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Cardenolides

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Definition: C(23)-steroids with methyl groups at C-10 and C-13 and a five-membered lactone at C-17. They are aglycone constituents of CARDIAC GLYCOSIDES and must have at least one double bond in the molecule. The class includes cardadienolides and cardatrienolides. Members include DIGITOXIN and DIGOXIN and their derivatives and the STROPHANTHINS.  includes cardadienolides & cardatrienolides; do not confuse with CARDANOLIDES   
Examples Digitoxin; Digoxin; Strophanthins
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
oleandrigenin-beta-D-glucosyl (1-4)-beta-D-digitalose  0   *Cardenolides *Cardiac Glycosides *Methylgalactosides Influenza A Virus, H1N1 Subtype/drug effects. Phytomedicine. 2012 Jan 15;19(2):111-4
oleagenin  0   *Cardenolides. Chem Pharm Bull (Tokyo). 2010;58(8):1088-92
cardenolide B-2  0   *Cardenolides. Chem Pharm Bull (Tokyo). 2010;58(8):1088-92
cardenolide B-1  0   *Cardenolides. Chem Pharm Bull (Tokyo). 2010;58(8):1088-92
trewioside  0   *Cardenolides. Fitoterapia. 2010 Sep;81(6):536-9
trewianin  0   *Cardenolides. Fitoterapia. 2010 Sep;81(6):536-9
3beta-((O-beta-D-glucopyranosyl-(1-3)-4,6-dideoxy-2-O-methyl-beta-D-glucopyranosyl))-5beta,14beta-dihydroxy-19-oxocard-20(22)enolide  0   *Cardenolides *Glycosides. J Nat Prod. 2009 May 22;72(5):805-12
calotropin  0   *Cardenolides. Cell Biol Int. 2009 Dec;33(12):1230-6
6'-hydroxy-16alpha-acetoxycalactin  0   *Cardenolides *Glycosides Sodium-Potassium-Exchanging ATPase/antagonists & inhibitors. J Nat Prod 2009 Jun;72(6):1087-91
6'-hydroxycalactin  0   *Cardenolides *Glycosides Sodium-Potassium-Exchanging ATPase/antagonists & inhibitors. J Nat Prod 2009 Jun;72(6):1087-91
12-hydroxycalotropin  0   *Cardenolides. Biorg Med Chem Lett 2009 Apr 1;19(7):1956-9
12,14-dihydroxy-3,19-epoxy-3-methoxy-5-card-20(22)-enolide  0   *Cardenolides. Bioorg Med Chem Lett 2009 Apr 1;19(7):1956-9
griffithin  0   *Cardenolides. Yao Xue Xue Bao 2007 Jan;42(1):104-7
elaeodendroside T  0   *Cardenolides. J Nat Prod 2007 Jun;70(6):1064-7
elaeodendroside U  0   *Cardenolides. J Nat Prod 2007 Jun;70(6):1064-7
3-O-glucopyranosyl-5,14-dihydroxycard-16,20(22)-dienolide  0   *Cardenolides. J Asian Nat Prod Res 2006 Oct-Nov;8(7):613-7
3,5,14-trihydroxycard-16,20(22)-dienolide  0   *Cardenolides. J Asian Nat Prod Res 2006 Oct-Nov;8(7):613-7
6'-dehydroxyghalakinoside  0   *Cardenolides *Glycosides. J Nat Prod 2006 Sep;69(9):1319-22
12-dehydroxyghalakinoside  0   *Cardenolides *Glycosides. J Nat Prod 2006 Sep;69(9):1319-22
3'-O-beta-D-glucopyranosylcalactin  0   *Cardenolides *Glycosides. J Nat Prod 2006 Sep;69(9):1319-22
18,20-epoxycalotropin  0   *Cardenolides. J Nat Prod 2006 Aug;69(8):1249-51
19-nor-10-hydrocalactinic acid methyl ester  0   *Cardenolides. J Nat Prod 2006 Aug;69(8):1249-51
UNBS 1450  0   *Cardenolides. Mol Cancer ther 2006 Feb;5(2):391-9
2''-oxovoruscharin  0   *Cardenolides *Thiazoles. J Med Chem 2005 Feb 10;48(3):849-56
12alpha,14beta-dihydroxy-2alpha,3beta-(tetrahydro-3',5'-dihydroxy-4'-methoxy-6'-methyl-2H-pyran-2',4'-diylbisoxy)-card-4,20-dienolid  0   *Cardenolides. Phytochemistry. 2004 Nov;65(21):2881-4
3-O-(2'-O-acetylthevetosyl)-14-hydroxy-5-card-20(22)-enolide  0   *Cardenolides *Saponins. Acta Crystallogr C 2003 Feb;59(Pt 2):O68-70
bis(14-hydroxy-3-O-thevetosyl-5-card-20(22)-enolide)  0   *Cardenolides *Saponins. Acta Crystallogr C 2003 Feb;59(Pt 2):o68-70
nigrescigenin  6785-70-2   *Cardenolides. J Pharm Pharmacol 2001 Jun;53(6):859-66
uzarigenen-3-O-xylopyranosyl-(1-2)-rhamnopyranoside  0   *Cardenolides *Disaccharides Tamarindus. J Asian Nat Prod Res 1999;1(4):245-9
Anvirzel  0   *Cardenolides Cardiac Glycosides. Biochem Pharmacol 2001 Aug 15;62(4):469-72
cannogenol 3-O-beta-D-galactopyranosyl-(1-4)-O-alpha-L-rhamnopyranoside  0   *Cardenolides. Fitoterapia 2001 Mar;72(3):310-2
14,16-dianhydrogi-toxigenin-3-O-xylopyranosyl-1-2-O-galactopyranoside  0   *Cardenolides *Saponins Plant Extracts. J Asian Nat Prod Res 2000;2(2):97-101
odoroside  0   *Cardenolides. Anal Chem 2000 Aug 1;72(15):3547-52
neritaloside  0   *Cardenolides. Anal Chem 2000 Aug 1;72(15):3547-52
6'-O-(4-hydroxycinnamoyl)desglucouzarin  0   *Cardenolides Curcumin/*analogs & derivatives Sodium-Potassium-Exchanging ATPase/antagonists & inhibitors Plant Extracts. Biochem Biophys Res Commun 1998 Oct 9;251(1):256-9
Cardenolide 16-O-glucohydrolase, Digitalis lanata  EC 3.2.1.-   *Cardenolides *Glucosidases *Plant Proteins. Planta 1998 Jul;205(3):477-82
acovenosigenin A 3-O-ramnopyranoside  0   *Cardenolides. Chem Pharm Bull (Tokyo) 1996 Mar;44(3):615-7
cannogenin thevetoside  1182-87-2   *Cardenolides Cardiac Glycosides.
alepposide B  146714-04-7 Card-20(22)-enolide, 3--((O-beta-D-glucopyranosyl-(1-4)-O-2,6-dideoxy-3-O-methyl-beta-D-arabino-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-5,14-dihydroxy-19-oxo  *Cardenolides *Glycosides. J Nat Prod 1993 Jan;56(1):67-75
alepposide A  146714-05-8 Card-20(22)-enolide, 3- ((O-beta-D-glucopyranosyl-(1-4)-O-2,6-dideoxy-3-O-methyl-beta-D-lyxo-hexopyranosyl-(1-4)-O-2,6-dideoxy-3-O-methyl-beta-D-arabino-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranos  *Cardenolides *Glycosides. J Nat Prod 1993 Jan;56(1):67-75
thevetin B  27127-79-3   *Cardenolides Cardiac Glycosides. J Pharm Biomed Anal 1992 Jun;10(6):413-9
oxyline  132741-68-5 Card-20(22)-enolide, 3--((O-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl-(1-4)-O-6-deoxy-3-O-methyl-beta-D-glucopyranosyl-(1-4)-O-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl))  *Cardenolides Plant Extracts. Phytochemistry 1991;30:301
gitoxigenin bisdigitoxoside  27856-87-7 Card-20(22)-enolide, 3-((2,6-dideoxy-4-O-(2,6-dideoxy-beta-D-ribo-hexopyranosyl)-beta-D-ribo-hexopyranosyl)oxy)-14,16-dihydroxy-, (3beta,5beta,16beta)  *Cardenolides. Acta Crystallogr B 1989;45(Pt 3):306
gomphoside  36597-51-0   *Cardenolides Cardiac Glycosides. J Steroid Biochem 1987;28(1):65
acovenoside A  663-95-6   *Cardenolides Apocynaceae. J Ethnopharmacol 1985;14(2-3):273
neriifolin  466-07-9   *Cardenolides. Chung Hsin Hsueh Kuan Ping Tsa Chih 1983;11(4):305
divaside  508-84-9 Card-20(22)-enolide, 3-((2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)oxy)-11,14-dihydroxy-, (3beta,5beta,11alpha)  *Cardenolides Drugs, Chinese Herbal. Yao Hsueh Hsueh Pao 1983;4(1):25
digoxin-like factors  0   *Cardenolides *Saponins Sodium-Potassium-Exchanging ATPase/antagonists & inhibitors Ouabain.
Pharma Action Enzyme Inhibitors 		Hypertension 1982;4(3):348
thevetine  11018-93-2   *Cardenolides. Dakar Med 1981;26(2):226
actodigin genin  20902-91-4 24-Norchol-20(22)-en-21-oic acid, 3,14,23-trihydroxy-, gamma-lactone, (3beta,5beta,14beta)  *Cardenolides. Mol Pharmacol 1980;17(1):43
adoniside  8002-00-4 adonisid  *Cardenolides *Glycosides Ranunculaceae. Farmatsiia 1980;29(2):60
oleandrin  465-16-7 (3 beta,16 beta)-16-(acetyloxy)-3-((2,6-dideoxy-3-O-methyl-L-arabino-hexopyranosyl)oxy)-14-hydroxy card-20(22)-enolide  *Cardenolides Cardiac Glycosides. Arch Int Pharmacodyn Ther 239(2):283;1979
asclepin  36573-63-4 (2 alpha,3 beta,5 alpha)-3-((3-O-acetyl-4,6-dideoxy-D-erythro-hexopyranos-2-ulos-1-yl)oxy) card-20(22)-enolide  *Cardenolides Cardiac Glycosides. Arzneim Forsch 28(8):1368;1979
homo-3 beta-hydroxycard-5,22-dienolide  77698-97-6 21-Norchola-5,22-dien-24-oic acid, 3-hydroxy-22-(hydroxymethyl)-, gamma-lactone, (3beta,14beta)  *Cardenolides. Hel Chim Acta 59(6):2125;1976
olitoriside  13289-20-8   *Cardenolides Cardiac Glycosides. Farm Zh (3):41;1979; Farm Zh (5):89;1978; Pharmazie 31(8):565;1976
glucoolitoriside  39028-64-3 Card- 20(22)-enolide, 3-((O-beta-D-glucopyranosyl-(1-3)-O-beta-D-glucopyranosyl-(1-4)-2,6-dideoxy-beta-D-xylo-hexopyranosyl)oxy)-5,14-dihydroxy-19-oxo-, (3beta,5beta)  *Cardenolides Cardiac Glycosides Glycosides. Pharmazie 31(8):565;1976
erysimoside  7082-34-0   *Cardenolides Cardiac Glycosides Glycosides. Pharmazie 31(8):565;1976
corchoroside A  508-76-9   *Cardenolides Cardiac Glycosides. Acta Pharm Sinica 1979;14(3):267; Farmatsiia 27(3):28;1978; Pharmazie 31(8):565;1976
adonitoxin  17651-61-5   *Cardenolides Cardiac Glycosides. Pharmazie 31(8):565;1976
3 beta-thiocyanato-14 beta-hydroxy-5 beta-card-20(22)-enolide  0   *Cardenolides. J Pharm Sci 65(5):765;1976
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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