Cardenolide

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Cardenolide

Names
IUPAC name 3-[(8R,9S,10S,13S,14R,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Identifiers
CAS Number	52085-71-9 Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	19954501 Y
PubChem CID	3035019
UNII	L54QGD9LPW Y
CompTox Dashboard (EPA)	DTXSID40952054
InChI InChI=1S/C23H34O 2/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/h4,11,15-20H,3,5-10,12-14H2,1-2H3/t15-,16?,17-,18+,19+,20-,22-,23+/m0/s1 Y Key: NMLOFHCUVXKTGV-OCYOQFCJSA-N Y InChI=1/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/h4,11,15-20H,3,5-10,12-14H2,1-2H3/t15-,16?,17-,18+,19+,20-,22-,23+/m0/s1 Key: NMLOFHCUVXKTGV-OCYOQFCJBM
SMILES CC12CCCCC1CCC3C2CCC4(C3C=CC4C5CC(=O)OC5)C C[C@]52/C=C\CCC5CC[C@H]1[C@H]3CC[C@@H]([C@@]3(C)CC[C@@H]12)[C@H]4CC(=O)OC4
Properties
Chemical formula	C23H34O2
Molar mass	342.51486
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

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.^[1]