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Hirsuteine

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Hirsuteine
Names
IUPAC name Methyl (16E)-17-methoxy-3β-coryna-16,18-diene-16-carboxylate
Systematic IUPAC name Methyl (2E)-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/h4-8,13-14,17,20,23H,1,9-12H2,2-3H3/b18-13+/t14-,17-,20+/m0/s1Key: TZUGIFAYWNNSAO-AZQGJTAVSA-N
SMILES
  • CO/C=C(\1C2C3=C(CCN2C1C=C)C4=CC=CC=C4N3)/C(=O)OC
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

Hirsuteine is an alkaloid isolated from Uncaria and found in Yokukansan. Hirsuteine is an in vitro antagonist of nicotinic receptors.

References

  1. Watano, T; Nakazawa, K; Obama, T; Mori, M; Inoue, K; Fujimori, K; Takanaka, A (1993). "Non-competitive antagonism by hirsuteine of nicotinic receptor-mediated dopamine release from rat pheochromocytoma cells". Japanese Journal of Pharmacology. 61 (4): 351–6. doi:10.1254/jjp.61.351. PMID 8320880.
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