Allopumiliotoxin 267A

Allopumiliotoxin 267A

IUPAC name (7R,8R,8aS)-8-Methyl-6-[(2R)-2-methylhexylidene]-1,2,3,5,7,8a-hexahydroindolizine-7,8-diol
Identifiers
CAS number	73376-38-2^N
PubChem	5470308
ChemSpider	4580699^Y
Jmol-3D images	Image 1
SMILES O[C@@H]1C(=C\[C@H](C)CCCC)\CN2[C@H]([C@]1(O)C)CCC2
InChI 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 ^Y Key: LWXKAVPXEDNHLL-VRUXTKGDSA-N ^Y 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
Properties
Molecular formula	C₁₆H₂₉NO₂
Molar mass	267.41 g mol⁻¹
Hazards
Main hazards	Highly toxic
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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]

References

Toxins (enterotoxin · neurotoxin · hemotoxin · cardiotoxin · phototoxin)

Bacterial
toxins

Exotoxin

Gram
positive

Bacilli	Clostridium: tetani (Tetanospasmin) · perfringens (Alpha toxin, Enterotoxin) · difficile (A, B) · botulinum (Botox) other: Anthrax toxin · Listeriolysin O

Cocci	Streptolysin · Leukocidin (Panton-Valentine leukocidin) · Staphylococcus (Staphylococcus aureus alpha/beta/delta, Exfoliatin, Toxic shock syndrome toxin, SEB)

Actinobacteria	Cord factor · Diphtheria toxin

Gram
negative

Shiga toxin · Verotoxin/shiga-like toxin (E. coli) · E. coli heat-stable enterotoxin/enterotoxin · Cholera toxin · Pertussis toxin · Pseudomonas exotoxin · Extracellular adenylate cyclase

Mechanisms

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

Endotoxin

Lipopolysaccharide (Lipid A) · Bacillus thuringiensis delta endotoxin

Virulence
factor

Clumping factor A · Fibronectin binding protein A

Mycotoxins

Aflatoxin · Amatoxin (alpha-amanitin, beta-amanitin, · Beta-nitropropionic acid · gamma-amanitin, epsilon-amanitin) · Citrinin · Cytochalasin · Ergotamine · Fumonisin (Fumonisin B1, Fumonisin B2) · Gliotoxin · Ibotenic acid · Muscimol · Ochratoxin · Patulin · Phalloidin · Sterigmatocystin · Trichothecene · Vomitoxin · Zeranol · Zearalenone

Invertebrates

scorpion: Androctonus australis hector insect toxin, Charybdotoxin, Maurotoxin, Agitoxin, Margatoxin, Slotoxin, Scyllatoxin, Hefutoxin, Lq2, Birtoxin, Bestoxin, BmKAEP, Phaiodotoxin, Imperatoxin ·
spider: Latrotoxin (Alpha-latrotoxin) · CSTX · Cupiennins · PhTx3 · Stromatoxin · Vanillotoxin · Huwentoxin
mollusca: Conotoxin · Eledoisin · Onchidal · Saxitoxin · Tetrodotoxin

Vertebrates

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

M: TOX

gen / txn

pto

ant

This article was sourced from Creative Commons Attribution-ShareAlike License; additional terms may apply. World Heritage Encyclopedia content is assembled from numerous content providers, Open Access Publishing, and in compliance with The Fair Access to Science and Technology Research Act (FASTR), Wikimedia Foundation, Inc., Public Library of Science, The Encyclopedia of Life, Open Book Publishers (OBP), PubMed, U.S. National Library of Medicine, National Center for Biotechnology Information, U.S. National Library of Medicine, National Institutes of Health (NIH), U.S. Department of Health & Human Services, and USA.gov, which sources content from all federal, state, local, tribal, and territorial government publication portals (.gov, .mil, .edu). Funding for USA.gov and content contributors is made possible from the U.S. Congress, E-Government Act of 2002.

Crowd sourced content that is contributed to World Heritage Encyclopedia is peer reviewed and edited by our editorial staff to ensure quality scholarly research articles.

By using this site, you agree to the Terms of Use and Privacy Policy. World Heritage Encyclopedia™ is a registered trademark of the World Public Library Association, a non-profit organization.

Allopumiliotoxin 267A

Allopumiliotoxin 267A

See also

References

Suggestions

Phyllobates

Encyclopedia Article