Samandaridine

Samandaridine
Names

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^N
3D model (Jmol)	Interactive image
ChemSpider	21106478^Y
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 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
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
Properties
Chemical formula	C₂₁H₃₁NO₃
Molar mass	345.48 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 ^YN ?)
Infobox references

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

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.

Clostridium:	tetani Tetanospasmin Tetanolysin perfringens Alpha toxin Enterotoxin difficile A B botulinum Botox

other:	Anthrax toxin Listeriolysin O

Streptolysin Leukocidin Panton-Valentine leukocidin

Staphylococcus	Staphylococcus aureus alpha/beta/delta Exfoliatin Toxic shock syndrome toxin Staphylococcal Enterotoxin B (SEB)

Plant toxins

scorpion:	Androctonus australis hector insect toxin Charybdotoxin Maurotoxin Agitoxin Margatoxin Slotoxin Scyllatoxin Hefutoxin HgeTx1 HsTx1 Lq2 Birtoxin Bestoxin BmKAEP Phaiodotoxin Imperatoxin Pi3

spider:	Latrotoxin Alpha-latrotoxin CSTX Cupiennins PhTx3 Stromatoxin Vanillotoxin Huwentoxin

mollusca:	Conotoxin Eledoisin Onchidal Saxitoxin Tetrodotoxin

fish:	Ciguatera Tetrodotoxin

amphibian:	(+)-Allopumiliotoxin 267A Batrachotoxin Bufotoxins Arenobufagin Bufotalin Bufotenin Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin

reptile/snake venom:	Bungarotoxin Alpha-Bungarotoxin Beta-Bungarotoxin Calciseptine Taicatoxin Calcicludine Cardiotoxin III

note: some toxins are produced by lower species and pass through intermediate species

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