Anisatin

Anisatin
Names
	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 ;
3D model (JSmol)	Interactive image;
3DMet	B05347;
ChEMBL	ChEMBL517697 ;
ChemSpider	103015 ;
ECHA InfoCard	100.208.646
KEGG	C09294 ;
MeSH	Anisatin
PubChem CID	12306850;
CompTox Dashboard (EPA)	DTXSID6058396 ;
	InChI InChI=1S/C15H20O8/c1-6-3-7(16)15(21)13(6)4-8(23-10(18)9(13)17)12(2,20)14(15)5-22-11(14)19/h6-9,16-17,20-21H,3-5H2,1-2H3/t6-,7-,8-,9+,12+,13+,14+,15-/m1/s1 Key: GEVWHIDSUOMVRI-QWNPAUMXSA-N ;
	SMILES O=C1OC[C@]14[C@@]2(O)[C@H](O)C[C@H]([C@]23C[C@@H](OC(=O)[C@@H]3O)[C@@]4(O)C)C;
Properties
Chemical formula	C15H20O8
Molar mass	328.317 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). verify (what is ?) 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]

References

^ 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Naoru.com:シキミ(jpnese)

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