CHEBI:28332 - scilliroside

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ChEBI Name scilliroside
ChEBI ID CHEBI:28332
Definition A β-D-glucoside that is scillirosidin in which the hydroxy group at position 3 is substituted by a β-D-glucopyranoside group. It is a rodenticide extracted from the bulb of the Mediterranean squill plant and was used for the control of Norway rats, black rats, house mice, long-tailed field mice, and field voles.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9052, CHEBI:26609
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Formula C32H44O12
Net Charge 0
Average Mass 618.71174
Monoisotopic Mass 618.30401
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
InChIKey LSMIOFMZNVEEBR-ICLSSMQGSA-N
SMILES [H][C@@]1(CC[C@@]2(O)[C@]1(C)CC[C@]1([H])[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3[C@@H](C[C@@]21O)OC(C)=O)C1=COC(=O)C=C1
Metabolite of Species Details
Urginea pancration (IPNI:543298-1) Found in bulb (BTO:0000159). See: PubMed
Drimia maritima (NCBI:txid82070) Found in bulb (BTO:0000159). See: PubMed
Roles Classification
Biological Role(s): EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of Na+/K+-transporting ATPase (EC 3.6.3.9).
Application(s): rodenticide
A substance used to destroy rodent pests.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing scilliroside (CHEBI:28332) has functional parent scillirosidin (CHEBI:37417)
scilliroside (CHEBI:28332) has role EC 3.6.3.9 (Na+/K+-transporting ATPase) inhibitor (CHEBI:63510)
scilliroside (CHEBI:28332) has role rodenticide (CHEBI:33288)
scilliroside (CHEBI:28332) is a β-D-glucoside (CHEBI:22798)
IUPAC Name
6β-(acetyloxy)-3β-(β-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide
Synonyms Sources
(3β,6β)-6-(acetyloxy)-3-(β-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide Alan Wood's Pesticides
3-O-(β-D-glucopyranosyl)-6β-acetoxy-3β,8β,14β-trihydroxybufa-4,20,22-trienolide LIPID MAPS
3β-(β-D-glucopyranosyloxy)-17β-(2-oxo-2H-pyran-5-yl)-14β-androst-4-ene-6β,8,14-triol 6-acetate Alan Wood's Pesticides
scilliroside KEGG COMPOUND
scillirosidin 3-O-β-D-glucoside KEGG COMPOUND
scillirosidin 3-O-glucoside LIPID MAPS
sea onion ChEBI
squill ChemIDplus
Brand Names Sources
Dethdiet ChEBI
Rat-o-Cide ChEBI
Red squill ChemIDplus
Rodene ChEBI
Rodine ChEBI
Silmine ChemIDplus
Silmurin ChemIDplus
Manual Xrefs Databases
390447 ChemSpider
588 BPDB
C00003637 KNApSAcK
C08880 KEGG COMPOUND
CH634200 Patent
LMST01130007 LIPID MAPS
scilliroside Alan Wood's Pesticides
Scilliroside Wikipedia
View more database links
Registry Numbers Types Sources
507-60-8 CAS Registry Number KEGG COMPOUND
507-60-8 CAS Registry Number ChemIDplus
74900 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
14 January 2021