OUABAIN OCTAHYDRATE
Synonym(s):1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L -mannopyranoside);Acocantherine;G-Strophanthin;Ouabain, Octahydrate - CAS 11018-89-6 - Calbiochem;Strophanthin G
- CAS NO.:11018-89-6
- Empirical Formula: C29H60O20
- Molecular Weight: 728.77
- MDL number: MFCD00149240
- EINECS: 628-959-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-18 11:31:14
What is OUABAIN OCTAHYDRATE?
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.
The Uses of OUABAIN OCTAHYDRATE
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.
The Uses of OUABAIN OCTAHYDRATE
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.
The Uses of OUABAIN OCTAHYDRATE
antiarrhythmic, cardiotonic, hypertensive, Na/K ATPase inhibitor
The Uses of OUABAIN OCTAHYDRATE
5HT2 receptor antagonist
What are the applications of Application
Ouabain Octahydrate is a potent Na+/K+-ATPase inhibitor
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
Properties of OUABAIN OCTAHYDRATE
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) |
Safety information for OUABAIN OCTAHYDRATE
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08 |
GHS Hazard Statements |
H373:Specific target organ toxicity, repeated exposure |
Precautionary Statement Codes |
P314:Get medical advice/attention if you feel unwell. |
Computed Descriptors for OUABAIN OCTAHYDRATE
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