O3125

Ouabain octahydrate

≥95% (HPLC), powder

• Sinónimos: 1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside), Acocantherine, G-Strophanthin
• Fórmula empírica (notación de Hill): C₂₉H₄₄O₁₂ · 8H₂O
• Número de CAS: 11018-89-6
• Peso molecular: 728.77
• Beilstein: 101712
• Número CE: 211-139-3
• Número MDL: MFCD00149240
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24278610
• NACRES: NA.77

Propiedades

• origen biológico: plant seeds (Strophantus gratus)
• Nivel de calidad: 200
• Ensayo: ≥95% (HPLC)
• Formulario: powder
• actividad óptica: [α]25/D −31 to −32.5° in H₂O(lit.)
• impurezas: ~8 mol/mol water
• color: white
• mp: 260 °C
• solubilidad: H₂O: 10 mg/mL (cold); ethanol: 10 mg/mL; H₂O: 50 mg/mL (hot)
• ε (coeficiente de extinción): 15.5 at 220 nm in H₂O at 1 mM
• temp. de almacenamiento: room temp
• cadena SMILES: O.O.O.O.O.O.O.O.C[C@@H]1O[C@@H](O[C@H]2C[C@@H](O)[C@]3(CO)[C@H]4[C@H](O)C[C@]5(C)[C@H](CC[C@]5(O)[C@@H]4CC[C@]3(O)C2)C6=CC(=O)OC6)[C@H](O)[C@H](O)[C@H]1O
• InChI: 1S/C29H44O12.8H2O/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31;;;;;;;;/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3;8*1H2/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-;;;;;;;;/m0......../s1
• Clave InChI: TYBARJRCFHUHSN-DMJRSANLSA-N
• Información sobre el gen: human ... ATIC(471) ; rat ... Atp1b1(25650)

Descripción

Descripción general

Ouabain is a steroid hormone, naturally present in mammals.

Aplicación

Ouabain octahydrate has been used:

• to determine the effect of salt and ammonia in the external environment on the rate of activity of Na⁺ /K⁺ in either silver or golden perch
• in the basolateral compartment to induce maximal baseline short-circuit current in rat fetal distal lung epithelial (FDLE) cells
• as an Na⁺/K⁺ ATPase inhibitor to study the relation between blister formation and adenosine triphosphate (ATP) dependent maintenance of plasma membrane homeostasis

Acciones bioquímicas o fisiológicas

Cardiac glycoside, inhibits Na(+)/K(+) ATPase, regulates transcription of MDR (increase, Pgp) and MRP (increase MRP1 and decrease CFTR, cyctic fibrosis transport receptor or cAMP-activated Cl- channel) genes, also alters localization of MRP1. Ouabain resistance is associated with appearance of Na(+)/K(+) ATPase isoforms with low binding affinity.

Ouabain has its specific binding site on integral proteins of the plasma membrane. Heart disease is treated using ouabain derivatives. Increased ouabain production is observed during exercise in humans. Abnormally high levels of ouabain are indicated in congestive heart failure and hypertension. Ouabain signalling affects intracellular calcium levels, which is known to activate nuclear factor κB (NFκB).

Características y beneficios

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Precaución

Aqueous solutions can be autoclaved.

Información de seguridad

• Pictogramas: GHS06,GHS08
• Palabra de señalización: Danger
• Frases de peligro: H300,H331,H373
• Consejos de prudencia: P260 - P264 - P271 - P301 + P310 - P304 + P340 + P311 - P314
• Clasificaciones de peligro: Acute Tox. 1 Oral - Acute Tox. 3 Inhalation - STOT RE 2
• Código de clase de almacenamiento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3