Dehydrosecodine

Dehydrosecodine is a terpene indole alkaloid. The compound is believed to be an unstable O-acetylated secodine type intermediate in the formation of catharanthine and tabersonine from stemmadenine.^[1] The enzymes involved forming dehydrosecodine or utilizing it as a substrate for further chemical reactions are currently unknown.

Dehydrosecodine

Names
Preferred IUPAC name Methyl 2-{{#parsoidfragment:0}}{3-[2-(5-ethylpyridin-1(2H)-yl)ethyl]-1H-indol-2-yl}prop-2-enoate
Other names Methyl 2-{{#parsoidfragment:1}}{3-[2-(5-ethyl-1(2H)-pyridinyl)ethyl]-1H-indol-2-yl}acrylate
Identifiers
3D model (JSmol)	Interactive image
ChEBI	CHEBI:146301
ChemSpider	29763446
PubChem CID	71768213
CompTox Dashboard (EPA)	DTXSID201032252
InChI InChI=1S/C21H24N2O2/c1-4-16-8-7-12-23(14-16)13-11-18-17-9-5-6-10-19(17)22-20(18)15(2)21(24)25-3/h5-10,14,22H,2,4,11-13H2,1,3H3 Key: FGHJSNGBTCVANJ-UHFFFAOYSA-N InChI=1/C21H24N2O2/c1-4-16-8-7-12-23(14-16)13-11-18-17-9-5-6-10-19(17)22-20(18)15(2)21(24)25-3/h5-10,14,22H,2,4,11-13H2,1,3H3 Key: FGHJSNGBTCVANJ-UHFFFAOYAS
SMILES CCC1=CN(CC=C1)CCc2c3ccccc3[nH]c2C(=C)C(=O)OC
Properties
Chemical formula	C21H24N2O2
Molar mass	336.435 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