Dextromethorphan
(1S,9S,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene
Molecular Identity
Dextromethorphan
(1S,9S,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene
PubChem CID: 5360696
Dextromethorphan is 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. It has a role as a oneirogen, a xenobiotic, a prodrug, a neurotoxin, an antitussive, a NMDA receptor antagonist and an environmental contaminant. It is functionally related to a dextrorphan. It is an enantiomer of a levomethorphan.
2D Structure
Properties
C18H25NO
Molecular Formula
271.40
Molecular Weight
g/mol
271.1936
Exact Mass
Da
3.4
XLogP
Drug-like (Lipinski: < 5)
12.5
TPSA
Good oral absorption (< 140 A²)
0
H-Bond Donors
2
H-Bond Acceptors
370
Complexity
SMILES
Canonical SMILES
SMILES: CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)OCIsomeric SMILES
SMILES: CN1CC[C@@]23CCCC[C@@H]2[C@@H]1CC4=C3C=C(C=C4)OCSynonyms(20)
dextromethorphand-Methorphan125-71-3delta-MethorphanDextromorphanDextromethorfanDextrometorfanoDextromethorphaneAlbutussinDestrometerfanoDextromethorphanumBA 2666Balminil DM(+)-Dextromethorphan3-Methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan
Data from PubChem (NCBI)
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Trials and conditions connected to Dextromethorphan
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