Samandarin

Samandarin

IUPAC name (2S,5R,5aS,5bS,7aR,9S,10aS,10bS,12aR)-Octadecahydro-5a,7a-dimethyl-2,5-epoxycyclopenta[5,6]naphth[1,2d]azepin-9-ol
Other names Samandarin Samandarine
Identifiers
CAS number	467-51-6
ChemSpider	16736008^Y
ChEBI	CHEBI:36324^Y
Jmol-3D images	Image 1
SMILES O[C@H]5C[C@@H]2[C@](C)(CC[C@@H]1[C@@]3(C)[C@@H]4CN[C@H](C[C@H]3CC[C@H]12)O4)C5
InChI InChI=1S/C19H31NO2/c1-18-6-5-14-13(15(18)8-12(21)9-18)4-3-11-7-17-20-10-16(22-17)19(11,14)2/h11-17,20-21H,3-10H2,1-2H3/t11-,12+,13-,14+,15+,16+,17+,18-,19+/m1/s1^Y Key: HJCSQOSWSRPBOU-XTXNWKRWSA-N^Y
Properties
Molecular formula	C₁₉H₃₁N O₂
Molar mass	305.45 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

Samandarin is the main steroidal alkaloid of the skin glands of the fire salamander (Salamandra salamandra). It is extremely toxic, causing strong muscle convulsions and high blood pressure combined with hyperventilation in vertebrates.

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.