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Venenatine

Chemical compound From Wikipedia, the free encyclopedia

Venenatine is an indole alkaloid that was first isolated from Alstonia venenata in 1964.[1] It is also found in A. macrophylla and A. scholaris.[2] It appears to have antifungal properties[3] and has been synthesized.[4][5] Venenatine inhibits the p300 histone acetyltransferase enzyme.[6]

Quick facts Names, Identifiers ...
Venenatine
Names
IUPAC name
methyl (1R,15S,18R,19S,20S)-18-hydroxy-8-methoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C22H28N2O4/c1-27-18-5-3-4-15-19(18)13-8-9-24-11-12-6-7-17(25)20(22(26)28-2)14(12)10-16(24)21(13)23-15/h3-5,12,14,16-17,20,23,25H,6-11H2,1-2H3/t12-,14+,16-,17-,20+/m1/s1
    Key: WMMZYEBFJWWUJX-YCSGKXEJSA-N
  • COC1=CC=CC2=C1C3=C(N2)[C@H]4C[C@H]5[C@H](CC[C@H]([C@H]5C(=O)OC)O)CN4CC3
Properties
C22H28N2O4
Molar mass 384.5
Hazards
Lethal dose or concentration (LD, LC):
176 mg/kg (mouse, intraperitoneal)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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