Samandaridine

Samandaridine

IUPAC name (2S,5R,5aS,5bS,7aS,7bR,10aS,11aS,11bS,13aR)-Octadecahydro-5a,7a-dimethyl-2,5-epoxyfuro[3,2:3',4']cyclopenta[1',2':5,6]naphth[1,2-d]azepin-9(1H)-one
Other names Samandaridine Samandaridin
Identifiers
CAS number	6384-73-2
ChemSpider	21106478^Y
Jmol-3D images	Image 1
SMILES 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
InChI 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^Y Key: GUSZSGSYIVZEDM-MZDLDJOOSA-N^Y
Properties
Molecular formula	C₂₁H₃₁N O₃
Molar mass	345.48 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

References

"Salamander alkaloids. II. Samandarone and samandaridine, secondary alkaloids in the poison of the fire and alpine salamanders." Schopf, C.; Koch, K. Ann. (1942), 552 37-61.