CAS 456-12-2|Aegeline

Introduction:Basic information about CAS 456-12-2|Aegeline, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameAegeline
CAS Number456-12-2Molecular Weight297.348
Density1.2±0.1 g/cm3Boiling Point567.7±50.0 °C at 760 mmHg
Molecular FormulaC18H19NO3Melting Point180 °C
MSDS/Flash Point297.1±30.1 °C

Names

Name(E)-N-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3-phenylprop-2-enamide
SynonymMore Synonyms

Aegeline BiologicalActivity

DescriptionAegeline, a main alkaloid, mimics the yeast SNARE protein Sec22p in suppressing α-synuclein and Bax toxicity in yeast. Aegeline restores growth of yeast cells suppressed by either αsyn or Bax. Antioxidant activity[1].
Related CatalogSignaling Pathways >>Anti-infection >>FungalResearch Areas >>Neurological Disease
In VitroAegeline also prevents growth block in cells expressing the more toxic A53T α-synuclein mutant. Restoration of cell growth occurred through inhibition of increased ROS levels, mitochondrial membrane potential loss and nuclear DNA fragmentation, characteristics of apoptosis manifested in α-synuclein orBax-expressing cells[1]. Aegeline shows weak inhibitory effects on the histamine release from RPMCs, even though still succeed to inhibit when the histamine release induced by thapsigargin[2].
References

[1]. Derf A, et al. a natural product from the plant Aegle marmelos, mimics the yeast SNARE protein Sec22p in suppressing α-synuclein and Bax toxicity in yeast [published correction appears in Bioorg Med Chem Lett. 2019 Aug 15;29(16):2437-2438]. Bioorg Med Chem Lett. 2019;29(3):454‐460.

[2]. Nugroho AE, et al. Effects of aegeline, a main alkaloid of Aegle Marmelos Correa leaves, on the histamine release from mast cells. Pak J Pharm Sci. 2011;24(3):359‐367.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point567.7±50.0 °C at 760 mmHg
Melting Point180 °C
Molecular FormulaC18H19NO3
Molecular Weight297.348
Flash Point297.1±30.1 °C
Exact Mass297.136505
PSA62.05000
LogP2.45
Vapour Pressure0.0±1.6 mmHg at 25°C
Index of Refraction1.612
InChIKeyQRFDENJATPJOKG-KPKJPENVSA-N
SMILESCOc1ccc(C(O)CNC(=O)C=Cc2ccccc2)cc1
Storage condition2-8°C

Safety Information

Hazard CodesXi
HS Code2924299090

Customs

HS Code2924299090
Summary2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Synonyms

UNII:60T59LN3SG
Aegelin
(2E)-N-[2-Hydroxy-2-(4-methoxyphenyl)ethyl]-3-phenylacrylamide
2-Propenamide, N-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3-phenyl-, (2E)-
2-propenamide
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