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Neuroscience Information Framework (NIF) Standard Ontology
| Preferred Name | dextromethorphan | |
| Synonyms |
Romilar Benylin DM for Children 12 Robitussin Pediatric Cough Dextromorphan Dextrometorfano (INN-Spanish) Trocal Koffex DM Tussade Dextromethorfan (Czech) Tusilan Triaminic DM Long Lasting for Children Robitussin Maximum Strength Methorphan Benylin DM Dextromethorphan Bromide D-Methorphan Hydrobromide Creo-Terpin Balminil DM Robitussin Pediatric Levometorfano (INN-Spanish) Delsym Cough Formula Cosylan Demorphan Diabe-Tuss DM Syrup Pertussin CS Children's Novahistine DM Benylin DM for Children Dormethan Canfodion Vicks 44 Cough Relief Levomethorphan Suppressant Demorphine Levomethorphan (Ban:Dcf:Inn) Destrometerfano (Dcit) Pertussin DM Extra Strength L-Methorphan Levomethorphanum (INN-Latin) Demorphan Hydrobromide Medicon Bromhydrate Dextrometorphan Benylin Pediatric Cough Balminil DM Children Metrorat Delta-Methorphan Strength Benylin DM 12 Hour Hihustan M Dexyromethorphan Cough Suppressant Hour Novahistex DM Calmylin #1 Antussan Dormetan Benylin Adult Formula Cough D-Methorphan Methorate Hydrobromide Levomethorphane (INN-French) Sucrets 4 Hour Cough Delsym BA 2666 destrometerfano (+)-3-methoxy-N-methylmorphinan dextrometorfano DXM (9alpha,13alpha,14alpha)-3-methoxy-17-methylmorphinan Albutussin (+)-dextromethorphan dextromethorphane d-Methorphan dextromethorphanum dextromethorfan dextromethorphan 3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan BA-2666 Calmylin D-methorphan (4aS,10S,10aS)-6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene |
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| Definitions |
The d-isomer of the codeine analog of levorphanol. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist (receptors, N-methyl-D-aspartate) and acts as a non-competitive channel blocker. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity. (PubChem) Pharmacology: Dextromethorphan suppresses the cough reflex by a direct action on the cough center in the medulla of the brain. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist and acts as a non-competitive channel blocker. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity. Mechanism of action: Dextromethorphan is an opioid-like drug that binds to and acts as antagonist to the NMDA glutamatergic receptor, it is an agonist to the opioid sigma 1 and sigma 2 receptors, it is also an alpha3/beta4 nicotinic receptor antagonist and targets the serotonin reuptake pump. Dextromethorphan is rapidly absorbed from the gastrointestinal tract, where it enters the bloodstream and crosses the blood-brain barrier. The first-pass through the hepatic portal vein results in some of the drug being metabolized into an active metabolite of dextromethorphan, dextrorphan, the 3-hydroxy derivative of dextromethorphan. Drug type: Approved. Small Molecule. Drug category: Analgesics, Opioid. Antitussive Agents. Excitatory Amino Acid Antagonists 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. Street names: Cough-X, Hold DM |
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| ID |
http://purl.obolibrary.org/obo/CHEBI_4470 |
|
| comment |
Street names: Cough-X, Hold DM
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|
| alternative label |
Romilar BA 2666 destrometerfano Dextromorphan Tusilan Benylin DM Balminil DM (+)-3-methoxy-N-methylmorphinan dextrometorfano DXM (9alpha,13alpha,14alpha)-3-methoxy-17-methylmorphinan Medicon Albutussin (+)-dextromethorphan dextromethorphane d-Methorphan dextromethorphanum dextromethorfan dextromethorphan 3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan BA-2666 Antussan Calmylin D-methorphan Delsym (4aS,10S,10aS)-6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene
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|
| charge |
0
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|
| createdDate |
March 5, 2010
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|
| database_cross_reference |
PMID:9705419 LINCS:LSM-2726 PMID:15505150 PMID:31094746 PMID:10869398 Drug_Central:842 PMID:18160193 CAS:125-71-3 PMID:12711372 Wikipedia:Dextromethorphan Reaxys:88549 PMID:24269965 PMID:8158182 PMID:18198471 KEGG:C06947 PMID:17461892 PMID:7976530 PMID:2660263 DrugBank:DB00514 PMID:17573115 KEGG:D03742 HMDB:HMDB0001920 PMID:17157116
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|
| definition |
The d-isomer of the codeine analog of levorphanol. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist (receptors, N-methyl-D-aspartate) and acts as a non-competitive channel blocker. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity. (PubChem) Pharmacology: Dextromethorphan suppresses the cough reflex by a direct action on the cough center in the medulla of the brain. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist and acts as a non-competitive channel blocker. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity. Mechanism of action: Dextromethorphan is an opioid-like drug that binds to and acts as antagonist to the NMDA glutamatergic receptor, it is an agonist to the opioid sigma 1 and sigma 2 receptors, it is also an alpha3/beta4 nicotinic receptor antagonist and targets the serotonin reuptake pump. Dextromethorphan is rapidly absorbed from the gastrointestinal tract, where it enters the bloodstream and crosses the blood-brain barrier. The first-pass through the hepatic portal vein results in some of the drug being metabolized into an active metabolite of dextromethorphan, dextrorphan, the 3-hydroxy derivative of dextromethorphan. Drug type: Approved. Small Molecule. Drug category: Analgesics, Opioid. Antitussive Agents. Excitatory Amino Acid Antagonists 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. Street names: Cough-X, Hold DM
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|
| formula |
C18H25NO
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|
| has characteristic |
http://uri.neuinfo.org/nif/nifstd/nlx_chem_090801 http://purl.obolibrary.org/obo/CHEBI_35703 http://purl.obolibrary.org/obo/CHEBI_50910 http://purl.obolibrary.org/obo/CHEBI_78298 http://purl.obolibrary.org/obo/CHEBI_60643 http://purl.obolibrary.org/obo/CHEBI_50266 |
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| has exact synonym |
(4aS,10S,10aS)-6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene 3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan
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| has functional parent | ||
| has role |
http://purl.obolibrary.org/obo/CHEBI_35703 http://purl.obolibrary.org/obo/CHEBI_50910 http://purl.obolibrary.org/obo/CHEBI_78298 http://purl.obolibrary.org/obo/CHEBI_60643 http://purl.obolibrary.org/obo/CHEBI_50266 |
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| has_alternative_id |
CHEBI:92579
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|
| has_obo_namespace |
chebi_ontology
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| has_related_synonym |
Romilar BA 2666 destrometerfano Dextromorphan Tusilan Benylin DM Balminil DM (+)-3-methoxy-N-methylmorphinan dextrometorfano DXM (9alpha,13alpha,14alpha)-3-methoxy-17-methylmorphinan Medicon Albutussin (+)-dextromethorphan dextromethorphane d-Methorphan dextromethorphanum dextromethorfan dextromethorphan 3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan BA-2666 Antussan Calmylin D-methorphan Delsym
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|
| hasExternalSource |
DB00514
|
|
| hasStreetName |
Cough-X Hold DM
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|
| id |
CHEBI:4470
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|
| in_subset | ||
| 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
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|
| inchikey |
MKXZASYAUGDDCJ-NJAFHUGGSA-N
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| is enantiomer of | ||
| label |
dextromethorphan
|
|
| mass |
271.404
|
|
| modifiedDate |
June 30, 2010
|
|
| monoisotopicmass |
271.19361
|
|
| notation |
CHEBI:4470
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|
| note |
The d-isomer of the codeine analog of levorphanol. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist (receptors, N-methyl-D-aspartate) and acts as a non-competitive channel blocker. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity. (PubChem) Pharmacology: Dextromethorphan suppresses the cough reflex by a direct action on the cough center in the medulla of the brain. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist and acts as a non-competitive channel blocker. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity. Mechanism of action: Dextromethorphan is an opioid-like drug that binds to and acts as antagonist to the NMDA glutamatergic receptor, it is an agonist to the opioid sigma 1 and sigma 2 receptors, it is also an alpha3/beta4 nicotinic receptor antagonist and targets the serotonin reuptake pump. Dextromethorphan is rapidly absorbed from the gastrointestinal tract, where it enters the bloodstream and crosses the blood-brain barrier. The first-pass through the hepatic portal vein results in some of the drug being metabolized into an active metabolite of dextromethorphan, dextrorphan, the 3-hydroxy derivative of dextromethorphan. Drug type: Approved. Small Molecule. Drug category: Analgesics, Opioid. Antitussive Agents. Excitatory Amino Acid Antagonists 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. Street names: Cough-X, Hold DM
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| preferred label |
dextromethorphan
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| prefLabel |
dextromethorphan
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|
| smiles |
C=1C=2C[C@H]3[C@@]4([C@](C2C=C(C1)OC)(CCCC4)CCN3C)[H]
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|
| synonym |
Romilar Benylin DM for Children 12 Robitussin Pediatric Cough Dextromorphan Dextrometorfano (INN-Spanish) Trocal Koffex DM Tussade Dextromethorfan (Czech) Tusilan Triaminic DM Long Lasting for Children Robitussin Maximum Strength Methorphan Benylin DM Dextromethorphan Bromide D-Methorphan Hydrobromide Creo-Terpin Balminil DM Robitussin Pediatric Levometorfano (INN-Spanish) Delsym Cough Formula Cosylan Demorphan Diabe-Tuss DM Syrup Pertussin CS Children's Novahistine DM Benylin DM for Children Dormethan Canfodion Vicks 44 Cough Relief Levomethorphan Suppressant Demorphine Levomethorphan (Ban:Dcf:Inn) Destrometerfano (Dcit) Pertussin DM Extra Strength L-Methorphan Levomethorphanum (INN-Latin) Demorphan Hydrobromide Medicon Bromhydrate Dextrometorphan Benylin Pediatric Cough Balminil DM Children Metrorat Delta-Methorphan Strength Benylin DM 12 Hour Hihustan M Dexyromethorphan Cough Suppressant Hour Novahistex DM Calmylin #1 Antussan Dormetan Benylin Adult Formula Cough D-Methorphan Methorate Hydrobromide Levomethorphane (INN-French) Sucrets 4 Hour Cough Delsym
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| subClassOf |
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