6-Hydroxyflavanone is poorly soluble in water but is soluble in dimethyl sulfoxide (DMSO) at a concentration of 47 mg/mL.
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6-Hydroxyflavanon
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About This Item
Empirische Formel (Hill-System):
C15H12O3
CAS-Nummer:
Molekulargewicht:
240.25
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau
Assay
99%
Form
solid
mp (Schmelzpunkt)
220-222 °C (dec.) (lit.)
Funktionelle Gruppe
ketone
phenyl
SMILES String
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
InChIKey
XYHWPQUEOOBIOW-UHFFFAOYSA-N
Angaben zum Gen
rat ... Ar(24208)
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Allgemeine Beschreibung
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]
Anwendung
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]
Signalwort
Warning
H-Sätze
Gefahreneinstufungen
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Zielorgane
Respiratory system
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
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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