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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
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
Y Key: GUSZSGSYIVZEDM-MZDLDJOOSA-N
Y 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
C 21 H 31 N O 3
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).
Chemical compound
Samandaridine is an extremely
toxic
alkaloid produced by the
skin
glands of various
salamanders .
[1]
See also
References
^ 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 .
External links