O3125

Ouabain octahydrate

≥95% (HPLC), powder

• Sinonimo/i: 1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside), Acocantherine, G-Strophanthin
• Formula empirica (notazione di Hill): C₂₉H₄₄O₁₂ · 8H₂O
• Numero CAS: 11018-89-6
• Peso molecolare: 728.77
• Beilstein: 101712
• Numero CE: 211-139-3
• Numero MDL: MFCD00149240
• Codice UNSPSC: 12352200
• ID PubChem: 24278610
• NACRES: NA.77

Proprietà

• Origine biologica: plant seeds (Strophantus gratus)
• Saggio: ≥95% (HPLC)
• Stato: powder
• Attività ottica: [α]25/D −31 to −32.5° in H₂O(lit.)
• Impurezze: ~8 mol/mol water
• Colore: white
• Punto di fusione: 260 °C
• Solubilità: H₂O: 10 mg/mL (cold); ethanol: 10 mg/mL; H₂O: 50 mg/mL (hot)
• ε (coefficiente d’estinzione): 15.5 at 220 nm in H₂O at 1 mM
• Temperatura di conservazione: room temp
• Stringa SMILE: 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; TYBARJRCFHUHSN-DMJRSANLSA-N
• Informazioni sul gene: human ... ATIC(471) ; rat ... Atp1b1(25650)

Descrizione

Descrizione generale

Ouabain is a steroid hormone, naturally present in mammals.

Applicazioni

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

Azioni biochim/fisiol

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).

Caratteristiche e vantaggi

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.

Avvertenza

Aqueous solutions can be autoclaved.

Informazioni sulla sicurezza

• Pittogrammi: GHS06,GHS08
• Avvertenze: Danger
• Indicazioni di pericolo: H300,H331,H373
• Consigli di prudenza: P260 - P264 - P271 - P301 + P310 - P304 + P340 + P311 - P314
• Classi di pericolo: Acute Tox. 1 Oral - Acute Tox. 3 Inhalation - STOT RE 2
• Codice della classe di stoccaggio: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 3