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Scilliroside

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Scilliroside
Names
IUPAC name 6β-(Acetyloxy)-3β-(β-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide
Systematic IUPAC name (1R,3aR,3bS,5R,7S,9aR,9bR,11aR)-3a,3b-Dihydroxy-9a,11a-dimethyl-1-(2-oxo-2H-pyran-5-yl)-7-{oxy}-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopentaphenanthren-5-yl acetate
Other names (3β,6β)-6-(Acetyloxy)-3-(β-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.344 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C32H44O12/c1-16(34)42-21-13-31(39)23(8-10-30(3)19(7-11-32(30,31)40)17-4-5-24(35)41-15-17)29(2)9-6-18(12-20(21)29)43-28-27(38)26(37)25(36)22(14-33)44-28/h4-5,12,15,18-19,21-23,25-28,33,36-40H,6-11,13-14H2,1-3H3/t18-,19+,21+,22+,23+,25+,26-,27+,28+,29-,30+,31-,32+/m0/s1Key: LSMIOFMZNVEEBR-ICLSSMQGSA-N
  • InChI=1/C32H44O12/c1-16(34)42-21-13-31(39)23(8-10-30(3)19(7-11-32(30,31)40)17-4-5-24(35)41-15-17)29(2)9-6-18(12-20(21)29)43-28-27(38)26(37)25(36)22(14-33)44-28/h4-5,12,15,18-19,21-23,25-28,33,36-40H,6-11,13-14H2,1-3H3/t18-,19+,21+,22+,23+,25+,26-,27+,28+,29-,30+,31-,32+/m0/s1Key: LSMIOFMZNVEEBR-ICLSSMQGBS
SMILES
  • CC(=O)O1C2((CC3(2(CC3c4ccc(=O)oc4)O)C)5(C1=C(CC5)O6((((O6)CO)O)O)O)C)O
Properties
Chemical formula C32H44O12
Molar mass 620.685
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Toxic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Scilliroside is a toxic compound derived from the plant Drimia maritima (syn. Urginea maritima), which is sometimes used as a rodenticide.

References

  1. el Bahri L, Djegham M, Makhlouf M (April 2000). "Urginea maritima L (Squill): a poisonous plant of North Africa". Veterinary and Human Toxicology. 42 (2): 108–10. PMID 10750179.
Pest control: Rodenticides
Anticoagulants /
Vitamin K antagonists
Coumarins /
4-Hydroxycoumarins
1st generation
2nd generation (Superwarfarins)
1,3-Indandiones
Convulsants
Calciferols
Inorganic compounds
Organochlorine
Organophosphorus
Carbamates
Others
Cardiac glycosides (C01A)
Bufadienolides
Bufo
Scilla
Kalanchoe
Cardenolides
Digitalis
Strophanthus
Thevetia
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