Ketcher 02142011152D 1   1.00000     0.00000     0

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  3 19  1  0     0  0
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M  END
> <ID>
CHEBI:4470

> <NAME>
dextromethorphan

> <DEFINITION>
A 6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene in which the sterocenters at positions 4a, 10 and 10a have S-configuration. It is a prodrug of dextrorphan and used as an antitussive drug for suppressing cough.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:92579

> <SYNONYM>
DXM; dextromethorfan; destrometerfano; D-methorphan; d-Methorphan; BA-2666; BA 2666; 3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan; (9alpha,13alpha,14alpha)-3-methoxy-17-methylmorphinan; (+)-dextromethorphan; (+)-3-methoxy-N-methylmorphinan

> <IUPAC_NAME>
3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan; (4aS,10S,10aS)-6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene

> <INN>
dextrometorfano; dextromethorphanum; dextromethorphane; dextromethorphan

> <BRAND_NAME>
Tusilan; Romilar; Medicon; Dextromorphan; Delsym; Calmylin; Benylin DM; Balminil DM; Antussan; Albutussin

> <FORMULA>
C18H25NO

> <MASS>
271.404

> <MONOISOTOPIC_MASS>
271.19361

> <CHARGE>
0

> <SMILES>
C=1C=2C[C@H]3[C@@]4([C@](C2C=C(C1)OC)(CCCC4)CCN3C)[H]

> <INCHI>
InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3/t15-,17+,18+/m1/s1

> <INCHIKEY>
MKXZASYAUGDDCJ-NJAFHUGGSA-N

> <CAS_REGISTRY_NUMBER>
125-71-3

> <REAXYS_REGISTRY_NUMBER>
88549

> <CHEMIDPLUS>
125-71-3

> <DRUGBANK_ACCESSION>
DB00514

> <KEGG_COMPOUND_ACCESSION>
C06947

> <KEGG_DRUG_ACCESSION>
D03742

> <LINCS_ACCESSION>
LSM-2726

> <NIST_CHEMISTRY_WEBBOOK>
125-71-3

> <WIKIPEDIA_ACCESSION>
Dextromethorphan

> <PUBMED_CITATION>
10869398; 12711372; 15505150; 17157116; 17461892; 17573115; 18160193; 18198471; 24269965; 2660263; 31094746; 7976530; 8158182; 9705419

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