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Naringenin

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Identification
Molecular formula
C15H12O5
CAS number
480-41-1
IUPAC name
5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one
State
State

At room temperature, naringenin is a solid. It is often processed and used in its crystalline form in various applications, including research and dietary supplements.

Melting point (Celsius)
250.00
Melting point (Kelvin)
523.15
Boiling point (Celsius)
523.30
Boiling point (Kelvin)
796.45
General information
Molecular weight
272.26g/mol
Molar mass
272.2580g/mol
Density
1.3190g/cm3
Appearence

Naringenin typically appears as a white to off-white crystalline powder. It is important to note that naringenin is a flavonoid often found in citrus fruits and may exhibit slight variations in appearance if sourced from natural extracts.

Comment on solubility

Solubility of 5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one

The solubility of the compound 5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one, with the chemical formula C15H12O5, can be influenced by its molecular structure and functional groups. This compound exhibits some intriguing solubility characteristics:

  • Polarity: The presence of hydroxyl (–OH) groups suggests that the compound may have a higher degree of polarity. This often leads to increased solubility in polar solvents such as water.
  • Hydrophobic Regions: The methoxy group (–OCH3) and the chroman backbone contribute to some hydrophobic character, which can hinder solubility in purely polar environments.
  • Solvent Compatibility: It is generally expected that this compound will have better solubility in organic solvents like ethanol or methanol due to its hydrocarbon-like sections.

Interestingly, while one might assume that a compound rich in functional groups like hydroxyl would be *highly soluble in water*, the balance between hydrophilic and hydrophobic components ultimately determines its solubility behavior. It can be said that:

  • In polar solvents, the solubility may be moderate.
  • In non-polar solvents, solubility may decrease significantly.

Therefore, the solubility of this intriguing chroman derivative may vary widely depending on the solvent environment, illustrating the complex interplay between molecular structure and solubility properties.

Interesting facts

Interesting Facts About 5,7-Dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one

5,7-Dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one, often referred to for its unique structure, is a fascinating compound belonging to the class of flavonoids. Here are some intriguing insights that highlight its significance in the realm of chemistry and biology:

  • Biological Activities: This compound has garnered attention for its diverse range of biological properties, including antioxidant, anti-inflammatory, and anticancer activities. Research indicates that flavonoids can play a vital role in protecting cells from oxidative stress.
  • Structure-Activity Relationship: The specific arrangement of hydroxyl (-OH) groups in the chroman backbone enhances its ability to scavenge free radicals, providing insights into how structural modifications can influence biological efficacy.
  • Natural Sources: Flavonoids like this compound are commonly found in various plants, fruits, and vegetables. They contribute not only to the pigmentation of these organisms but also to their potential health benefits.
  • Potential Applications: Owing to its bioactive characteristics, 5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one is being investigated for its role in developing therapeutic agents and functional foods.
  • Chemical Versatility: The compound reveals interesting possibilities for chemical modification, potentially leading to the synthesis of new derivatives with enhanced metabolic stability and bioactivity.
  • Research Frontiers: Scientists continue to explore its mechanisms of action at the molecular level, aiming to uncover how such compounds can contribute to health promotion and disease prevention.

In summary, 5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one exemplifies the dynamic interplay between chemistry and biology, highlighting the importance of phytochemicals in our understanding of health and disease.

Synonyms
69097-99-0
(Rac)-Hesperetin
rac-Hesperetin
hesperetine
(+/-)-Hesperetin
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
NSC641520
(2S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-chromanone, 3',5,7-Trihydroxy-4-methoxyflavanone
MLS002667896
(R)-Hesperetin
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one
(S)-Hesperetin
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-chromanone
2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one; (+/-)-5,7,3'-Trihydroxy-4'-methoxyflavanone; (+/-)-Hesperetin; 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one
DIOSMETIN_met010
Hesperetin, >=95%
(Rac)-Hesperetin (Standard)
CHEMBL88169
SCHEMBL765368
Hesperetin, analytical standard
HY-N0168AR
ACon1_002327
CHEBI:95167
HY-N0168A
DTXSID70859446
DTXSID80274404
HMS3373J01
HMS3656C03
NSC57654
ZAA60497
3',7-Trihydroxy-4'-methoxyflavanone
5,3'-Trihydroxy-4'-methoxyflavanone
AKOS015995360
(+/-)-Hesperetin, analytical standard
Flavanone,5,7-trihydroxy-4'-methoxy-
NSC-641520
NCGC00095618-01
NCGC00095618-02
AS-11672
DA-69236
NCI60_014043
SMR001557653
SY057338
XH167423
CS-0111125
NS00096467
(+/-)-5,7,3"-Trihydroxy-4"-methoxyflavanone
EN300-23521574
BRD-A44482398-001-01-3
Q27166968
FE387278-0643-4EBB-902D-C81B1FCDE1F8
5,7-Dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one
5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-
4H-1-Benzopyran-4-one,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
639-186-9