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H4405

Sigma-Aldrich

5-Hydroxyflavone

≥97%

Synonym(s):

5-Hydroxy-2-phenylchromone, NSC 26745, Primuletin

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About This Item

Empirical Formula (Hill Notation):
C15H10O3
CAS Number:
491-78-1
Molecular Weight:
238.24
EC Number:
207-743-1
MDL number:
MFCD00016944
UNSPSC Code:
12352100
PubChem Substance ID:
57654254
NACRES:
NA.22

assay

≥97%

SMILES string

Oc1cccc2OC(=CC(=O)c12)c3ccccc3

InChI

1S/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H

InChI key

IYBLVRRCNVHZQJ-UHFFFAOYSA-N

Gene Information

rat ... Gabra2(29706)

Application

Reactant involved in:
  • Condensation reactions for synthesis of copper(II) complexes as bioactive molecules to combat antioxidants
  • Thermal behavior studies of vanadyl complexes with flavone derivatives in terms of insulin-mimetic agents
  • O-methylation with di-Me carbonate
  • DFT studies on excited-state intramolecular proton transfer

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Errol G Lewars et al.
Rapid communications in mass spectrometry : RCM, 21(10), 1669-1679 (2007-04-28)
In a recent study of the collision-induced dissociation of protonated and deprotonated molecules of 3-, 5-, 6-, 7-, 2'-, 3'- and 4'-hydroxyflavone, it was observed that the ratio, gamma, of the propensities for cross-ring cleavage (CRC) to ring opening (RO)
Sankarlal Ash et al.
Journal of molecular modeling, 16(5), 831-839 (2009-09-18)
Potential energy (PE) curves for the intramolecular proton transfer in the ground (GSIPT) and excited (ESIPT) states of 3-hydroxy-flavone (3HF) and 5-hydroxy-flavone (5HF) were studied using DFT/B3LYP (6-31G (d,p)) and TD-DFT/B3LYP (6-31G (d,p)) level of theory respectively. Our calculations suggest
A R Ibrahim et al.
Applied and environmental microbiology, 55(12), 3140-3142 (1989-12-01)
The conversion of 5-hydroxyflavone by various microorganisms was studied. Among them, Streptomyces fulvissimus was the sole microbe which produced a new polar metabolite from 5-hydroxyflavone in addition to 5,4-dihydoxy- and 5,3,4-trihydroxyflavone. The structure of this polar metabolite was determined to
Wimal Herath et al.
Chemical & pharmaceutical bulletin, 56(4), 418-422 (2008-04-02)
5,7-Dihydroxyflavone (chrysin) (1) when fermented with fungal cultures, Aspergillus alliaceous (ATCC 10060), Beauveria bassiana (ATCC 13144) and Absidia glauco (ATCC 22752) gave mainly 4'-hydroxychrysin (4), chrysin 7-O-beta-D-4-O-methylglucopyranoside (5) and chrysin 7-sulfate (6), respectively. Mucore ramannianus (ATCC 9628), however, transformed chrysin
R Sai Sathish et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 69(1), 282-285 (2007-05-29)
In the presence of Al(III) ions, 5-hydroxyflavone (5HF) through a complexation reaction in MeOH, shows dual fluorescence, characterized by a newly developed peak at 554nm upon excitation at 363nm. In this communication, the subsequent ligand exchange reaction of the complex
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