Allopumiliotoxin 267A

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Allopumiliotoxin 267A
Names
Preferred IUPAC name
(6E,7R,8R,8aS)-8-Methyl-6-[(2R)-2-methylhexylidene]octahydroindolizine-7,8-diol
Identifiers
3D model (
JSmol
)
ChemSpider
UNII
  • InChI=1S/C16H29NO2/c1-4-5-7-12(2)10-13-11-17-9-6-8-14(17)16(3,19)15(13)18/h10,12,14-15,18-19H,4-9,11H2,1-3H3/b13-10+/t12-,14+,15-,16-/m1/s1 checkY
    Key: LWXKAVPXEDNHLL-VRUXTKGDSA-N checkY
  • InChI=1/C16H29NO2/c1-4-5-7-12(2)10-13-11-17-9-6-8-14(17)16(3,19)15(13)18/h10,12,14-15,18-19H,4-9,11H2,1-3H3/b13-10+/t12-,14+,15-,16-/m1/s1
    Key: LWXKAVPXEDNHLL-VRUXTKGDBX
  • O[C@@H]1C(=C\[C@H](C)CCCC)\CN2[C@H]([C@]1(O)C)CCC2
Properties
C16H29NO2
Molar mass 267.413 g·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Highly toxic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Allopumiliotoxin 267A is a toxin found in the skin of several

poison frogs of the family Dendrobates.[1] It is a member of the class of compounds known as allopumiliotoxins. The frogs produce the toxin by modifying the original version, pumiliotoxin 251D.[2] It has been tested on mice and found to be five times more potent than the former version. It has been produced synthetically through a variety of different routes.[3][4][5][6]

See also

References

  1. PMID 3236011
    .
  2. PMID 12960405
    .
  3. PMID 11428041
    .
  4. PMID 11848762
    .
  5. doi:10.1021/ja001440t
    .
  6. doi:10.1021/ja00077a044
    .
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