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ChemicalBook >  Product Catalog >  Biologics >  Biochemical Reagents >  Inhibitor Activator >  (1E,4E)-1,5-Bis(2-Methoxyphenyl)penta-1,4-dien-3-one

(1E,4E)-1,5-Bis(2-Methoxyphenyl)penta-1,4-dien-3-one

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(1E,4E)-1,5-Bis(2-Methoxyphenyl)penta-1,4-dien-3-one Basic information

Product Name:
(1E,4E)-1,5-Bis(2-Methoxyphenyl)penta-1,4-dien-3-one
Synonyms:
  • (1E,4E)-1,5-Bis(2-Methoxyphenyl)penta-1,4-dien-3-one
  • 1,4-Pentadien-3-one, 1,5-bis(2-Methoxyphenyl)-, (1E,4E)-
  • Curcumin analog C1
  • 1,5-Bis-(2-methoxy-phenyl)-penta-1,4-dien-3-one
  • TFEB activator 1
  • (1E,4E)-1,5-Bis(2-Methoxyphenyl)penta-1
  • Curcumin analog compound C1
  • RPN77612
CAS:
39777-61-2
MF:
C19H18O3
MW:
294.34
Mol File:
39777-61-2.mol
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(1E,4E)-1,5-Bis(2-Methoxyphenyl)penta-1,4-dien-3-one Chemical Properties

Melting point:
120-122 °C(Solv: ethanol (64-17-5); water (7732-18-5))
Boiling point:
467.2±40.0 °C(Predicted)
Density 
1.128±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: 125 mg/mL (424.68 mM)
form 
A solid
color 
Light yellow to yellow
InChI
InChI=1S/C19H18O3/c1-21-18-9-5-3-7-15(18)11-13-17(20)14-12-16-8-4-6-10-19(16)22-2/h3-14H,1-2H3/b13-11+,14-12+
InChIKey
RCZMPCUUTSDNAJ-PHEQNACWSA-N
SMILES
C(/C1=CC=CC=C1OC)=C\C(=O)/C=C/C1=CC=CC=C1OC
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(1E,4E)-1,5-Bis(2-Methoxyphenyl)penta-1,4-dien-3-one Usage And Synthesis

Uses

TFEB activator 1 is an orally effective, mTOR-independent activator of TFEB. TFEB activator 1 significantly promotes the nuclear translocation of Flag-TFEB with an EC50 of 2167 nM. TFEB activator 1 enhances autophagy without inhibiting the mTOR pathway and has the potential for neurodegenerative diseases treatment[1].

in vivo

The medium lethal dose (LD50) value of TFEB activator 1 (Compound C1) is 175 mg/kg in the acute toxicity assay (single-dose i.v. tail vein injection; in rats) [1].
? Short-term oral administration of TFEB activator 1 (low dosage 10 mg/kg and high dosage 25 mg/kg; for 24 h) dose-dependently increases the expression of LC3B-II and TFEB in the liver, frontal cortex and striatum of the brain[1].
? Chronic administration of TFEB activator 1 (10 mg/kg per day; orally administered by gavage) activates TFEB and enhances autophagy in rat brains[1].

Animal Model:Adult male Sprague-Dawley (SD) rats weighing 350 to 400 g[1]
Dosage:10 mg/kg and 25 mg/kg
Administration:Short-term oral administration; for 24 hours
Result:Activated TFEB and enhanced autophagy and lysosome biogenesis in rat brain.
Animal Model:Adult male Sprague-Dawley (SD) rats weighing 350 to 400 g[1]
Dosage:10 mg/kg
Administration:Chronic oral administration; daily; for 21 days
Result:Activated TFEB and enhanced autophagy in rat brains.

References

[1] Song JX, et al. A novel curcumin analog binds to and activates TFEB in vitro and in vivo independent of MTOR inhibition. Autophagy. 2016 Aug 2;12(8):1372-89. DOI:10.1080/15548627.2016.1179404

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