MiMeDB: Showing metabocard for Aureochaeglobosin C (MMDBc0023865)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 13:46:23 UTC

Update Date

2022-08-31 06:48:48 UTC

Metabolite ID

MMDBc0023865

Metabolite Identification

Common Name

Aureochaeglobosin C

Description

Aureochaeglobosin C belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Aureochaeglobosin C is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152115462D          

 67 73  0  0  1  0            999 V2000
    8.5155   -2.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8045   -0.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493   -2.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8044    2.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043    1.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6947   -2.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3567   -1.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5359   -1.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186    5.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250    5.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370   -1.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0948    1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519   -1.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978   -0.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663    4.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7097    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3110    1.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3832   -0.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791    5.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506   -2.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9238    2.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917    3.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8271   -1.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6357   -1.6882    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0344   -1.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5468    1.7758    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0968    1.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3771   -0.6468    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6369    3.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7204    4.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5409    0.4420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1422    0.7345    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0317    0.2082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5268    4.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265    2.0941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7571    0.1845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2607    1.6069    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2032   -1.1731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8393    0.3771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9622    0.0662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5883   -0.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1558   -0.1080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2731    0.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3433    0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183    0.8232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9417    3.6158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5956    1.6114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887   -1.4254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -0.2379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2952    0.8210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8028   -0.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2147   -0.3328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304    0.1601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723   -0.9287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0207   -1.1382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3544    1.9446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8241    0.0466    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3246    0.6996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259    0.9920    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5144   -0.4608    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1902    2.4662    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3720   -0.3655    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893    0.9920    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4194   -1.4306    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468    0.5459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6291   -0.6885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7372    0.4773    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  4  0  0  0
  7  6  2  0  0  0  0
  8  7  1  4  0  0  0
 10  9  2  0  0  0  0
 11 13  1  4  0  0  0
 14  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 12  2  0  0  0  0
 17 12  1  0  0  0  0
 18 11  2  0  0  0  0
 19 10  1  0  0  0  0
 24  2  1  6  0  0  0
 24 13  1  0  0  0  0
 24 20  1  0  0  0  0
 25  3  1  4  0  0  0
 25 20  2  0  0  0  0
 26  4  1  1  0  0  0
 27  5  2  0  0  0  0
 27 26  1  0  0  0  0
 28 14  1  6  0  0  0
 28 23  1  0  0  0  0
 29 21  1  0  0  0  0
 29 22  2  0  0  0  0
 30 15  2  0  0  0  0
 30 29  1  0  0  0  0
 31 16  1  0  0  0  0
 32 17  1  0  0  0  0
 33 18  1  0  0  0  0
 34 19  2  0  0  0  0
 34 30  1  0  0  0  0
 35 21  1  6  0  0  0
 36 31  1  0  0  0  0
 36 32  1  0  0  0  0
 37 26  1  0  0  0  0
 37 35  1  0  0  0  0
 38 25  1  0  0  0  0
 39 27  1  0  0  0  0
 39 33  1  0  0  0  0
 40 28  1  0  0  0  0
 41 36  1  0  0  0  0
 41 38  1  0  0  0  0
 31 42  1  1  0  0  0
 42 40  1  0  0  0  0
 43 32  1  0  0  0  0
 45 33  1  0  0  0  0
 45 37  1  0  0  0  0
 45 43  1  0  0  0  0
 45 44  1  1  0  0  0
 46 22  1  0  0  0  0
 46 34  1  0  0  0  0
 47 35  1  0  0  0  0
 47 44  2  0  0  0  0
 38 48  1  1  0  0  0
 39 49  1  6  0  0  0
 40 50  1  6  0  0  0
 51 41  2  0  0  0  0
 52 43  2  0  0  0  0
 53 44  1  0  0  0  0
 54 23  1  0  0  0  0
 42 54  1  1  0  0  0
 24 55  1  1  0  0  0
 26 56  1  6  0  0  0
 28 57  1  1  0  0  0
 31 58  1  6  0  0  0
 32 59  1  6  0  0  0
 33 60  1  6  0  0  0
 35 61  1  1  0  0  0
 36 62  1  1  0  0  0
 37 63  1  6  0  0  0
 38 64  1  1  0  0  0
 39 65  1  1  0  0  0
 40 66  1  6  0  0  0
 42 67  1  1  0  0  0
M  END


  Mrv1652305152115462D          

 67 73  0  0  1  0            999 V2000
    8.5155   -2.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8045   -0.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493   -2.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8044    2.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043    1.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6947   -2.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3567   -1.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5359   -1.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186    5.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250    5.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370   -1.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0948    1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519   -1.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978   -0.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663    4.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7097    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3110    1.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3832   -0.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791    5.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506   -2.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9238    2.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917    3.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8271   -1.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6357   -1.6882    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0344   -1.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5468    1.7758    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0968    1.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3771   -0.6468    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6369    3.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7204    4.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5409    0.4420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1422    0.7345    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0317    0.2082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5268    4.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265    2.0941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7571    0.1845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2607    1.6069    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2032   -1.1731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8393    0.3771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    4.1558   -0.1080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2731    0.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3433    0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183    0.8232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9417    3.6158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5956    1.6114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887   -1.4254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -0.2379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2952    0.8210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8028   -0.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2147   -0.3328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304    0.1601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723   -0.9287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0207   -1.1382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3544    1.9446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8241    0.0466    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3246    0.6996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259    0.9920    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5144   -0.4608    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1902    2.4662    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3720   -0.3655    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893    0.9920    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4194   -1.4306    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468    0.5459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6291   -0.6885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7372    0.4773    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  4  0  0  0
  7  6  2  0  0  0  0
  8  7  1  4  0  0  0
 10  9  2  0  0  0  0
 11 13  1  4  0  0  0
 14  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 12  2  0  0  0  0
 17 12  1  0  0  0  0
 18 11  2  0  0  0  0
 19 10  1  0  0  0  0
 24  2  1  6  0  0  0
 24 13  1  0  0  0  0
 24 20  1  0  0  0  0
 25  3  1  4  0  0  0
 25 20  2  0  0  0  0
 26  4  1  1  0  0  0
 27  5  2  0  0  0  0
 27 26  1  0  0  0  0
 28 14  1  6  0  0  0
 28 23  1  0  0  0  0
 29 21  1  0  0  0  0
 29 22  2  0  0  0  0
 30 15  2  0  0  0  0
 30 29  1  0  0  0  0
 31 16  1  0  0  0  0
 32 17  1  0  0  0  0
 33 18  1  0  0  0  0
 34 19  2  0  0  0  0
 34 30  1  0  0  0  0
 35 21  1  6  0  0  0
 36 31  1  0  0  0  0
 36 32  1  0  0  0  0
 37 26  1  0  0  0  0
 37 35  1  0  0  0  0
 38 25  1  0  0  0  0
 39 27  1  0  0  0  0
 39 33  1  0  0  0  0
 40 28  1  0  0  0  0
 41 36  1  0  0  0  0
 41 38  1  0  0  0  0
 31 42  1  1  0  0  0
 42 40  1  0  0  0  0
 43 32  1  0  0  0  0
 45 33  1  0  0  0  0
 45 37  1  0  0  0  0
 45 43  1  0  0  0  0
 45 44  1  1  0  0  0
 46 22  1  0  0  0  0
 46 34  1  0  0  0  0
 47 35  1  0  0  0  0
 47 44  2  0  0  0  0
 38 48  1  1  0  0  0
 39 49  1  6  0  0  0
 40 50  1  6  0  0  0
 51 41  2  0  0  0  0
 52 43  2  0  0  0  0
 53 44  1  0  0  0  0
 54 23  1  0  0  0  0
 42 54  1  1  0  0  0
 24 55  1  1  0  0  0
 26 56  1  6  0  0  0
 28 57  1  1  0  0  0
 31 58  1  6  0  0  0
 32 59  1  6  0  0  0
 33 60  1  6  0  0  0
 35 61  1  1  0  0  0
 36 62  1  1  0  0  0
 37 63  1  6  0  0  0
 38 64  1  1  0  0  0
 39 65  1  1  0  0  0
 40 66  1  6  0  0  0
 42 67  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0023865

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(CO[C@@]([H])([C@@]1([H])O)[C@]1([H])C=CC[C@]2([H])C(=O)[C@@]34C(O)=N[C@@]([H])(CC5=CNC6=CC=CC=C56)[C@]3([H])[C@]([H])(C)C(=C)[C@@]([H])(O)[C@]4([H])C=CC[C@]([H])(C)C=C(C)[C@@]([H])(O)C(=O)[C@@]12[H])C=CC=CC

> <INCHI_IDENTIFIER>
InChI=1S/C45H54N2O7/c1-6-7-8-14-28-23-54-42(40(28)50)31-16-12-17-32-36(31)41(51)38(48)25(3)20-24(2)13-11-18-33-39(49)27(5)26(4)37-35(47-44(53)45(33,37)43(32)52)21-29-22-46-34-19-10-9-15-30(29)34/h6-12,14-16,18-20,22,24,26,28,31-33,35-40,42,46,48-50H,5,13,17,21,23H2,1-4H3,(H,47,53)/t24-,26+,28+,31+,32-,33-,35-,36-,37-,38+,39+,40-,42+,45-/m0/s1

> <INCHI_KEY>
NPKFMZBXJULNIQ-AOSFQBFNSA-N

> <FORMULA>
C45H54N2O7

> <MOLECULAR_WEIGHT>
734.934

> <EXACT_MASS>
734.393102087

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
82.42958679198387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,7R,8S,10R,13S,17R,18S,20S,21R,22S)-10,18,24-trihydroxy-7-[(2R,3S,4R)-3-hydroxy-4-(penta-1,3-dien-1-yl)oxolan-2-yl]-22-[(1H-indol-3-yl)methyl]-11,13,20-trimethyl-19-methylidene-23-azatetracyclo[15.7.0.0^{1,21}.0^{3,8}]tetracosa-5,11,15,23-tetraene-2,9-dione

> <ALOGPS_LOGP>
4.64

> <JCHEM_LOGP>
4.869942547249727

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.731818245619777

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7246568133891267

> <JCHEM_PKA_STRONGEST_BASIC>
5.4043642795292985

> <JCHEM_POLAR_SURFACE_AREA>
152.43999999999997

> <JCHEM_REFRACTIVITY>
214.45560000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,7R,8S,10R,13S,17R,18S,20S,21R,22S)-10,18,24-trihydroxy-7-[(2R,3S,4R)-3-hydroxy-4-(penta-1,3-dien-1-yl)oxolan-2-yl]-22-(1H-indol-3-ylmethyl)-11,13,20-trimethyl-19-methylidene-23-azatetracyclo[15.7.0.0^{1,21}.0^{3,8}]tetracosa-5,11,15,23-tetraene-2,9-dione

> <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      15.896  -4.485   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.368  -1.644   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.812  -4.724   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.501   4.778   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.555   2.482   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.363  -4.329   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.732  -2.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.200  -2.768   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.648  10.363   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.153  10.688   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.442  -2.605   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.777   3.359   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.590  -3.632   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.569  -1.363   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.177   8.896   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.925   2.333   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.314   2.878   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.715  -0.942   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.188   9.547   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.201  -4.178   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.724   5.449   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.464   5.602   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.011  -2.355   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.053  -3.151   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.664  -3.697   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.021   3.315   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.047   2.167   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.037  -1.207   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.056   6.223   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.211   7.755   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.610   0.825   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.999   1.371   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.059   0.389   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.717   8.081   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.730   3.909   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.147   0.344   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.487   3.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.979  -2.190   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.567   0.704   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.263   0.124   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.831  -1.163   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.757  -0.202   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.376   0.915   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.507   1.542   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       0.967   1.537   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0       5.491   6.750   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0       2.978   3.008   0.000  0.00  0.00           N+0
HETATM   48  O   UNK     0       7.445  -2.661   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -2.593  -0.444   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       9.884   1.533   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       3.365  -0.692   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       2.268  -0.621   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       3.417   0.299   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       7.602  -1.734   0.000  0.00  0.00           O+0
HETATM   55  H   UNK     0       1.905  -2.125   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.528   3.630   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      10.872   0.087   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       8.073   1.306   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.462   1.852   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.960  -0.860   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.355   4.604   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       6.294  -0.682   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.540   1.852   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       4.516  -2.670   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.074   1.019   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       8.641  -1.285   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       8.843   0.891   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6    1    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   14                                                       
CONECT    9   10   15                                                       
CONECT   10    9   19                                                       
CONECT   11   13   18                                                       
CONECT   12   16   17                                                       
CONECT   13   11   24                                                       
CONECT   14    8   28                                                       
CONECT   15    9   30                                                       
CONECT   16   12   31                                                       
CONECT   17   12   32                                                       
CONECT   18   11   33                                                       
CONECT   19   10   34                                                       
CONECT   20   24   25                                                       
CONECT   21   29   35                                                       
CONECT   22   29   46                                                       
CONECT   23   28   54                                                       
CONECT   24    2   13   20   55                                             
CONECT   25    3   20   38                                                  
CONECT   26    4   27   37   56                                             
CONECT   27    5   26   39                                                  
CONECT   28   14   23   40   57                                             
CONECT   29   21   22   30                                                  
CONECT   30   15   29   34                                                  
CONECT   31   16   36   42   58                                             
CONECT   32   17   36   43   59                                             
CONECT   33   18   39   45   60                                             
CONECT   34   19   30   46                                                  
CONECT   35   21   37   47   61                                             
CONECT   36   31   32   41   62                                             
CONECT   37   26   35   45   63                                             
CONECT   38   25   41   48   64                                             
CONECT   39   27   33   49   65                                             
CONECT   40   28   42   50   66                                             
CONECT   41   36   38   51                                                  
CONECT   42   31   40   54   67                                             
CONECT   43   32   45   52                                                  
CONECT   44   45   47   53                                                  
CONECT   45   33   37   43   44                                             
CONECT   46   22   34                                                       
CONECT   47   35   44                                                       
CONECT   48   38                                                            
CONECT   49   39                                                            
CONECT   50   40                                                            
CONECT   51   41                                                            
CONECT   52   43                                                            
CONECT   53   44                                                            
CONECT   54   23   42                                                       
CONECT   55   24                                                            
CONECT   56   26                                                            
CONECT   57   28                                                            
CONECT   58   31                                                            
CONECT   59   32                                                            
CONECT   60   33                                                            
CONECT   61   35                                                            
CONECT   62   36                                                            
CONECT   63   37                                                            
CONECT   64   38                                                            
CONECT   65   39                                                            
CONECT   66   40                                                            
CONECT   67   42                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  146    0
END

Synonyms

Not Available

Molecular Formula

C₄₅H₅₄N₂O₇

Average Mass

734.934

Monoisotopic Mass

734.393102087

IUPAC Name

(1S,3S,7R,8S,10R,13S,17R,18S,20S,21R,22S)-10,18,24-trihydroxy-7-[(2R,3S,4R)-3-hydroxy-4-(penta-1,3-dien-1-yl)oxolan-2-yl]-22-[(1H-indol-3-yl)methyl]-11,13,20-trimethyl-19-methylidene-23-azatetracyclo[15.7.0.0^{1,21}.0^{3,8}]tetracosa-5,11,15,23-tetraene-2,9-dione

Traditional Name

(1S,3S,7R,8S,10R,13S,17R,18S,20S,21R,22S)-10,18,24-trihydroxy-7-[(2R,3S,4R)-3-hydroxy-4-(penta-1,3-dien-1-yl)oxolan-2-yl]-22-(1H-indol-3-ylmethyl)-11,13,20-trimethyl-19-methylidene-23-azatetracyclo[15.7.0.0^{1,21}.0^{3,8}]tetracosa-5,11,15,23-tetraene-2,9-dione

CAS Registry Number

Not Available

SMILES

[H][C@]1(CO[C@@]([H])([C@@]1([H])O)[C@]1([H])C=CC[C@]2([H])C(=O)[C@@]34C(O)=N[C@@]([H])(CC5=CNC6=CC=CC=C56)[C@]3([H])[C@]([H])(C)C(=C)[C@@]([H])(O)[C@]4([H])C=CC[C@]([H])(C)C=C(C)[C@@]([H])(O)C(=O)[C@@]12[H])C=CC=CC

InChI Identifier

InChI=1S/C45H54N2O7/c1-6-7-8-14-28-23-54-42(40(28)50)31-16-12-17-32-36(31)41(51)38(48)25(3)20-24(2)13-11-18-33-39(49)27(5)26(4)37-35(47-44(53)45(33,37)43(32)52)21-29-22-46-34-19-10-9-15-30(29)34/h6-12,14-16,18-20,22,24,26,28,31-33,35-40,42,46,48-50H,5,13,17,21,23H2,1-4H3,(H,47,53)/t24-,26+,28+,31+,32-,33-,35-,36-,37-,38+,39+,40-,42+,45-/m0/s1

InChI Key

NPKFMZBXJULNIQ-AOSFQBFNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Isoindole or derivatives
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Cyclic carboximidic acid
Tetrahydrofuran
Pyrroline
Pyrrole
Cyclic alcohol
Secondary alcohol
Ketone
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Ether
Dialkyl ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	4.64	ALOGPS
logP	4.87	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	2.72	ChemAxon
pKa (Strongest Basic)	5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	152.44 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	214.46 m³·mol⁻¹	ChemAxon
Polarizability	82.43 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	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
Eukaryota/Fungi	Ascomycota	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591149

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 Aureochaeglobosin C (MMDBc0023865)

MOL for #<Metabolite:0x00007f4697afec60>

3D MOL for #<Metabolite:0x00007f4697afec60>

3D SDF for #<Metabolite:0x00007f4697afec60>

3D-SDF for #<Metabolite:0x00007f4697afec60>

PDB for #<Metabolite:0x00007f4697afec60>

3D PDB for #<Metabolite:0x00007f4697afec60>

SMILES for #<Metabolite:0x00007f4697afec60>

INCHI for #<Metabolite:0x00007f4697afec60>

Structure for #<Metabolite:0x00007f4697afec60>

3D Structure for #<Metabolite:0x00007f4697afec60>