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Key Documents

H4280

Sigma-Aldrich

3-Hydroxyflavone

≥98%

Synonym(s):

Flavonol

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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

≥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

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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).
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
Fu-Sheng Yang et al.
Nature communications, 11(1), 5269-5269 (2020-10-21)
Azaleas (Ericaceae) comprise one of the most diverse ornamental plants, renowned for their cultural and economic importance. We present a chromosome-scale genome assembly for Rhododendron simsii, the primary ancestor of azalea cultivars. Genome analyses unveil the remnants of an ancient

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