CAS 481-06-1: (-)-Santonin
Description:(-)-Santonin is a naturally occurring chemical compound classified as a sesquiterpene lactone, primarily derived from the plant Artemisia cina, commonly known as wormwood. It is characterized by its crystalline structure and is typically found as a white to pale yellow solid. The compound exhibits a distinct odor and is known for its medicinal properties, particularly in traditional herbal medicine, where it has been used as an anthelmintic to expel parasitic worms. (-)-Santonin is also notable for its ability to induce phototoxicity, leading to skin reactions upon exposure to sunlight. In terms of solubility, it is generally soluble in organic solvents such as ethanol and chloroform but has limited solubility in water. The compound's stereochemistry is significant, as the (-) designation indicates its specific optical activity, which is crucial for its biological interactions. Due to its potential effects and applications, (-)-Santonin has been the subject of various studies focusing on its pharmacological properties and mechanisms of action.
Formula:C15H18O3
InChI:InChI=1S/C15H18O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7-8,10,13H,4,6H2,1-3H3/t8-,10-,13-,15-/m0/s1
InChI key:InChIKey=XJHDMGJURBVLLE-BOCCBSBMSA-N
SMILES:O=C1C=CC2(C(=C1C)C3OC(=O)C(C)C3CC2)C
- Synonyms:
- (-)-α-Santonin
- (3S,3AS,5aS,9bS)-2,3,3a,4,5,5a,8,9b-octahydro-3,5a,9-trimethylnaphto[1,2-b]furane-2,8-dione
- (3S,3aS,5aR,9bR)-3,5a,9-trimethyl-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione
- (3S,3aS,5aS,9bS)-2,3,3a,4,5,5a,8,9b-Octahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8-dion
- (3S,3aS,5aS,9bS)-2,3,3a,4,5,5a,8,9b-octahidro-3,5a,9-trimetilnafto[1,2-b]furano-2,8-diona
- (3S,3aS,5aS,9bS)-2,3,3a,4,5,5a,8,9b-octahydro-3,5a,9-trimethylnaphtho(1,2-b)furan-2,8-dione
- (3S,3aS,5aS,9bS)-2,3,3a,4,5,5a,8,9b-octahydro-3,5a,9-trimethylnaphto[1,2-b]furanne-2,8-dione
- (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione
- (3S,3aS,5aS,9bS)-3a,5,5a,9b-Tetrahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)-dione
- (3aS,5aS,9bS)-3,5a,9-trimethyl-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione
- See more synonyms
- 1,2,3,4,4a,7-Hexahydro-1-hydroxy-α,4a,8-trimethyl-7-oxo-2-naphthaleneacetic acid γ-lactone
- 3,5a,9-trimethyl-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione
- Eudesma-1,4-dien-12-oic acid, 6α-hydroxy-3-oxo-, γ-lactone, (11S)-
- Naphtho[1,2-b]furan-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, (3S,3aS,5aS,9bS)-
- Naphtho[1,2-b]furan-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, [3S-(3α,3aα,5aβ,9bβ)]-
- Nsc 4900
- Santonin
- Semenen