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H4280

Sigma-Aldrich

3-Hydroxyflavone

≥98%

Synonym(s):

Flavonol

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About This Item

Empirical Formula (Hill Notation):
C15H10O3
CAS Number:
577-85-5
Molecular Weight:
238.24
EC Number:
209-416-9
MDL number:
MFCD00006832
UNSPSC Code:
12352100
PubChem Substance ID:
57654252
NACRES:
NA.22

Assay

≥98%

mp

171-172 °C (lit.)

SMILES string

OC1=C(Oc2ccccc2C1=O)c3ccccc3

InChI

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

InChI key

HVQAJTFOCKOKIN-UHFFFAOYSA-N

Gene Information

mouse ... Hexa(15211)

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Application

Reactant involved in:
  • Studies of photochemically-induced dioxygenase-type CO-release reactivity
  • Phase-transfer protection and deprotection of hydroxychromones
  • O-methylation with di-Me carbonate

Reactant involved in the synthesis of biologically active molecules including:
  • 2-Chloropyridine derivatives for studies of antitumor agents and telomerase inhibitors
  • Dihydrochromenopyrazines and chromenoquinoxalines

Involved in studies of its electrochemical properties using voltammetric methodologies

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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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Vasyl G Pivovarenko et al.
The journal of physical chemistry. A, 116(12), 3103-3109 (2012-03-08)
By using four labels of the 3-hydroxyflavone family displaying selective sensitivity to hydrogen bond (HB) donors and poor response to other polar molecules, we developed an approach for measuring local water concentration [H(2)O](L) (or partial volume of water: W(A) =
Arun Kumar et al.
Critical reviews in food science and nutrition, 58(11), 1791-1807 (2017-03-09)
Today, the dramatic changes in types of food consumed have led to an increased burden of chronic diseases. Therefore, the emphasis of food research is not only to ensure quality food that can supply adequate nutrients to prevent nutrition related
Cyril A Kenfack et al.
Physical chemistry chemical physics : PCCP, 14(25), 8910-8918 (2012-05-30)
The electronic transitions occurring in 4-(N,N-dimethylamino)-3-hydroxyflavone (DMAF) and 2-furanyl-3-hydroxychromone (FHC) were investigated using the TDDFT method in aprotic and protic solvents. The solvent effect was incorporated into the calculations via the PCM formalism. The H-bonding between solute and protic solvent
Sandra Irmisch et al.
Plant physiology, 180(3), 1277-1290 (2019-04-21)
The plant metabolite montbretin A (MbA) and its precursor mini-MbA are potential new drugs for treating type 2 diabetes. These complex acylated flavonol glycosides only occur in small amounts in the corms of the ornamental plant montbretia (Crocosmia × crocosmiiflora).
Biomimetic photocycloaddition of 3-hydroxyflavones: synthesis and evaluation of rocaglate derivatives as inhibitors of eukaryotic translation.
Stéphane P Roche et al.
Angewandte Chemie (International ed. in English), 49(37), 6533-6538 (2010-08-06)
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