Noscapine
(-)-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. — ChEBI
- 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 g/mol
- Exact mass
- 413.14745207 Da
- XLogP3
- 2.7
- Topological polar surface area
- 75.7 Ų
- Hydrogen-bond donors
- 0
- Hydrogen-bond acceptors
- 8
- Covalent units
- 1
- Defined stereocentres
- 2
Also known as
16 more reported names
External database identifiers
- ChEBI:CHEBI:73237
- ChEMBL:CHEMBL364713
- EPA DTXSID:DTXSID4023385
- EPA DTXSID:DTXSID901032089
- PubMed:22999177
- PubMed:22921420
- PubMed:22917039
- PubMed:22848370
- PubMed:22745410
- PubMed:22733149
- PubMed:22671862
- PubMed:22655227
- PubMed:22653730
- PubMed:22649926
- PubMed:22574013
- PubMed:22546556
Evidence from additional scientific databases
NIH PubChem PUG-View
Attributed physical-property, hazard, environmental and use annotations.
- Color/Form: ORTHORHOMBIC BISPHENOIDAL PRISMS Source: Hazardous Substances Data Bank (HSDB)
- Color/Form: FINE, WHITE, OR PRACTICALLY WHITE, CRYSTALLINE POWDER Source: Hazardous Substances Data Bank (HSDB)
- Density: 1.395 Source: Hazardous Substances Data Bank (HSDB)
- Dissociation Constants: PK 7.8; KB 1.5X10-8 Source: Hazardous Substances Data Bank (HSDB)
- Melting Point: 176 °C Source: Hazardous Substances Data Bank (HSDB)
- Melting Point: 176 °C Source: Human Metabolome Database (HMDB)
- Odor: ODORLESS Source: Hazardous Substances Data Bank (HSDB)
- Physical Description: Solid Source: Human Metabolome Database (HMDB)
- Refractive Index: INDEX OF REFRACTION: 1.5403 Source: Hazardous Substances Data Bank (HSDB)
- Solubility: PKA 6.24; FREELY SOL IN ETHANOL; INSOL IN DIETHYL ETHER /HYDROCHLORIDE/ Source: Hazardous Substances Data Bank (HSDB)
- Solubility: FINE, WHITE, OR PRACTICALLY WHITE, CRYSTALLINE POWDER; ODORLESS OR HAS SLIGHT ODOR OF ETHANOL; FREELY SOL IN CHLOROFORM & METHANOL; SOL IN ALCOHOL; SPARINGLY SOL IN ACETONE; PRACTICALLY INSOL IN ETHER; SOLN IN WATER IS DEXTROROTATORY; PH OF SOLN (1 IN 20) BETWEEN 2.5 & 3.5 /HYDROCHLORIDE/ Source: Hazardous Substances Data Bank (HSDB)
- Solubility: HEMIHYDRATE TO TETRAHYDRATE, CRYSTALS; VERY SOL IN WATER /HYDROCHLORIDE/ Source: Hazardous Substances Data Bank (HSDB)
- Solubility: CRYSTALS; FREELY SOL IN WATER; SOL IN METHANOL, ETHANOL; SLIGHTLY SOL IN ETHYL ACETATE; PRACTICALLY INSOL IN ETHER /CAMPHORSULFONATE/ Source: Hazardous Substances Data Bank (HSDB)
- Solubility: PRACTICALLY INSOL IN VEGETABLE OILS; SLIGHTLY SOL IN NH4OH, HOT SOLN OF KOH & NAOH Source: Hazardous Substances Data Bank (HSDB)
- Solubility: SLIGHTLY SOL IN ALCOHOL & ETHER Source: Hazardous Substances Data Bank (HSDB)
- Solubility: INSOL IN WATER; SOL IN BENZENE & ACETONE Source: Hazardous Substances Data Bank (HSDB)
- Solubility: 0.3 mg/mL at 30 °C Source: Human Metabolome Database (HMDB)
- pH: NEUTRAL TO LITMUS Source: Hazardous Substances Data Bank (HSDB)
- Signal: Warning Source: European Chemicals Agency (ECHA)
- GHS Hazard Statements: H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] Source: European Chemicals Agency (ECHA)
- Precautionary Statement Codes: P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement) Source: European Chemicals Agency (ECHA)
- ECHA C&L Notifications Summary: Aggregated GHS information provided per 140 reports by companies from 4 notifications to the ECHA C&L Inventory.; Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. Source: European Chemicals Agency (ECHA)
- Signal: Warning Source: NITE-CMC
- GHS Hazard Statements: H302: Harmful if swallowed [Warning Acute toxicity, oral] Source: NITE-CMC
- Precautionary Statement Codes: P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement) Source: NITE-CMC
- Uses: MEDICATION Source: Hazardous Substances Data Bank (HSDB)
- Uses: Use (kg; approx.) in Germany (2009): >1000; Consumption (g per capita; approx.) in Germany (2009): 0.0122; Excretion rate: 1; Calculated removal (%): 46.5 Source: NORMAN Suspect List Exchange
Mapped by: Existing checksum-valid CAS to unique PubChem CID match. Retrieved: 2026-08-31. Open source record
Scientific classifications and hazard annotations provide context and do not replace the market-specific regulatory decision shown above.
Additional source coverage and match status
| Source | Result | Checked |
|---|---|---|
| NIH PubChem PUG-View | Exact match | 2026-08-31 |
A recorded no-match is useful evidence that the source was checked; it is not a claim that the substance does not exist elsewhere.
Retrieved from NIH PubChem on 2026-09-02 by checksum-valid CAS matching. Chemical properties do not replace the regulatory decision on this page.