Description
Tabersonine is a natural alkaloid which is foud from Amsonia tabernaemontana, Amsonia angustifolia, Voacanga africana and v. many other spp.
Synonyms
Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-, methyl ester, (5α,12R,19α)-; 1H-Indolizino[8,1-cd]carbazole-5-carboxylic acid, 3a-ethyl-3a,4,6,11,12,13a-hexahydro-, methyl ester; Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-, methyl ester, (5α,12β,19α)-; (-)-Tabersonine; Tabersonin
IUPAC Name
methyl (1R,12R,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate
Molecular Formula
C21H24N2O2
Canonical SMILES
CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC
InChI
InChI=1S/C21H24N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-9,19,22H,3,10-13H2,1-2H3/t19-,20-,21-/m0/s1
InChIKey
FNGGIPWAZSFKCN-ACRUOGEOSA-N
Boiling Point
488.7±45.0°C at 760 mmHg
Solubility
Soluble in Chloroform (Slightly), Ethanol (Slightly, Sonicated), Ethyl Acetate (Slightly)
Appearance
Light Yellow to Dark Yellow Solid
Storage
Store at -20°C under inert atmosphere
Definition
ChEBI: A monoterpenoid indole alkaloid with cytotoxic activity.
Stability
Light Sensitive
Uses
(-)-Tabersonine is one of the terpenoid indole alkaloids (TIAs) from Catharanthus roseus. (-)-Tabersonine shows hypotensive activity, anti-tumor activity, hypoglycemic, diuretic activity.