KEGG   DRUG: Dextromethorphan
Entry
D03742                      Drug                                   
Name
Dextromethorphan (USP)
Formula
C18H25NO
Exact mass
271.1936
Mol weight
271.3972
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01498  NMDA receptor antagonist
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Remark
Same as: C06947
ATC code: R05DA09
Chemical structure group: DG01078
Product (DG01078): D00848<JP>
Product (mixture): D11647<US>
Efficacy
Antitussive
Comment
Opium alkaloid, morphinan, nonnarcotic
Target
SIGMAR1 [HSA:10280] [KO:K20719]
GRIN (NMDAR) [HSA:2902 2903 2904 2905 2906] [KO:K05208 K05209 K05210 K05211 K05212]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04724  Glutamatergic synapse
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
Structure map
map07235  N-Methyl-D-aspartic acid (NMDA) receptor antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 R RESPIRATORY SYSTEM
  R05 COUGH AND COLD PREPARATIONS
   R05D COUGH SUPPRESSANTS, EXCL. COMBINATIONS WITH EXPECTORANTS
    R05DA Opium alkaloids and derivatives
     R05DA09 Dextromethorphan
      D03742  Dextromethorphan (USP)
Risk category of Japanese OTC drugs [BR:br08312]
 Second-class OTC drugs
  Inorganic and organic chemicals
   Dextromethorphan
    D03742  Dextromethorphan (USP)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01498  NMDA receptor antagonist
   DG01078  Dextromethorphan
    D03742  Dextromethorphan
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG01078  Dextromethorphan
    D03742  Dextromethorphan
Target-based classification of drugs [BR:br08310]
 Ion channels
  Ligand-gated ion channels
   Glutamate (ionotropic), NMDA
    GRIN (NMDAR)
     D03742  Dextromethorphan (USP)
 Transporters
  Other transporters
   Auxiliary transport proteins (TC:8.A)
    SIGMAR1
     D03742  Dextromethorphan (USP)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D03742
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01498  NMDA receptor antagonist
   DG01078  Dextromethorphan
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG01078  Dextromethorphan
Other DBs
CAS: 125-71-3
PubChem: 17397831
ChEBI: 4470
LigandBox: D03742
NIKKAJI: J9.356D
KCF data

ATOM        20
            1   C1z C    33.2856  -19.2724
            2   C8y C    33.2913  -17.9380
            3   C1y C    34.4453  -19.9427
            4   C1x C    34.2413  -18.3226
            5   C1x C    32.1259  -19.9368
            6   C8y C    34.4570  -17.2736
            7   C8x C    32.1492  -17.2619
            8   C1y C    35.6051  -19.2841
            9   C1x C    34.4453  -21.2772
            10  C1x C    36.7415  -18.3167
            11  C1x C    32.1259  -21.2772
            12  C1x C    35.6108  -17.9496
            13  C8x C    34.4687  -15.9449
            14  C8y C    32.1609  -15.9273
            15  N1y N    36.7590  -19.9601
            16  C1x C    33.2856  -21.9534
            17  C8x C    33.3206  -15.2688
            18  O2a O    31.0069  -15.2455
            19  C1a C    38.2276  -19.9368
            20  C1a C    29.8412  -15.9040
BOND        23
            1     1   2 1
            2     1   3 1
            3     1   4 1 #Down
            4     1   5 1
            5     2   6 2
            6     2   7 1
            7     3   8 1
            8     3   9 1
            9     4  10 1
            10    5  11 1
            11    6  12 1
            12    6  13 1
            13    7  14 2
            14    8  15 1 #Down
            15    9  16 1
            16   13  17 2
            17   14  18 1
            18   15  19 1
            19   18  20 1
            20    8  12 1
            21   10  15 1
            22   11  16 1
            23   14  17 1

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