Description
Perakine is isolated from the root of Rauvolfia verticillata.
Synonyms
(13R)-13-Acetyloxy-7aα,2α,6α-ethan[1]yl[2]ylidene-1,2,3,4,6,7,7a,12bβ-octahydro-4α-methylindolo[2,3-a]quinolizine-3β-carbaldehyde; (17R,20α)-19-Oxo-1,2-didehydro-1-demethyl-21β-methyl-18-norajmalan-17-ol acetate
IUPAC Name
[(1R,10S,13R,14S,16S,18R)-13-formyl-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate
Molecular Formula
C21H22N2O3
Canonical SMILES
CC1C(C2CC3N1C4C2C(C5(C4)C3=NC6=CC=CC=C56)OC(=O)C)C=O
InChI
InChI=1S/C21H22N2O3/c1-10-13(9-24)12-7-16-19-21(14-5-3-4-6-15(14)22-19)8-17(23(10)16)18(12)20(21)26-11(2)25/h3-6,9-10,12-13,16-18,20H,7-8H2,1-2H3/t10-,12?,13-,16-,17-,18?,20+,21+/m0/s1
InChIKey
GDXJMOGWONJRHL-HWUILILVSA-N
Boiling Point
492.8±45.0°C (Predicted)
Density
1.59±0.1 g/cm3(Predicted)
Definition
ChEBI: An indole alkaloid having a ajmalan-type skeleton and characterised by a 17alpha-acetoxy group, a 21beta-methyl group, loss of the 1-methyl group with associated unsaturation at N(1)2C(2), and a 20alph
-formyl group in place of the 20beta-ethyl side-chain.
Uses
Perakine is an alkaloid extracted from family of rauvolfia plants which acts as an inhibitor of aldose reductase, a potent drug target for diabetes.