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N5757

Sigma-Aldrich

α-Naphthoflavone

≥98%

Synonym(s):

alpha-Naphthoflavone, 7,8-Benzoflavone

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About This Item

Empirical Formula (Hill Notation):
C19H12O2
CAS Number:
604-59-1
Molecular Weight:
272.30
Beilstein/REAXYS Number:
210494
EC Number:
210-071-1
MDL number:
MFCD00004985
UNSPSC Code:
12352100
PubChem Substance ID:
57654455
NACRES:
NA.22

assay

≥98%

form

powder

technique(s)

titration: suitable

color

white to yellow

mp

153-157 °C (lit.)

storage temp.

2-8°C

SMILES string

O=C1C=C(Oc2c1ccc3ccccc23)c4ccccc4

InChI

1S/C19H12O2/c20-17-12-18(14-7-2-1-3-8-14)21-19-15-9-5-4-6-13(15)10-11-16(17)19/h1-12H

InChI key

VFMMPHCGEFXGIP-UHFFFAOYSA-N

Gene Information

human ... ADORA3(140) , CYP1A2(1544) , PRKDC(5591)
rat ... Adora1(29290) , Adora2a(25369)

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Po-Lin Liao et al.
Experimental dermatology, 21(7), 546-548 (2012-06-22)
Ageing is a complex and multifactorial process resulting in several functional and aesthetic changes to the skin. We found that α-Naphthoflavone (α-NF) concentration-dependently induced pro-collagen type I protein expression and inhibited MMP-1 protein expression, in both normal and UVB-irradiated cells.
Min Ji Kim et al.
Environmental health perspectives, 120(4), 508-514 (2012-01-21)
Epidemiological studies emphasize the possible role of persistent organic pollutants (POPs) in obesity and the metabolic syndrome. These pollutants are stored in adipose tissue (AT). Our aim was to study the effects of POPs on human adipose cells and rodent
Iain A Murray et al.
Molecular pharmacology, 79(3), 508-519 (2010-12-04)
We have characterized previously a class of aryl hydrocarbon receptor (AHR) ligand termed selective AHR modulators (SAhRMs). SAhRMs exhibit anti-inflammatory properties, including suppression of cytokine-mediated acute phase genes (e.g., Saa1), through dissociation of non-dioxin-response element (DRE) AHR activity from DRE-dependent
Barbara M Zietek et al.
SLAS discovery : advancing life sciences R & D, 23(3), 283-293 (2017-12-22)
With early assessment of inhibitory properties of drug candidates and their circulating metabolites toward cytochrome P450 enzymes, drug attrition, especially later in the drug development process, can be decreased. Here we describe the development and validation of an at-line nanofractionation
Ruijuan Liu et al.
Frontiers in pharmacology, 9, 1264-1264 (2018-11-22)
Corynoline (CRL), an isoquinoline alkaloid, is the major constituent derived from Corydalis bungeana Herba, which is a well-known Chinese herbal medicine widely used in many prescriptions. The purpose of this study was to comprehensively investigate the metabolism and bioactivation of
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