scilliroside

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

Chemical data

Formula: C32H44O12
Molecular weight: 620.7 g/mol
IUPAC name: [(3S,6R,8S,9R,10R,13R,14R,17R)-8,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate
SMILES: CC(=O)O[C@@H]1C[C@@]2([C@H](CC[C@]3([C@@]2(CC[C@@H]3C4=COC(=O)C=C4)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
InChIKey: LSMIOFMZNVEEBR-ICLSSMQGSA-N
XLogP: -0.4
Polar surface area: 192 Å²
H-bond donors: 6
H-bond acceptors: 12
Formal charge: 0

via PubChem

Wikidata facts

Mass: 620.283

Show 4 more facts

chemical formula: C₃₂H₄₄O₁₂
isomeric SMILES: CC(=O)O[C@@H]1C[C@@]2([C@H](CC[C@]3([C@@]2(CC[C@@H]3C4=COC(=O)C=C4)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
canonical SMILES: CC(=O)OC1CC2(C(CCC3(C2(CCC3C4=COC(=O)C=C4)O)C)C5(C1=CC(CC5)OC6C(C(C(C(O6)CO)O)O)O)C)O
found in taxon: Drimia maritima

Sources (2)

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Encyclopedic overview

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Contents

References

{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 432322356 | ImageFile=Scilliroside structure.png | ImageSize=240 | IUPACName=6β-(Acetyloxy)-3β-(β-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide | SystematicName=(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 | OtherNames=(3β,6β)-6-(Acetyloxy)-3-(β-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide |Section1= |Section2= |Section3= }}

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

Excerpted from Wikipedia’s “scilliroside” article, available under the CC BY-SA 4.0 licence.

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