Structure via PubChem · Public domain (PubChem)
سانتونین
Sign in to saveAlso known as (-)-alpha-Santonin, (-)-Santonin, (11S)-6alpha-hydroxy-3-oxoeudesma-1,4-dien-12-oic acid gamma-lactone, Santoninic anhydride, 6alpha-hydroxy-3-oxo-11-epiisoeusantona-1,4-dienic acid gamma-lactone
Santonin is a drug which was widely used in the past as an anthelminthic. It is a terpenoid and an organic compound consisting of colorless flat prisms, turning slightly yellow from the action of light and soluble in alcohol, chloroform and boiling water.
Chemical data
- Formula
- C15H18O3
- Molecular weight
- 246.3 g/mol
- IUPAC name
- (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione
- SMILES
- C[C@H]1[C@@H]2CC[C@]3(C=CC(=O)C(=C3[C@H]2OC1=O)C)C
- InChIKey
- XJHDMGJURBVLLE-BOCCBSBMSA-N
- XLogP
- 2.3
- Polar surface area
- 43.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
266 papers- Structure-activity relationship and synthetic methodologies of α-santonin derivatives with diverse bioactivities: A mini-review.European journal of medicinal chemistry · 2019
- Santonin Poisoning.California and western medicine · 1933
- Santonin attenuates Ovalbumin-induced airway inflammation by inhibiting IL-4/IL-13 signaling.Biochemical and biophysical research communications · 2025
- Dangers of Santonin.Buffalo medical and surgical journal · 1887
- [Santonin].Die Pharmazie · 1951
via PubMed
Wikidata facts
- Mass
- 246.125594
Show 5 more facts
- chemical formula
- C₁₅H₁₈O₃
- canonical SMILES
- CC1C2CCC3(C=CC(=O)C(=C3C2OC1=O)C)C
- isomeric SMILES
- C[C@H]1[C@@H]2CC[C@]3(C=CC(=O)C(=C3[C@H]2OC1=O)C)C
- has characteristic
- bitterness
- Commons category
- Santonin
Sources (2)
via Wikidata · CC0