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Chalconaringenin

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Identification
Molecular formula
C21H22O10
CAS number
16216-28-9
IUPAC name
1-[4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-tetrahydropyran-2-yl]oxy-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)propan-1-one
State
State

Chalconaringenin is a solid at room temperature.

Melting point (Celsius)
258.00
Melting point (Kelvin)
531.15
Boiling point (Celsius)
737.90
Boiling point (Kelvin)
1 010.90
General information
Molecular weight
416.39g/mol
Molar mass
416.3880g/mol
Density
1.5000g/cm3
Appearence

Chalconaringenin typically appears as a yellow crystalline solid, which is consistent with many naturally occurring flavonoid compounds.

Comment on solubility

Solubility of 1-[4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-tetrahydropyran-2-yl]oxy-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)propan-1-one

The solubility of the compound with the formula C21H22O10, which features a complex structure enriched with multiple hydroxyl groups, can exhibit noteworthy characteristics. Generally, compounds with such extensive hydroxyl (–OH) functionalities tend to have enhanced solubility in polar solvents, particularly water. Below are some key points regarding its solubility:

  • Water Solubility: The presence of numerous –OH groups typically increases the ability of the compound to form hydrogen bonds with water, suggesting a good solubility in this solvent.
  • Organic Solvents: Depending on the saturation of the molecule, its solubility in organic solvents may vary. Compounds with high levels of hydroxyl groups often show limited solubility in non-polar solvents.
  • Temperature Effects: The solubility might increase with rising temperature due to enhanced molecular motion facilitating interactions with the solvent.
  • pH Influence: The solubility may also be affected by the pH of the solution, as ionization of certain hydroxyl groups could influence solubility dynamics.

In conclusion, due to its rich hydrophilic character, this compound is likely to be significantly soluble in polar solvents like water, while displaying variable behavior in organic solvents. As highlighted, factors such as temperature and pH can greatly influence its solubility profile and must be considered for practical applications.

Interesting facts

Interesting Facts about 1-[4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-tetrahydropyran-2-yl]oxy-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)propan-1-one

This compound, with its intricate structure and diverse functional groups, exemplifies the fascinating world of natural products and their derivatives. It is noteworthy for a variety of reasons:

  • Complex Structure: The molecule features multiple hydroxyl groups, making it a key player in the realm of polyphenols. Its detailed arrangement suggests potential antioxidant properties, which can be valuable in biomedical research.
  • Potential Biological Activities: Compounds like this one have garnered attention for their possible roles in pharmaceuticals, particularly in targeting diseases such as cancer. Literature often discusses them for their effects on cell signaling pathways.
  • Natural Sources: Many complex phenolic compounds are derived from natural sources, including plants. Studying their biosynthesis can reveal crucial information about plant metabolism and ecological interactions.
  • Applications: Beyond pharmacology, derivatives of such compounds are utilized in food science for their antioxidant capacities, enhancing food preservation and nutrition.
  • Research Potential: The intricate molecular structure invites chemists to explore its reactivity and potential transformations, paving the way for synthesis of new materials or drugs.

As a fascinating object of study, this compound not only showcases the beauty of chemical structures but also emphasizes the importance of interdisciplinary approaches in chemistry, merging fields like organic synthesis, medicinal chemistry, and biochemistry. The exploration of such complex molecules continues to inspire scientists looking for innovative solutions to health and environmental challenges.

Synonyms
1-(4-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one
Dihydrohesperetin-7-O-neohesperidoside
3,5-dihydroxy-4-[3-(3-hydroxy-4-methoxyphenyl)propanoyl]phenyl 2-O-(6-deoxyhexopyranosyl)hexopyranoside
NHDHC
Neohesperidin DC; NHDC
MLS006011820
CHEMBL174778
SCHEMBL12749760
SCHEMBL20687088
FEMA 3811
DTXSID30860255
BCP31338
BBL027894
STL146393
AKOS005721011
E959
SMR004703494
VS-08612