4,21-Dehydrogeissoschizine

4,21-Dehydrogeissoschizine
Names
	IUPAC name (16Z)-17-Hydroxy-16-(methoxycarbonyl)-4,16,17,19,20,21-hexadehydro-17,18-seco-4λ5-yohimban-4-ylium
	Preferred IUPAC name (2S,3E,12bS)-3-Ethylidene-2-[(1Z)-1-hydroxy-3-methoxy-3-oxoprop-1-en-2-yl]-2,3,6,7,12,12b-hexahydro-1H-5λ5-indolo[2,3-a]quinolizin-5-ylium
Identifiers
CAS Number	73385-56-5;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17294;
ChemSpider	4444227;
PubChem CID	5280619;
UNII	Z3D2Q8C832 ;
CompTox Dashboard (EPA)	DTXSID90415063 ;
	InChI InChI=1S/C21H22N2O3/c1-3-13-11-23-9-8-15-14-6-4-5-7-18(14)22-20(15)19(23)10-16(13)17(12-24)21(25)26-2/h3-7,11-12,16,19,22H,8-10H2,1-2H3/p+1/b13-3-/t16-,19-/m0/s1 Key: CUHFIPBCFIPFJM-JXSBNBLESA-O; InChI=1/C21H22N2O3/c1-3-13-11-23-9-8-15-14-6-4-5-7-18(14)22-20(15)19(23)10-16(13)17(12-24)21(25)26-2/h3-7,11-12,16,19,22H,8-10H2,1-2H3/p+1/b13-3-/t16-,19-/m0/s1 Key: CUHFIPBCFIPFJM-XNRICKBFBB;
	SMILES [H][C@@]12C[C@H](\C(=C\O)C(=O)OC)\C(=C/C)C=[N+]1CCC1=C2NC2=CC=CC=C12;
Properties
Chemical formula	C21H23N2O3
Molar mass	351.426 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

4,21-Dehydrogeissoschizine is a terpene indole alkaloid.^[1] It is believed to be the precursor leading to the formation of the aspidosperma, corynanthe, and iboga classes of terpene indole alkaloids.

References

^ Rueffer, Martina; Kan-Fan, Christiane; Husson, Henri-Phillipe; Stöckigt, Joachim; Zenk, Meinhart H (1979). "4,21-Dehydrogeissoschizine, an intermediate in heteroyohimbine alkaloid biosynthesis". J. Chem. Soc., Chem. Commun. (22): 1016–1018. doi:10.1039/C39790001016.

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