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
CAS Number	6384-73-2^N
3D model (JSmol)	Interactive image
ChemSpider	21106478^Y
PubChem CID	12315225
UNII	WCB49WL3GW^Y
CompTox Dashboard (EPA)	DTXSID80894767
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	345.483 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 ^YN ?) Infobox references

Chemical compound

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

See also

Samandarin

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

Dorlands Medical Dictionary

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Toxins
- cardiotoxin
- cytotoxin
- enterotoxin
- hemotoxin
- hepatotoxin
- neurotoxin
- phototoxin

Bacterial
toxins

Gram
positive

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)

Gram
negative

type I
- Superantigen
type II
- Pore-forming toxin
type III
- AB toxin/AB5

Lipopolysaccharide
- Lipid A
Bacillus thuringiensis delta endotoxin
- Cry1Ac
- Cry3Bb1
Other B. thuringiensis toxins
- Cry6Aa
- Cry34Ab1

Virulence
factor

Aflatoxin
Amatoxin (alpha-amanitin, beta-amanitin, gamma-amanitin, epsilon-amanitin)
beta-Nitropropionic acid
Citrinin
Cytochalasin
Ergotamine
Fumonisin (Fumonisin B1, Fumonisin B2, Fumonisin B3, Fumonisin B4)
Gliotoxin
Ibotenic acid
Lolitrem B
Muscimol
Orellanine
Ochratoxin
Patulin
Phalloidin
Sterigmatocystin
Trichothecene
Vomitoxin
Zeranol
Zearalenone

Plant toxins

Invertebrate
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

Vertebrate
toxins

Fish:	Ciguatoxin Tetrodotoxin
Amphibian:	(+)-Allopumiliotoxin 267A Batrachotoxin Bufotoxins Arenobufagin Bufotalin Bufotenin Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB
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

Category

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