3,4-Dimethoxychalcone

CHF 35.00
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AG-CN2-0531-M01010 mgCHF 35.00
AG-CN2-0531-M05050 mgCHF 60.00
AG-CN2-0531-M250250 mgCHF 180.00
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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
Product Specification Sheet
Datasheet Download PDF
  • 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 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)
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