Picrinine

Names

[ Name ]:
Picrinine

[Synonym ]:
2H,12H-6,12a-Epoxy-2,7a-methanoindolo[2,3-a]quinolizine-14-carboxylic acid, 3-ethylidene-1,3,4,6,7,12b-hexahydro-, methyl ester, (2R,3E,6S,7aR,12aR,12bS,14R)-
deacetyl-deformopicraline
desacetyldesformopicraline
Methyl (2α,5α,19E)-1,2-dihydro-2,5-epoxyakuammilan-17-oate
Picrinine
vincaridine
2Alpha,5Alpha-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester

Biological Activity

[Description]:

Picrinine, an akuammiline alkaloid, is isolated from the leaves of Alstonia scholaris. Picrinine exhibits anti-inflammatory activity through inhibition of the 5-lipoxygenase enzyme[1].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Metabolic Enzyme/Protease >> 5-Lipoxygenase

[Target]

5-Lipoxygenase

[References]

[1]. Smith JM, et, al. Total synthesis of the akuammiline alkaloid picrinine. J Am Chem Soc. 2014 Mar 26;136(12):4504-7.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
501.1±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₀H₂₂N₂O₃

[ Molecular Weight ]:
338.400

[ Flash Point ]:
256.9±30.1 °C

[ Exact Mass ]:
338.163055

[ PSA ]:
50.80000

[ LogP ]:
2.49

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.677

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds

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