O3125

Ouabain octahydrate

≥95% (HPLC), powder

• Synonim(y): 1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside), Acocantherine, G-Strophanthin
• Wzór empiryczny (zapis Hilla): C₂₉H₄₄O₁₂ · 8H₂O
• Numer CAS: 11018-89-6
• Masa cząsteczkowa: 728.77
• Beilstein: 101712
• Numer WE: 211-139-3
• Numer MDL: MFCD00149240
• Kod UNSPSC: 12352200
• Identyfikator substancji w PubChem: 24278610
• NACRES: NA.77

Właściwości

• pochodzenie biologiczne: plant seeds (Strophantus gratus)
• Próba: ≥95% (HPLC)
• Postać: powder
• aktywność optyczna: [α]25/D −31 to −32.5° in H₂O(lit.)
• zanieczyszczenia: ~8 mol/mol water
• kolor: white
• mp: 260 °C
• rozpuszczalność: H₂O: 10 mg/mL (cold); ethanol: 10 mg/mL; H₂O: 50 mg/mL (hot)
• ε (współczynnik ekstynkcji): 15.5 at 220 nm in H₂O at 1 mM
• temp. przechowywania: room temp
• ciąg 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
• Klucz InChI: TYBARJRCFHUHSN-DMJRSANLSA-N
• informacje o genach: human ... ATIC(471) ; rat ... Atp1b1(25650)

Opis

Opis ogólny

Ouabain is a steroid hormone, naturally present in mammals.

Zastosowanie

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

Działania biochem./fizjol.

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).

Cechy i korzyści

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.

Przestroga

Aqueous solutions can be autoclaved.

Informacja o środkach bezpieczeństwa

• Piktogramy: GHS06,GHS08
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H300,H331,H373
• Zwroty wskazujące środki ostrożności: P260 - P264 - P271 - P301 + P310 - P304 + P340 + P311 - P314
• Klasyfikacja zagrożeń: Acute Tox. 1 Oral - Acute Tox. 3 Inhalation - STOT RE 2
• Kod klasy składowania: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Klasa zagrożenia wodnego (WGK): WGK 3