Basic information
- CAS
11018-89-6- Standard SMILES
C[C@@H]1O[C@@H](O[C@H]2C[C@@H](O)[C@]3(CO)C4C(CC[C@]3(O)C2)[C@@]2(O)CC[C@H](C3=CC(=O)OC3)[C@@]2(C)C[C@H]4O)[C@H](O)[C@H](O)[C@H]1O- InChIKey
LPMXVESGRSUGHW-XPXORLBYSA-N- Molecular formula
- C29H44O12
- Average molar mass
- 584.7 g/mol
- Monoisotopic mass
- 584.28327683
Overview
Pharmakon1600-01500676 has been reported in Digitalis purpurea with data available.
Names & identifiers
- Preferred name
- Pharmakon1600-01500676
- IUPAC
- 3-[(1R,3S,5S,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
- English name
- OUABAIN OCTAHYDRATE
- Molecular formula
- C29H60O20
- Molecular weight
- 728.77
Names & synonyms
SR-05000002064Pharmakon1600-01500676Spectrum2_001084Spectrum3_001097Spectrum4_001926Spectrum5_000849BSPBio_002774KBioGR_002272DivK1c_000905SPECTRUM1500676SPBio_001128SCHEMBL18922524
Show more names
Ouabain CRSOUABAIN 8H2OOUABAIN 8H20G-StrophantinSTROPHANTHIN GOUABAIN HYDRATEOUBAIN OCTAHYDRATEOUABAIN OCTAHYDRATE(-)-OUABAIN OCTAHYDRATEOuabain octahydrate,96%
HMS502N07KBio1_000905KBio3_001994NINDS_000905HMS1921A22HMS2092I06CCG-39760NSC757425
Database identifiers
- CAS
11018-89-6- PubChem CID
- 12420
Properties
Computed structural properties
- XLogP
- -1.7
- Topological polar surface area
- 207 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 4
- Heavy atoms
- 41
- Formal charge
- 0
- Complexity
- 1,080
Physicochemical properties
- Melting point
- 260 °C · 260 °C
- storage temp.
- room temp
- solubility
- 2 O: · H2O: 10 mg/mL cold
- form
- powder
- color
- white
- optical activity
- 25 · [α]25/D 31 to 32.5° in H2O(lit.)
- biological source
- plant seeds (Strophantus gratus)
- Water Solubility
- Soluble in water.
- Sensitive
- Light Sensitive
- ε(extinction coefficient)
- 15.5 at · 15.5 at 220nm in H2O at 1mM
- BRN
- 101712 · 101712
- Stability
- 2 years · 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.
- InChIKey
- TYBARJRCFHUHSN-DMJRSANLSA-N
- SMILES
- O.O.O.O.O.O.O.O.C[C@@H]1O[C@@H](O[C@H]2C[C@@H](O)[C@]3(CO)[C@H]4[C@H](O)C[C@]5(C)[C@H](CC[C@]5(O)[C@@H]4CC[C@]3(O)C2)C6=CC(=O)OC6)[C@H](O)[C@H](O)[C@H]1O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 8
- wgk
- 3
- rtecs
- RN3850000
- ridadr
- UN 1544 6.1/PG 1
- hs_code
- 29389090
- risk_code
- 23/25-33
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- hazard_code
- T
- safety_code
- 45
- hazard_class
- 6.1(b)
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- packing_group
- III
- Hazard statements
- H301+H331-H373
- Hazard Classifications
- Acute Tox. 1 OralAcute Tox. 3 InhalationSTOT RE 2
- Precautionary statements
- P301+P310+P330-P304+P340+P311-P314
Chemistry & industry
Applications
DescriptionOuabain (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.3Cell permeable and active in vivo.
UsesA 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.
Usesantiarrhythmic, cardiotonic, hypertensive, Na/K ATPase inhibitor
Uses5HT2 receptor antagonist
UsesOuabain 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.
General DescriptionPharmaceutical 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
Suppliers70 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
河南闰霖化工有限公司+86-18738066252; +86-18738066252 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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