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56121-42-7

56121-42-7 structure
56121-42-7 structure
  • Name: Aurantiamide acetate
  • Chemical Name: Asperglaucide
  • CAS Number: 56121-42-7
  • Molecular Formula: C27H28N2O4
  • Molecular Weight: 444.522
  • Catalog: Natural product Alkaloid
  • Create Date: 2016-10-04 08:48:27
  • Modify Date: 2024-01-06 08:49:36
  • Aurantiamide acetate (TMC-58A) is a selective and orally active cathepsin inhibitor isolated from Portulaca oleracea L. Aurantiamide acetate has anti-inflammatory activities and can be used for the study of  inflammatory diseases[1][2].

Name Asperglaucide
Synonyms (2S)-2-[(N-Benzoyl-L-phenylalanyl)amino]-3-phenylpropyl acetate
Benzenepropanamide, N-[(1S)-2-(acetyloxy)-1-(phenylmethyl)ethyl]-α-(benzoylamino)-, (αS)-
Asperglaucide
Description Aurantiamide acetate (TMC-58A) is a selective and orally active cathepsin inhibitor isolated from Portulaca oleracea L. Aurantiamide acetate has anti-inflammatory activities and can be used for the study of  inflammatory diseases[1][2].
Related Catalog
In Vitro Aurantiamide acetate inhibits cathepsin L (3.4.22.15) and cathepsin B (3.4.22.1) with IC50 of 12 μM and 49 μM, respectiveiy[1].
References

[1]. K Isshiki, et al.  Aurantiamide Acetate, a Selective Cathepsin Inhibitor, Produced by Aspergillus Penicilloides. Biosci Biotechnol Biochem. 2001 May;65(5):1195-7.

[2]. Chi-Su Yoon, et al. Anti-neuroinflammatory Effect of Aurantiamide Acetate From the Marine Fungus Aspergillus Sp. SF-5921: Inhibition of NF-κB and MAPK Pathways in Lipopolysaccharide-Induced Mouse BV2 Microglial Cells.Int Immunopharmacol. 2014 Dec;23(2):568-74.

Density 1.2±0.1 g/cm3
Boiling Point 716.1±60.0 °C at 760 mmHg
Molecular Formula C27H28N2O4
Molecular Weight 444.522
Flash Point 386.9±32.9 °C
Exact Mass 444.204895
PSA 84.50000
LogP 4.58
Vapour Pressure 0.0±2.3 mmHg at 25°C
Index of Refraction 1.587
Hazard Codes Xi