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102032

Sigma-Aldrich

Flavanone

98%

Synonym(s):

2,3-Dihydroflavone

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About This Item

Empirical Formula (Hill Notation):
C15H12O2
CAS Number:
487-26-3
Molecular Weight:
224.25
EC Number:
207-654-8
MDL number:
MFCD00006841
UNSPSC Code:
12352100
PubChem Substance ID:
24846563
NACRES:
NA.22

Assay

98%

form

solid

mp

76-78 °C (lit.)

SMILES string

O=C1CC(Oc2ccccc12)c3ccccc3

InChI

1S/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2

InChI key

ZONYXWQDUYMKFB-UHFFFAOYSA-N

Gene Information

human ... ADORA3(140) , CYP19A1(1588)
mouse ... Hexa(15211)
rat ... Adora1(29290) , Ar(24208)

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General description

Flavanone is a white to off white powder. Monitoring of flavanone content can be useful in characterizing the authenticity of lemon juice, of measuring the adulteration of citrus juices and identifying the presence of orange juice in fruit drinks. Hesperidin is the major flavanone present in the juices and wines obtained from Robinson, Fremont and Satsuma mandarins.

Application

Flavanone was used in HPLC coupled to electrospray ion trap mass spectrometric method for separation and detection of natural flavonoid aglycones. Silibinin, a flavanone, was used in a variety of biological functions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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C S Creaser et al.
The Analyst, 117(7), 1105-1109 (1992-07-01)
A method for the characterization of flavanones in fruit juices, involving solvent extraction, hydrolysis to the corresponding aglycones, trimethylsilylation and combined gas chromatography-mass spectrometry, is reported. The application of the method is demonstrated for the analysis of orange, lemon, grapefruit
Ke Chen et al.
International journal of molecular medicine, 34(4), 1073-1080 (2014-08-12)
Exposure to high glucose may cause glucotoxicity, leading to pancreatic β cell dysfunction including cell apoptosis, impaired glucose‑stimulated insulin secretion (GSIS) and intracellular lipid accumulation. Sterol regulatory element binding protein-1c (SREBP-1c), a key nuclear transcription factor that regulates lipid metabolism
Hasim Kelebek et al.
Journal of food science and technology, 51(6), 1094-1101 (2014-05-31)
This research was undertaken to determine the phenolic composition and antioxidant capacity of juices and wines obtained from Robinson, Fremont and Satsuma mandarins. High-performance liquid chromatography coupled with diode-array detection was used for identifying and quantifying phenolic compounds. The total
Audrey Chanet et al.
Journal of agricultural and food chemistry, 60(36), 8809-8822 (2012-05-12)
Flavanones, including hesperidin and naringin, are polyphenolic compounds highly and almost exclusively present in citrus. Epidemiological studies reported an inverse relationship between their intake and the risk of cardiovascular diseases. Clinical and experimental data further showed their antihypertensive, lipid-lowering, insulin-sensitizing
Ellen De Keyser et al.
BMC molecular biology, 14, 13-13 (2013-06-27)
Flower colour variation is one of the most crucial selection criteria in the breeding of a flowering pot plant, as is also the case for azalea (Rhododendron simsii hybrids). Flavonoid biosynthesis was studied intensively in several species. In azalea, flower
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