Chemical compound (steroidal alkaloid)
Samandarin
Names
Preferred IUPAC name
(2S ,5R ,5aS ,5bS ,7aR ,9S ,10aS ,10bS ,12aR )-5a,7a-Dimethyloctadecahydro-2,5-epoxycyclopenta[5,6]naphtho[1,2-d ]azepin-9-ol
Other names
Samandarine
Identifiers
CAS Number
467-51-6 N
3D model (JSmol)
3DMet
ChEBI
CHEBI:36324 Y
ChemSpider
16736008 Y
KEGG
C19950 Y
UNII
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 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
Key: HJCSQOSWSRPBOU-XTXNWKRWBO
Key: HJCSQOSWSRPBOU-XTXNWKRWSA-N
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
Properties
Chemical formula
C 19 H 31 N O 2
Molar mass
305.462 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Samandarin or Samandarine is the main steroidal alkaloid secreted by the fire salamander (Salamandra salamandra ).[1] The compound is extremely toxic (LD50 = 70 µg/kg in mice).[2] Poisoning can cause convulsions, respiratory paralysis, and eventual death.[3] Samandarin is also believed to be the active ingredient in Salamander brandy, a Slovenian drink with purported hallucinogenic and aphrodisiac effects.[4]
^ Cite error: The named reference best
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^ Cite error: The named reference daly
was invoked but never defined (see the help page).
^ Blyth, A. W. (1895). Poisons, Their Effects and Detection (4 ed.). London: Charles Griffin and Company, Limited. pp. 483–484.
^ Cite error: The named reference kozorog
was invoked but never defined (see the help page).
Last Update: 2024-02-05T19:40:58Z
Samandarin or Samandarine is the main steroidal alkaloid secreted by the fire salamander (Salamandra salamandra). The compound is extremely toxic (LD50...
Word Count : 1740
Last Update: 2024-05-09T14:40:13Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 10034
Last Update: 2024-05-15T01:08:46Z
involved in cave adaptation. The fire salamander's primary alkaloid toxin, samandarin , causes strong muscle convulsions and hypertension combined with hyperventilation...
Word Count : 3475
Last Update: 2024-03-16T04:31:24Z
some other organisms at all. Samandarin possesses a distinctive oxazolidine structure within the A ring. Besides samandarin , there are several other steroid...
Word Count : 2495
Last Update: 2023-10-27T21:17:21Z
extremely toxic alkaloid produced by the skin glands of various salamanders. Samandarin Schöpf, C.; Koch, K. (1942). "Über Samandaron und Samandaridin, Nebenalkaloide...
Word Count : 68
Last Update: 2024-05-08T02:57:55Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 11725
Last Update: 2024-05-05T13:48:54Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 5691
Last Update: 2024-05-09T16:07:57Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 6619
Last Update: 2024-01-29T06:58:01Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 2060
Last Update: 2024-04-24T15:34:54Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 3414
Last Update: 2024-05-14T16:57:13Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 3999
Last Update: 2024-01-31T18:21:34Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 2608
Last Update: 2024-02-19T22:02:57Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 3574
Last Update: 2024-03-08T06:41:32Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 9712
Last Update: 2024-05-06T06:03:34Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 6752
Last Update: 2024-01-06T20:44:48Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 421
Last Update: 2024-04-28T16:42:15Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 2462
Last Update: 2024-03-25T07:36:30Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 1871
Last Update: 2024-02-24T11:55:22Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 7589
Last Update: 2024-05-08T02:27:05Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 2351
Last Update: 2024-04-21T01:13:30Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 2189
Last Update: 2024-05-11T16:22:19Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 6441
Last Update: 2023-12-17T16:54:54Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 261
Last Update: 2024-03-28T04:35:06Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 4507
Last Update: 2024-04-19T05:29:12Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 5941
Last Update: 2024-03-31T21:55:08Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 1150
Last Update: 2024-05-12T00:40:10Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 908
Last Update: 2024-04-25T13:38:09Z
Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin Zetekitoxin AB Reptile/ Snake venom: Bungarotoxin...
Word Count : 476