CHEBI:71620 - cardenolide

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ChEBI Name cardenolide
ChEBI ID CHEBI:71620
Definition A steroid lactone that is a C23 steroid with methyl groups at C-10 and C-13 and a butenolide ring at C-17.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
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A cardenolide is a type of steroid. Many plants contain derivatives, collectively known as cardenolides, including many in the form of cardenolide glycosides (cardenolides that contain structural groups derived from sugars). Cardenolide glycosides are often toxic; specifically, they are heart-arresting. Cardenolides are toxic to animals through inhibition of the enzyme Na+/K+-ATPase, which is responsible for maintaining the sodium and potassium ion gradients across the cell membranes.
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Formula C23H34O2
Net Charge 0
Average Mass 342.51490
Monoisotopic Mass 342.25588
InChI InChI=1S/C23H34O2/c1-22-11-4-3-5-16(22)6-7-17-19-9-8-18(15-13-21(24)25-14-15)23(19,2)12-10-20(17)22/h13,16-20H,3-12,14H2,1-2H3/t16?,17-,18+,19+,20-,22-,23+/m0/s1
InChIKey JIUWTCXNUNHEGP-GJHPUSIBSA-N
SMILES [H][C@@]12CCC3CCCC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@]([H])(CC[C@]21[H])C1=CC(=O)OC1
ChEBI Ontology
Outgoing cardenolide (CHEBI:71620) is a cardenolides (CHEBI:74634)
cardenolide (CHEBI:71620) is a steroid fundamental parent (CHEBI:35508)
IUPAC Name
card-20(22)-enolide
Manual Xref Database
Cardenolide Wikipedia
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Last Modified
10 July 2013