KEGG   DRUG: Codeine phosphate
Entry
D02101                      Drug                                   
Name
Codeine phosphate (USP);
Codeine phosphate hydrate (JP18);
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
Analgesic
 DG01984  Opioid analgesics
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
 DG02924  UGT substrate
  DG03189  UGT2B4 substrate
  DG03190  UGT2B7 substrate
Remark
Therapeutic category: 2242 8115
ATC code: R05DA04
Chemical structure group: DG01076
Product (DG01076): D02101<JP> D03580<US>
Product (mixture): D02146<US> D11851<US> D11852<US> D11860<US> D12138<US> D12312<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 (JP18)
 8  Narcotics
  81  Alkaloidal narcotics
   811  Opium alkaloids
    8115  Codeines
     D02101  Codeine phosphate (USP); Codeine phosphate hydrate (JP18)
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)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01564  Opioid receptor agonist
   DG01563  mu-Opioid receptor agonist
    DG01076  Codeine
     D02101  Codeine phosphate
 Analgesic
  DG01984  Opioid analgesics
   DG01076  Codeine
    D02101  Codeine phosphate
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG01076  Codeine
    D02101  Codeine phosphate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG01076  Codeine
     D02101  Codeine phosphate
  DG02924  UGT substrate
   DG03189  UGT2B4 substrate
    DG01076  Codeine
     D02101  Codeine phosphate
   DG03190  UGT2B7 substrate
    DG01076  Codeine
     D02101  Codeine phosphate
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
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01564  Opioid receptor agonist
   DG01563  mu-Opioid receptor agonist
    DG01076  Codeine
 Analgesic
  DG01984  Opioid analgesics
   DG01076  Codeine
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG01076  Codeine
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG01076  Codeine
  DG02924  UGT substrate
   DG03189  UGT2B4 substrate
    DG01076  Codeine
   DG03190  UGT2B7 substrate
    DG01076  Codeine
Prodrugs [br08324.html]
 DG01076
Other DBs
CAS: 41444-62-6
PubChem: 7849162
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

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