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Geissoschizine methyl ether

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Geissoschizine methyl ether
Names
Preferred IUPAC name Methyl (2Z)-2-quinolizin-2-yl]-3-methoxyprop-2-enoate
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
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/s1Key: VAMJZLUOKJRHOW-XEASWFAXSA-N
SMILES
  • C/C=C\1/CN2CCC3=C(2C1/C(=C/OC)/C(=O)OC)NC4=CC=CC=C34
Properties
Chemical formula C22H26N2O3
Molar mass 366.461 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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

References

  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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