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Merck
CN

H4530

7-Hydroxyflavone

≥98%

Synonym(s):

7-Hydroxy-2-phenyl-4H-1-benzopyran-4-one, NSC 94258

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About This Item

Empirical Formula (Hill Notation):
C15H10O3
CAS Number:
6665-86-7
Molecular Weight:
238.24
NACRES:
NA.22
PubChem Substance ID:
57654239
UNSPSC Code:
12352100
EC Number:
229-705-3
MDL number:
MFCD00006835
Assay:
≥98%

Key Documents

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InChI key

MQGPSCMMNJKMHQ-UHFFFAOYSA-N

InChI

1S/C15H10O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-9,16H

SMILES string

Oc1ccc2C(=O)C=C(Oc2c1)c3ccccc3

assay

≥98%

mp

245-247 °C (lit.)

Gene Information

mouse ... Hexa(15211)
rat ... Ar(24208), Gabra2(29706)

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Application

Reactant:
  • Acting as a biologically valuable acceptor in O-glycosidation reactions
  • Involved in synthesis of fully phosphorylated flavones for use as pancreatic cholesterol esterase inhibitors
  • For O-methylation with di-Me carbonate
  • Linked by a polymethylene chain for synthesis of α1-adrenoceptor antagonists
  • Involved in Baylis-Hillman reactions
  • Involved in phase-transfer catalyzed glucosylation for synthesis of glucosylated flavonoids

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCL3814
SLCF7488
SLBZ8857
066H0962
053K3665

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Jianbo Xiao et al.
Molecular nutrition & food research, 54 Suppl 2, S253-S260 (2010-03-23)
Four flavones (flavone, 7-hydroxyflavone, chrysin, and baicalein) sharing the same B- and C-ring structure but a different numbers of hydroxyl groups on the A-ring were studied for their affinities for BSA and HSA. The hydroxylation on ring A of flavones
Nga Ta et al.
The Journal of steroid biochemistry and molecular biology, 107(1-2), 127-129 (2007-07-13)
Previous studies have shown chrysin, 7-hydroxyflavone and 7,4'-dihydroxyflavone to be the most potent flavonoid inhibitors of aromatase. However, very poor oral bioavailability is a major limitation for the successful use of dietary flavonoids as chemopreventive agents. We have recently shown
Osamu Kagami et al.
Journal of bioscience and bioengineering, 106(2), 121-127 (2008-09-23)
A central part (amino-acid position 268-397 of 458 amino-acid residues) of the biphenyl dioxygenase large (alpha) subunit, BphA1, from Pseudomonas pseudoalcaligenes strain KF707 was exchanged with the corresponding part of BphA1 from another biphenyl-degrading bacterium, Pseudomonas putida strain KF715, to
Opa Vajragupta et al.
Bioorganic & medicinal chemistry, 11(10), 2329-2337 (2003-04-26)
Manganese was incorporated in the structure of the selected antioxidants to mimic the superoxide dismutase (SOD) and to increase radical scavenging ability. Five manganese complexes (1-5) showed potent SOD activity in vitro with IC(50) of 1.18-1.84 microM and action against
Anwesha Banerjee et al.
Journal of photochemistry and photobiology. B, Biology, 90(1), 33-40 (2007-12-11)
Numerous recent investigations have revealed that various synthetic as well as therapeutically active natural flavonoids possess novel luminescence properties that can serve as highly sensitive monitors for exploring their interactions with relevant physiological targets. Here we report a detailed study
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