Samandaridine

Samandaridine
Names
Preferred IUPAC name
(2S,5R,5aS,5bS,7aS,7bR,10aS,11aS,11bS,13aR)-5a,7a-Dimethyloctadecahydro-2,5-epoxyfuro[3′′,2′′:3′,4′]cyclopenta[1′,2′:5,6]naphtho[1,2-d]azepin-9(1H)-one
Other names
Samandaridine
Samandaridin
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C21H31NO3/c1-20-6-5-13-12(14(20)8-16-15(20)9-19(23)24-16)4-3-11-7-18-22-10-17(25-18)21(11,13)2/h11-18,22H,3-10H2,1-2H3/t11-,12-,13+,14+,15+,16+,17+,18+,20+,21+/m1/s1 checkY
    Key: GUSZSGSYIVZEDM-MZDLDJOOSA-N checkY
  • InChI=1S/C21H31NO3/c1-20-6-5-13-12(14(20)8-16-15(20)9-19(23)24-16)4-3-11-7-18-22-10-17(25-18)21(11,13)2/h11-18,22H,3-10H2,1-2H3/t11-,12-,13+,14+,15+,16+,17+,18+,20+,21+/m1/s1
    Key: GUSZSGSYIVZEDM-MZDLDJOOBD
  • Key: GUSZSGSYIVZEDM-MZDLDJOOSA-N
  • O=C2C[C@@H]3[C@@]4(C)CC[C@@H]1[C@@]5(C)[C@@H]6CN[C@H](C[C@H]5CC[C@H]1[C@@H]4C[C@@H]3O2)O6
Properties
C21H31NO3
Molar mass 345.483 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Samandaridine is an extremely toxic alkaloid produced by the skin glands of various salamanders.[1]

See also

References

  1. ^ Schöpf, C.; Koch, K. (1942). "Über Samandaron und Samandaridin, Nebenalkaloide im Gift des Feuer- und Alpensalamanders" [Salamander alkaloids. II. Samandarone and samandaridine, secondary alkaloids in the poison of the fire and alpine salamanders]. Justus Liebigs Annalen der Chemie. 552 (1): 37–61. doi:10.1002/jlac.19425520103.


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