samandarin
Sign in to saveAlso known as (1R,2S,3S,6R,8S,10S,11S,14R,16S)-2,6-dimethyl-19-oxa-17-azapentacyclo[14.2.1.02,14.03,11.06,10]nonadecan-8-ol
Samandarin or Samandarine is the main steroidal alkaloid secreted by the fire salamander (Salamandra salamandra). The compound is extremely toxic (LD50 = 70 μg/kg in mice). Poisoning can cause convulsions, respiratory paralysis, and eventual death. Samandarin is also believed to be the active ingredient in Salamander brandy, a Slovenian traditional medicinal alcoholic drink with purported hallucinogenic and aphrodisiac effects.
Wikidata facts
- Mass
- 305.235479232
Show 4 more facts
- chemical formula
- C₁₉H₃₁NO₂
- Commons category
- Samandarin
- isomeric SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@@H](C2)O)CC[C@H]4[C@@]3([C@@H]5CN[C@H](C4)O5)C
- canonical SMILES
- OC1CC2C3CCC4CC5OC(CN5)C4(C)C3CCC2(C)C1
Sources (2)
via Wikidata · CC0
~10 min read
Article
10 sectionsContents
- Samandarine family
- History
- Discovery
- Use in Salamander Brandy
- Biological effects
- Synthesis
- By the salamander
- In the lab
- See also
- References
Samandarin or Samandarine is the main steroidal alkaloid secreted by the fire salamander (Salamandra salamandra). The compound is extremely toxic (LD50 = 70 μg/kg in mice). Poisoning can cause convulsions, respiratory paralysis, and eventual death. Samandarin is also believed to be the active ingredient in Salamander brandy, a Slovenian traditional medicinal alcoholic drink with purported hallucinogenic and aphrodisiac effects.
==Samandarine family== center|thumb|upright=1.5|Nine isolated compounds in the samandarine family. thumb|upright=1.0|right|Fire salamander (Salamandra salamandra).