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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
J Thomas Sanderson et al.
Toxicological sciences : an official journal of the Society of Toxicology, 82(1), 70-79 (2004-08-21)
Flavonoids and related structures (e.g., flavones, isoflavones, flavanones, catechins) exert various biological effects, including anticarcinogenic, antioxidant and (anti-)estrogenic effects, and modulation of sex hormone homeostasis. A key enzyme in the synthesis of estrogens from androgens is aromatase (cytochrome P450 19;
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