(1E,4E)-1,5-Bis(2-Methoxyphenyl)penta-1,4-dien-3-one CAS 39777-61-2

Introduction：Basic information about (1E,4E)-1,5-Bis(2-Methoxyphenyl)penta-1,4-dien-3-one CAS 39777-61-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(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

(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

(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