KEGG   COMPOUND: C12151
Entry
C12151                      Compound                               
Name
Mycolactone
Formula
C44H70O9
Exact mass
742.502
Mol weight
743.0212
Structure
Sequence
[1] 0 Mak  1 Mak  2 Mtd  3 Mte  4 Mtk  5 Mad  6 Mte  7 Mtk  8 Mae
    9 Man
[2] 0 Mak  1 Mak  2 Mad  3 Mtd  4 Mad  5 Mtd  6 Mtd  7 Man
  Gene
[1] 0-8 mlsA1 [UP:Q6MZA4]; 9 mlsA2 [UP:Q6MZA5]
[2] 0-7 mlsB [UP:Q6MZ72]
  Organism
Mycobacterium ulcerans [GN:mul]
  Type
PK
Comment
Mycolactone A (Z isomer at C-4')
Mycolactone B (E isomer at C-4')
The structure of mycolactone B is shown here.
Pathway
map01052  Type I polyketide structures
Brite
Lipids [BR:br08002]
 PK  Polyketides
  PK04 Macrolides and lactone polyketides
   C12151  Mycolactone
Other DBs
PubChem: 14298
ChEBI: 31871
3DMET: B04440
NIKKAJI: J2.781.165E
LinkDB
KCF data

ATOM        53
            1   C1y C    11.3932  -18.6413
            2   O7a O    11.3863  -20.0433
            3   C7a C    12.5979  -20.7469
            4   C2b C    13.8163  -20.0555
            5   C1a C    13.8234  -18.6534
            6   C1y C    12.6119  -17.9428
            7   C1c C     7.7932  -13.7308
            8   C1a C     6.5814  -14.4282
            9   O6a O     6.5735  -15.8299
            10  C7x C     7.7773  -16.5342
            11  O7x O     8.9961  -15.8438
            12  C1y C     9.0040  -14.4421
            13  C1x C     7.7571  -17.9223
            14  C1x C     8.9680  -18.6335
            15  C1x C    10.1866  -17.9360
            16  C1a C    10.1946  -16.5345
            17  C2y C    11.4143  -15.8443
            18  C1x C    12.6253  -16.5485
            19  C1x C    10.2167  -13.7377
            20  C2x C    11.4275  -14.4490
            21  C1b C     7.8002  -12.3289
            22  C2b C    10.2304  -12.3411
            23  C2c C     9.0189  -11.6375
            24  C2b C    15.0215  -20.7408
            25  C2c C    16.2263  -20.0433
            26  C2b C    17.4381  -20.7337
            27  C2c C    18.6497  -20.0362
            28  C2b C    19.8615  -20.7266
            29  C2b C    21.0734  -20.0291
            30  C2b C    22.2850  -20.7196
            31  C2c C    23.4968  -20.0222
            32  C2b C    24.7086  -20.7125
            33  C1c C    25.9134  -20.0151
            34  C1c C    27.1250  -20.7054
            35  C1b C    28.3368  -20.0080
            36  C1c C    29.5486  -20.6985
            37  C1a C    30.7603  -20.0010
            38  C1c C    11.4355  -11.6384
            39  C1c C    12.6473  -12.3289
            40  C1b C    13.8589  -11.6314
            41  C1c C    15.0707  -12.3218
            42  C1a C    16.2826  -11.6243
            43  C1a C     9.0260  -10.2355
            44  C1a C    11.4285  -10.2363
            45  O1a O    12.6403  -13.7308
            46  O1a O    15.0738  -13.7237
            47  O6a O    12.5908  -22.1487
            48  C1a C    16.2232  -18.6413
            49  C1a C    18.6467  -18.6342
            50  C1a C    23.4938  -18.6201
            51  O1a O    27.1280  -22.1073
            52  O1a O    29.5517  -22.1004
            53  O1a O    25.9455  -18.5637
BOND        53
            1    26  27 1
            2    10  13 1
            3    27  28 2
            4    13  14 1
            5    28  29 1
            6    14  15 1
            7    29  30 2
            8     6   5 1 #Down
            9    30  31 1
            10    6   1 1
            11   31  32 2
            12   17  16 1
            13   32  33 1
            14   15   1 1
            15   33  34 1
            16    6  18 1
            17   34  35 1
            18   18  17 1
            19   35  36 1
            20    7   8 1 #Up
            21   36  37 1
            22    9  10 2
            23   22  38 1
            24   19  12 1
            25   38  39 1
            26   17  20 2
            27   39  40 1
            28   20  19 1
            29   40  41 1
            30   10  11 1
            31   41  42 1
            32   12  11 1 #Up
            33   23  43 1
            34   12   7 1
            35   38  44 1 #Up
            36   21   7 1
            37   39  45 1 #Up
            38   22  23 2
            39   41  46 1 #Up
            40   23  21 1
            41    3  47 2
            42   25  48 1
            43    4  24 2
            44   27  49 1
            45    1   2 1 #Up
            46   31  50 1
            47   24  25 1
            48   34  51 1 #Down
            49    2   3 1
            50   36  52 1 #Down
            51   25  26 2
            52    3   4 1
            53   33  53 1 #Down

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