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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

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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Related Categories

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)

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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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
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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.
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