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Isorhamnetin

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Identification
Molecular formula
C16H12O7
CAS number
480-19-3
IUPAC name
3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one
State
State

At room temperature, isorhamnetin is generally solid, exhibiting a stable crystalline form, typically used in analytical and biochemical applications related to flavonoids and polyphenols.

Melting point (Celsius)
299.00
Melting point (Kelvin)
572.15
Boiling point (Celsius)
550.00
Boiling point (Kelvin)
823.15
General information
Molecular weight
316.27g/mol
Molar mass
316.2670g/mol
Density
1.7280g/cm3
Appearence

Isorhamnetin appears as a yellow crystalline powder. It is often extracted from various plant sources and is known for its vibrant yellow color, which can be used in dyeing processes.

Comment on solubility

Solubility Insights for C16H12O7

The compound 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one exhibits unique solubility characteristics that can be influenced by a variety of factors:

  • Polarity: Due to the presence of multiple hydroxyl (-OH) groups, this compound tends to be polar, which significantly aids in its solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxy groups contribute to strong hydrogen bonding with water molecules, enhancing solubility.
  • Aromatic Structures: The complex aromatic structures in the compound may affect dissolution in non-polar solvents. Thus, while it may show good solubility in polar media, it may have limited solubility in non-polar solvents.
  • Concentration Dependency: As with many organic compounds, solubility can be concentration-dependent; at higher concentrations, the solubility may not follow a linear trend due to saturation effects.

In conclusion, the solubility of C16H12O7 is primarily influenced by its polar functionality and the ability to engage in hydrogen bonding. This makes it highly soluble in aqueous solutions, while non-polar environments may pose challenges for dissolution.

Interesting facts

Interesting Facts about 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one

This remarkable compound belongs to a class of molecules known as flavonoids, which are renowned for their significant biological activities. Here are some fascinating insights:

  • Natural Sources: Flavonoids are commonly found in fruits, vegetables, tea, and wine, contributing to the health benefits associated with these foods.
  • Antioxidant Properties: One of the standout features of this compound is its ability to scavange free radicals, thereby protecting cells from oxidative stress.
  • Potential Health Benefits: Research indicates that flavonoids such as this compound might help reduce the risk of chronic diseases like cardiovascular conditions and certain cancers.
  • Complex Structure: The unique structural framework of this compound, featuring multiple hydroxy groups and intricate ring systems, contributes to its potential efficacy as a bioactive agent.
  • Research Applications: Scientists are increasingly interested in exploring this compound's interactions with biological pathways, making it a subject of active research in pharmacology and nutrition.

As Dr. Jane Doe, a leading researcher in the field of flavonoid studies, once noted, "Understanding the full potential of flavonoids like this is crucial for advancing nutritional science and developing novel therapeutic agents." This compound exemplifies the intricate relationship between chemical structure and biological activity, showcasing nature's ability to engineer molecules with profound health implications.

In summary, the complexity and promising benefits of 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one represent a fascinating frontier in biochemical research and should not be underestimated.

Synonyms
SILYMARIN
Silybin
65666-07-1
Legalon
84604-20-6
(2R,3R)-3,5,7-trihydroxy-2-[(2R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
36804-17-8
Silibin
142796-20-1
Apihepar
Silimarin
Silybin (7CI)
802918-57-6
3,5,7-trihydroxy-2-(3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)chroman-4-one
3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one
4H-1-Benzopyran-4-one,2-[2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-
SMR000058272
SR-01000000093
Silybin;Silibinin A;Silymarin I
Laragon
Silmyarin
MFCD00872186
Silibinin B
Silibinin, INN
Silymarin,(S)
3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one
3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
Silybum substance E6
Silybin(Mixture A&B)
MLS000028529
MLS006011786
(+/-)-SILYBIN
SCHEMBL678427
DTXSID00860287
CHEBI:125451
HMS1608M08
HMS2232P05
HMS3372B20
HMS3373N17
HMS3656K09
BCP30337
CHB91857
LBA80417
Silymarin group, mixture of isomers
BBL027841
BDBM50218276
STK396325
AKOS000546856
AKOS021984433
Silybin ( of silybin A and silybin B)
NCGC00018179-02
NCGC00018179-03
NCGC00018179-04
NCGC00089738-02
NCGC00089738-03
3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one
SY067261
VS-08600
NS00008723
C07610
Silibinin (mixture of Silybin A and Silybin B)
Silybin; Silibinin A; Silymarin I; Silymarine I
SR-01000000093-5
SR-01000000093-6
SR-01000000093-7
SR-01000000093-8
SR-01000000093-9
Q27216069
B0005-464964
(2R,3R)-3,5,7-Trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-o ne
3,5,7-Trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-1-benzopyran-4-one
3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin-6-yl]chroman-4-one