4250-77-5 Usage
Description
6-Hydroxyflavanone (6-HF) is a naturally occurring flavanone compound that serves as an important intermediate in the synthesis of various bioactive flavonoids. It possesses a unique chemical structure with a hydroxyl group at the 6th position, which allows for further functionalization and modification. Due to its versatile chemical properties and potential biological activities, 6-HF has attracted significant attention in the fields of pharmaceuticals, cosmetics, and food industries.
Uses
Used in Pharmaceutical Industry:
6-Hydroxyflavanone is used as a synthetic intermediate for the production of various bioactive flavonoids with potential therapeutic applications. It plays a crucial role in the synthesis of 6-propionoxy-flavanone (6-PF), a compound with potential anti-inflammatory and anti-oxidant properties. Furthermore, 6-HF is employed as a synthetic flavone to investigate the mechanism of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) induced cytotoxic and apoptotic effects in HeLa cancer cells, which could lead to the development of novel cancer therapeutics.
Used in Cosmetic Industry:
6-Hydroxyflavanone is used as an active ingredient in cosmetic formulations due to its potential skin-whitening and anti-aging properties. Its ability to inhibit melanin synthesis and protect skin cells from oxidative stress makes it a valuable component in skincare products.
Used in Food Industry:
6-Hydroxyflavanone is used as a natural food additive to enhance the flavor, color, and shelf-life of various food products. Its antioxidant properties can help protect food products from spoilage and degradation, ensuring their quality and safety.
Used in Analytical Chemistry:
6-Hydroxyflavanone (6-HF) has been used for the enantiomeric separation of flavonoids using polysaccharide-based chiral stationary phases by nano-liquid chromatography (nano-LC). This application allows for the efficient separation and analysis of chiral flavonoids, which is crucial for understanding their biological activities and potential applications in various industries.
Check Digit Verification of cas no
The CAS Registry Mumber 4250-77-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,5 and 0 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4250-77:
(6*4)+(5*2)+(4*5)+(3*0)+(2*7)+(1*7)=75
75 % 10 = 5
So 4250-77-5 is a valid CAS Registry Number.
InChI:InChI=1/C15H12O3/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-8,15-16H,9H2
4250-77-5Relevant articles and documents
Synthesis and evaluation of the thermal behavior of flavonoids: Thermal decomposition of flavanone and 6-hydroxyflavanone
Ferreira, Leonardo Miziara Barboza,Kobelnik, Marcelo,Regasini, Luis Octavio,Dutra, Luiz Antonio,da Silva Bolzani, Vanderlan,Ribeiro, Clóvis Augusto
, p. 1605 - 1610 (2017)
Flavonoids in the broad sense of the term are virtually universal plant pigments. Synthesis of flavanone and 6-hydroxyflavanone was carried out and identified by H and C NMR. Details concerning the thermal behavior were evaluated by thermogravimetry under oxygen and nitrogen purge gases. Additionally, the kinetic studies were evaluated from several heating rates (5, 10 and 20?°C?min?1) and sample mass of 2?mg in open crucibles. The obtained data were evaluated with the isoconversional method, where the values of activation energy (Ea/kJ?mol?1) were plotted in function of the conversion degree (α). The results of thermal behavior of the flavanone under a nitrogen purge gas showed that this compound has a homogeneous degradation process while the hydroxyl group in the aromatic ring of 6-hydroxyflavanone there are two mass losses.
Synthesis of Flavanones via Palladium(II)-Catalyzed One-Pot β-Arylation of Chromanones with Arylboronic Acids
Cho, Yang Yil,Jang, Hyu Jeong,Kim, Dong Hwan,Kim, Nam Yong,Kim, Nam-Jung,Kim, Young Min,Lee, Soo Jin,Lee, Yong Sup,Park, Boyoung Y.,Son, Seung Hwan,Yoo, Hyung-Seok
, p. 10012 - 10023 (2019/08/30)
A total of 47 flavanones were expediently synthesized via one-pot β-arylation of chromanones, a class of simple ketones possessing chemically unactivated β sites, with arylboronic acids via tandem palladium(II) catalysis. This reaction provides a novel route to various flavanones, including natural products such as naringenin trimethyl ether, in yields up to 92percent.
Enantioselective conversion of certain derivatives of 6-hydroxyflavanone
Kostrzewa-Suslow, Edyta,Dymarska, Monika,Bialonska, Agata,Janeczko, Tomasz
, p. 59 - 65 (2014/03/21)
In the culture of Aspergillus niger MB, three racemic flavonoid derivatives (6-acetoxy-, 6-propionoxy-, and 6-butyryloxyflavanone) undergo microbial transformations resulting in optically pure (-)-(S)-6,4′- dihydroxyflavanone formation. In turn, biotransf
