Anisatin
From Wikipedia, the free encyclopedia
Names | |
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IUPAC name
(1'S,2'R,3S,4'R,5'R,7'R,8'R,11'R)-4',5',7',11'-tetrahydroxy-2',7'-dimethyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-2,10'-dione
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Identifiers | |
5230-87-5 ![]() |
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3D model (Jmol) | Interactive image |
3DMet | B05347 |
ChEMBL | ChEMBL517697 ![]() |
ChemSpider | 103015 ![]() |
ECHA InfoCard | 100.208.646 |
KEGG | C09294 ![]() |
MeSH | Anisatin |
PubChem | 12306850 |
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Properties | |
C15H20O8 | |
Molar mass | 328.32 g·mol−1 |
log P | -1.894 |
Acidity (pKa) | 12.005 |
Basicity (pKb) | 1.992 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references | |
Anisatin is an extremely toxic, insecticidally active component of the Shikimi plant.[1] It is used in folk remedies topically in Japan. Lethal dose = 1 mg/kg (i.p.) in mice. [2] 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.[3]
References[edit]
- ^ 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.
- ^ Kouno, J Chem Soc Perkin Trans 1:1537 1988
- ^ Naoru.com:シキミ(Japanese)
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