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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

Quality Level

200

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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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
Stefan Czemmel et al.
Frontiers in plant science, 8, 1084-1084 (2017-07-12)
Flavonols constitute a group of flavonoids with important photoprotective roles in plants. In addition, flavonol content and composition greatly influences fruit quality. We previously demonstrated that the grapevine R2R3-MYB transcription factor (TF) VviMYBF1 promotes flavonol accumulation by inducing the expression
Transparent nanometric organic luminescent films as UV-active components in photonic structures.
Francisco J Aparicio et al.
Advanced materials (Deerfield Beach, Fla.), 23(6), 761-765 (2011-02-03)
Elaine Cheng et al.
Frontiers in genetics, 11, 908-908 (2020-10-29)
Wine is a product of grape juice fermentation by yeast. Terroir is a term that encompasses all environmental factors and interactions at a specific geographical site, resulting in the development of regional-specific microbial strains and grape metabolites. In this study
Muhammad Junaid Rao et al.
BMC plant biology, 19(1), 603-603 (2020-01-01)
Citrus fruits are consumed freshly or as juice to directly provide various dietary flavonoids to humans. Diverse metabolites are present among Citrus genera, and many flavonoids biosynthetic genes were induced after abiotic stresses. To better understand the underlying mechanism, we
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