Geissoschizine methyl ether

Geissoschizine methyl ether
Names
	Preferred IUPAC name Methyl (2Z)-2-[(2S,3E,12bS)-3-ethylidene-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
Identifiers
CAS Number	60314-89-8 ;
3D model (JSmol)	Interactive image;
ChemSpider	4947088;
PubChem CID	6443046;
UNII	TNN2THT2NX ;
CompTox Dashboard (EPA)	DTXSID101045604 ;
	InChI InChI=1S/C22H26N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h4-8,13,17,20,23H,9-12H2,1-3H3/b14-4-,18-13-/t17-,20-/m0/s1 Key: VAMJZLUOKJRHOW-XEASWFAXSA-N;
	SMILES C/C=C\1/CN2CCC3=C([C@@H]2C[C@@H]1/C(=C/OC)/C(=O)OC)NC4=CC=CC=C34;
Properties
Chemical formula	C22H26N2O3
Molar mass	366.461 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

Geissoschizine methyl ether is an alkaloid contained in the kampo medicine Yokukansan. Geissoschizine methyl ether has an antagonistic effect on 5-HT₇ receptors.^[1]

References

^ Ueki, T; Nishi, A; Imamura, S; Kanno, H; Mizoguchi, K; Sekiguchi, K; Ikarashi, Y; Kase, Y (2013). "Effects of geissoschizine methyl ether, an indole alkaloid in Uncaria hook, a constituent of yokukansan, on human recombinant serotonin(7) receptor". Cellular and Molecular Neurobiology. 33 (1): 129–35. doi:10.1007/s10571-012-9878-3. PMID 22968712. S2CID 16204547.

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[1] Ueki, T; Nishi, A; Imamura, S; Kanno, H; Mizoguchi, K; Sekiguchi, K; Ikarashi, Y; Kase, Y (2013). "Effects of geissoschizine methyl ether, an indole alkaloid in Uncaria hook, a constituent of yokukansan, on human recombinant serotonin(7) receptor". Cellular and Molecular Neurobiology. 33 (1): 129–35. doi:10.1007/s10571-012-9878-3. PMID 22968712. S2CID 16204547.

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