Evodiamine

• Catalog No.: Bio-0038
• CAS Number: 518-17-2
• M. F.: C19H17N3O
• M. W.: 303.35778

SYNONYMS

• IUPAC name: (1S)-21-methyl-3,13,21-triazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8,15(20),16,18-heptaen-14-one
• IUPAC Traditional name: (1S)-21-methyl-3,13,21-triazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8,15(20),16,18-heptaen-14-one

DATABASE IDS

• CAS Number: 518-17-2

PROPERTIES

• Application(s): Diuretic and diaphoretic agent
• Biological Source: A major component of the Chinese drug Wou-chou-yu (the dried fruit of Evodia rutaecarpa ). Also present in Araliopsis tabouensis (Rutaceae, Araliaceae)
• Mechanism of Action: May interact with UCP1, which is a thermogenic protein that allows energy to be burned as heat

REFERENCES

• Chatterjee, A. et al., Tetrahedron, 1959, 7, 257, (isol)
• Gopinath, K.W. et al., Tetrahedron, 1960, 8, 293, (isol)
• Yamazaki, M. et al., Tet. Lett., 1966, 3221; 1967, 3317, (biosynth)
• Tams, J. et al., Acta Chim. Acad. Sci. Hung., 1976, 89, 85, (ms)
• Kametani, T. et al., J.A.C.S., 1976, 98, 6186, (synth, ir, uv, pmr, ms)
• Danieli, B. et al., Heterocycles, 1978, 9, 803, (synth)
• Danieli, B. et al., Experientia, 1979, 35, 156, (isol, uv, cd, ir, pmr, ms, abs config, synth, 7-Carboxyevodiamine)
• Danieli, B. et al., Chem. Comm., 1982, 1092, (synth, cd, abs config)
• Bergman, J. et al., J.O.C., 1985, 50, 1246, (synth)
• Kobayashi, Y. et al., Planta Med., 2000, 66, 526-530, (activity)