CHEBI:27663 - convallatoxin

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ChEBI Name convallatoxin
ChEBI ID CHEBI:27663
Definition A cardenolide glycoside that consists of strophanthidin having a 6-deoxy-α-L-mannopyranosyl (L-rhamnosyl) group attached at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3866, CHEBI:23374
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Formula C29H42O10
Net Charge 0
Average Mass 550.63778
Monoisotopic Mass 550.278
InChI InChI=1S/C29H42O10/c1-15-22(32)23(33)24(34)25(38-15)39-17-3-8-27(14-30)19-4-7-26(2)18(16-11-21(31)37-13-16)6-10-29(26,36)20(19)5-9-28(27,35)12-17/h11,14-15,17-20,22-25,32-36H,3-10,12-13H2,1-2H3/t15-,17-,18+,19-,20+,22-,23+,24+,25-,26+,27-,28-,29-/m0/s1
InChIKey HULMNSIAKWANQO-JQKSAQOKSA-N
SMILES [H][C@@]1(CC[C@]2(O)[C@]3([H])CC[C@]4(O)C[C@H](CC[C@]4(C=O)[C@@]3([H])CC[C@]12C)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)C1=CC(=O)OC1
Metabolite of Species Details
Convallaria majalis (NCBI:txid32189) Found in aerial part (BTO:0001658). See: PubMed
Convallaria majalis (NCBI:txid32189) Found in rhizome (BTO:0001181). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): vasodilator agent
A drug used to cause dilation of the blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing convallatoxin (CHEBI:27663) has functional parent strophanthidin (CHEBI:38178)
convallatoxin (CHEBI:27663) has role metabolite (CHEBI:25212)
convallatoxin (CHEBI:27663) has role vasodilator agent (CHEBI:35620)
convallatoxin (CHEBI:27663) is a α-L-rhamnoside (CHEBI:27848)
convallatoxin (CHEBI:27663) is a 14β-hydroxy steroid (CHEBI:36862)
convallatoxin (CHEBI:27663) is a 19-oxo steroid (CHEBI:38149)
convallatoxin (CHEBI:27663) is a 5β-hydroxy steroid (CHEBI:38195)
convallatoxin (CHEBI:27663) is a steroid aldehyde (CHEBI:131565)
convallatoxin (CHEBI:27663) is a steroid lactone (CHEBI:26766)
IUPAC Names
3β-(6-deoxy-α-L-mannopyranosyloxy)-5,14-dihydroxy-19-oxo-5β-card-20(22)-enolide
3β-(α-L-rhamnopyranosyloxy)-5,14-dihydroxy-19-oxo-5β-card-20(22)-enolide
Synonyms Sources
(3β,5β)-3-((6-deoxy-α-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-card-20(22)-enolide ChEBI
(3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2,5-dihydrofuran-3-yl)-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)hexadecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde ChEBI
3β-((6-deoxy-α-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-5β-card-20(22)-enolide ChEBI
5β,14β-Dihydroxy-19-oxo-3β[(α-L-rhamnopyranosyl)oxy]card-20,22-enolide ChEBI
convallaton ChEBI
Convallatoxin KEGG COMPOUND
convallatoxoside ChEBI
Convallotoxin ChemIDplus
corglycon ChEBI
Corglycone ChemIDplus
korglykon ChEBI
Strophanthidin 3-O-alpha-L-rhamnoside KEGG COMPOUND
Strophanthidin, 3-(6-deoxy-alpha-L-mannopyranoside) ChemIDplus
Manual Xrefs Databases
C00003612 KNApSAcK
C08858 KEGG COMPOUND
Convallatoxin Wikipedia
LMST01120013 LIPID MAPS
View more database links
Registry Numbers Types Sources
101532 Reaxys Registry Number Reaxys
101532 Beilstein Registry Number Beilstein
508-75-8 CAS Registry Number KEGG COMPOUND
508-75-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
4232730 PubMed citation Europe PMC
7450004 PubMed citation Europe PMC
Last Modified
17 March 2016