loading...| Preferred Name | (-)-noscapine | |
| Synonyms |
(-)-narcotine noscapina (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 noscapinum noscapine (-)-alpha-narcotine C22H23NO7 alpha-Narcotine |
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| ID |
http://purl.obolibrary.org/obo/CHEBI_73237 |
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| altId |
CHEBI:10321 |
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| 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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| has role |
http://purl.obolibrary.org/obo/CHEBI_35610 http://purl.obolibrary.org/obo/CHEBI_26619 |
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| 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 |
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| InChIKey |
InChIKey=AKNNEGZIBPJZJG-MSOLQXFVSA-N |
|
| label |
(-)-noscapine |
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| prefixIRI |
obo2:CHEBI_73237 |
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| prefLabel |
(-)-noscapine |
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| SMILES |
[H][C@@]1(OC(=O)c2c(OC)c(OC)ccc12)[C@]1([H])N(C)CCc2cc3OCOc3c(OC)c12 |
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| Synonym |
(-)-narcotine noscapina (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 noscapinum noscapine (-)-alpha-narcotine C22H23NO7 alpha-Narcotine |
|
| xref |
CiteXplore:22733149 Wikipedia:Noscapine Reaxys:99933 CASRN:128-62-1 CiteXplore:22653730 CiteXplore:22671862 CiteXplore:22935070 KEGG COMPOUND:C09592 CiteXplore:23117045 HMDB:HMDB33439 MetaCyc:CPD-14834 CiteXplore:22079300 KEGG DRUG:D01036 CiteXplore:22848370 ChEMBL:420260 CiteXplore:22546556 NIST Chemistry WebBook:128-62-1 |
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| subClassOf |