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Naringenin

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Identification
Molecular formula
C15H12O5
CAS number
480-41-1
IUPAC name
7,8-dihydroxy-2-phenyl-chromen-4-one
State
State

At room temperature, naringenin is found in a solid crystalline state. It is commonly used in a powdered form for various applications, including in dietary supplements or as a reference standard in laboratories.

Melting point (Celsius)
250.00
Melting point (Kelvin)
523.00
Boiling point (Celsius)
504.90
Boiling point (Kelvin)
778.05
General information
Molecular weight
272.26g/mol
Molar mass
272.2570g/mol
Density
1.2700g/cm3
Appearence

Naringenin is typically available as a white to yellowish crystalline powder. It has a distinctive bitter taste and is slightly soluble in water, but more readily soluble in organic solvents such as ethanol.

Comment on solubility

Solubility of 7,8-dihydroxy-2-phenyl-chromen-4-one (C15H12O5)

The solubility of 7,8-dihydroxy-2-phenyl-chromen-4-one, also known as flavokawin B, in various solvents is a fascinating topic of study. This compound exhibits some distinct solubility characteristics:

  • Water Solubility: Generally, flavonoids like this compound have limited solubility in water due to their hydrophobic aromatic structure. However, the presence of hydroxyl (-OH) groups may enhance its solubility to some extent.
  • Organic Solvents: It shows good solubility in organic solvents such as ethanol, methanol, and acetone. This is largely attributed to the hydrophobic regions of the molecule.
  • pH Dependence: The solubility can be affected by pH levels; increased solubility is often observed in slightly alkaline conditions due to ionization of the hydroxyl groups.

According to research, the solubility of flavonoids, including 7,8-dihydroxy-2-phenyl-chromen-4-one, can be summarized as follows:

  1. Insoluble in non-polar solvents.
  2. Moderately soluble in polar solvents.
  3. Enhanced solubility in basic media.

In conclusion, understanding the solubility of 7,8-dihydroxy-2-phenyl-chromen-4-one is crucial for its applications in pharmaceuticals and natural product chemistry. Its varied solubility behavior can influence its bioavailability and efficacy in medicinal uses, making it an important compound for further investigation.

Interesting facts

Interesting Facts about 7,8-Dihydroxy-2-phenyl-chromen-4-one

7,8-Dihydroxy-2-phenyl-chromen-4-one, also known as a flavonoid compound, is a fascinating molecule found in various plants and fruits. Here are some intriguing aspects of this compound:

  • Natural Occurrence: This flavonoid is commonly found in numerous herbs and fruits, contributing to the rich spectrum of biological activities observed in traditional herbal medicine.
  • Biological Activity: Research has shown that this compound possesses significant biological activities, including antioxidant, anti-inflammatory, and anticancer properties. Its ability to scavenge free radicals makes it a potent agent in cellular protection.
  • Role in Traditional Medicine: In various cultures, flavonoids like 7,8-dihydroxy-2-phenyl-chromen-4-one have been used for their therapeutic benefits, illustrating the intersection of chemistry and holistic health approaches.
  • Potential Applications: With ongoing research, this compound is being explored for its potential use in developing pharmaceuticals, dietary supplements, and natural health products. Its multifunctionality may lend itself to various applications in health sciences.
  • Mechanism of Action: Studies suggest that this compound may exert its effects by modulating various signaling pathways within the body, highlighting the intricate relationship between chemical structure and biological function.

As a chemistry student, it is particularly fascinating to analyze how the structural features of 7,8-dihydroxy-2-phenyl-chromen-4-one relate to its wide range of biological activities. Understanding these relationships may lead to groundbreaking developments in medicine and health. The potential for synthesizing derivatives and exploring their unique properties makes this compound an exciting topic of discussion in the field of natural products and medicinal chemistry.

Synonyms
7,8-dihydroxyflavone
38183-03-8
7,8-dihydroxy-2-phenyl-4H-chromen-4-one
7,8-Dihydroxyflavone hydrate
7,8-DHF
4H-1-Benzopyran-4-one, 7,8-dihydroxy-2-phenyl-
7,8-Dihydroxy-flavone
7,8-dihydroxy-2-phenylchromen-4-one
7,8-Dihydroxy-2-phenyl-chromen-4-one
7,8-Dihydroxy-2-phenyl-4-benzopyrone
ADB6MA8ZV2
EINECS 253-812-4
MFCD00006836
7,8-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one
BRN 0234350
UNII-ADB6MA8ZV2
NSC-750341
CHEMBL75267
7,8-dihydroxy-2-phenylchromone
FEMA NO. 4830
CHEBI:140464
DTXSID00191568
5-18-04-00079 (Beilstein Handbook Reference)
NSC 750341
7,8-bis(oxidanyl)-2-phenyl-chromen-4-one
7,8-Dihydroxy-2-phenyl-4H-chromen-4-one; 7,8-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one;
UK9
78-Dihydroxyflavone
7,8-diOH-Flavone
78-Dihydroxy-flavone
Spectrum_001087
Spectrum2_000952
Spectrum3_000213
Spectrum4_001823
Spectrum5_000585
8-DHF
BSPBio_001825
KBioGR_002491
KBioSS_001567
SPECTRUM201315
BIDD:ER0103
DivK1c_000371
SCHEMBL419316
SPBio_000944
MEGxp0_001683
HMS501C13
KBio1_000371
KBio2_001567
KBio2_004135
KBio2_006703
KBio3_001325
DTXCID40114059
NINDS_000371
HMS1923A03
HMS3263G12
HMS3743I05
HMS3886D10
BCP14497
Tox21_501075
BDBM50093539
CCG-39038
DHF, 7,8-
NSC750341
s8319
AKOS015856571
CS-W014088
FD46341
HY-W013372
SDCCGMLS-0066465.P001
IDI1_000371
NCGC00095217-01
NCGC00095217-02
NCGC00095217-03
NCGC00095217-04
NCGC00095217-09
NCGC00095217-12
NCGC00178976-01
NCGC00261760-01
AC-23011
DS-16246
PD002189
SY111956
DB-049244
D1916
NS00009738
7,8-Dihydroxyflavone hydrate, >=98% (HPLC)
C74948
AR-683/43483642
SR-05000002499
SR-05000002499-1
BRD-K49535716-001-02-4
BRD-K49535716-001-03-2
Q19596931