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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:
210494
EC Number:
210-071-1
MDL number:
MFCD00004985
UNSPSC Code:
12352100
PubChem Substance ID:
57654455
NACRES:
NA.22

Quality Level

200

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 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

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Certificates of Analysis (COA)

Lot/Batch Number
0000399364
0000369535
0000358629
0000306884
0000358629

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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
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
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.
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
An Wang et al.
The Journal of biological chemistry, 286(7), 5736-5743 (2010-12-15)
The atomic structure of human P450 1B1 was determined by x-ray crystallography to 2.7 Å resolution with α-naphthoflavone (ANF) bound in the active site cavity. Although the amino acid sequences of human P450s 1B1 and 1A2 have diverged significantly, both
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