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Flavone

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Identification
Molecular formula
C15H10O2
CAS number
487-26-3
IUPAC name
3-hydroxy-2-phenyl-chromen-4-one
State
State

At room temperature, flavones are typically solid. They are insoluble in water but can dissolve in organic solvents such as ethanol and acetone.

Melting point (Celsius)
96.00
Melting point (Kelvin)
369.15
Boiling point (Celsius)
273.00
Boiling point (Kelvin)
546.15
General information
Molecular weight
222.24g/mol
Molar mass
222.2430g/mol
Density
1.2834g/cm3
Appearence

Flavones typically appear as white or yellow crystalline substances. They often have a distinct aromatic odor due to their aromatic rings and can form plate-like crystals.

Comment on solubility

Solubility of 3-hydroxy-2-phenyl-chromen-4-one

The solubility of 3-hydroxy-2-phenyl-chromen-4-one, commonly known as a flavonoid compound, can be influenced by its chemical structure and the nature of the solvent used. Key factors that affect its solubility include:

  • Polarity: Flavonoids generally exhibit varying solubility in polar and non-polar solvents. 3-hydroxy-2-phenyl-chromen-4-one tends to be more soluble in organic solvents like ethanol and methanol.
  • Hydrogen Bonding: The presence of the hydroxyl (-OH) group enhances solubility due to its ability to form hydrogen bonds with solvent molecules.
  • Temperature: Increased temperature often leads to improved solubility for many organic compounds, including this flavonoid.

It is worth noting that while this compound might readily dissolve in organic solvents, its water solubility is generally limited due to its hydrophobic aromatic structure. This characteristic is typical among many flavonoids, affecting their bioavailability and physiological interactions.

In summary, the solubility of 3-hydroxy-2-phenyl-chromen-4-one is significantly enhanced in alcoholic solvents, but its effectiveness in aqueous environments is reduced due to the presence of hydrophobic features. Understanding these solubility properties is crucial for applications in pharmacology and nutrition.

Interesting facts

Interesting Facts about 3-hydroxy-2-phenyl-chromen-4-one

3-hydroxy-2-phenyl-chromen-4-one, also known as flavone, is a fascinating compound that sits at the intersection of chemistry and biology. This compound is part of the extensive flavonoid family, a group renowned for their wide range of beneficial properties.

Key Characteristics

  • Bioactivity: Flavones like 3-hydroxy-2-phenyl-chromen-4-one are known for their antioxidative, anti-inflammatory, and antitumor activities. This makes them of significant interest in pharmaceutical research.
  • Natural Occurrence: These compounds are commonly found in a variety of plants, contributing to their pigment and health benefits. They play a crucial role in plant defense mechanisms against ultraviolet radiation and pathogens.
  • Culinary Applications: Some sources of flavones are integral to the human diet, often appearing in fruits, vegetables, and herbs. They are recognized for their contribution to health and flavor profiles, promoting a balanced diet.
  • Structural Diversity: The unique chromen structure allows for extensive modifications, which can lead to a wide variety of flavonoid derivatives with distinct biological activities.

Applications in Research and Medicine

Scientists and researchers are particularly interested in 3-hydroxy-2-phenyl-chromen-4-one due to its potential applications:

  • Medicinal Chemistry: Investigations are ongoing into how this compound can be harnessed for developing new drugs that target oxidative stress-related diseases.
  • Food Industry: Its antioxidant properties can be utilized in preserving food quality and enhancing nutritional value.
  • Cosmetics: The cosmetic industry is exploring the use of flavonoids for their skin-protective effects, potentially incorporating them into skincare products.

As you delve into the world of 3-hydroxy-2-phenyl-chromen-4-one, one can only appreciate the interconnectedness of chemistry and nature, highlighting how a single compound can have such a profound impact in various fields. Its multifaceted roles make it a strong candidate for further study and application.

Synonyms
3-Hydroxyflavone
Flavonol
577-85-5
3-Hydroxy-2-phenyl-4H-chromen-4-one
Flavon-3-ol
4H-1-Benzopyran-4-one, 3-hydroxy-2-phenyl-
3-Hydroxy-2-phenylchromone
3-hydroxy-2-phenylchromen-4-one
FLAVONE, 3-HYDROXY-
flavonols
ZTG9LSS5QH
NSC57653
EINECS 209-416-9
NSC 57653
NSC 58585
NSC-57653
CHEBI:5078
HSDB 7572
3-hydroxy-2-phenyl-4H-1-benzopyran-4-one
3-HYDROXYFLAVONE [HSDB]
DTXSID4060365
NCI-57653
NSC-58585
NSC-58586
NSC-58587
Flavonoids
2 Phenyl Chromene
2-Phenyl-Chromene
2 Phenyl Chromenes
2-Phenyl-Chromenes
2 Phenyl Benzopyran
2-Phenyl-Benzopyran
2 Phenyl Benzopyrans
2-Phenyl-Benzopyrans
3 hydroxy 4 keto Flavonoids
3-hydroxy-4-keto-Flavonoids
Flavon3ol
Dietary Flavonoid
3-hydroxyflavones
Flavone, 3hydroxy
2-aryl-1-benzopyran
2 Phenyl 3 Hydroxy Benzopyran 4 Ones
2-Phenyl-3-Hydroxy-Benzopyran-4-Ones
2-aryl-1-benzopyrans
DTXCID9042253
CHEBI:28802
CHEBI:47916
CHEBI:63326
CHEBI:72544
4H1Benzopyran4one, 3hydroxy2phenyl
209-416-9
flavonoid
MFCD00006832
CHEMBL294009
FLAVONE,3-HYDROXY-
NSC58585
3-HF
SR-01000401360
UNII-ZTG9LSS5QH
3-hydroxyflavon
3-hydroxy-2-phenyl-chromen-4-one
Spectrum_000328
SpecPlus_000831
Spectrum2_001392
Spectrum3_001432
Spectrum4_001845
Spectrum5_000350
Oprea1_038914
Oprea1_692205
SCHEMBL20246
3-Hydroxyflavone, >=98%
BSPBio_003164
KBioGR_002250
KBioSS_000808
MLS002207277
BIDD:ER0553
DivK1c_006927
SPECTRUM1501012
SPBio_001404
F0013-0884
MEGxp0_001695
ACon1_000167
KBio1_001871
KBio2_000808
KBio2_003376
KBio2_005944
KBio3_002384
HMS3740M15
KUC106685N
WLN: T66 BO EVJ CR& DQ
BDBM50187668
CCG-38858
s4790
AKOS000599906
FH52495
SDCCGMLS-0066736.P001
NCGC00095653-01
NCGC00095653-02
NCGC00095653-03
3-Hydroxy-2-phenyl-4H-chromen-4-one #
AS-19638
Flavon-3-ol; 3-Hydroxy-2-phenylchromone
SMR000112317
SY048803
KSC-11-207-16
DB-053103
HY-107825
CS-0030701
EU-0001678
H0379
NS00043440
VU0053575-3
C01495
D71219
3-Hydroxy-2-phenyl-4H-1-benzopyran-4-one, 9CI
Q5919049
SR-01000401360-1
SR-01000401360-2
BRD-K55150756-001-05-7
B48D3495-6D21-4742-8A87-D3DE07DC9554