CAS 5297-10-9

Dihidrodigoxina

Descripción:

Dihidrodigoxina es un glucósido cardíaco, una clase de compuestos conocidos por su capacidad para influir en la función cardíaca. Se deriva de la planta Digitalis lanata y está estructuralmente relacionado con la digoxina, que se utiliza comúnmente en el tratamiento de afecciones cardíacas como la fibrilación auricular y la insuficiencia cardíaca. Dihidrodigoxina exhibe un mecanismo de acción similar, principalmente al inhibir la bomba Na+/K+ ATPasa, lo que lleva a un aumento de las concentraciones de calcio intracelular y a una mayor contractilidad cardíaca. Este compuesto se caracteriza por su núcleo esteroide, que es esencial para su actividad biológica, y típicamente tiene una alta afinidad por los tejidos cardíacos. Dihidrodigoxina se utiliza con menos frecuencia que la digoxina, pero puede ser de interés en la investigación farmacológica debido a sus propiedades únicas y aplicaciones terapéuticas potenciales. Al igual que con otros glucósidos cardíacos, el monitoreo cuidadoso de la dosis es crucial, ya que la ventana terapéutica es estrecha y puede ocurrir toxicidad, lo que lleva a efectos secundarios graves.

Fórmula: C₄₁H₆₆O₁₄

InChI: InChI=1S/C41H66O14/c1-19-36(47)28(42)15-34(50-19)54-38-21(3)52-35(17-30(38)44)55-37-20(2)51-33(16-29(37)43)53-24-8-10-39(4)23(13-24)6-7-26-27(39)14-31(45)40(5)25(9-11-41(26,40)48)22-12-32(46)49-18-22/h19-31,33-38,42-45,47-48H,6-18H2,1-5H3/t19-,20-,21-,22+,23-,24+,25-,26-,27+,28+,29+,30+,31-,33+,34+,35+,36-,37-,38-,39+,40+,41+/m1/s1

Clave InChI: InChIKey=QYVJGQUFXQMOOE-STPZNEFBSA-N

SMILES: O[C@@]12[C@@](C)([C@](CC1)([C@]3(CC(=O)OC3)[H])[H])[C@H](O)C[C@]4([C@]2(CC[C@]5([C@]4(C)CC[C@H](O[C@H]6C[C@H](O)[C@H](O[C@H]7C[C@H](O)[C@H](O[C@H]8C[C@H](O)[C@H](O)[C@@H](C)O8)[C@@H](C)O7)[C@@H](C)O6)C5)[H])[H])[H]

Sinónimos:

• (3β,5β,12β)-3-[(O-2,6-Dideoxy-β-<span class="text-smallcaps">D</smallcap>-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-<smallcap>D</span>-ribo-hexopyranosyl)oxy]-12,14-dihydroxycardanolide
• 20,22-Dihydrodigoxin
• 3-{[2,6-Dideoxyhexopyranosyl-(1->4)-2,6-Dideoxyhexopyranosyl-(1->4)-2,6-Dideoxyhexopyranosyl]Oxy}-12,14-Dihydroxycardanolide
• 5β-Cardanolide, 3β-[(O-2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-ribo-hexopyranosyl-(1→4)-O-2,6-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-<smallcap>D</span>-ribo-hexopyranosyl)oxy]-12β,14-dihydroxy-
• Brn 1339019
• Cardanolide, 3-((O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-12,14-dihydroxy-, (3-beta,5-beta,12-beta)-
• Cardanolide, 3-((O-2,6-dideoxy-beta-d-ribo-hexopyranosyl-(1.4)-O-2,6-dideoxy-beta-d-ribo-hexopyranosyl-(1.4)-2,6-dideoxy-beta-d-ribo-hexopyranosyl)oxy)-12,14-dihydroxy-, (3beta,5beta,12beta)-
• Cardanolide, 3-[(O-2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-<smallcap>D</span>-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-, (3β,5β,12β)-
• Digoxin, 20,22-dihydro-
• Digoxin, dihydro-
• Digoxin, dihydro- (6CI)
• Dihydrodigoxin
• 5β-Cardanolide, 3β-[(O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-12β,14-dihydroxy-
• (3β,5β,12β)-3-[(O-2,6-Dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxycardanolide

Dihydrodigoxin (Mixture of Diastereomers)

Producto controlado

CAS: 5297-10-9

Applications Dihydrodigoxin is a cardioinactive metabolite of Digoxin (D446575) that gets excreted in the urine after Digoxin administration in humans.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Clark, D.R., et al.: Drug Metab. Dispos., 2, 148 (1974); Reuning, R.H., et al.: Drug Metab. Dispos., 13, 51 (1985); Butler, V.P., et al.: Pharmacology, 221, 123 (1982)

Fórmula: C₄₁H₆₆O₁₄

Forma y color: Neat

Peso molecular: 782.95

Ref: TR-D452680

Dihydrodigoxin

CAS: 5297-10-9

Dihydrodigoxin is a cardiac glycoside that has been used in the treatment of congestive heart failure. It is usually administered orally and can be detected by fluorescence detector because it contains a fluorescent derivative. Dihydrodigoxin has been shown to decrease renal excretion of digoxin, which may lead to drug interactions. This drug also decreases the activity of several enzymes, including dehydroascorbic acid reductase (DHAR). DHAR catalyzes the conversion of dehydroascorbic acid to ascorbic acid, which is necessary for collagen synthesis. Dihydrodigoxin also causes preeclampsia in pregnant women and decreases blood flow to the uterus.

Fórmula: C₄₁H₆₆O₁₄

Pureza: Min. 95%

Forma y color: Powder

Peso molecular: 783 g/mol

Ref: 3D-FAA29710