Structure via PubChem · Public domain (PubChem)
Santonin
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
chemische Verbindung
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
Article · Deutsch
Santonin (Santoninsäureanhydrid) ist der wirksame Bestandteil des sogenannten Wurmsamens, aus dem es fabrikmäßig dargestellt wird. Santonin bildet glänzende, weiße, tafelförmige Kristalle aus, die geruchlos und geschmacklos sind, aber in alkoholischer Lösung stark bitter schmecken.
Abstract from DBpedia / Wikipedia · CC BY-SA