KEGG   DRUG: CodeineHelp
Entry
D00195                      Drug                                   

Name
Codeine (USP);
Codeine hydrate
Formula
C18H21NO3. H2O
Exact mass
317.1627
Mol weight
317.3795
Structure
Mol fileKCF fileDB search
Simcomp 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>
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
Drug 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)
Prodrugs [br08324.html]
 DG01076
BRITE hierarchy
Other DBs
CAS: 6059-47-8
PubChem: 7847263
ChEMBL: CHEMBL369475
DrugBank: DB00318
LigandBox: D00195
NIKKAJI: J244.866A
KCF data Show

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   COMPOUND: C06174Help
Entry
C06174                      Compound                               

Name
Codeine;
(5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol
Formula
C18H21NO3
Exact mass
299.1521
Mol weight
299.3642
Structure
Mol fileKCF fileDB search
Remark
ATC code: R05DA04
Drug group: DG01076
Reaction
Pathway
map00950  Isoquinoline alkaloid biosynthesis
map00982  Drug metabolism - cytochrome P450
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Enzyme
1.1.1.247       1.14.11.32      1.14.13.-       1.14.14.1       
2.4.1.17
Brite
Phytochemical compounds [BR:br08003]
 Alkaloids
  Alkaloids derived from tyrosine
   Isoquinoline alkaloids
    C06174  Codeine
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
      C06174  Codeine
Risk category of Japanese OTC drugs [BR:br08312]
 Designated second-class OTC drugs
  Inorganic and organic chemicals
   Codeine
    C06174  Codeine
 Second-class OTC drugs
  Inorganic and organic chemicals
   Codeine
    C06174  Codeine
BRITE hierarchy
Other DBs
CAS: 76-57-3
PubChem: 8425
ChEBI: 16714
ChEMBL: CHEMBL485
KNApSAcK: C00001837
3DMET: B01981
NIKKAJI: J4.178E
KCF data Show

ATOM        22
            1   C1z C    26.2749  -14.7048
            2   C8y C    26.2458  -13.3977
            3   C1y C    27.3733  -15.3667
            4   C1y C    25.1072  -15.3498
            5   C1x C    27.3733  -14.0373
            6   C8y C    25.1072  -12.7471
            7   C8y C    27.3789  -12.7471
            8   C1y C    28.5120  -14.7160
            9   C2x C    27.3676  -16.6736
            10  O2x O    23.8057  -13.9588
            11  C1y C    25.1014  -16.6569
            12  C1x C    29.6861  -14.0831
            13  C8y C    25.1072  -11.4290
            14  C1x C    28.5176  -13.4034
            15  C8x C    27.3789  -11.4290
            16  N1y N    29.6509  -15.3780
            17  C2x C    26.2289  -17.3188
            18  O1a O    23.9572  -17.3131
            19  C8x C    26.2514  -10.7725
            20  O2a O    23.9684  -10.7725
            21  C1a C    22.8297  -11.4290
            22  C1a C    31.0509  -15.3780
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

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