| Identification | Back Directory | [Name]
G-STROPHANTHIN | [CAS]
630-60-4 | [Synonyms]
oubain
QUABAIN
OUABAIN
uabaina
uabanin
ouabaine
strodival
ASTROBAIN
GRATIBAIN
NSC 25485
strophosan
Diveasidum
strophalen
rectobaina
solufantina
strophoperm
g-strophicor
PUROSTROPHAN
ACOCANTHERIN
ACOCANTHERINE
GRATIBAIN 99%
Ouabain (8CI)
G-STROPHANTHIN
STROPHANTHIN, G-
GRATUS STROPHANTHIN
Strophanthin(quabain)
ouabagenin-l-rhamnosid
ouabageninl-rhamnoside
GRATUS STROPHANTHIN 99%
(1beta,3beta,5beta,11alpha)-hydroxy
(1beta,3beta,5beta,11alpha)-ahydroxy
card-20(22)-enolide,3-[(6-deoxy-alpha-l-mannopyranosyl)oxy]-1,5,11,14,19-pent
card-20(22)-enolide,3-((6-deoxy-alpha-l-mannopyranosyl)oxy)-1,5,11,14,19-penta
3-((6-deoxy-alpha-l-mannopyranosyl)oxy)-1,5,11alpha,14,19-pentahydroxycard-20(
20(22),5BETA-CARDENOLID-1BETA,3BETA,5BETA,14BETA-HEXAL 3BETA-ALPHA-1-RHAMNOSIDE
3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-1,5,11α,14,19-pentahydoxycard-20(22)-enolide
1β,5,11α,14,19-Pentahydroxy-3β-(α-L-rhamnopyranosyloxy)-5β,14β-carda-20(22)-enolide
3-[(6-DEOXY-ALPHA-L-MANNOPYRANOSYL)OXY]-1,5,11A,14,19-PENTAHYDROXYCARD-20(22)-ENOLIDE
3β-[(6-Deoxy-α-L-mannopyranosyl)oxy]-1β,5,11α,14,19-pentahydroxy-5β-card-20(22)-enolide
3-[(6-DEOXY-ALPHA-L-MANNOPYRANOSYL)OXY]-1,5,11ALPHA-14,19-PENTAHYDROXYCARD-20(22)-ENOLIDE
3β-[(6-Deoxy-α-L-mannopyranosyl)oxy]-1β,5,11α,14,19-pentahydroxy-5β,14β-card-20(22)-enolide
Card-20(22)-enolide, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-, (1β,3β,5β,11α)-
Card-20(22)-enolide, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-, hydrate (1:8), (1β,3β,5β,11α)-
3-[(6-deoxy-.alpha.-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-,(1.beta.,3.beta.,5.beta.,11.aCard-20(22)-enolide
3-[(6-deoxy-.alpha.-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-, (1.beta.,3.beta.,5.beta.,11.aCard-20(22)-enolide
4-[(1R,3S,5S,10R,11R,13R,14S,17S)-1,5,11,14-tetrahydroxy-10-(hydroxyme thyl)-13-methyl-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-y l]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenant hren-17-yl]-5H-furan-2-one | [EINECS(EC#)]
211-139-3 | [Molecular Formula]
C29H44O12 | [MDL Number]
MFCD00003688 | [MOL File]
630-60-4.mol | [Molecular Weight]
584.65 |
| Chemical Properties | Back Directory | [Appearance]
Ouabain is a white crystalline solid. | [Melting point ]
200°C | [Boiling point ]
561.69°C (rough estimate) | [density ]
1.1941 (rough estimate) | [refractive index ]
-32 ° (C=1, H2O) | [storage temp. ]
Desiccate at -20°C | [solubility ]
H2O: 10 mg/mL cold
| [form ]
powder
| [pka]
13.04±0.70(Predicted) | [color ]
white
| [Water Solubility ]
13g/L(25 ºC) | [Merck ]
6901 | [Stability:]
Hygroscopic | [EPA Substance Registry System]
Ouabain (630-60-4) |
| Safety Data | Back 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 | [Safety Profile]
Poison by ingestion, intramuscular, intraperitoneal, intravenous, subcutaneous, and parented routes. Moderately toxic by intraduodenal route. A cardac stimulant. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes | [Hazardous Substances Data]
630-60-4(Hazardous Substances Data) | [Toxicity]
LD50 oral in guinea pig: 8280ug/kg |
| Hazard Information | Back Directory | [General Description]
Odorless, white crystals or crystalline powder as an octahydrate. Used to produce rapid digitalization in acute congestive heart failure. Also recommended in treatment of atrial or nodal paroxysmal tachycardia and atrial flutter. | [Reactivity Profile]
When heated to decomposition, G-STROPHANTHIN emits acrid smoke and fumes. Hydrolysis yields one mole ouabagenin and one mole rhamnose. Stable in air, but affected by light (G-STROPHANTHIN octahydrate) [EPA, 1998]. | [Health Hazard]
G-STROPHANTHIN is classified as extremely toxic. Probable oral lethal dose in humans is less than 5 mg/kg or a taste (less than 7 drops) for 70 kg (150-lb.) person. Exposure may result in respiratory and cardiac failure, and/or hyperalkemia. Patients with frequent premature ventricular heart beats or who have received any preparation of digitalis during preceding three weeks are prone to toxicity. | [Fire Hazard]
When heated to decomposition, G-STROPHANTHIN emits acrid smoke and fumes. Hydrolysis yields one mole ouabagenin and one mole rhamnose. Stable in air, but affected by light (G-STROPHANTHIN octahydrate) | [Biological Activity]
Selective 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]
One of several
cardiac glycosides that have been used clinically as cardiotonic
agents and diuretics. Ouabain is obtained from the seeds of
Strophanthus gratus, Acokanthera ouabaio, and related species.
It was formerly prescribed under the name strophanthuis as the
purified seed extract. | [Chemical Properties]
Ouabain is a white crystalline solid. | [Uses]
Ouabain is a Na+/K+-ATPase inhibitor hormone, which negatively modulates allergic airway inflammation induced by ovalbumin (OVA). | [Definition]
ChEBI: Ouabain is a steroid hormone that is a multi-hydroxylated alpha-L-rhamnosyl cardenoloide. It binds to and inhibits the plasma membrane Na(+)/K(+)-ATPase (sodium pump). It has been isolated naturally from Strophanthus gratus. It has a role as an EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor, an EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor, an EC 2.3.3.1 [citrate (Si)-synthase] inhibitor, an EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitor, a plant metabolite, a cardiotonic drug, an ion transport inhibitor and an anti-arrhythmia drug. It is a cardenolide glycoside, a steroid hormone, an alpha-L-rhamnoside, a 14beta-hydroxy steroid, a 5beta-hydroxy steroid and an 11alpha-hydroxy steroid. It is a conjugate acid of an ouabain(1-). | [storage]
-20°C (desiccate) | [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.] |
|
| Company Name: |
LGM Pharma
|
| Tel: |
1-(800)-881-8210 |
| Website: |
www.lgmpharma.com |
|