Jump to content

Scilliroside

From Wikipedia, the free encyclopedia
The printable version is no longer supported and may have rendering errors. Please update your browser bookmarks and please use the default browser print function instead.
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-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-5-yl acetate
Other names
(3β,6β)-6-(Acetyloxy)-3-(β-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.344 Edit this at Wikidata
KEGG
UNII
  • 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/s1 ☒N
    Key: LSMIOFMZNVEEBR-ICLSSMQGSA-N ☒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/s1
    Key: LSMIOFMZNVEEBR-ICLSSMQGBS
  • CC(=O)O[C@@H]1C[C@@]2([C@H](CC[C@]3([C@@]2(CC[C@@H]3c4ccc(=O)oc4)O)C)[C@@]5(C1=C[C@H](CC5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O
Properties
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 [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Scilliroside is a toxic compound derived from the plant Drimia maritima (syn. Urginea maritima), which is sometimes used as a rodenticide.[1]

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.