KEGG   DRUG: Codeine sulfateHelp
Entry
D03580                      Drug                                   

Name
Codeine sulfate (USP);
Codeine sulfate trihydrate
Product
  Generic
Formula
(C18H21NO3)2. H2SO4. 3H2O
Exact mass
750.3034
Mol weight
750.8528
Structure
Mol fileKCF fileDB searchJmolKegDraw
Simcomp SIMCOMP
Class
Neuropsychiatric agent
 DG01564  Opioid receptor agonist
  DG01563  mu-Opioid receptor agonist
Cyp substrate
 DG01644  CYP2D6 substrate
Remark
ATC code: 
Chemical group: 
Activity
Analgesic (narcotic), Antitussive, Opioid receptor agonist
Comment
Active form of prodrug: Morphine [DR:D08233]
Opium alkaloid
Target
OPRM1 [HSA:4988] [KO:K04215]
  Pathway
Neuroactive ligand-receptor interaction
Metabolism
Enzyme: CYP2D6 [HSA:1565], CYP3A4 [HSA:1576], UGT2B7 [HSA:7364]
Interaction
Genomic biomarker: CYP2D6 [HSA:1565]
Drug interaction
Structure map
Opioid analgesics
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)
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
    mu-opioid receptor
     Codeine
      D03580  Codeine sulfate (USP)
Cytochrome P450 interactions [BR:br08309]
 CYP substrates
  CYP2D6
   Codeine
    D03580  Codeine sulfate (USP)
  CYP3A4
   Codeine
    D03580  Codeine sulfate (USP)
Phytochemicals used as drugs [BR:br08306]
 Alkaloids
  Alkaloids derived from tyrosine
   Isoquinoline alkaloids
    D03580  Codeine sulfate (USP)
Anesthetics, analgesics and anti-inflammatory drugs [br08369.html]
 Analgesics
  D03580
Pharmacogenomic biomarkers in FDA drug labels [br08341.html]
 Polymorphisms and germline mutations
  D03580
BRITE hierarchy
Other DBs
CAS: 
6854-40-6
PubChem: 
DrugBank: 
LigandBox: 
LinkDB All DBs
KCF data Show

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

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