[(3S,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-3-[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
Basic information
- CAS
465-16-7- Standard SMILES
CO[C@H]1C[C@H](O[C@H]2CC[C@@]3(C)C(CC[C@@H]4[C@@H]3CC[C@]3(C)[C@@H](C5=CC(=O)OC5)[C@@H](OC(C)=O)C[C@]43O)C2)O[C@@H](C)[C@@H]1O- InChIKey
JLPDBLFIVFSOCC-KYYHTQDCSA-N- Molecular formula
- C32H48O9
- Average molar mass
- 576.7 g/mol
- Monoisotopic mass
- 576.3298331
Names & identifiers
- Preferred name
- [(3S,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-3-[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
- IUPAC
- [(3S,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-3-[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
- English name
- OLEANDRIN
- Molecular formula
- C32H48O9
- Molecular weight
- 576.72
Names & synonyms
AC-34559[(3S,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-3-[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetateCard-20(22)-enolide, 16-(acetyloxy)-3-((2,6-dideoxy-3-O-methyl-.alpha.-L-arabino-hexopyranosyl)oxy)-14-hydroxy-, (3-beta,5-beta,16-beta)-neriolcorrigenneriolinFolineriOLEANDRINFOLINERINfolinevinfoliandrinneriostene
Show more names
oleandrina
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 121 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 6
- Heavy atoms
- 41
- Formal charge
- 0
- Complexity
- 1,080
Physicochemical properties
- Melting point
- 250 °C · 250°C
- alpha
- 25 · D25 -48.0° (c = 1.3 in methanol)
- Boiling point
- 557.17 °C · 557.17°C (rough estimate)
- Density
- 1.26 · 1.26
- refractive index
- 1.5 · 1.5000 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- 15 mg/ml; · DMF: 15 mg/ml; DMF:PBS (pH 7.2) (1:4): 0.2 mg/ml; DMSO: 10 mg/ml; Ethanol: 5 mg/ml
- form
- A solid
- pka
- 13.55 · 13.55±0.70(Predicted)
- color
- Crystals from dil methanol
- Major Application
- food and beverages
- InChIKey
- JLPDBLFIVFSOCC-PDVPYGGCNA-N
- SMILES
- CO[C@H]1C[C@@H](O[C@@H](C)[C@@H]1O)O[C@H]2CC[C@@]3(C)C(CCC4C3CC[C@]5(C)[C@H]([C@H](C[C@]45O)OC(C)=O)C6=CC(=O)OC6)C2
- FDA UNII
- 95 UDU7I4 · II95UDU7I4
- NCI Drug Dictionary
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
- wgk
- 3
- rtecs
- FH4585000
- ridadr
- 2811
- Toxicity
- LD50 ivn-cat: 300 mg/kg MEIEDD 10,979,83
- risk_code
- 23/24/25-33-23/25
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- hazard_code
- T
- safety_code
- 22-36/37/39-45
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Hazard statements
- H300+H330-H373
- Hazard Classifications
- Acute Tox. 2 InhalationAcute Tox. 2 OralSTOT RE 2
- Precautionary statements
- P260-P264-P284-P301+P310+P330-P304+P340+P310-P403+P233
- Hazardous Substances Data
- 465-16-7(Hazardous Substances Data)
Chemistry & industry
Applications
UsesCardiotonic; diuretic
Additional notes
DefinitionChEBI: A steroid saponin that consists of oleandrigenin having a 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl residue attached to the oxygen function at position 3.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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