Preferred Name | Noscapine | |
Synonyms |
alpha-Narcotine (-)-narcotine (-)-alpha-narcotine noscapina noscapine noscapinum (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 |
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alternative term |
alpha-Narcotine (-)-narcotine (-)-alpha-narcotine noscapina noscapine noscapinum (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 |
|
bearer_of |
http://purl.obolibrary.org/obo/CHEBI_35610 http://purl.obolibrary.org/obo/CHEBI_76924 |
|
charge |
0 |
|
database_cross_reference |
PMID:22079300 PMID:22546556 PMID:22653730 HMDB:HMDB0033439 PMID:22848370 KNApSAcK:C00001891 CAS:128-62-1 PMID:22671862 PMID:22733149 PMID:23117045 Wikipedia:Noscapine Reaxys:99933 KEGG:C09592 KEGG:D01036 MetaCyc:CPD-14834 PMID:22935070 Drug_Central:1973 LINCS:LSM-3997 |
|
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 |
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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 |
alpha-Narcotine (-)-narcotine (-)-alpha-narcotine noscapina noscapine noscapinum |
|
has_RxCUI |
7533 |
|
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 Noscapine |
|
mass |
413.421 |
|
monoisotopicmass |
413.14745 |
|
notation |
CHEBI:73237 |
|
prefixIRI |
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 |
|
textual 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. |
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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 |