Vomilenine

Vomilenine

Names
IUPAC name [(1R,10S,12R,13E,14R,16S,18R)-13-Ethylidene-14-hydroxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate
Other names 21α-Hydroxy-22-norajmala-1,19-dien-17α-yl acetate
Identifiers
CAS Number	6880-50-8
3D model (JSmol)	Interactive image
ChEBI	CHEBI:16408
ChemSpider	10128107
KEGG	C01761
PubChem CID	11953806
UNII	C9L2GUG8W2  Y
CompTox Dashboard (EPA)	DTXSID601046419
InChI InChI=1S/C21H22N2O3/c1-3-11-12-8-15-18-21(13-6-4-5-7-14(13)22-18)9-16(23(15)20(11)25)17(12)19(21)26-10(2)24/h3-7,12,15-17,19-20,25H,8-9H2,1-2H3/b11-3+/t12-,15-,16-,17?,19+,20+,21+/m0/s1 Key: BERYBAUEDCRDKM-FDHUPVAHSA-N
SMILES C/C=C/1\[C@@H]2C[C@H]3C4=NC5=CC=CC=C5[C@]46C[C@@H](C2[C@H]6OC(=O)C)N3[C@@H]1O
Properties
Chemical formula	C21H22N2O3
Molar mass	350.418 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Vomilenine is an alkaloid that is an intermediate chemical in the biosynthesis of ajmaline. ^[1]

References

1. von Schumann, Gerald; Gao, Shujuan; Stöckigt, Joachim (2002). "Vomilenine reductase--a novel enzyme catalyzing a crucial step in the biosynthesis of the therapeutically applied antiarrhythmic alkaloid ajmaline". Bioorg Med Chem. 10 (6): 1913–1918. doi:10.1016/s0968-0896(01)00435-7. PMID   11937349.