MiMeDB: Showing metabocard for Precarriebowmide (MMDBc0018687)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 08:50:46 UTC

Update Date

2022-08-31 06:44:21 UTC

Metabolite ID

MMDBc0018687

Metabolite Identification

Common Name

Precarriebowmide

Description

PRECARRIEBOWMIDE belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. Based on a literature review very few articles have been published on PRECARRIEBOWMIDE.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152110502D          

 69 71  0  0  1  0            999 V2000
   12.1460    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5749    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2020    1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9105    2.9588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 14 12  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 13  1  0  0  0  0
 18 11  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21 16  1  0  0  0  0
 22 17  2  0  0  0  0
 24 23  1  0  0  0  0
 28  2  1  0  0  0  0
 28  3  1  0  0  0  0
 28 25  1  0  0  0  0
 29  4  1  0  0  0  0
 29  5  1  0  0  0  0
 30  6  1  1  0  0  0
 31  7  1  6  0  0  0
 32 19  2  0  0  0  0
 32 20  1  0  0  0  0
 32 26  1  0  0  0  0
 33 21  2  0  0  0  0
 33 22  1  0  0  0  0
 33 27  1  0  0  0  0
 34 18  1  1  0  0  0
 34 30  1  0  0  0  0
 35 23  1  1  0  0  0
 36 26  1  1  0  0  0
 37 25  1  1  0  0  0
 38 27  1  6  0  0  0
 39 29  1  1  0  0  0
 40 31  1  0  0  0  0
 41 35  1  0  0  0  0
 42 37  1  0  0  0  0
 43 38  1  0  0  0  0
 44 36  1  0  0  0  0
 45 39  1  0  0  0  0
 46 30  1  0  0  0  0
 47 31  1  0  0  0  0
 47 42  2  0  0  0  0
 48 34  1  0  0  0  0
 48 40  2  0  0  0  0
 49 35  1  0  0  0  0
 49 43  2  0  0  0  0
 50 36  1  0  0  0  0
 50 41  2  0  0  0  0
 51  8  1  0  0  0  0
 51 37  1  0  0  0  0
 51 44  1  0  0  0  0
 52  9  1  0  0  0  0
 52 38  1  0  0  0  0
 52 45  1  0  0  0  0
 40 53  1  4  0  0  0
 41 54  1  4  0  0  0
 42 55  1  4  0  0  0
 43 56  1  4  0  0  0
 57 44  2  0  0  0  0
 58 45  2  0  0  0  0
 59 46  2  0  0  0  0
 60 39  1  0  0  0  0
 60 46  1  0  0  0  0
 61 10  1  0  0  0  0
 61 24  1  0  0  0  0
 30 62  1  1  0  0  0
 31 63  1  1  0  0  0
 34 64  1  1  0  0  0
 35 65  1  6  0  0  0
 36 66  1  6  0  0  0
 37 67  1  6  0  0  0
 38 68  1  1  0  0  0
 39 69  1  1  0  0  0
M  END


  Mrv1652305152110502D          

 69 71  0  0  1  0            999 V2000
   12.1460    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5749    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2020    1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9105    2.9588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 14 12  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 13  1  0  0  0  0
 18 11  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21 16  1  0  0  0  0
 22 17  2  0  0  0  0
 24 23  1  0  0  0  0
 28  2  1  0  0  0  0
 28  3  1  0  0  0  0
 28 25  1  0  0  0  0
 29  4  1  0  0  0  0
 29  5  1  0  0  0  0
 30  6  1  1  0  0  0
 31  7  1  6  0  0  0
 32 19  2  0  0  0  0
 32 20  1  0  0  0  0
 32 26  1  0  0  0  0
 33 21  2  0  0  0  0
 33 22  1  0  0  0  0
 33 27  1  0  0  0  0
 34 18  1  1  0  0  0
 34 30  1  0  0  0  0
 35 23  1  1  0  0  0
 36 26  1  1  0  0  0
 37 25  1  1  0  0  0
 38 27  1  6  0  0  0
 39 29  1  1  0  0  0
 40 31  1  0  0  0  0
 41 35  1  0  0  0  0
 42 37  1  0  0  0  0
 43 38  1  0  0  0  0
 44 36  1  0  0  0  0
 45 39  1  0  0  0  0
 46 30  1  0  0  0  0
 47 31  1  0  0  0  0
 47 42  2  0  0  0  0
 48 34  1  0  0  0  0
 48 40  2  0  0  0  0
 49 35  1  0  0  0  0
 49 43  2  0  0  0  0
 50 36  1  0  0  0  0
 50 41  2  0  0  0  0
 51  8  1  0  0  0  0
 51 37  1  0  0  0  0
 51 44  1  0  0  0  0
 52  9  1  0  0  0  0
 52 38  1  0  0  0  0
 52 45  1  0  0  0  0
 40 53  1  4  0  0  0
 41 54  1  4  0  0  0
 42 55  1  4  0  0  0
 43 56  1  4  0  0  0
 57 44  2  0  0  0  0
 58 45  2  0  0  0  0
 59 46  2  0  0  0  0
 60 39  1  0  0  0  0
 60 46  1  0  0  0  0
 61 10  1  0  0  0  0
 61 24  1  0  0  0  0
 30 62  1  1  0  0  0
 31 63  1  1  0  0  0
 34 64  1  1  0  0  0
 35 65  1  6  0  0  0
 36 66  1  6  0  0  0
 37 67  1  6  0  0  0
 38 68  1  1  0  0  0
 39 69  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0018687

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(C)N=C(O)[C@]([H])(CC(C)C)N(C)C(=O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(CCSC)N=C(O)[C@@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]([H])(OC(=O)[C@@]([H])(C)[C@@]([H])(CCC)N=C1O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C46H68N6O8S/c1-11-18-34-30(6)46(59)60-39(29(4)5)45(58)52(9)38(27-33-21-16-13-17-22-33)43(56)49-35(23-24-61-10)41(54)50-36(26-32-19-14-12-15-20-32)44(57)51(8)37(25-28(2)3)42(55)47-31(7)40(53)48-34/h12-17,19-22,28-31,34-39H,11,18,23-27H2,1-10H3,(H,47,55)(H,48,53)(H,49,56)(H,50,54)/t30-,31-,34+,35-,36-,37-,38+,39+/m0/s1

> <INCHI_KEY>
KCYRWQKOIZHYNX-ARSHIWEASA-N

> <FORMULA>
C46H68N6O8S

> <MOLECULAR_WEIGHT>
865.14

> <EXACT_MASS>
864.481934348

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
95.08784860029564

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,5R,8S,11S,14S,17S,20R,21S)-5,11-dibenzyl-6,9,15,18-tetrahydroxy-4,13,17,21-tetramethyl-14-(2-methylpropyl)-8-[2-(methylsulfanyl)ethyl]-2-(propan-2-yl)-20-propyl-1-oxa-4,7,10,13,16,19-hexaazacyclodocosa-6,9,15,18-tetraene-3,12,22-trione

> <ALOGPS_LOGP>
4.58

> <JCHEM_LOGP>
7.324880571754457

> <ALOGPS_LOGS>
-5.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.7467619954236353

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.542173188927108

> <JCHEM_PKA_STRONGEST_BASIC>
5.203585300661284

> <JCHEM_POLAR_SURFACE_AREA>
197.27999999999997

> <JCHEM_REFRACTIVITY>
238.33190000000013

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,5R,8S,11S,14S,17S,20R,21S)-5,11-dibenzyl-6,9,15,18-tetrahydroxy-2-isopropyl-4,13,17,21-tetramethyl-14-(2-methylpropyl)-8-[2-(methylsulfanyl)ethyl]-20-propyl-1-oxa-4,7,10,13,16,19-hexaazacyclodocosa-6,9,15,18-tetraene-3,12,22-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      22.673  14.630   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.004   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.672   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.007   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.674   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.340  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.673   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.005   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.673   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.006  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.673  13.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.340  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.674  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.006  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.006  12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.674   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.006   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.339  -0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.673  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.338   6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.004   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.340   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.338   8.470   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.674   7.700   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      25.340  11.550   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      21.339   9.240   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      25.340   2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.006  10.780   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      21.339   1.540   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.672   6.160   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      24.006   4.620   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      25.340   8.470   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      21.339  10.780   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      20.005   2.310   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      20.005   6.930   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      22.673   3.850   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      25.340   6.930   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      26.674  10.780   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0      20.005   8.470   0.000  0.00  0.00           N+0
HETATM   48  N   UNK     0      22.673  11.550   0.000  0.00  0.00           N+0
HETATM   49  N   UNK     0      22.673   2.310   0.000  0.00  0.00           N+0
HETATM   50  N   UNK     0      18.672   1.540   0.000  0.00  0.00           N+0
HETATM   51  N   UNK     0      18.672   4.620   0.000  0.00  0.00           N+0
HETATM   52  N   UNK     0      24.006   6.160   0.000  0.00  0.00           N+0
HETATM   53  O   UNK     0      20.005  11.550   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      20.910   3.556   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      21.339   6.160   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      21.339   4.620   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      16.004   4.620   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      25.966   5.523   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      28.007  11.550   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      26.674   9.240   0.000  0.00  0.00           O+0
HETATM   61  S   UNK     0      22.673  -2.310   0.000  0.00  0.00           S+0
HETATM   62  H   UNK     0      25.340  10.010   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      22.673  10.010   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      24.006   9.240   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      20.005   0.770   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      16.004   3.080   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      18.672   7.700   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0      24.006   3.080   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0      24.006   7.700   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2   28                                                            
CONECT    3   28                                                            
CONECT    4   29                                                            
CONECT    5   29                                                            
CONECT    6   30                                                            
CONECT    7   31                                                            
CONECT    8   51                                                            
CONECT    9   52                                                            
CONECT   10   61                                                            
CONECT   11    1   18                                                       
CONECT   12   14   15                                                       
CONECT   13   16   17                                                       
CONECT   14   12   19                                                       
CONECT   15   12   20                                                       
CONECT   16   13   21                                                       
CONECT   17   13   22                                                       
CONECT   18   11   34                                                       
CONECT   19   14   32                                                       
CONECT   20   15   32                                                       
CONECT   21   16   33                                                       
CONECT   22   17   33                                                       
CONECT   23   24   35                                                       
CONECT   24   23   61                                                       
CONECT   25   28   37                                                       
CONECT   26   32   36                                                       
CONECT   27   33   38                                                       
CONECT   28    2    3   25                                                  
CONECT   29    4    5   39                                                  
CONECT   30    6   34   46   62                                             
CONECT   31    7   40   47   63                                             
CONECT   32   19   20   26                                                  
CONECT   33   21   22   27                                                  
CONECT   34   18   30   48   64                                             
CONECT   35   23   41   49   65                                             
CONECT   36   26   44   50   66                                             
CONECT   37   25   42   51   67                                             
CONECT   38   27   43   52   68                                             
CONECT   39   29   45   60   69                                             
CONECT   40   31   48   53                                                  
CONECT   41   35   50   54                                                  
CONECT   42   37   47   55                                                  
CONECT   43   38   49   56                                                  
CONECT   44   36   51   57                                                  
CONECT   45   39   52   58                                                  
CONECT   46   30   59   60                                                  
CONECT   47   31   42                                                       
CONECT   48   34   40                                                       
CONECT   49   35   43                                                       
CONECT   50   36   41                                                       
CONECT   51    8   37   44                                                  
CONECT   52    9   38   45                                                  
CONECT   53   40                                                            
CONECT   54   41                                                            
CONECT   55   42                                                            
CONECT   56   43                                                            
CONECT   57   44                                                            
CONECT   58   45                                                            
CONECT   59   46                                                            
CONECT   60   39   46                                                       
CONECT   61   10   24                                                       
CONECT   62   30                                                            
CONECT   63   31                                                            
CONECT   64   34                                                            
CONECT   65   35                                                            
CONECT   66   36                                                            
CONECT   67   37                                                            
CONECT   68   38                                                            
CONECT   69   39                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  142    0
END

Synonyms

Not Available

Molecular Formula

C₄₆H₆₈N₆O₈S

Average Mass

865.14

Monoisotopic Mass

864.481934348

IUPAC Name

(2R,5R,8S,11S,14S,17S,20R,21S)-5,11-dibenzyl-6,9,15,18-tetrahydroxy-4,13,17,21-tetramethyl-14-(2-methylpropyl)-8-[2-(methylsulfanyl)ethyl]-2-(propan-2-yl)-20-propyl-1-oxa-4,7,10,13,16,19-hexaazacyclodocosa-6,9,15,18-tetraene-3,12,22-trione

Traditional Name

(2R,5R,8S,11S,14S,17S,20R,21S)-5,11-dibenzyl-6,9,15,18-tetrahydroxy-2-isopropyl-4,13,17,21-tetramethyl-14-(2-methylpropyl)-8-[2-(methylsulfanyl)ethyl]-20-propyl-1-oxa-4,7,10,13,16,19-hexaazacyclodocosa-6,9,15,18-tetraene-3,12,22-trione

CAS Registry Number

Not Available

SMILES

[H][C@@]1(C)N=C(O)[C@]([H])(CC(C)C)N(C)C(=O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(CCSC)N=C(O)[C@@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]([H])(OC(=O)[C@@]([H])(C)[C@@]([H])(CCC)N=C1O)C(C)C

InChI Identifier

InChI=1S/C46H68N6O8S/c1-11-18-34-30(6)46(59)60-39(29(4)5)45(58)52(9)38(27-33-21-16-13-17-22-33)43(56)49-35(23-24-61-10)41(54)50-36(26-32-19-14-12-15-20-32)44(57)51(8)37(25-28(2)3)42(55)47-31(7)40(53)48-34/h12-17,19-22,28-31,34-39H,11,18,23-27H2,1-10H3,(H,47,55)(H,48,53)(H,49,56)(H,50,54)/t30-,31-,34+,35-,36-,37-,38+,39+/m0/s1

InChI Key

KCYRWQKOIZHYNX-ARSHIWEASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolide lactam
Macrolactam
Macrolide
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Lactam
Lactone
Secondary carboxylic acid amide
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Monocarboxylic acid or derivatives
Thioether
Organic oxygen compound
Carbonyl group
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0042 g/L	ALOGPS
logP	4.58	ALOGPS
logP	7.32	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	2.54	ChemAxon
pKa (Strongest Basic)	5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	197.28 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	238.33 m³·mol⁻¹	ChemAxon
Polarizability	95.09 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Cyanobacteria	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30771243

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73356797

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Precarriebowmide (MMDBc0018687)

MOL for #<Metabolite:0x00007fece8953670>

3D MOL for #<Metabolite:0x00007fece8953670>

3D SDF for #<Metabolite:0x00007fece8953670>

3D-SDF for #<Metabolite:0x00007fece8953670>

PDB for #<Metabolite:0x00007fece8953670>

3D PDB for #<Metabolite:0x00007fece8953670>

SMILES for #<Metabolite:0x00007fece8953670>

INCHI for #<Metabolite:0x00007fece8953670>

Structure for #<Metabolite:0x00007fece8953670>

3D Structure for #<Metabolite:0x00007fece8953670>