Anisatin

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
CAS Number	5230-87-5 N
3D model (Jmol)	Interactive image
3DMet	B05347
ChemSpider	103015 Y
ECHA InfoCard	100.208.646
KEGG	C09294 N
MeSH	Anisatin
PubChem CID	12306850
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 N Key: GEVWHIDSUOMVRI-QWNPAUMXSA-N Y
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	328.32 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  (what is YN ?)
Infobox references

Anisatin is an extremely toxic, insecticidally active component of the Shikimi plant. It is used in folk remedies topically in Japan. Lethal dose = 1 mg/kg (i.p.) in mice. 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.