246TRIHYDROXYCHALCONE
246TRIHYDROXYCHALCONE Basic information
- Product Name:
- 246TRIHYDROXYCHALCONE
- Synonyms:
-
- 246TRIHYDROXYCHALCONE
- 2-Propen-1-one, 3-phenyl-1-(2,4,6-trihydroxyphenyl)-
- Joson chalcone
- 3-Phenyl-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
- CAS:
- 4197-97-1
- MF:
- C15H12O4
- MW:
- 256.25
- Mol File:
- 4197-97-1.mol
246TRIHYDROXYCHALCONE Chemical Properties
- Melting point:
- 189.9℃
- Boiling point:
- 487.9±45.0 °C(Predicted)
- Density
- 1.384±0.06 g/cm3(Predicted)
- storage temp.
- 4°C, away from moisture and light
- form
- Solid
- pka
- 6.86±0.40(Predicted)
- color
- Light yellow to yellow
- InChI
- InChI=1S/C15H12O4/c16-11-8-13(18)15(14(19)9-11)12(17)7-6-10-4-2-1-3-5-10/h1-9,16,18-19H
- InChIKey
- LOYXTWZXLWHMBX-UHFFFAOYSA-N
- SMILES
- C(C1=C(O)C=C(O)C=C1O)(=O)C=CC1=CC=CC=C1
246TRIHYDROXYCHALCONE Usage And Synthesis
Uses
Pinocembrin chalcone (2',4',6'-Trihydroxychalcone) is an antibacterial compound from Helichrysum Trilineatum. Pinocembrin chalcone facilitates AMP-activated protein kinase (AMPK) activation, improves glucose tolerance, increases muscle FAO and reduces fat accumulation in the liver and skeletal muscles in high-fat diet-induced (HFD) diabetic mice. Pinocembrin chalcone is promising for research of gastric ulcers and diabetes[1][2].
Definition
ChEBI: Pinocembrin chalcone is a member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2', 4' and 6' respectively. It has a role as a plant metabolite and an antifungal agent. It is functionally related to a trans-chalcone.
in vivo
Pinocembrin chalcone (30 mg/kg, oral gavage, daily for 3 weeks) improves glucose tolerance and fat accumulation through fatty acid oxidation rate increase in skeletal muscle, which is mainly mediated by AMPK activation in HFD-induced diabetic mice[2].
| Animal Model: | HFD-induced diabetic mice[2] |
| Dosage: | 30 mg/kg |
| Administration: | oral gavage, daily for 3 weeks |
| Result: | Reduced the circulating FFA levels and fat accumulation in the liver and muscles by increasing FAO, which improved glucose tolerance in HFD-induced diabetic mice. |
References
[1] P D Bremner, et al. Pinocembrin Chalcone: An Antibacterial Compound From Helichrysum Trilineatum. Planta Med. 1998 Dec;64(8):777. DOI:10.1055/s-2006-957585
[2] Shin J, et al. Antidiabetic effects of trihydroxychalcone derivatives via activation of AMP-activated protein kinase[J]. Journal of Industrial and Engineering Chemistry, 2018, 60: 177-184.
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