AdipoGen Life Sciences

3,4-Dimethoxychalcone

As low as CHF 35.00
In stock
Only %1 left
AG-CN2-0531-M01010 mgCHF 35.00
AG-CN2-0531-M05050 mgCHF 60.00
AG-CN2-0531-M250250 mgCHF 160.00

Specifications / Handling

More Information
Product Details
Synonyms 3,4-DMC; NSC643172; 3-(3,4-Dimethoxyphenyl)-1-phenylprop-2-en-1-one
Product Type Chemical
Properties
Formula

C17H16O3

MW 268.3
CAS 5416-71-7
Source/Host Chemicals Synthetic.
Purity Chemicals ≥98% (HPLC)
Appearance White to yellow crystalline powder.
Solubility Soluble in DMSO.
Identity Determined by 1H-NMR
InChi Key LSHZPTCZLWATBZ-CSKARUKUSA-N
Smiles COC1=CC=C(C=C1OC)/C=C/C(C2=CC=CC=C2)=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF Download PDF
Product Specification Sheet
Datasheet Download PDF Download PDF

Scientific Background Information

Product Description
  • Caloric restriction mimetic (CRM). Caloric restriction mimetics (CRMs) are natural or synthetic compounds that mimic the health-promoting and longevity-extending effects of caloric restriction. CRMs provoke the deacetylation of cellular proteins coupled to an increase in autophagic flux in the absence of toxicity.
  • Induces the deacetylation of cytoplasmic proteins and stimulates autophagic flux, requiring transcription factor EB (TFEB)- and E3 (TFE3)-dependent gene transcription and mRNA translation to trigger autophagy.
  • Stimulates the translocation of TFEB and TFE3 into nuclei both in vitro and in vivo, in hepatocytes and cardiomyocytes. Consequently induces autophagy in vitro and in vivo, mediates autophagy-dependent cardioprotective effects and improves the efficacy of anticancer chemotherapy in vivo.
  • So far this chalcone polyphenol has been used as an intermediate for synthesis of biochemical substances and was described to have weak antioxidant and antimicrobial activity.
Product-specific References
  1. Antioxidant properties of phenyl styryl ketones: D.V. Rajakumar & M.N. Rao; Free Radic. Res. 22, 309 (1995)
  2. In vitro antifungal evaluation and structure-activity relationships of a new series of chalcone derivatives and synthetic analogues, with inhibitory properties against polymers of the fungal cell wall: S.N. Lopez, et al.; Bioorg. Med. Chem. 9, 1999 (2001)
  3. Quinone reductase 2 substrate specificity and inhibition pharmacology: J.A. Boutin, et al.; Chem. Biol. Interact. 151, 213 (2005)
  4. 3,4-Dimethoxychalcone: V. Shettigar, et al.; Acta Cryst. E62, o4646 (2006)
  5. 3,4-Dimethoxychalcone induces autophagy through activation of the transcription factors TFE3 and TFEB: G. Chen, et al.; EMBO Mol. Med. e10469, (2019)
© 2017 Adipogen Life Sciences. Pictures: © 2012 Martin Oeggerli. All Rights Reserved.