KEGG   DRUG: Codeine
Entry
D00195                      Drug                                   

Name
Codeine (USP);
Codeine hydrate
Formula
C18H21NO3. H2O
Exact mass
317.1627
Mol weight
317.3795
Structure
Simcomp
Source
Papaver somniferum [TAX:3469]
Class
Neuropsychiatric agent
 DG01564  Opioid receptor agonist
  DG01563  mu-Opioid receptor agonist
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
 DG02913  CYP3A4 substrate
 DG02924  UGT substrate
Remark
ATC code: R05DA04
Chemical structure group: DG01076
Product (DG01076): D02101<JP> D03580<US>
Product (mixture): D11852<US> D11860<US>
Efficacy
Analgesic (narcotic), Antitussive, Opioid receptor agonist
Comment
Opium alkaloid
Active form of prodrug: Morphine [DR:D08233]
Target
OPRM1 [HSA:4988] [KO:K04215]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
Metabolism
Enzyme: UGT2B7 [HSA:7364], UGT2B4 [HSA:7363]; CYP3A4 [HSA:1576], CYP2D6 [HSA:1565]
Interaction
Structure map
map07039  Opioid analgesics
map07224  Opioid receptor agonists/antagonists
Other map
map00982  Drug metabolism - cytochrome P450
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
     R05DA04 Codeine
      D00195  Codeine (USP)
Risk category of Japanese OTC drugs [BR:br08312]
 Designated second-class OTC drugs
  Inorganic and organic chemicals
   Codeine
    D00195  Codeine (USP)
 Second-class OTC drugs
  Inorganic and organic chemicals
   Codeine
    D00195  Codeine (USP)
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Opioid
    OPRM1
     D00195  Codeine (USP)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00195
Prodrugs [br08324.html]
 DG01076
Other DBs
CAS: 6059-47-8
PubChem: 7847263
ChEMBL: CHEMBL369475
DrugBank: DB00318
LigandBox: D00195
NIKKAJI: J244.866A
LinkDB
KCF data

ATOM        23
            1   O0  O    32.4662  -13.2509
            2   C1z C    24.7589  -14.6309
            3   C8y C    24.7589  -13.3059
            4   C1y C    25.9444  -15.3282
            5   C1y C    23.6431  -15.2585
            6   C1x C    25.9444  -14.0033
            7   C8y C    23.6431  -12.6783
            8   C8y C    25.9444  -12.6783
            9   C1y C    27.0602  -14.6309
            10  C2x C    25.9444  -16.5835
            11  O2x O    22.3182  -13.9335
            12  C1y C    23.6431  -16.5835
            13  C1x C    28.1759  -14.0033
            14  C8y C    23.6431  -11.3533
            15  C1x C    27.0602  -13.3756
            16  C8x C    25.9444  -11.3533
            17  N1y N    28.1759  -15.3282
            18  C2x C    24.7589  -17.2808
            19  O1a O    22.5274  -17.2808
            20  C8x C    24.8286  -10.7257
            21  O2a O    22.5274  -10.7257
            22  C1a C    21.3419  -11.3533
            23  C1a C    29.5759  -15.3282
BOND        26
            1     2   3 1
            2     2   4 1
            3     2   5 1
            4     2   6 1 #Up
            5     3   7 2
            6     3   8 1
            7     4   9 1
            8     4  10 1
            9     5  11 1 #Down
            10    5  12 1
            11    6  13 1
            12    7  14 1
            13    8  15 1
            14    8  16 2
            15    9  17 1 #Up
            16   10  18 2
            17   12  19 1 #Down
            18   14  20 2
            19   14  21 1
            20   21  22 1
            21    7  11 1
            22    9  15 1
            23   12  18 1
            24   13  17 1
            25   16  20 1
            26   17  23 1

» Japanese version   » Back

KEGG   DRUG: Codeine phosphate
Entry
D02101                      Drug                                   

Name
Codeine phosphate (USP);
Codeine phosphate hydrate (JP17);
Codeine (TN)
Formula
(C18H21NO3)2. 2H3PO4. H2O
Exact mass
812.2686
Mol weight
812.7341
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01564  Opioid receptor agonist
  DG01563  mu-Opioid receptor agonist
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
 DG02913  CYP3A4 substrate
 DG02924  UGT substrate
Remark
Therapeutic category: 2242 8115
ATC code: R05DA04
Chemical structure group: DG01076
Product (DG01076): D02101<JP> D03580<US>
Product (mixture): D02146<US> D11587<US> D11851<US> D11852<US> D11860<US>
Efficacy
Analgesic (narcotic), Antitussive, Opioid receptor agonist
Comment
Opium alkaloid
Active form of prodrug: Morphine [DR:D08233]
Target
OPRM1 [HSA:4988] [KO:K04215]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
Metabolism
Enzyme: UGT2B7 [HSA:7364], UGT2B4 [HSA:7363]; CYP3A4 [HSA:1576], CYP2D6 [HSA:1565]
Interaction
Structure map
map07039  Opioid analgesics
map07224  Opioid receptor agonists/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
     R05DA04 Codeine
      D02101  Codeine phosphate (USP) <JP>
USP drug classification [BR:br08302]
 Analgesics
  Opioid Analgesics, Short-acting
   Codeine
    D02101  Codeine phosphate (USP)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  22  Respiratory organ agents
   224  Antitussives and expectorants
    2242  Codeines
     D02101  Codeine phosphate (USP); Codeine phosphate hydrate (JP17)
 8  Narcotics
  81  Alkaloidal narcotics
   811  Opium alkaloids
    8115  Codeines
     D02101  Codeine phosphate (USP); Codeine phosphate hydrate (JP17)
Classification of Japanese OTC drugs [BR:br08313]
 Agents for respiratory organs
  26 Antitussives and expectorants
   D02101  Codeine phosphate (USP)
Risk category of Japanese OTC drugs [BR:br08312]
 Designated second-class OTC drugs
  Inorganic and organic chemicals
   Codeine
    D02101  Codeine phosphate (USP)
 Second-class OTC drugs
  Inorganic and organic chemicals
   Codeine
    D02101  Codeine phosphate (USP)
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Opioid
    OPRM1
     D02101  Codeine phosphate (USP) <JP>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D02101  Codeine phosphate hydrate
  D02101  Codeine phosphate tablets
  D02101  1% Codeine phosphate powder
  D02101  10% Codeine phosphate powder
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02101
Prodrugs [br08324.html]
 DG01076
Other DBs
CAS: 41444-62-6
PubChem: 7849162
DrugBank: DB00318
LigandBox: D02101
NIKKAJI: J244.491G
LinkDB
KCF data

ATOM        55
            1   O0  O    29.5066  -18.6348
            2   C1z C    18.0622  -16.8904
            3   C8y C    18.0622  -15.5648
            4   C1y C    19.2482  -17.5881
            5   C1y C    16.9458  -17.5183
            6   C1x C    19.2482  -16.2625
            7   C8y C    16.9458  -14.9368
            8   C8y C    19.2482  -14.9368
            9   C1y C    20.3645  -16.8904
            10  C2x C    19.2482  -18.8439
            11  O2x O    15.6202  -16.1927
            12  C1y C    16.9458  -18.8439
            13  C1x C    21.4808  -16.2625
            14  C8y C    16.9458  -13.6112
            15  C1x C    20.3645  -15.6345
            16  C8x C    19.2482  -13.6112
            17  N1y N    21.4808  -17.5881
            18  C2x C    18.0622  -19.5416
            19  O1a O    15.8295  -19.5416
            20  C8x C    18.1319  -12.9833
            21  O2a O    15.8295  -12.9833
            22  C1a C    14.6435  -13.6112
            23  C1a C    22.8808  -17.5881
            24  P1b P    28.5285  -14.7289
            25  O1c O    28.5285  -13.3335
            26  O1c O    28.5285  -16.1243
            27  O1c O    29.9238  -14.7289
            28  O1c O    27.1331  -14.7289
            29  C1z C    18.0622  -16.8904
            30  C8y C    18.0622  -15.5648
            31  C8y C    16.9458  -14.9368
            32  C8y C    16.9458  -13.6112
            33  C8x C    18.1319  -12.9833
            34  C8x C    19.2482  -13.6112
            35  C8y C    19.2482  -14.9368
            36  C1x C    20.3645  -15.6345
            37  C1y C    20.3645  -16.8904
            38  C1y C    19.2482  -17.5881
            39  C2x C    19.2482  -18.8439
            40  C2x C    18.0622  -19.5416
            41  C1y C    16.9458  -18.8439
            42  C1y C    16.9458  -17.5183
            43  O2x O    15.6202  -16.1927
            44  O1a O    15.8295  -19.5416
            45  N1y N    21.4808  -17.5881
            46  C1x C    21.4808  -16.2625
            47  C1x C    19.2482  -16.2625
            48  C1a C    22.8808  -17.5881
            49  O2a O    15.8295  -12.9833
            50  C1a C    14.6435  -13.6112
            51  P1b P    28.5285  -14.7289
            52  O1c O    28.5285  -13.3335
            53  O1c O    28.5285  -16.1243
            54  O1c O    29.9238  -14.7289
            55  O1c O    27.1331  -14.7289
BOND        60
            1     2   3 1
            2     2   4 1
            3     2   5 1
            4     2   6 1 #Up
            5     3   7 2
            6     3   8 1
            7     4   9 1
            8     4  10 1
            9     5  11 1 #Down
            10    5  12 1
            11    6  13 1
            12    7  14 1
            13    8  15 1
            14    8  16 2
            15    9  17 1 #Up
            16   10  18 2
            17   12  19 1 #Down
            18   14  20 2
            19   14  21 1
            20   21  22 1
            21    7  11 1
            22    9  15 1
            23   12  18 1
            24   13  17 1
            25   16  20 1
            26   17  23 1
            27   29  30 1
            28   29  38 1
            29   29  42 1
            30   29  47 1 #Up
            31   30  31 2
            32   30  35 1
            33   38  37 1
            34   38  39 1
            35   42  43 1 #Down
            36   42  41 1
            37   47  46 1
            38   31  32 1
            39   35  36 1
            40   35  34 2
            41   37  45 1 #Up
            42   39  40 2
            43   41  44 1 #Down
            44   32  33 2
            45   32  49 1
            46   49  50 1
            47   31  43 1
            48   37  36 1
            49   41  40 1
            50   46  45 1
            51   34  33 1
            52   45  48 1
            53   24  25 2
            54   24  26 1
            55   24  27 1
            56   24  28 1
            57   51  52 2
            58   51  53 1
            59   51  54 1
            60   51  55 1
BRACKET     1    12.7400  -20.3000   12.7400  -12.0400
            1    24.3600  -12.0400   24.3600  -20.3000
            1  2
 ORIGINAL  1    2   3   7  14  20  16   8  15   9   4  10  18  12   5  11  19
            1   23  17  13   6  24  21  22
 REPEAT    1   30  31  32  33  34  35  36  37  38  39  40  41  42  43  44  45
            1   46  47  48  49  50  51  52
            2    25.6900  -16.8000   25.6900  -12.6000
            2    31.1500  -12.6000   31.1500  -16.8000
            2  2
 ORIGINAL  2   25  26  27  28  29
 REPEAT    2   53  54  55  56  57

» Japanese version   » Back

KEGG   DRUG: Codeine sulfate
Entry
D03580                      Drug                                   

Name
Codeine sulfate (USP);
Codeine sulfate trihydrate;
Codeine sulfate (TN)
Product
  Generic
Formula
(C18H21NO3)2. H2SO4. 3H2O
Exact mass
750.3034
Mol weight
750.8528
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01564  Opioid receptor agonist
  DG01563  mu-Opioid receptor agonist
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
 DG02913  CYP3A4 substrate
 DG02924  UGT substrate
Remark
ATC code: R05DA04
Chemical structure group: DG01076
Product (DG01076): D02101<JP> D03580<US>
Efficacy
Analgesic (narcotic), Antitussive, Opioid receptor agonist
Comment
Opium alkaloid
Active form of prodrug: Morphine [DR:D08233]
Target
OPRM1 [HSA:4988] [KO:K04215]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
Metabolism
Enzyme: UGT2B7 [HSA:7364], UGT2B4 [HSA:7363]; CYP3A4 [HSA:1576], CYP2D6 [HSA:1565]
Interaction
Structure map
map07039  Opioid analgesics
map07224  Opioid receptor agonists/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
     R05DA04 Codeine
      D03580  Codeine sulfate (USP) <US>
USP drug classification [BR:br08302]
 Analgesics
  Opioid Analgesics, Short-acting
   Codeine
    D03580  Codeine sulfate (USP)
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Opioid
    OPRM1
     D03580  Codeine sulfate (USP) <US>
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D03580
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D03580
Prodrugs [br08324.html]
 DG01076
Other DBs
CAS: 6854-40-6
PubChem: 47205864
ChEMBL: CHEMBL4297091
DrugBank: DB00318
LigandBox: D03580
LinkDB
KCF data

ATOM        52
            1   O0  O    29.9570  -18.1983
            2   C1z C    18.8310  -16.9590
            3   C8y C    18.8310  -15.6336
            4   C1y C    20.0168  -17.6566
            5   C1y C    17.7147  -17.5868
            6   C1x C    20.0168  -16.3312
            7   C8y C    17.7147  -15.0057
            8   C8y C    20.0168  -15.0057
            9   C1y C    21.1330  -16.9590
            10  C2x C    20.0168  -18.9123
            11  O2x O    16.3893  -16.2614
            12  C1y C    17.7147  -18.9123
            13  C1x C    22.2491  -16.3312
            14  C8y C    17.7147  -13.6802
            15  C1x C    21.1330  -15.7033
            16  C8x C    20.0168  -13.6802
            17  N1y N    22.2491  -17.6566
            18  C2x C    18.8310  -19.6099
            19  O1a O    16.5985  -19.6099
            20  C8x C    18.9007  -13.0524
            21  O2a O    16.5985  -13.0524
            22  C1a C    15.4127  -13.6802
            23  C1a C    23.6491  -17.6566
            24  S4a S    28.9520  -14.8100
            25  O1d O    28.9520  -13.4100
            26  O1d O    28.9520  -16.2100
            27  O1d O    27.5519  -14.8100
            28  O1d O    30.3519  -14.8100
            29  O0  O    29.9570  -18.1983
            30  O0  O    29.9570  -18.1983
            31  C1z C    18.8310  -16.9590
            32  C8y C    18.8310  -15.6336
            33  C8y C    17.7147  -15.0057
            34  C8y C    17.7147  -13.6802
            35  C8x C    18.9007  -13.0524
            36  C8x C    20.0168  -13.6802
            37  C8y C    20.0168  -15.0057
            38  C1x C    21.1330  -15.7033
            39  C1y C    21.1330  -16.9590
            40  C1y C    20.0168  -17.6566
            41  C2x C    20.0168  -18.9123
            42  C2x C    18.8310  -19.6099
            43  C1y C    17.7147  -18.9123
            44  C1y C    17.7147  -17.5868
            45  O2x O    16.3893  -16.2614
            46  O1a O    16.5985  -19.6099
            47  N1y N    22.2491  -17.6566
            48  C1x C    22.2491  -16.3312
            49  C1x C    20.0168  -16.3312
            50  C1a C    23.6491  -17.6566
            51  O2a O    16.5985  -13.0524
            52  C1a C    15.4127  -13.6802
BOND        56
            1    24  25 2
            2    24  26 2
            3    24  27 1
            4    24  28 1
            5     2   3 1
            6     2   4 1
            7     2   5 1
            8     2   6 1 #Up
            9     3   7 2
            10    3   8 1
            11    4   9 1
            12    4  10 1
            13    5  11 1 #Down
            14    5  12 1
            15    6  13 1
            16    7  14 1
            17    8  15 1
            18    8  16 2
            19    9  17 1 #Up
            20   10  18 2
            21   12  19 1 #Down
            22   14  20 2
            23   14  21 1
            24   21  22 1
            25    7  11 1
            26    9  15 1
            27   12  18 1
            28   13  17 1
            29   16  20 1
            30   17  23 1
            31   31  32 1
            32   31  40 1
            33   31  44 1
            34   31  49 1 #Up
            35   32  33 2
            36   32  37 1
            37   40  39 1
            38   40  41 1
            39   44  45 1 #Down
            40   44  43 1
            41   49  48 1
            42   33  34 1
            43   37  38 1
            44   37  36 2
            45   39  47 1 #Up
            46   41  42 2
            47   43  46 1 #Down
            48   34  35 2
            49   34  51 1
            50   51  52 1
            51   33  45 1
            52   39  38 1
            53   43  42 1
            54   48  47 1
            55   36  35 1
            56   47  50 1
BRACKET     1    27.7200  -18.9700   27.7200  -17.2900
            1    30.5200  -17.2900   30.5200  -18.9700
            1  3
 ORIGINAL  1    1
 REPEAT    1   30  31
            2    13.4400  -20.3000   13.4400  -12.0400
            2    25.0600  -12.0400   25.0600  -20.3000
            2  2
 ORIGINAL  2    2   3   7  14  20  16   8  15   9   4  10  18  12   5  11  19
            2   23  17  13   6  24  21  22
 REPEAT    2   32  33  34  35  36  37  38  39  40  41  42  43  44  45  46  47
            2   48  49  50  51  52  53  54

» Japanese version   » Back

KEGG   DRUG: Codeine hydrochloride
Entry
D07740                      Drug                                   

Name
Codeine hydrochloride;
Bisoltus (TN)
Formula
C18H22NO3. Cl
Exact mass
335.1288
Mol weight
335.8252
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01564  Opioid receptor agonist
  DG01563  mu-Opioid receptor agonist
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
 DG02913  CYP3A4 substrate
 DG02924  UGT substrate
Remark
ATC code: R05DA04
Chemical structure group: DG01076
Product (DG01076): D02101<JP> D03580<US>
Efficacy
Analgesic (narcotic), Antitussive, Narcotic, Opioid receptor agonist
Comment
Opium alkaloid
Active form of prodrug: Morphine [DR:D08233]
Target
OPRM1 [HSA:4988] [KO:K04215]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
Metabolism
Enzyme: UGT2B7 [HSA:7364], UGT2B4 [HSA:7363]; CYP3A4 [HSA:1576], CYP2D6 [HSA:1565]
Interaction
Structure map
map07039  Opioid analgesics
map07224  Opioid receptor agonists/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
     R05DA04 Codeine
      D07740  Codeine hydrochloride
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Opioid
    OPRM1
     D07740  Codeine hydrochloride
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D07740
Prodrugs [br08324.html]
 DG01076
Other DBs
CAS: 1422-07-7
PubChem: 51092036
ChEMBL: CHEMBL1257022
LigandBox: D07740
NIKKAJI: J44.373E
LinkDB
KCF data

ATOM        23
            1   C1z C    17.6971  -16.7898
            2   C8y C    17.6971  -15.5305
            3   C1y C    18.8165  -17.4894
            4   C1y C    16.5777  -17.4894
            5   C1x C    18.8865  -16.1602
            6   C8y C    16.5777  -14.8309
            7   C8y C    18.8865  -14.8309
            8   C1y C    20.0058  -16.7898
            9   C2x C    18.8165  -18.7487
            10  O2x O    15.2485  -16.0902
            11  C1y C    16.5777  -18.7487
            12  C1x C    21.1952  -16.1602
            13  C8y C    16.5777  -13.5016
            14  C1x C    20.0058  -15.5305
            15  C8x C    18.8865  -13.5016
            16  N2y N    21.1952  -17.4894 #+
            17  C2x C    17.6971  -19.4483
            18  O1a O    15.4583  -19.4483
            19  C8x C    17.6971  -12.8720
            20  O2a O    15.4583  -12.8720
            21  C1a C    14.3390  -13.5016
            22  C1a C    22.5245  -17.4894
            23  X   Cl   22.9442  -14.2012 #-
BOND        26
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     1   5 1 #Up
            5     2   6 2
            6     2   7 1
            7     3   8 1
            8     3   9 1
            9     4  10 1 #Down
            10    4  11 1
            11    5  12 1
            12    6  13 1
            13    7  14 1
            14    7  15 2
            15    8  16 1 #Up
            16    9  17 2
            17   11  18 1 #Down
            18   13  19 2
            19   13  20 1
            20   20  21 1
            21    6  10 1
            22    8  14 1
            23   11  17 1
            24   12  16 1
            25   15  19 1
            26   16  22 1

» Japanese version   » Back

DBGET integrated database retrieval system