Noscapine

Chemical Information
(-)-noscapine is a benzylisoquinoline alkaloid that is 1,2,3,4-tetrahydroisoquinoline which is substituted by a 4,5-dimethoxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl group at position 1, a methylenedioxy group at positions 6-7 and a methoxy group at position 8. Obtained from plants of the Papaveraceae family, it lacks significant painkilling properties and is primarily used for its antitussive (cough-suppressing) effects. It has a role as an antineoplastic agent, an antitussive, an apoptosis inducer and a plant metabolite. It is a benzylisoquinoline alkaloid, an organic heterotricyclic compound, an organic heterobicyclic compound, an aromatic ether, a tertiary amino compound, an isobenzofuranone and a cyclic acetal. It is functionally related to a (-)-noscapine hemiacetal.
| CAS Number | 128-62-1 |
| PubChem CID | 275196 |
| IUPAC Name | (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one |
| Molecular Formula | C22H23NO7 |
| Molecular Weight | 413.4 |
| XLogP | 2.7 |
| Topological Polar Surface Area | 75.7 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 647 |
| Property | Value |
|---|---|
| Molecular Weight | 413.4 |
| XLogP3 | 2.7 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 4 |
| Exact Mass | 413.14745207 |
| Monoisotopic Mass | 413.14745207 |
| Topological Polar Surface Area | 75.7 Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 647 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| 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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