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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:
Molecular Weight:
238.24
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
C Lapouge et al.
The journal of physical chemistry. A, 109(30), 6752-6761 (2006-07-13)
The structural changes occurring with the chelation of lead(II) to 3-hydroxyflavone, 5-hydroxyflavone, and 3',4'-dihydroxyflavone have been investigated by the density functional theory (DFT) method with the B3LYP functional and the 6-31G(d,p) basis set. The two effective core potentials Lanl2dz (Los

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