KEGG   COMPOUND: C05086Help
Entry
C05086                      Compound                               

Name
Cyclosporin A;
Ciclosporin;
Cyclosporine
Formula
C62H111N11O12
Exact mass
1201.8414
Mol weight
1202.6112
Structure
Mol fileKCF fileDB searchJmolKegDraw
Sequence
0 D-Ala  1 Leu  2 Leu  3 Val  4 Thr  5 Abu  6 Sar  7 Leu  8 Val
9 Leu  10 Ala  (Cyclization: 0-10)
  Gene
0-10 simA [UP:Q09164]
  Organism
Tolypocladium inflatum
  Type
NRP
Remark
Same as: 
Comment
1, 2, 7 and 9 Leu are modified by N-methyl. (i.e. N-Mehtyl-L-leucine)
3 Val is modified by N-methyl. (i.e. N-Methyl-L-valine)
4 Thr is modified by (4R)-4-[(E)-butenyl]-4,N-dimethyl. (i.e. (4R)-4-[(E)-Butenyl]-4,N-dimethyl-L-threonine)
Brite
Lipids [BR:br08002]
 PK  Polyketides
  PK14 Non-ribosomal peptide/polyketide hybrids
   C05086  Cyclosporin A
Carcinogens [BR:br08008]
 Group 1: Carcinogenic to humans
  Compounds
   C05086  Cyclosporin A
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L04 IMMUNOSUPPRESSANTS
   L04A IMMUNOSUPPRESSANTS
    L04AD Calcineurin inhibitors
     L04AD01 Ciclosporin
      D00184  Cyclosporine (USP)
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01X OTHER OPHTHALMOLOGICALS
    S01XA Other ophthalmologicals
     S01XA18 Ciclosporin
      D00184  Cyclosporine (USP)
USP drug classification [BR:br08302]
 Immunological Agents
  Immune Suppressants
   Cyclosporine
    D00184  Cyclosporine (USP)
 Ophthalmic Agents
  Ophthalmic Agents, Other
   Cyclosporine
    D00184  Cyclosporine (USP)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  13  Agents affecting sensory organs
   131  Ophthalmic agents
    1319  Others
     D00184  Cyclosporine (USP); Ciclosporin (JP17)
 3  Agents affecting metabolism
  39  Other agents affecting metabolism
   399  Miscellaneous
    3999  Others
     D00184  Cyclosporine (USP); Ciclosporin (JP17)
Target-based classification of drugs [BR:br08310]
 Enzymes
  Hydrolases
   calcineurin
    Ciclosporin
     D00184  Cyclosporine (USP)
Cytochrome P450 interactions [BR:br08309]
 CYP inhbitors
  CYP2C8
   Ciclosporin
    D00184  Cyclosporine (USP)
  CYP2C9
   Ciclosporin
    D00184  Cyclosporine (USP)
  CYP3A4
   Ciclosporin
    D00184  Cyclosporine (USP)
  CYP3A
   Ciclosporin
    D00184  Cyclosporine (USP)
 CYP substrates
  CYP3A4
   Ciclosporin
    D00184  Cyclosporine (USP)
  CYP3A5
   Ciclosporin
    D00184  Cyclosporine (USP)
  CYP3A7
   Ciclosporin
    D00184  Cyclosporine (USP)
  CYP3A
   Cyclosporine
    D00184  Cyclosporine (USP)
 Transporter inhibitors
  ABCB1
   Cyclosporine
    D00184  Cyclosporine (USP)
  ABCB4
   Ciclosporin
    D00184  Cyclosporine (USP)
  ABCB11
   Ciclosporin
    D00184  Cyclosporine (USP)
  ABCC2
   Ciclosporin
    D00184  Cyclosporine (USP)
  ABCG2
   Cyclosporine
    D00184  Cyclosporine (USP)
  SLCO1B1
   Cyclosporine
    D00184  Cyclosporine (USP)
  SLCO1B3
   Cyclosporine
    D00184  Cyclosporine (USP)
  SLCO2B1
   Ciclosporin
    D00184  Cyclosporine (USP)
 Transporter substrates
  ABCB1
   Ciclosporin
    D00184  Cyclosporine (USP)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00184  Ciclosporin
Dermatological agents [br08370.html]
 Non-steroidal oral agent
  D00184
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D00184
Animal drugs in Japan [BR:br08331]
 96  Agents affecting metabolism
  968  Antiallergic agents (including nonspecific antigen preparations)
   9689  Other antiallergic agents
    C05086  Cyclosporin A
BRITE hierarchy
Other DBs
CAS: 
59865-13-3
PubChem: 
ChEBI: 
ChEMBL: 
LIPIDMAPS: 
KNApSAcK: 
3DMET: 
NIKKAJI: 
KCF data Show

ATOM        85
            1   C1c C    28.1636  -13.0743
            2   N1c N    27.0718  -13.7058
            3   C5a C    29.2552  -13.7058
            4   C1c C    28.1636  -11.8170
            5   C5a C    25.9801  -13.0743
            6   C1a C    27.0718  -14.9631
            7   N1b N    30.3469  -13.0743
            8   O5a O    29.2552  -14.9631
            9   C1c C    29.2552  -11.1853
            10  O1a O    27.0718  -11.1853
            11  C1c C    24.8884  -13.7058
            12  O5a O    25.9801  -11.8170
            13  C1c C    31.4386  -13.7058
            14  C1a C    30.3469  -11.8170
            15  N1c N    23.7969  -13.0743
            16  C1c C    24.9524  -15.3994
            17  C5a C    32.5303  -13.0743
            18  C1b C    31.4386  -14.9631
            19  C5a C    22.7052  -13.7058
            20  C1a C    23.7969  -11.8170
            21  C1a C    23.8607  -16.0311
            22  C1a C    26.0440  -16.0311
            23  N1c N    33.6219  -13.7058
            24  O5a O    32.5303  -11.8170
            25  C1c C    21.6136  -13.0743
            26  O5a O    22.7052  -14.9631
            27  C1b C    33.6219  -14.9631
            28  C1a C    34.7137  -13.0743
            29  N1c N    20.5219  -13.7058
            30  C1b C    21.6136  -11.8170
            31  C5a C    34.7137  -15.5949
            32  C5a C    20.5219  -17.2432
            33  C1a C    19.2584  -13.7058
            34  C1c C    20.5219  -11.1853
            35  N1c N    34.7075  -17.3553
            36  O5a O    35.8054  -14.9631
            37  C1c C    19.4302  -19.0650
            38  C1a C    20.5219   -9.9220
            39  C1a C    19.4302  -11.8170
            40  C1c C    34.7137  -20.3222
            41  C1a C    35.9525  -17.3577
            42  N1c N    19.4302  -20.3222
            43  C1b C    18.3385  -18.4332
            44  C5a C    33.6219  -20.9540
            45  C1b C    35.8054  -20.9540
            46  C5a C    20.5219  -20.9540
            47  C1a C    18.3385  -20.9540
            48  C1c C    17.2468  -19.0650
            49  N1b N    32.5303  -20.3222
            50  O5a O    33.6219  -22.2113
            51  C1c C    36.8971  -20.3222
            52  C1c C    21.6136  -20.3222
            53  O5a O    20.5219  -22.2113
            54  C1a C    16.1552  -18.4332
            55  C1c C    31.4386  -20.9540
            56  C1a C    37.9888  -20.9540
            57  C1a C    36.8971  -19.0650
            58  N1b N    22.7052  -20.9540
            59  C1a C    21.6136  -19.1350
            60  C5a C    30.3469  -20.3222
            61  C1c C    31.4631  -22.5913
            62  C5a C    23.7969  -20.3222
            63  N1c N    29.2552  -20.9540
            64  O5a O    30.3469  -19.0650
            65  C1a C    30.2978  -23.5543
            66  C1a C    32.5731  -23.4562
            67  C1c C    24.8884  -20.9540
            68  O5a O    23.7969  -19.0650
            69  C1c C    28.1636  -20.3222
            70  C1a C    29.2552  -22.2113
            71  N1b N    25.9801  -20.3222
            72  C1a C    24.8884  -22.2113
            73  C5a C    27.0718  -20.9540
            74  C1b C    28.1636  -17.9639
            75  O5a O    27.0718  -22.2113
            76  C1c C    29.2552  -17.3321
            77  C1a C    29.2492  -16.0688
            78  C1a C    30.3469  -17.9578
            79  C1a C    32.6521  -15.6629
            80  C1a C    17.2463  -20.4398
            81  O5a O    21.7154  -17.9320
            82  C1b C    29.2552   -9.8000
            83  C2b C    30.4713   -9.0980
            84  C2b C    31.6685   -9.7894
            85  C1a C    32.8550   -9.1044
BOND        85
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 1
            5     2   6 1
            6     3   7 1
            7     3   8 2
            8     4   9 1
            9     4  10 1
            10    5  11 1
            11    5  12 2
            12    7  13 1
            13    9  14 1
            14   11  15 1
            15   11  16 1
            16   13  17 1
            17   13  18 1
            18   15  19 1
            19   15  20 1
            20   16  21 1
            21   16  22 1
            22   17  23 1
            23   17  24 2
            24   19  25 1
            25   19  26 2
            26   23  27 1
            27   23  28 1
            28   25  29 1
            29   25  30 1
            30   27  31 1
            31   29  32 1
            32   29  33 1
            33   30  34 1
            34   31  35 1
            35   31  36 2
            36   34  38 1
            37   34  39 1
            38   35  40 1
            39   35  41 1
            40   37  42 1
            41   37  43 1
            42   40  44 1
            43   40  45 1
            44   42  46 1
            45   42  47 1
            46   43  48 1
            47   44  49 1
            48   44  50 2
            49   45  51 1
            50   46  52 1
            51   46  53 2
            52   48  54 1
            53   49  55 1
            54   51  56 1
            55   51  57 1
            56   52  58 1
            57   52  59 1
            58   55  60 1
            59   55  61 1
            60   58  62 1
            61   60  63 1
            62   60  64 2
            63   61  65 1
            64   61  66 1
            65   62  67 1
            66   62  68 2
            67   63  69 1
            68   63  70 1
            69   67  71 1
            70   67  72 1
            71   69  73 1
            72   69  74 1
            73   73  75 2
            74   74  76 1
            75   76  77 1
            76   76  78 1
            77   71  73 1
            78   18  79 1
            79   48  80 1
            80   32  81 2
            81   37  32 1
            82    9  82 1
            83   82  83 1
            84   83  84 2
            85   84  85 1

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