dextromethorphan   Click here for help

GtoPdb Ligand ID: 6953

Synonyms: d-methorphan
Approved drug
dextromethorphan is an approved drug (FDA (no history prior to 1982))
Compound class: Synthetic organic
Comment: Dextromethorphan is a morphinan class sedative. It is available over-the-counter (OTC) for use as an antitussive. At doses much higher than medically recommended, dextromethorphan is used recreationally for its dissociative anesthetic and euphoria producing effects.
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View more information in the IUPHAR Pharmacology Education Project: dextromethorphan

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 12.47
Molecular weight 271.19
XLogP 3.61
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc2c(c1)C13CCCCC3C(C2)N(CC1)C
Isomeric SMILES COc1ccc2c(c1)[C@@]13CCCC[C@@H]3[C@H](C2)N(CC1)C
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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (no history prior to 1982))
International Nonproprietary Names Click here for help
INN number INN
166 dextromethorphan
Synonyms Click here for help
Database Links Click here for help
Specialist databases
GPCRdb Ligand dextromethorphan
Reactome Drug Reactome logo R-ALL-9679830, R-ALL-39703
Reactome Reaction Reactome logo R-HSA-76456, R-HSA-9679816
Other databases
CAS Registry No. 125-71-3
ChEMBL Ligand CHEMBL52440
DrugBank Ligand DB00514
DrugCentral Ligand 842
GtoPdb PubChem SID 178103535
PubChem CID 5360696
Search Google for chemical match using the InChIKey MKXZASYAUGDDCJ-NJAFHUGGSA-N
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Search PubMed clinical trials dextromethorphan
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UniChem Compound Search for chemical match using the InChIKey MKXZASYAUGDDCJ-NJAFHUGGSA-N
UniChem Connectivity Search for chemical match using the InChIKey MKXZASYAUGDDCJ-NJAFHUGGSA-N
Wikipedia Dextromethorphan