6-Hydroxyflavanone is poorly soluble in water but is soluble in dimethyl sulfoxide (DMSO) at a concentration of 47 mg/mL.
419796
6-Hydroxyflavanone
99%
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About This Item
Formule empirique (notation de Hill) :
C15H12O3
Numéro CAS:
Poids moléculaire :
240.25
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22
73,40 $
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Essai
99%
Forme
solid
Pf
220-222 °C (dec.) (lit.)
Groupe fonctionnel
ketone
phenyl
Chaîne SMILES
Oc1ccc2OC(CC(=O)c2c1)c3ccccc3
InChI
1S/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
Clé InChI
XYHWPQUEOOBIOW-UHFFFAOYSA-N
Informations sur le gène
rat ... Ar(24208)
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Catégories apparentées
Description générale
6-Hydroxyflavanone is a flavonoid.[1] Its biotransformation by Aspergillus niger strains have been described.[2] Crystal structure of S and R enantiomers of 6-hydroxyflavanone has been reported to have four crystallographic sites of the unit cell in an approximate 3:1/1:3 ratio.[3] It was identified as a metabolite of flavnone on incubation with rat liver microsomes by positive ion electrospray LC/MS analysis.[4]
Application
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).[1] Racemic 6-HF may be used in the synthesis of 6-propionoxy-flavanone (6-PF). 6-HF may be employed as synthetic flavone to investigate the mechanism of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) induced cytotoxic and apoptotic effects in HeLa cancer cells.[5]
Mention d'avertissement
Warning
Mentions de danger
Conseils de prudence
Classification des risques
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Organes cibles
Respiratory system
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
dust mask type N95 (US), Eyeshields, Gloves
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Disordered 6-hydroxyflavanone.
Bialonska A, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(2), 430-431 (2007)
Ewelina Szliszka et al.
Molecules (Basel, Switzerland), 17(10), 11693-11711 (2012-10-03)
Tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) is considered as the most promising anticancer agent in the TNF superfamily because of its selective cytotoxicity against tumor cells versus normal primary cells. However, as more tumor cells are reported to be resistant
Dejan Nikolic et al.
Drug metabolism and disposition: the biological fate of chemicals, 32(4), 387-397 (2004-03-25)
Flavonoids represent a diverse group of natural pigments widely distributed in the plant kingdom and are an important component of human diet due to their high content in fruits and vegetables. Since many flavonoids have been shown to be potent
Microbial transformations of flavanone and 6-hydroxyflavanone by Aspergillus niger strains.
Kostrzewa-Suslow E, et al.
Journal of Molecular Catalysis. B, Enzymatic, 39(1), 18-23 (2006)
Tomohide Uno et al.
Biopharmaceutics & drug disposition, 36(8), 552-563 (2015-07-30)
CYP2A6 is a major hepatic member of the cytochrome P450 family in humans. Much variation in CYP2A6 levels and activity can be attributed to genetic polymorphisms of this gene. CYP2A6*25 comprises an amino acid substitution, F118L. To clarify the effect
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What are the solvents that can be used to dissolve 6-Hydroxyflavanone ?
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