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About This Item
Empirical Formula (Hill Notation):
C15H9N3O4
CAS Number:
Molecular Weight:
295.25
UNSPSC Code:
41106609
NACRES:
NA.77
Assay:
≥99% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
Quality Segment
assay
≥99% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
pale yellow
solubility
DMSO: 25 mg/mL, pale yellow
shipped in
ambient
storage temp.
−20°C
SMILES string
N#C/C(C1=CC=C(C=C1)[N+]([O-])=O)=C\C2=CC=C(C=C2)[N+]([O-])=O
InChI
1S/C15H9N3O4/c16-10-13(12-3-7-15(8-4-12)18(21)22)9-11-1-5-14(6-2-11)17(19)20/h1-9H/b13-9+
InChI key
QPMLLJYCAKQATA-UKTHLTGXSA-N
General description
A cell-permeable stilbene derivative that serves as an aryl hydrocarbon receptor (AhR) ligand and acts as a highly specific and potent inducer of paraoxonase 1 (PON1). Shown to be a better activator of PON1 mRNA (EC50 = 1 µM) and inducer of PON1 enzymatic activity (>3 fold at 5 µM) when compared to resveratrol (Cat. No. 554325). However, it is devoid of any activity against estrogen receptors and is not shown to inhibit activity of tyrosine kinases. Also shown to antagonize the effects of 2,3,7,8-Tetrachlorodibenzo-p-Dioxin (TCDD) on cytochrome P450 1A1 (CYP1A1).
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Guyot, E., et al. 2011. Biochem. Pharm. 83, 627.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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