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11018-89-6

11018-89-6 Structure

11018-89-6 Structure
IdentificationBack Directory
[Name]

OUABAIN OCTAHYDRATE
[CAS]

11018-89-6
[Synonyms]

OUABAIN 8H20
OUABAIN 8H2O
G-Strophantin
STROPHANTHIN G
OUABAIN HYDRATE
OUBAIN OCTAHYDRATE
OUABAIN OCTAHYDRATE
Ouabain octahydrate,96%
(-)-OUABAIN OCTAHYDRATE
Ouabain octahydrate 96%
Strophanthin glycosides G
G-STROPHANTIN OCTAHYDRATE
G-STROPHANTHIN OCTAHYDRATE
STROPHANTHIN G, OCTAHYDRATE
Ouabain octahydrate, 96% 1GR
1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside)
(1β,3β,5β,11α)-3-[(6-Deoxy-α-L-Mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxycard-20(22)-enolide Octahydrate
Card-20(22)-enolide,3-[(6-deoxy-a-L-Mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-,hydrate (1:8), (1b,3b,5b,11a)-
Acocantherine, G-Strophanthin, 1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside)
(1beta,3beta,5beta,11alpha)-3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-card-20(22)-enolide octahydrate
Ouabain octahydrate,1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside), Acocantherine, G-Strophanthin
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.)-
1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside) Acocantherine G-Strophanthin G-Strophantin octahydrate
[EINECS(EC#)]

211-139-3
[Molecular Formula]

C29H60O20
[MDL Number]

MFCD00149240
[MOL File]

11018-89-6.mol
[Molecular Weight]

728.77
Chemical PropertiesBack Directory
[Appearance]

white to off-white crystalline powder
[Melting point ]

260 °C
[storage temp. ]

+2C to +8C
[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 InformationBack Directory
[Chemical Properties]

white to off-white crystalline powder
[Uses]

5HT2 receptor antagonist
[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
[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.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Shipping]

UN1544 Alkaloids, solid, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
[Incompatibilities]

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.).
[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.
[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).
[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.]
[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
Safety DataBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

OUABAIN OCTAHYDRATE(11018-89-6)1HNMR
OUABAIN OCTAHYDRATE(11018-89-6)FT-IR
OUABAIN OCTAHYDRATE(11018-89-6)Raman
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