CAS 508-75-8

Convallatoxina

Descripción:

Convallatoxina es un glucósido cardíaco tóxico derivado de la planta Convallaria majalis, comúnmente conocida como lirio de los valles. Se caracteriza por su capacidad para inhibir la enzima Na+/K+ ATPasa, que juega un papel crucial en el mantenimiento del gradiente electroquímico a través de las membranas celulares. Esta inhibición conduce a un aumento de los niveles de sodio intracelular, lo que a su vez provoca un aumento en las concentraciones de calcio intracelular, lo que puede mejorar la contractilidad cardíaca. Convallatoxina exhibe una estructura típica de los glucósidos cardíacos, con un núcleo esteroide y un moiety de azúcar. Sus efectos farmacológicos pueden llevar a síntomas de toxicidad, incluyendo náuseas, vómitos y arritmias potencialmente mortales. Debido a su potente actividad biológica, Convallatoxina ha sido estudiado por sus posibles aplicaciones terapéuticas, aunque su estrecho margen terapéutico requiere precaución. El manejo de este compuesto requiere medidas de seguridad adecuadas debido a su naturaleza tóxica, y se clasifica como una sustancia peligrosa. En general, Convallatoxina ejemplifica la compleja interacción entre los productos naturales y la farmacología, destacando tanto sus beneficios potenciales como sus riesgos.

Fórmula: C₂₉H₄₂O₁₀

InChI: InChI=1/C29H42O10/c1-15-22(32)23(33)24(34)25(38-15)39-17-3-8-27(14-30)19-4-7-26(2)18(16-11-21(31)37-13-16)6-10-29(26,36)20(19)5-9-28(27,35)12-17/h11,14-15,17-20,22-25,32-36H,3-10,12-13H2,1-2H3/t15-,17-,18+,19?,20?,22-,23+,24+,25-,26+,27-,28-,29-/m0/s1

Clave InChI: InChIKey=HULMNSIAKWANQO-JQKSAQOKSA-N

SMILES: C(=O)[C@@]12[C@@]3([C@]([C@]4(O)[C@](C)(CC3)[C@H](CC4)C5=CC(=O)OC5)(CC[C@]1(O)C[C@@H](O[C@H]6[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O6)CC2)[H])[H]

Sinónimos:

• (3beta,5beta)-3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
• (3beta,5beta,17xi)-3-[(6-deoxy-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
• (3beta,5beta,8xi,9xi)-3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
• (3β,5β)-3-[(6-Deoxy-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
• 3-[(6-Deoxyhexopyranosyl)Oxy]-5,14-Dihydroxy-19-Oxocard-20(22)-Enolide
• 3beta-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-5beta-card-20(22)-enolide
• Card-20(22)-enolide, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-, (3beta,5beta)-
• Card-20(22)-enolide, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-, (3beta,5beta)- (9CI)
• Card-20(22)-enolide, 3-[(6-deoxy-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxo-, (3β,5β)-
• Convallaotoxin
• Convallaton
• Convallatoxine
• Convallatoxoside
• Convallotoxin
• Corglycon
• Corglycone
• Corglykon
• Hsdb 3475
• Korglykon
• Mannopyranoside, strophanthidin-3,6-deoxy-, alpha-L-
• Nsc 407808
• Rhamnoside, strophanthidin-3, alpha-L-
• Strophanthidin alpha-L-rhamnoside
• Strophanthidin α-<span class="text-smallcaps">L</span>-rhamnoside
• Strophanthidin, 3-(6-deoxy-alpha-L-mannopyranoside)
• (3β,5β)-3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
• Convallatoxin
• Card-20(22)-enolide, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxo-, (3β,5β)-
• 3BETA,5ALPHA,14-TRIHYDROXY-19-OXO-5BETA,20[22]-CARDENOLIDE-3-[6-DEOXY-ALPHA-L-MANNOPYRANOSYL]
• CONVALLATOXIN(RG)
• 6-deoxy-strophanthidin-alpha-l-mannopyranosid
• 20(22),5BETA-CARDENOLID-19-AL-3BETA,5BETA,14BETA-TRIOL-3BETA-D-[A-1-RHAMNOPYRANOSIDE]
• 0(22)-enolide
• Convallatoxin (=Corglycon)
• STROPHANTHIDIN A-L-RHAMNOPYRANOSIDE
• 3β-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxo-5β,14β-card-20(22)-enolide
• STROPHANTHIN 3ALPHA-1-RHAMNOSIDE
• 3β5α14-Trihydroxy-19-oxo-5β20(22)-cardenolide 3-(6-deoxy-α-L-mannopyranoside)
• (5S,10S,13R,14S)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(3,4,5-trihydroxy-6-methyl-2-oxanyl)oxy]-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carboxaldehyde
• CONVALLATOXIN USP/EP/BP
• 3beta-[(6-deoxy-alpha-l-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxo-5beta-card-2
• strophanthidin-3,alpha-l-rhamnosid
• Convapur
• (3beta,5beta)-oxo
• Convalpur
• Strophanthidin α-L-rhamnopyranoside, 3β,5α,14-Trihydroxy-19-oxo-5β,20(22)-cardenolide 3-(6-deoxy-α-L-mannopyranoside)
• 5BETA,20[22]-CARDENOLIDE-19-ONE-3BETA,5ALPHA,14-TRIOL-3-[6-DEOXY-ALPHA-L-MANNOPYRANOSYL]
• 3β-(α-L-Rhamnopyranosyloxy)-5,14-dihydroxy-19-oxo-5β,14β-carda-20(22)-enolide
• 3-((6-deoxy-alpha-l-mannopyranosyl)oxy)-5,14-dihydroxy-19-card-20(22)-enolid
• Strophanthidin α-L-rhamnopyranoside
• orglycon
• strophanthidinalpha-l-rhamnoside
• CONVALLATOXIN(P)
• Convallopan

Convallatoxin

CAS: 508-75-8

Convallatoxin

Pureza: ≥98%

Peso molecular: 550.64g/mol

Ref: 54-BUP00478

Convallatoxin

CAS: 508-75-8

Fórmula: C₂₉H₄₂O₁₀

Peso molecular: 550.65

Ref: 7W-GY9874

Convallatoxin

CAS: 508-75-8

Fórmula: C₂₉H₄₂O₁₀

Pureza: 95%~99%

Peso molecular: 550.645

Ref: BP-BP0389

Convallatoxin

CAS: 508-75-8

Convallatoxin is a natural product.

Fórmula: C₂₉H₄₂O₁₀

Pureza: 99.27% - 99.53%

Forma y color: Prisms From Methanol + Ether Solid

Peso molecular: 550.64

Ref: TM-TN1525

Convallatoxin

CAS: 508-75-8

Natural glycoside

Fórmula: C₂₉H₄₂O₁₀

Pureza: ≥ 95.0 % (HPLC)

Forma y color: Powder

Peso molecular: 550.65

Ref: 5G-80834

Convallatoxin

CAS: 508-75-8

Convallatoxin is a cardiac glycoside, which is derived from the plant Convallaria majalis, commonly known as lily of the valley. This compound operates by specifically inhibiting the Na+/K+-ATPase enzyme, a crucial membrane-bound ion pump that maintains the electrochemical gradients of sodium and potassium ions across the cell membrane. Inhibition of this enzyme leads to an increase in intracellular sodium levels, subsequently affecting calcium ion exchange and resulting in enhanced cardiac contractility.

Fórmula: C₂₉H₄₂O₁₀

Pureza: Min. 95%

Forma y color: Powder

Peso molecular: 550.64 g/mol

Ref: 3D-FC137904

Convallatoxin

Producto controlado

CAS: 508-75-8

Applications Convallatoxin is a cardenolide that is used in the treatment of congestive heart failure. It may also be used in the treatment of tumor cells at nanomolar concentrations due to its anti-proliferative effects; in particular, human lung cancer. It is naturally found in the roots of Adonis Amurensis.
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 Schneider, N., et al.: Nat. Prod. Res., (2015); Yin, L., et al.: Zhong Cao Yao, 45, 3361 (2014);

Fórmula: C₂₉H₄₂O₁₀

Forma y color: White To Off-White

Peso molecular: 550.64

Ref: TR-C685075