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Ouabain Octahydrate (Acocantherine)

Alias: NSC 25485;Acocantherin; G-Strophanthin; Strodival; NSC-25485; NSC25485
Cat No.:V1665 Purity: ≥98%
Ouabain (Ouabain Octahydrate; Acocantherine; G-Strophanthin; Strodival; NSC-25485; NSC25485) is a novel, potent andselective Na+/K+, -ATPase inhibitor with the potential to treat heart failure due to myocardial infarction.
Ouabain Octahydrate (Acocantherine)
Ouabain Octahydrate (Acocantherine) Chemical Structure CAS No.: 11018-89-6
Product category: Sodium Channel
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Ouabain (Ouabain Octahydrate; Acocantherine; G-Strophanthin; Strodival; NSC-25485; NSC25485) is a novel, potent and selective Na+/K+, -ATPase inhibitor with the potential to treat heart failure due to myocardial infarction. It binds to α2 /α3 subunit with Ki of 41 nM/15 nM. Ouabain (100 nM) inhibits ATPase activities with 25%. Ouabain (0.1 μM-1.0 μM) inhibits the Na+ pump and increases stored Ca2+ in cultured rat astrocytes. High Ouabain affinity isoforms are confined to a reticular distribution within the PM that paralleled underlying endoplasmic or sarcoplasmic reticulum.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Ouabain (100 μM) stimulates NLRP3 inflammasome activation and IL-1β release in macrophages. Ouabain-induced NLRP3 inflammasome activation is mediated through K+ efflux[1]. Ouabain (3 nM) affects the expression of EMT markers in NHK and ADPKD cells, and modifies cell-cell adhesion qualities in ADPKD. Moreover, ouabain promotes migration of ADPKD cells, selectively modulates tight junctions, and modulates adherens junctions in ADPKD cells in a selective manner. Ouabain also promotes TGFβ-Smad3 signaling, changes TER in ADPKD cells[2]. Ouabain (25, 50 or 100 nM) administration dramatically lowers cell proliferation and viability in Raji cells in a dose-dependent manner, with IC50 of 76.48±4.03 nM. Ouabain increases the frequency of apoptotic cells, activates autophagy, and upregulates Beclin -1 in Raji cells[4].
ln Vivo
When mice are primed with LPS, ouabain (3 mg/kg) dramatically reduces heart contractile force with an increased LVESD. A lack of IL-1β reduces the damage and malfunction of the heart caused by ouabain. Ouabain-induced cardiac inflammation is partly attributed to the secretion of IL-1β by infiltrating macrophages. The effects of ouabain-induced cardiac dysfunction and macrophage infiltration are mitigated by NLRP3 and Casp1 deficiency[1]. Wistar rat thymocytes' ABCB1 activity is modulated by ouabain (30 µg/kg, ip), and Swiss mice's thymocytes respond similarly to 300 µg/kg of the drug. Rats treated with ouabain for 14 days show a substantial increase in MAP[3].
Animal Protocol
Dissolved in saline; 14.4 mg/kg; s.c. injection
Male Wistar rats with heart failure due to myocardial infarction (MI)
References

[1]. The cardiac glycoside ouabain activates NLRP3 inflammasomes and promotes cardiac inflammation and dysfunction. PLoS One. 2017 May 11;12(5):e0176676.

[2]. Ouabain promotes partial epithelial to mesenchymal transition (EMT) changes in human autosomal dominant polycystic kidney disease (ADPKD) cells. Exp Cell Res. 2017 Jun 15;355(2):142-152.

[3]. Ouabain-induced alterations in ABCB1 of mesenteric lymph nodes and thymocytes of rats and mice. Oncol Lett. 2016 Dec;12(6):5275-5280.

[4]. Ouabain induces apoptosis and autophagy in Burkitt's lymphoma Raji cells. Biomed Pharmacother. 2016 Dec;84:1841-1848.

Additional Infomation
Ouabain octahydrate is a cardenolide glycoside.
A cardioactive glycoside consisting of rhamnose and ouabagenin, obtained from the seeds of Strophanthus gratus and other plants of the Apocynaceae; used like DIGITALIS. It is commonly used in cell biological studies as an inhibitor of the NA(+)-K(+)-EXCHANGING ATPASE.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C29H44O12.8H2O
Molecular Weight
728.77
Exact Mass
584.283
CAS #
11018-89-6
Related CAS #
11018-89-6
PubChem CID
6364534
Appearance
White to off-white solid powder
Density
1.5±0.1 g/cm3
Boiling Point
838.2±65.0 °C at 760 mmHg
Melting Point
260ºC
Flash Point
272.9±27.8 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.655
LogP
-1.64
Hydrogen Bond Donor Count
16
Hydrogen Bond Acceptor Count
20
Rotatable Bond Count
4
Heavy Atom Count
49
Complexity
1080
Defined Atom Stereocenter Count
15
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]([C@@]3([C@@H]4[C@@H](CC[C@@]3(C2)O)[C@]5(CC[C@@H]([C@]5(C[C@H]4O)C)C6=CC(=O)OC6)O)CO)O)O)O)O.O.O.O.O.O.O.O.O
InChi Key
LPMXVESGRSUGHW-KAPJGFEOSA-N
InChi Code
InChI=1S/C29H44O12/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/t13-,15?,16+,17+,18+,19?,21+,22-,23+,24+,25-,26+,27?,28+,29-/m0/s1
Chemical Name
3-(6-Deoxy-alpha-L-mannopyranosyloxy)-1,5,11a,14,19-pentahydroxycard-20(22)-enolide
Synonyms
NSC 25485;Acocantherin; G-Strophanthin; Strodival; NSC-25485; NSC25485
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO:100 mg/mL (137.2 mM)
Water:<1 mg/mL
Ethanol:100 mg/mL (137.2 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (2.85 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (2.85 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (2.85 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 12.5 mg/mL (17.15 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication (<60°C).

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.3722 mL 6.8609 mL 13.7218 mL
5 mM 0.2744 mL 1.3722 mL 2.7444 mL
10 mM 0.1372 mL 0.6861 mL 1.3722 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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