3,4-Dimethoxychalcone
Product Code: AG-CN2-0531
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0531-M010 | 10 mg | £40.00 |
Quantity:
| AG-CN2-0531-M050 | 50 mg | £65.00 |
Quantity:
| AG-CN2-0531-M250 | 250 mg | £170.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
3,4-DMC; NSC643172; 3-(3,4-Dimethoxyphenyl)-1-phenylprop-2-en-1-one
Appearance:
White to yellow crystalline powder.
CAS:
5416-71-7
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.
InChi:
InChI=1S/C17H16O3/c1-19-16-11-9-13(12-17(16)20-2)8-10-15(18)14-6-4-3-5-7-14/h3-12H,1-2H3/b10-8+
InChiKey:
LSHZPTCZLWATBZ-CSKARUKUSA-N
Long Description:
Chemical. CAS: 5416-71-7. Formula: C17H16O3. MW: 268.3. Synthetic. 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.
MDL:
MFCD00041327
Molecular Formula:
C17H16O3
Molecular Weight:
268.3
Package Type:
Vial
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.
Purity:
>98% (HPLC)
SMILES:
COC1=CC=C(C=C1OC)/C=C/C(C2=CC=CC=C2)=O
Solubility Chemicals:
Soluble in DMSO.
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
Antioxidant properties of phenyl styryl ketones: D.V. Rajakumar & M.N. Rao; Free Radic. Res. 22, 309 (1995) | 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) | Quinone reductase 2 substrate specificity and inhibition pharmacology: J.A. Boutin, et al.; Chem. Biol. Interact. 151, 213 (2005) | 3,4-Dimethoxychalcone: V. Shettigar, et al.; Acta Cryst. E62, o4646 (2006) | 3,4-Dimethoxychalcone induces autophagy through activation of the transcription factors TFE3 and TFEB: G. Chen, et al.; EMBO Mol. Med. e10469, (2019)