Anisatin

Anisatin
IUPAC name

4aβ,5,6a,7,8,9-Hexahydro-1α,5β,6aβ,7β-tetrahydroxy-5,9α-dimethylspiro[6H-4,9a-methanocyclopent[d]oxocin-6,3'-oxetane]-2,2'(1H)-dione
Identifiers
CAS number 5230-87-5 N
PubChem 12306850
ChemSpider 103015 Y
KEGG C09294 N
MeSH Anisatin
ChEMBL CHEMBL517697 N
3DMet B05347
Jmol-3D images Image 1
Properties
Molecular formula C15H20O8
Molar mass 328.31 g mol−1
Exact mass 328.115817616 g mol-1
log P -1.894
Acidity (pKa) 12.005
Basicity (pKb) 1.992
 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

Anisatin is an extremely toxic, insecticidally active component of the Shikimi plant.[1] It is used in folk remedies topically in Japan, but is deadly when ingested. Symptoms begin to appear about 1-6 hours after ingestion, beginning with gastrointestinal ailments, such as diarrhea, vomiting, and stomach pain, followed by nervous system excitation, seizures, loss of consciousness, and respiratory paralysis, which is the ultimate cause of death.[2]

See also

References

  1. ^ Lane, John F.; Koch, Walter T.; Leeds, Norma S.; Gorin, George (1952). "The toxin of Illicium anisatum. I. The isolation and characterization of a convulsant principle: anisatin". Journal of the American Chemical Society 74 (13): 3211–2114. doi:10.1021/ja01133a002. 
  2. ^ Naoru.com:シキミ(jpnese)