loading...| Preferred Name | (-)-noscapine | |
| Synonyms |
(-)-narcotine noscapina noscapinum noscapine (-)-alpha-narcotine alpha-Narcotine (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one |
|
| Definitions |
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. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_73237 |
|
| charge |
0 |
|
| database_cross_reference |
PMID:23117045 Wikipedia:Noscapine PMID:22848370 Reaxys:99933 Drug_Central:1973 HMDB:HMDB0033439 KNApSAcK:C00001891 LINCS:LSM-3997 PMID:22935070 KEGG:D01036 MetaCyc:CPD-14834 PMID:22546556 PMID:22671862 KEGG:C09592 PMID:22733149 CAS:128-62-1 PMID:22653730 PMID:22079300 |
|
| definition |
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. |
|
| formula |
C22H23NO7 |
|
| has functional parent | ||
| has role |
http://purl.obolibrary.org/obo/CHEBI_35610 http://purl.obolibrary.org/obo/CHEBI_76924 |
|
| has_alternative_id |
CHEBI:10321 |
|
| has_exact_synonym |
(3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
(-)-narcotine noscapina noscapinum noscapine (-)-alpha-narcotine alpha-Narcotine |
|
| id |
CHEBI:73237 |
|
| in_subset | ||
| inchi |
InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1 |
|
| inchikey |
AKNNEGZIBPJZJG-MSOLQXFVSA-N |
|
| label |
(-)-noscapine |
|
| mass |
413.421 |
|
| monoisotopicmass |
413.14745 |
|
| notation |
CHEBI:73237 |
|
| prefLabel |
(-)-noscapine |
|
| smiles |
C1N([C@@](C2=C(C1)C=C3OCOC3=C2OC)([H])[C@@]4(C=5C=CC(=C(C5C(O4)=O)OC)OC)[H])C |
|
| treeView |
http://purl.obolibrary.org/obo/CHEBI_35618 http://purl.obolibrary.org/obo/CHEBI_59770 http://purl.obolibrary.org/obo/CHEBI_55372 http://purl.obolibrary.org/obo/CHEBI_26979 http://purl.obolibrary.org/obo/CHEBI_22750 |
|
| subClassOf |
http://purl.obolibrary.org/obo/CHEBI_35618 http://purl.obolibrary.org/obo/CHEBI_59770 http://purl.obolibrary.org/obo/CHEBI_55372 http://purl.obolibrary.org/obo/CHEBI_26979 http://purl.obolibrary.org/obo/CHEBI_22750 |