4-Epi-isoinuviscolide

Chemical Information
4-epiisoinuviscolide is a sesquiterpene lactone that is 3a,4,4a,5,6,7,7a,9a-octahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group at position 5, methyl groups at positions 5 and 8 and a methylidene group at position 3 (the 3aR,4aR,5S,7aR,9aS stereoisomer). It has been isolated from the aerial parts of Inula hupehensis. It has a role as a metabolite, an anti-inflammatory agent and a plant metabolite. It is a tertiary alcohol, an organic heterotricyclic compound, a gamma-lactone and a sesquiterpene lactone.
| CAS Number | 68832-39-3 |
| PubChem CID | 53320574 |
| IUPAC Name | (3aS,5aR,8S,8aR,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one |
| Molecular Formula | C15H20O3 |
| Molecular Weight | 248.32 |
| XLogP | 1.6 |
| Topological Polar Surface Area | 46.5 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 451 |
| Property | Value |
|---|---|
| Molecular Weight | 248.32 |
| XLogP3 | 1.6 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 248.14124450 |
| Monoisotopic Mass | 248.14124450 |
| Topological Polar Surface Area | 46.5 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 451 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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