Geissoschizine methyl ether

For research use only. Not for therapeutic Use.

  • CAT Number: R072512
  • CAS Number: 60314-89-8
  • Molecular Formula: C22H26N2O3
  • Molecular Weight: 366.45
  • Purity: ≥95%
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Geissoschizine methyl ether, a major indole alkaloid found in Uncaria hook, is a major active component of Yokukansan with psychotropic effects. Geissoschizine methyl ether is potent 5-HT1A receptor agonist[1][2].


Catalog Number R072512
CAS Number 60314-89-8
Synonyms

methyl (Z)-2-[(2S,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate

Molecular Formula C22H26N2O3
Purity ≥95%
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
InChIKey VAMJZLUOKJRHOW-XEASWFAXSA-N
SMILES CC=C1CN2CCC3=C(C2CC1C(=COC)C(=O)OC)NC4=CC=CC=C34
Reference

[1]. Matsumoto T, et al. In vitro identification of human cytochrome P450 isoforms involved in the metabolism of Geissoschizine methyl ether, an active component of the traditional Japanese medicine Yokukansan. Xenobiotica. 2016;46(4):325-34.
 [Content Brief]

[2]. Nishi A, et al. Geissoschizine methyl ether, an alkaloid in Uncaria hook, is a potent serotonin ₁A receptor agonist and candidate for amelioration of aggressiveness and sociality by yokukansan. Neuroscience. 2012 Apr 5;207:124-36.
 [Content Brief]

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