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Anisatin

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Title: Anisatin  
Author: World Heritage Encyclopedia
Language: English
Subject: N4-Chloroacetylcytosine arabinoside, GABA transaminase inhibitor, (1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid, Gabaculine, GABA receptor antagonist
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Anisatin

Anisatin
Stereo skeletal formula of anisatin
Names
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
Identifiers
 N
3DMet
ChEMBL  N
ChemSpider  YesY
Jmol-3D images Image
KEGG  N
MeSH
PubChem
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).
 N  (: YesY/N?)

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]

See also

References

  1. ^
  2. ^ Kouno, J Chem Soc Perkin Trans 1:1537 1988
  3. ^ Naoru.com:シキミ(jpnese)


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