Ouabain
Also known as Ouabaine, Astrobain, Gratibain
Key facts
What buyers check first
- Appearance
- Crystals from water
- Melting point
- 200 ยฐC
- Solubility
- Slightly soluble in water
- HS code
- 293890
- Category
- Cardiovascular and metabolic drugs
- UN number
- UN 1544

What is Ouabain?
Plain description, key identifiers and synonyms
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 anti-arrhythmia drug, a cardiotonic drug, an EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor, an ion transport inhibitor, an EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor, a plant metabolite, an EC 2.3.3.1 [citrate (Si)-synthase] inhibitor and an EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitor. It is an 11alpha-hydroxy steroid, a steroid hormone, an alpha-L-rhamnoside, a 14beta-hydroxy steroid, a cardenolide glycoside and a 5beta-hydroxy steroid. It is a conjugate acid of an ouabain(1-).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 3-[(1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
- CAS number
- 630-60-4 CAS number cross-checked
- EC number
- 211-139-3
- Molecular formula
- C29H44O12
- UNII
- 5ACL011P69
- InChIKey
- LPMXVESGRSUGHW-HBYQJFLCSA-N
- InChI
- 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
- Canonical SMILES
- CC1OC(OC2CC(O)C3(CO)C4C(O)CC5(C)C(C6=CC(=O)OC6)CCC5(O)C4CCC3(O)C2)C(O)C(O)C1O
- Isomeric 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
Synonyms
- Ouabaine
- Astrobain
- Gratibain
- Gratus strophanthin
- Uabanin
- Purostrophan
- Acocantherin
- Ouabagenin L-rhamnoside
- Oubain
- Ouabain anhydrous
- Strophoperm
- Quabain
- Strophalen
- Uabaina
- Ouabagenin-L-rhamnosid
- Strophantin-g
- Rectobaina
- Solufantina
- Strophosan
- G-Strophicor
- Strophanthin G
- Card-20(22)-enolide, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-1,5,11,14,19-pentahydroxy-, (1beta,3beta,5beta,11alpha)-
- 3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-1,5,11alpha,14,19-pentahydroxycard-20(22)-enolide
- 3-(alpha-L-rhamnopyranosyloxy)-1beta,5beta,11alpha,14,19-pentahydroxy-5beta-card-20(22)-enolide
- G Strophanthin
Show all 37 synonymsShow fewer synonyms
- Ouabaine arnaud
- (1beta,3beta,5beta,11alpha)-3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-1,5,11,14,19-pentahydroxycard-20(22)-enolide
- Acocantherin octahydrate
- G-Strophanthin
- Acocantherine
- Kombetin
- Strodival
- Cardiac glycoside
- Strophanthin-G
- Card-20(22)-enolide, 3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-, (1beta,3beta,5beta,11alpha)-
- OBN
- Ouabain, Octahydrate
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystals from waterexp.Measured value |
|---|---|
| Melting point | 200 ยฐCexp.Measured value |
| Solubility | Slightly soluble in waterexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 584.66 g/molcalc.Computed value |
|---|---|
| Exact mass | 584.2833 Dacalc.Computed value |
| LogP (octanol/water) | -1.51calc.Computed value |
| Topological polar surface area | 206.6 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 8calc.Computed value |
| Hydrogen bond acceptors | 12calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 41calc.Computed value |
| Rings | 6calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.9calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 15calc.Computed value |
| Lipinski rule of five | Fails (3 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1C=C(C2CCC3C2CCC2C4CCC(OC5CCCCO5)CC4CCC23)CO1
6 rings, 30 atoms.
167 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301Toxic if swallowed.
- H331Toxic if inhaled.
- H373May cause damage to organs through prolonged or repeated exposure.
Precautionary statements (14)
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P316Get emergency medical help immediately.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
- UN number
- UN 1544
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidOuabain suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, ChangzhouUnclaimed profileOuabainGrade, purity and minimum order on requestPrice on request
- Germany, LorrachUnclaimed profileOuabainGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileOuabainGrade, purity and minimum order on requestPrice on request
- China, GuangzhouUnclaimed profileOuabainGrade, purity and minimum order on requestPrice on request
- United States, BurlingameUnclaimed profileOuabainGrade, purity and minimum order on requestPrice on request
- Price on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
19 suppliers in 9 countries
- China5
- United States5
- Germany2
- United Kingdom2
- Canada1
- Spain1
- and 3 more countries
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Ouabain price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Ouabain is a cardiac glycoside commonly used in the laboratory for electrophysiological experiments in cardiac myocytes.
Veterinary medication:.
Industries and functions
Pharmacological actions
- Cardiotonic Agents
- Enzyme Inhibitors
Roles
- anti-arrhythmia drug
- biophysical role
- cardiotonic drug
- cardiovascular drug
- enzyme inhibitor
- eukaryotic metabolite
- ion transport inhibitor
- membrane transport modulator
- metabolite
- pharmaceutical
- plant metabolite
How it is made
Obtained from the seeds of Strophanthus gratus ..., also occurs in Acokanthera ouabaio Cathel and other A. spp, Apocynaceae.
Derivation: From certain plants of the family Apocynaceae: Strophanthus spp. and the Acokanthera group of trees.
Regulatory status
Inventories, regulations and trade controls that list this substance
Europe
- EU harmonised classification (CLP Annex VI)Index no: 614-025-00-5
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Ouabain is traded under.
Natural or reproduced by synthesis, other than rutoside (rutin) and its derivatives
- United States22.3%
- India * partner reported7.8%
- Brazil5.5%
* Partner reported figures, a lower bound.
The HS code shown for Ouabain is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Ouabain, based on the data on this page
What is Ouabain?
What is the CAS number of Ouabain?
What is the molecular formula and weight of Ouabain?
What is Ouabain used for?
Is Ouabain hazardous?
What is the HS code of Ouabain?
Where can I buy Ouabain?
What is the price of Ouabain?
Guides for buyers
Practical guides that help when you source, ship or handle Ouabain
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, Trade and logisticsShipping dangerous goods: UN numbers, classes and packing groupsHow the UN dangerous goods system works for chemicals, from the nine classes and UN numbers to packing groups, UN packaging marks, labels, documents and segregation.Read
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