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Akuammidine

Names

[ CAS No. ]:
639-36-1

[ Name ]:
Akuammidine

[Synonym ]:
Methyl (15α,19E)-17-hydroxysarpagan-16-carboxylate
Sarpagan-16-carboxylic acid, 17-hydroxy-, methyl ester, (15α)-

Biological Activity

[Description]:

Akuammidine, isolated from the seeds of Picralima nitida, shows a preference for μ-opioid binding sites with Ki values of 0.6, 2.4 and 8.6 μM at μ-, σ- and κ-opioid binding sites, respectively. Akuammidine possesses anti-inflammatory and anti-asthmatic properties[1][2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Opioid Receptor
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Neuronal Signaling >> Opioid Receptor
Research Areas >> Neurological Disease

[In Vitro]

Akuammidine treatment decreases the expression of IL-6 in cells[1][2].

[References]

[1]. Yuanyuan Hou, et al. Microfractionation Bioactivity-Based Ultra Performance Liquid Chromatography/Quadrupole Time-Of-Flight Mass Spectrometry for the Identification of Nuclear factor-κB Inhibitors and β2 Adrenergic Receptor Agonists in an Alkaloidal Extract of the Folk Herb Alstonia Scholaris. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Nov 1;908:98-104.

[2]. J R Menzies, et al. Opioid Activity of Alkaloids Extracted From Picralima Nitida (Fam. Apocynaceae). Eur J Pharmacol. 1998 May 29;350(1):101-8.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
513.0±50.0 °C at 760 mmHg

[ Melting Point ]:
243-246℃

[ Molecular Formula ]:
C21H24N2O3

[ Molecular Weight ]:
352.427

[ Flash Point ]:
264.0±30.1 °C

[ Exact Mass ]:
352.178680

[ PSA ]:
65.56000

[ LogP ]:
2.99

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.683

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds