Chemistry:Acetyldigitoxin

Acetyldigitoxin
Clinical data
ATC code	C01AA01 (WHO) ;
Identifiers
	IUPAC name [(2R,3R,4S,6S)-3-Hydroxy-6-[(2R,4S,6S)-4-hydroxy-6-[(2R,3S,4S,6R)-4-hydroxy-6-[ [(5R,8R,9S,10S,13R,14S,17R')-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyloxan-4-yl] acetate;
CAS Number	1111-39-3 ;
PubChem CID	68949;
DrugBank	DB00511 ;
ChemSpider	4447572 ;
UNII	0ZV4Q4L2FU;
KEGG	D06881 ;
ChEBI	CHEBI:53773 ;
ChEMBL	ChEMBL1200634 ;
Chemical and physical data
Formula	C43H66O14
Molar mass	806.987 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C\1OC/C(=C/1)[C@H]2CC[C@@]8(O)[C@]2(C)CC[C@H]7[C@H]8CC[C@H]6[C@]7(C)CC[C@H](O[C@@H]5O[C@@H]([C@@H](O[C@@H]4O[C@@H]([C@@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@@H](OC(=O)C)C3)[C@@H](O)C4)C)[C@@H](O)C5)C)C6;
	InChI InChI=1S/C43H66O14/c1-21-38(48)33(54-24(4)44)19-37(51-21)57-40-23(3)53-36(18-32(40)46)56-39-22(2)52-35(17-31(39)45)55-27-9-12-41(5)26(16-27)7-8-30-29(41)10-13-42(6)28(11-14-43(30,42)49)25-15-34(47)50-20-25/h15,21-23,26-33,35-40,45-46,48-49H,7-14,16-20H2,1-6H3/t21-,22-,23-,26-,27+,28-,29+,30-,31+,32+,33+,35+,36+,37+,38-,39-,40-,41+,42-,43+/m1/s1 ; Key:HPMZBILYSWLILX-UMDUKNJSSA-N ;
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Short description: Pharmaceutical drug

Acetyldigitoxin is a cardiac glycoside. It is an acetyl derivative of digitoxin, found in the leaves of Digitalis species.^[1] It is used to treat cardiac failure, particularly that associated with tachycardia.^[2]

References

↑ "Odorobioside G from the leaves ofDigitalis ciliata". Chemistry of Natural Compounds 15 (6): 779. 1979-11-01. doi:10.1007/BF00565608. https://paperity.org/p/22594816/odorobioside-g-from-the-leaves-ofdigitalis-ciliata.
↑ "Acetyl-digitoxin; clinical observations on the treatment of patients with advanced congestive heart failure". American Heart Journal 47 (5): 898–911. June 1954. doi:10.1016/0002-8703(54)90160-X. PMID 13158272.

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Clinical data

ATC code	C01AA01 (WHO)
Identifiers
IUPAC name [(2R,3R,4S,6S)-3-Hydroxy-6-[(2R,4S,6S)-4-hydroxy-6-[(2R,3S,4S,6R)-4-hydroxy-6-[ [(5R,8R,9S,10S,13R,14S,17R')-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyloxan-4-yl] acetate
CAS Number	1111-39-3^N
PubChem CID	68949
DrugBank	DB00511^Y
ChemSpider	4447572^Y
UNII	0ZV4Q4L2FU
KEGG	D06881^Y
ChEBI	CHEBI:53773^Y
ChEMBL	ChEMBL1200634^N
Chemical and physical data
Formula	C₄₃H₆₆O₁₄
Molar mass	806.987 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C\1OC/C(=C/1)[C@H]2CC[C@@]8(O)[C@]2(C)CC[C@H]7[C@H]8CC[C@H]6[C@]7(C)CC[C@H](O[C@@H]5O[C@@H]([C@@H](O[C@@H]4O[C@@H]([C@@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@@H](OC(=O)C)C3)[C@@H](O)C4)C)[C@@H](O)C5)C)C6
InChI InChI=1S/C43H66O14/c1-21-38(48)33(54-24(4)44)19-37(51-21)57-40-23(3)53-36(18-32(40)46)56-39-22(2)52-35(17-31(39)45)55-27-9-12-41(5)26(16-27)7-8-30-29(41)10-13-42(6)28(11-14-43(30,42)49)25-15-34(47)50-20-25/h15,21-23,26-33,35-40,45-46,48-49H,7-14,16-20H2,1-6H3/t21-,22-,23-,26-,27+,28-,29+,30-,31+,32+,33+,35+,36+,37+,38-,39-,40-,41+,42-,43+/m1/s1^Y Key:HPMZBILYSWLILX-UMDUKNJSSA-N^Y
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