Scilliroside

Scilliroside
Names

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
Other names (3β,6β)-6-(Acetyloxy)-3-(β-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide
Identifiers
CAS Number	507-60-8^Y
3D model (Jmol)	Interactive image
ChemSpider	390447^N
ECHA InfoCard	100.007.344
KEGG	C08880^Y
PubChem	441871
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/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
SMILES 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
Chemical formula	C₃₂H₄₄O₁₂
Molar mass	620.685
Hazards
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 ^YN ?)
Infobox references

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

References

↑ el Bahri, L.; Djegham, M.; Makhlouf, M. (2000). "Urginea maritima L. (Squill): A Poisonous Plant of North Africa". Veterinary and Human Toxicology. 42 (2): 108–110. PMID 10750179.

Pest control: Rodenticides

Anticoagulants /
Vitamin K antagonists

Coumarins /
4-Hydroxycoumarins

1st generation	Warfarin Coumatetralyl

2nd generation	Brodifacoum Bromadiolone Difenacoum Flocoumafen

1,3-Indandiones

Others

Difethialone

Phosacetim

Metabolic poisons

Others

Cardiac glycosides (C01A)

Bufadienolides

Bufo	Arenobufagin Bufotalin Cinobufagin Marinobufagin

Scilla	Proscillaridin Scilliroside

Cardenolides

Digitalis	Acetyldigitoxin Acetyldigoxin Digitoxin^# Digoxin^# Lanatoside C Deslanoside Metildigoxin Gitoformate

Kalanchoe	Daigremontianin

Strophanthus	Ouabain (g-Strophanthin) k-Strophanthin Cymarin

Thevetia	Peruvoside

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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