-34057
SY059206
B0005-464965
Glucopyranoside, hesperetin-7(6-O-(6-deoxy-.alpha.-L-mannopyranosyl))-, .beta.-D-
4H-1-Benzopyran-4-one, 7-[[6-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-
5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl 6-O-(6-deoxyhexopyranosyl)hexopyranoside
5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxyhexopyranosyl)hexopyranoside, (S)- #
WLN: T66 BO EVT&J CR CQ DO1& GQ IO- BT6OTJ CQ DQ EQ F1O- BT6OTJ CQ DQ EQ F1 GLUCO RHAMNO