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419796 Sigma-Aldrich

6-Hydroxyflavanone

99%

  • CAS Number 4250-77-5

  • Empirical Formula (Hill Notation) C15H12O3

  • Molecular Weight 240.25

  •  MDL number MFCD00017485

  •  PubChem Substance ID 24866277

  •  NACRES NA.22

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Properties

Related Categories Benzopyrans, Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks
assay   99%
mp   220-222 °C (dec.) (lit.)
storage temp.   room temp
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.

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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