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| | OUABAIN OCTAHYDRATE Basic information |
| Product Name: | OUABAIN OCTAHYDRATE | | Synonyms: | Ouabain octahydrate,96%;Ouabain octahydrate,1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside), Acocantherine, G-Strophanthin;STROPHANTHIN G;STROPHANTHIN G, OCTAHYDRATE;OUABAIN 8H20;OUABAIN 8H2O;OUABAIN HYDRATE;(-)-OUABAIN OCTAHYDRATE | | CAS: | 11018-89-6 | | MF: | C29H60O20 | | MW: | 728.77 | | EINECS: | 628-959-6 | | Product Categories: | Carbohydrates & Derivatives;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Steroids | | Mol File: | 11018-89-6.mol |  |
| | OUABAIN OCTAHYDRATE Chemical Properties |
| Melting point | 260 °C | | storage temp. | room temp | | solubility | H2O: 10 mg/mL cold | | form | powder | | color | white | | optical activity | [α]25/D 31 to 32.5° in H2O(lit.) | | Water Solubility | Soluble in water. | | Sensitive | Light Sensitive | | BRN | 101712 | | Stability: | Stable for 2 years from date of purchase as supplied. Protect from exposure to moisture. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months. | | EPA Substance Registry System | Card-20(22)-enolide, 3-[(6-deoxy-.alpha.-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-, octahydrate, (1.beta.,3.beta.,5.beta.,11.alpha.)- (11018-89-6) |
| Hazard Codes | T | | Risk Statements | 23/25-33 | | Safety Statements | 45 | | RIDADR | UN 1544 6.1/PG 1 | | WGK Germany | 3 | | RTECS | RN3850000 | | F | 8 | | HazardClass | 6.1(b) | | PackingGroup | III | | HS Code | 29389090 |
| Provider | Language |
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ACROS
| English |
| | OUABAIN OCTAHYDRATE Usage And Synthesis |
| Description | Ouabain (11018-89-6) is a selective inhibitor of Na+ K+-ATPase isolated from Strophanthus gratus.1 Endogenous ouabain is found in human circulation.2 Displays cardiotonic and diuretic activity. May be used to induce hypertensive rat model.3?Cell permeable and active in vivo. | | Chemical Properties | white to off-white crystalline powder | | Chemical Properties | Ouabain is a white crystalline solid. | | Uses | A cardiac glycoside that inhibits Na(+)/K(+) ATPase. It 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. | | Uses | antiarrhythmic, cardiotonic, hypertensive, Na/K ATPase inhibitor | | Uses | 5HT2 receptor antagonist | | Uses | Ouabain octahydrate, is used as a tool to induce in vivo excitotoxicity. Ouabain, as well as other endogenous digitalis-like compounds, can down-regulate the expression of 14-3-3 proteins in rat lens. | | General Description | Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards | | Biochem/physiol Actions | 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). | | Potential Exposure | Ouabain, similar to digitoxin, is used
to produce rapid digitalization in acute congestive heart
failure. Also recommended in treatment of atrial or nodal
paroxysmal tachycardia and atrial flutter; enzyme inhibitor. | | Shipping | UN1544 Alkaloids, solid, n.o.s., Hazard Class:
6.1; Labels: 6.1-Poisonous materials. | | Purification Methods | It crystallises from water as the octahydrate. Dry it at 130o. It decomposes at 190o when dry. Store it in the dark as it is light sensitive, but it is stable in air. Its solubility (g/100mL) in H2O is 1.3 (~25o), 20 (~100o), and in EtOH it is 1.0 (~25o) and 12.5 (~78o). It is highly TOXIC as it is an inhibitor of cation transport and of Na+ and K+ ATPase. [Beilstein 18/5 V 625.] | | Incompatibilities | Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.). | | References | 1) Silva et al. (2012), New insights into the regulation of Na+,K(+)-ATPase by ouabain; Int. Rev. Cell. Mol. Biol., 294 99
2) Dvela et al. (2012), Endogenous ouabain regulates cell viability; Am. J. Physiol. Cell, Physiol., 302 C442 |
| | OUABAIN OCTAHYDRATE Preparation Products And Raw materials |
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