419796

6-Hydroxyflavanone

99%

• Empirical Formula (Hill Notation): C₁₅H₁₂O₃
• CAS Number: 4250-77-5
• Molecular Weight: 240.25
• MDL number: MFCD00017485
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866277
• NACRES: NA.22

Properties

• Assay: 99%
• form: solid
• mp: 220-222 °C (dec.) (lit.)
• functional group: 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
• InChI key: XYHWPQUEOOBIOW-UHFFFAOYSA-N
• Gene Information: rat ... Ar(24208)

Description

General description

6-Hydroxyflavanone is a flavonoid. Its biotransformation by Aspergillus niger strains have been described. 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. It was identified as a metabolite of flavnone on incubation with rat liver microsomes by positive ion electrospray LC/MS analysis.

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). 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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• 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