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Imperialin

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Imperialin
Names
IUPAC name 3β,20β-Dihydroxy-5α,17β-cevan-6-one
Systematic IUPAC name (3S,4aS,6aS,6bS,8aR,9S,9aS,12S,15aS,15bR,16aS,16bR)-3,9-Dihydroxy-9,12,16b-trimethyldocosahydrobenzoindenopyridoisoquinolin-5(1H)-one
Other names Imperialine; Sipeimine; Kashmirine; (3β,5α,17β)-3,20-Dihydroxycevan-6-one
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21+,22-,23+,25-,26+,27-/m0/s1Key: IQDIERHFZVCNRZ-LRCDAWNTSA-N
SMILES
  • C1CC2(3CC4(3CN2C1)C54CC(=O)65(CC(C6)O)C)(C)O
Properties
Chemical formula C27H43NO3
Molar mass 429.645 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Imperialin (imperialine or peiminine) is an alkaloid found in the bulbs of species of the genus Fritillaria, where it occurs to the extent of 0.1 - 2.0%. In humans it may cause spasms, vomiting, hypotension and cardiac arrest.

Management

Inducing vomiting and administering activated charcoal. Spasmolytics may be required.

References

  1. "Peiminine". PubChem. Retrieved 24 January 2014.
  2. Reichl, Franz-Xaver; Leonard Ritter (2010). Illustrated Handbook of Toxicology. Thieme. ISBN 313149591X. Retrieved 18 March 2014.
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