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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

Quality Level

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

Signal Word

Warning

Hazard Statements

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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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
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