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Epicatechin gallate

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Identification
Molecular formula
C22H18O10
CAS number
1257-08-5
IUPAC name
[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate
State
State

At room temperature, Epicatechin gallate is in a solid state. It is stable under normal conditions but should be kept away from strong oxidizing agents. While it is part of a larger group of polyphenols that can be found in liquids like teas, in its isolated form, it remains solid at ambient temperature.

Melting point (Celsius)
256.00
Melting point (Kelvin)
529.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
442.37g/mol
Molar mass
442.3730g/mol
Density
1.7530g/cm3
Appearence

Epicatechin gallate appears as a solid, crystalline powder. It is often noted for its pale yellow to white coloration. This compound is typically found in various plants, contributing to the color of some flowers and fruit peels. When seen as part of extracts from tea or other plants, it may be visible as part of the rich brown color of the extract substances.

Comment on solubility

Solubility of [5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate

The solubility of the compound C22H18O10 can be influenced by several factors due to its complex structure. This particular compound boasts multiple hydroxyl (-OH) groups, which are known to enhance solubility in polar solvents.

Key Factors Affecting Solubility:

  • Polarity: The presence of numerous hydroxyl groups generally increases the polarity of a compound, making it more soluble in water and other polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules significantly contributes to the solubility of this compound.
  • Temperature: Increasing the temperature can often enhance the solubility of organic compounds, particularly those with complex structures.
  • pH Levels: Since the compound contains acidic functional groups, changes in pH could affect its solubility due to ionization.

In practical terms, one might expect that this compound would exhibit moderate to good solubility in aqueous solutions given its multiple -OH groups. However, it may have limited solubility in non-polar solvents due to the hydrophilic nature of its functional groups. Always consider conducting empirical tests to ascertain the specific solubility characteristics, which can provide insight into its potential applications in various chemical and pharmaceutical formulations.

Interesting facts

Interesting Facts about [5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate

This fascinating compound, often associated with the family of flavonoids, has piqued the interest of scientists due to its potential health benefits and unique chemical structure. Here are some engaging insights:

  • Natural Antioxidant: The presence of multiple hydroxyl groups in its structure suggests strong antioxidant properties. Antioxidants are crucial in combating oxidative stress, which is linked to various diseases.
  • Sources: This compound is believed to be derived from plants that contain flavonoids. For example, it may be found in fruits, vegetables, and certain herbs, making it a part of a healthy diet.
  • Bioactivity: Research indicates that compounds similar to this one may exhibit anti-inflammatory, anti-cancer, and cardioprotective effects. Scientists are continuing to unravel the mechanisms behind these beneficial activities.
  • Pharmacological Interest: Due to its structural similarities to other well-known flavonoids, this compound is of particular interest in pharmacology. It may serve as a lead compound for the development of new therapeutic agents.
  • Chemical Structure: The intricate arrangement of the chroman and benzene rings, along with multiple hydroxyl functional groups, enhances its activity and reactivity. This complexity is a hallmark of many natural products.

In summary, [5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate is not just a compound with an elaborate name; it embodies a world of potential in both health sciences and chemical research. As scientists continue to explore its properties, we may see exciting applications in nutrition and medicine.

Synonyms
84650-60-2
Tea, ext.
5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate
[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
107965-88-8
CHEMBL311663
5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate
epigallocatechol-3-gallate
(+)-epigallocatechin gallate
SCHEMBL161547
ChEMBL_134784
Tea CO2 extract (Green type)
Tea CO2 extract (Keemun type)
DTXSID00859570
Tea CO2 extract (Jasmine type)
CHEBI:182308
WMBWREPUVVBILR-UHFFFAOYSA-N
HMS3393K21
HMS3426I15
HMS3651I16
HMS3751A21
HMS3868K03
BCP28205
BBL033816
BDBM50093882
STL372995
Tea CO2 extract (Pai Mu Tan type)
Tea CO2 extract WONF (Black type)
AKOS025248011
CCG-269314
NCGC00095722-01
NCGC00095722-04
DA-78285
VS-12292
E80553
AN-956/21224005
(?)-cis-3,3',4',5,5',7-Hexahydroxy-flavane-3-gallate
(?)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate
[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate
(2R,3R)-2-(3,4,5-Trihydroxy-phenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4, 5-trihydroxybenzoate)
283-519-7
3,4,5-Trihydroxy-benzoic acid 5,7-dihydroxy-2-(3,4,5-trihydroxy-phenyl)-chroman-3-yl ester