MiMeDB: Showing metabocard for 2-Methylcitric acid (MMDBc0031986)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:57:36 UTC

Update Date

2022-08-31 18:27:09 UTC

Metabolite ID

MMDBc0031986

Metabolite Identification

Common Name

2-Methylcitric acid

Description

NULL

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533007301515452D          

 32 31  0  0  0  0            999 V2000
   -2.8579    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3184    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9355    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 Se  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
 12  3  1  0  0  0  0
 17 23  1  0  0  0  0
 24 30  1  0  0  0  0
 31  6  1  0  0  0  0
  7  2  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14  3  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  STY  4   1 SUP   2 SUP   3 SUP   4 SUP
M  SAL   1  8   2   7   8   9  10  11  12  13
M  SBL   1  2   1   2
M  SMT   1 Asn
M  SAP   1  3   2   1 Al  12   3 Br  10   0 Cx
M  SCL   1 AA
M  SAL   2  6   3  14  15  16  17  18
M  SBL   2  2   2   3
M  SMT   2 Sec
M  SAP   2  3   3  12 Al  17  23 Br  16   0 Cx
M  SCL   2 AA
M  SAL   3  8   4  19  20  21  22  23  24  25
M  SBL   3  2   3   4
M  SMT   3 Leu
M  SAP   3  2  23  17 Al  24  30 Br
M  SCL   3 AA
M  SAL   4  8   5  26  27  28  29  30  31  32
M  SBL   4  2   4   5
M  SMT   4 Leu
M  SAP   4  2  30  24 Al  31   6 Br
M  SCL   4 AA
M  END

HMDB0302226
     RDKit          3D
Ytterbium
 66 65  0  0  0  0  0  0  0  0999 V2000
   -6.1854    1.7741    2.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192    2.3164    1.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0302    3.7049    1.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0861    1.4975    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6997    0.0961    1.2200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9989   -0.3900    0.0040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -0.6891    0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0380   -0.5396    1.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339   -1.1802   -1.0928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4478   -2.2192   -1.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8510   -3.4912   -1.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559   -4.3683   -2.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604   -4.2809   -0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558   -1.3920   -0.7483 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5173   -0.3234   -0.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895    0.7882   -1.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177   -0.6141   -0.4662 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1258   -1.7658    0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2793   -1.5747    2.1762 Se  0  0  0  0  0  2  0  0  0  0  0  0
    3.6452    0.5383   -0.0232 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5670    1.3060   -0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    1.0051   -1.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2315    2.4573   -0.1115 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9475    2.5086    1.3331 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7010    2.5890   -0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0329    2.7837   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3957    2.7834   -2.2148 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1928    2.9526   -2.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7176   -0.8546    1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2426   -1.6845    0.7779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1994   -0.9644    2.8978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9695    2.5831    2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4221    0.9225    1.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1914    1.4540    3.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2466    2.5203    2.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3530    3.8686    0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067    4.5126    1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0671    3.8091    0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1473    2.0465    0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    1.4653   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9450    0.1458    2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5738   -0.4804   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7929   -0.2449   -1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6699   -2.5295   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2872   -1.8427   -2.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796   -3.3633   -0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1172   -3.6938   -2.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5976   -4.6217   -3.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0064   -5.2200   -1.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1519   -5.3393   -0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1239   -4.3973   -1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268   -3.9739    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9191   -2.3144   -0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019   -0.8735   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -1.8450    0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8610   -2.7462   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -1.0195    3.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317    0.8320    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827    3.4311   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1185    1.6061    1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9650    2.8235    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1452    3.4420    0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2789    1.6977   -0.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6849    2.5256   -3.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1144    3.0467   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1731   -0.9962    3.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
  5 29  1  0
 29 30  2  0
 29 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  1
  6 42  1  0
  9 43  1  6
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 17 54  1  6
 18 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 23 59  1  6
 24 60  1  0
 24 61  1  0
 25 62  1  0
 25 63  1  0
 27 64  1  0
 27 65  1  0
 31 66  1  0
M  END


  Mrv1533007301515452D          

 32 31  0  0  0  0            999 V2000
   -2.8579    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3184    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9355    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 Se  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
 12  3  1  0  0  0  0
 17 23  1  0  0  0  0
 24 30  1  0  0  0  0
 31  6  1  0  0  0  0
  7  2  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14  3  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  STY  4   1 SUP   2 SUP   3 SUP   4 SUP
M  SAL   1  8   2   7   8   9  10  11  12  13
M  SBL   1  2   1   2
M  SMT   1 Asn
M  SAP   1  3   2   1 Al  12   3 Br  10   0 Cx
M  SCL   1 AA
M  SAL   2  6   3  14  15  16  17  18
M  SBL   2  2   2   3
M  SMT   2 Sec
M  SAP   2  3   3  12 Al  17  23 Br  16   0 Cx
M  SCL   2 AA
M  SAL   3  8   4  19  20  21  22  23  24  25
M  SBL   3  2   3   4
M  SMT   3 Leu
M  SAP   3  2  23  17 Al  24  30 Br
M  SCL   3 AA
M  SAL   4  8   5  26  27  28  29  30  31  32
M  SBL   4  2   4   5
M  SMT   4 Leu
M  SAP   4  2  30  24 Al  31   6 Br
M  SCL   4 AA
M  END
> <DATABASE_ID>
MMDBc0031986

> <DATABASE_NAME>
MIME

> <SMILES>
[H]N[C@@H](CC(N)=O)C(=O)N[C@@H](C[SeH])C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H35N5O6Se/c1-9(2)5-12(17(27)23-13(19(29)30)6-10(3)4)22-18(28)14(8-31)24-16(26)11(20)7-15(21)25/h9-14,31H,5-8,20H2,1-4H3,(H2,21,25)(H,22,28)(H,23,27)(H,24,26)(H,29,30)/t11-,12-,13-,14-/m0/s1

> <INCHI_KEY>
VOSSYQZSALYRPE-XUXIUFHCSA-N

> <FORMULA>
C19H35N5O6Se

> <MOLECULAR_WEIGHT>
508.489

> <EXACT_MASS>
509.175256

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.56188570509128

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2-(asparagylamino)-3-selanylpropanoyl]leucylleucine

> <ALOGPS_LOGP>
-2.66

> <JCHEM_LOGP>
-4.731786364194899

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.955233463283287

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3735254043372915

> <JCHEM_PKA_STRONGEST_BASIC>
7.045334936423273

> <JCHEM_POLAR_SURFACE_AREA>
193.70999999999998

> <JCHEM_REFRACTIVITY>
120.54389999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S)-2-(asparagylamino)-3-selanylpropanoyl]leucylleucine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302226
     RDKit          3D
Ytterbium
 66 65  0  0  0  0  0  0  0  0999 V2000
   -6.1854    1.7741    2.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192    2.3164    1.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0302    3.7049    1.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0861    1.4975    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6997    0.0961    1.2200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9989   -0.3900    0.0040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -0.6891    0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0380   -0.5396    1.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339   -1.1802   -1.0928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4478   -2.2192   -1.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8510   -3.4912   -1.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559   -4.3683   -2.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604   -4.2809   -0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558   -1.3920   -0.7483 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5173   -0.3234   -0.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895    0.7882   -1.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177   -0.6141   -0.4662 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1258   -1.7658    0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2793   -1.5747    2.1762 Se  0  0  0  0  0  2  0  0  0  0  0  0
    3.6452    0.5383   -0.0232 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5670    1.3060   -0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    1.0051   -1.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2315    2.4573   -0.1115 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9475    2.5086    1.3331 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7010    2.5890   -0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0329    2.7837   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3957    2.7834   -2.2148 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1928    2.9526   -2.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7176   -0.8546    1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2426   -1.6845    0.7779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1994   -0.9644    2.8978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9695    2.5831    2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4221    0.9225    1.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1914    1.4540    3.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2466    2.5203    2.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3530    3.8686    0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067    4.5126    1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0671    3.8091    0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1473    2.0465    0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    1.4653   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9450    0.1458    2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5738   -0.4804   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7929   -0.2449   -1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6699   -2.5295   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2872   -1.8427   -2.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796   -3.3633   -0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1172   -3.6938   -2.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5976   -4.6217   -3.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0064   -5.2200   -1.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1519   -5.3393   -0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1239   -4.3973   -1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268   -3.9739    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9191   -2.3144   -0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019   -0.8735   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -1.8450    0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8610   -2.7462   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -1.0195    3.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317    0.8320    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827    3.4311   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1185    1.6061    1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9650    2.8235    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1452    3.4420    0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2789    1.6977   -0.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6849    2.5256   -3.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1144    3.0467   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1731   -0.9962    3.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
  5 29  1  0
 29 30  2  0
 29 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  1
  6 42  1  0
  9 43  1  6
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 17 54  1  6
 18 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 23 59  1  6
 24 60  1  0
 24 61  1  0
 25 62  1  0
 25 63  1  0
 27 64  1  0
 27 65  1  0
 31 66  1  0
M  END

HEADER    PROTEIN                                 30-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-15         0                                  
HETATM    1  H   UNK     0      -5.335   0.000   0.000  0.00  0.00           H+0
HETATM    2  N   Asn     1      -3.795   0.000   0.000  0.00  0.00           N+0
HETATM    3  N   Sec     2       0.413   0.000   0.000  0.00  0.00           N+0
HETATM    4  C   Leu     3       3.286   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   Leu     4       7.494   2.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      13.035  -0.000   0.000  0.00  0.00           O+0
HETATM    7  C   Asn     1      -2.461   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   Asn     1      -2.461   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   Asn     1      -3.795   3.080   0.000  0.00  0.00           C+0
HETATM   10  N   Asn     1      -5.128   2.310   0.000  0.00  0.00           N+0
HETATM   11  O   Asn     1      -3.795   4.620   0.000  0.00  0.00           O+0
HETATM   12  C   Asn     1      -1.127   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   Asn     1      -1.127  -1.540   0.000  0.00  0.00           O+0
HETATM   14  C   Sec     2       1.746   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   Sec     2       1.746   2.310   0.000  0.00  0.00           C+0
HETATM   16 Se   Sec     2       3.080   3.080   0.000  0.00  0.00          Se+0
HETATM   17  C   Sec     2       3.080   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   Sec     2       3.080  -1.540   0.000  0.00  0.00           O+0
HETATM   19  C   Leu     3       4.620   3.080   0.000  0.00  0.00           C+0
HETATM   20  C   Leu     3       4.620   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   Leu     3       5.954   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   Leu     3       5.954   0.770   0.000  0.00  0.00           C+0
HETATM   23  N   Leu     3       4.620   0.000   0.000  0.00  0.00           N+0
HETATM   24  C   Leu     3       7.287   0.000   0.000  0.00  0.00           C+0
HETATM   25  O   Leu     3       7.287  -1.540   0.000  0.00  0.00           O+0
HETATM   26  C   Leu     4       8.827   3.080   0.000  0.00  0.00           C+0
HETATM   27  C   Leu     4       8.827   4.620   0.000  0.00  0.00           C+0
HETATM   28  C   Leu     4      10.161   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   Leu     4      10.161   0.770   0.000  0.00  0.00           C+0
HETATM   30  N   Leu     4       8.827   0.000   0.000  0.00  0.00           N+0
HETATM   31  C   Leu     4      11.495  -0.000   0.000  0.00  0.00           C+0
HETATM   32  O   Leu     4      11.495  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    7    1                                                       
CONECT    3   14   12                                                       
CONECT    4   19                                                            
CONECT    5   26                                                            
CONECT    6   31                                                            
CONECT    7    2    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13    3                                                  
CONECT   13   12                                                            
CONECT   14    3   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   23                                                  
CONECT   18   17                                                            
CONECT   19    4   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   17                                                       
CONECT   24   22   25   30                                                  
CONECT   25   24                                                            
CONECT   26    5   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29   24                                                       
CONECT   31   29   32    6                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

COMPND    HMDB0301887
HETATM    1  C1  UNL     1      -6.726  -1.268  -0.664  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.404  -1.598  -1.428  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.751  -1.680  -2.881  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.433  -0.602  -0.998  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.035  -0.582  -1.476  1.00  0.00           C  
HETATM    6  N1  UNL     1      -2.447   0.586  -0.747  1.00  0.00           N  
HETATM    7  C6  UNL     1      -1.202   0.425  -0.131  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.614  -0.716  -0.268  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.457   1.404   0.659  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.079   2.616   1.179  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.140   2.541   2.215  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.378   1.804   1.952  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.557   4.018   2.496  1.00  0.00           C  
HETATM   14  N2  UNL     1       0.915   1.572   0.243  1.00  0.00           N  
HETATM   15  C12 UNL     1       1.886   0.620   0.587  1.00  0.00           C  
HETATM   16  O2  UNL     1       1.559  -0.425   1.246  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.303   0.821   0.187  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.401   1.576  -1.094  1.00  0.00           C  
HETATM   19 SE1  UNL     1       2.483   0.610  -2.506  1.00  0.00          SE  
HETATM   20  N3  UNL     1       3.948  -0.458   0.142  1.00  0.00           N  
HETATM   21  C15 UNL     1       4.792  -1.068   1.076  1.00  0.00           C  
HETATM   22  O3  UNL     1       5.062  -0.486   2.142  1.00  0.00           O  
HETATM   23  C16 UNL     1       5.393  -2.414   0.827  1.00  0.00           C  
HETATM   24  N4  UNL     1       4.987  -2.906  -0.489  1.00  0.00           N  
HETATM   25  C17 UNL     1       6.888  -2.281   0.801  1.00  0.00           C  
HETATM   26  C18 UNL     1       7.455  -1.789   2.049  1.00  0.00           C  
HETATM   27  N5  UNL     1       7.871  -2.767   3.020  1.00  0.00           N  
HETATM   28  O4  UNL     1       7.614  -0.598   2.350  1.00  0.00           O  
HETATM   29  C19 UNL     1      -2.805  -0.300  -2.900  1.00  0.00           C  
HETATM   30  O5  UNL     1      -2.311   0.856  -3.191  1.00  0.00           O  
HETATM   31  O6  UNL     1      -3.041  -1.105  -3.972  1.00  0.00           O  
HETATM   32  H1  UNL     1      -7.262  -0.470  -1.182  1.00  0.00           H  
HETATM   33  H2  UNL     1      -7.366  -2.151  -0.576  1.00  0.00           H  
HETATM   34  H3  UNL     1      -6.402  -0.901   0.328  1.00  0.00           H  
HETATM   35  H4  UNL     1      -5.141  -2.612  -1.076  1.00  0.00           H  
HETATM   36  H5  UNL     1      -5.586  -0.695  -3.359  1.00  0.00           H  
HETATM   37  H6  UNL     1      -5.297  -2.463  -3.459  1.00  0.00           H  
HETATM   38  H7  UNL     1      -6.877  -1.831  -3.007  1.00  0.00           H  
HETATM   39  H8  UNL     1      -4.370  -0.570   0.135  1.00  0.00           H  
HETATM   40  H9  UNL     1      -4.832   0.453  -1.209  1.00  0.00           H  
HETATM   41  H10 UNL     1      -2.405  -1.448  -1.130  1.00  0.00           H  
HETATM   42  H11 UNL     1      -2.959   1.469  -0.755  1.00  0.00           H  
HETATM   43  H12 UNL     1      -0.280   0.759   1.691  1.00  0.00           H  
HETATM   44  H13 UNL     1      -1.458   3.278   0.336  1.00  0.00           H  
HETATM   45  H14 UNL     1      -0.278   3.301   1.642  1.00  0.00           H  
HETATM   46  H15 UNL     1      -1.682   2.165   3.186  1.00  0.00           H  
HETATM   47  H16 UNL     1      -3.254   0.711   1.909  1.00  0.00           H  
HETATM   48  H17 UNL     1      -4.032   1.936   2.896  1.00  0.00           H  
HETATM   49  H18 UNL     1      -3.953   2.247   1.120  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.720   4.463   3.065  1.00  0.00           H  
HETATM   51  H20 UNL     1      -3.433   4.008   3.172  1.00  0.00           H  
HETATM   52  H21 UNL     1      -2.779   4.548   1.578  1.00  0.00           H  
HETATM   53  H22 UNL     1       1.159   2.417  -0.330  1.00  0.00           H  
HETATM   54  H23 UNL     1       3.807   1.454   1.010  1.00  0.00           H  
HETATM   55  H24 UNL     1       2.980   2.583  -0.975  1.00  0.00           H  
HETATM   56  H25 UNL     1       4.504   1.657  -1.368  1.00  0.00           H  
HETATM   57  H26 UNL     1       3.428   0.509  -3.725  1.00  0.00           H  
HETATM   58  H27 UNL     1       3.749  -1.023  -0.752  1.00  0.00           H  
HETATM   59  H28 UNL     1       5.045  -3.098   1.601  1.00  0.00           H  
HETATM   60  H29 UNL     1       3.953  -3.044  -0.555  1.00  0.00           H  
HETATM   61  H30 UNL     1       5.364  -2.309  -1.258  1.00  0.00           H  
HETATM   62  H31 UNL     1       7.181  -1.551  -0.006  1.00  0.00           H  
HETATM   63  H32 UNL     1       7.362  -3.251   0.463  1.00  0.00           H  
HETATM   64  H33 UNL     1       8.860  -3.098   2.908  1.00  0.00           H  
HETATM   65  H34 UNL     1       7.273  -3.128   3.770  1.00  0.00           H  
HETATM   66  H35 UNL     1      -3.476  -0.724  -4.813  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4   35
CONECT    3   36   37   38
CONECT    4    5   39   40
CONECT    5    6   29   41
CONECT    6    7   42
CONECT    7    8    8    9
CONECT    9   10   14   43
CONECT   10   11   44   45
CONECT   11   12   13   46
CONECT   12   47   48   49
CONECT   13   50   51   52
CONECT   14   15   53
CONECT   15   16   16   17
CONECT   17   18   20   54
CONECT   18   19   55   56
CONECT   19   57
CONECT   20   21   58
CONECT   21   22   22   23
CONECT   23   24   25   59
CONECT   24   60   61
CONECT   25   26   62   63
CONECT   26   27   28   28
CONECT   27   64   65
CONECT   29   30   30   31
CONECT   31   66
END

HMDB0302226
     RDKit          3D
Ytterbium
 66 65  0  0  0  0  0  0  0  0999 V2000
   -6.1854    1.7741    2.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192    2.3164    1.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0302    3.7049    1.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0861    1.4975    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6997    0.0961    1.2200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9989   -0.3900    0.0040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -0.6891    0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0380   -0.5396    1.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339   -1.1802   -1.0928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4478   -2.2192   -1.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8510   -3.4912   -1.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559   -4.3683   -2.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604   -4.2809   -0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558   -1.3920   -0.7483 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5173   -0.3234   -0.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895    0.7882   -1.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177   -0.6141   -0.4662 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1258   -1.7658    0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2793   -1.5747    2.1762 Se  0  0  0  0  0  2  0  0  0  0  0  0
    3.6452    0.5383   -0.0232 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5670    1.3060   -0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    1.0051   -1.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2315    2.4573   -0.1115 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9475    2.5086    1.3331 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7010    2.5890   -0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0329    2.7837   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3957    2.7834   -2.2148 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1928    2.9526   -2.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7176   -0.8546    1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2426   -1.6845    0.7779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1994   -0.9644    2.8978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9695    2.5831    2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4221    0.9225    1.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1914    1.4540    3.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2466    2.5203    2.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3530    3.8686    0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067    4.5126    1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0671    3.8091    0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1473    2.0465    0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    1.4653   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9450    0.1458    2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5738   -0.4804   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7929   -0.2449   -1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6699   -2.5295   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2872   -1.8427   -2.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796   -3.3633   -0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1172   -3.6938   -2.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5976   -4.6217   -3.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0064   -5.2200   -1.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1519   -5.3393   -0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1239   -4.3973   -1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268   -3.9739    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9191   -2.3144   -0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019   -0.8735   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -1.8450    0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8610   -2.7462   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -1.0195    3.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317    0.8320    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827    3.4311   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1185    1.6061    1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9650    2.8235    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1452    3.4420    0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2789    1.6977   -0.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6849    2.5256   -3.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1144    3.0467   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1731   -0.9962    3.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
  5 29  1  0
 29 30  2  0
 29 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  1
  6 42  1  0
  9 43  1  6
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 17 54  1  6
 18 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 23 59  1  6
 24 60  1  0
 24 61  1  0
 25 62  1  0
 25 63  1  0
 27 64  1  0
 27 65  1  0
 31 66  1  0
M  END

Synonyms

Value	Source
(2S)-2-{[(2S)-2-{[(2R)-2-{[(2S)-2-amino-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}-1-hydroxy-3-selanylpropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}-4-methylpentanoate	Generator
Deoxycholylleucine	HMDB
Leu-Deoxycho	HMDB
Leu-DCA	HMDB
Leucodeoxycholic acid	HMDB
Leucodeoxycholate	HMDB

Molecular Formula

C₁₉H₃₅N₅O₆Se

Average Mass

508.489

Monoisotopic Mass

509.175256

IUPAC Name

[(2S)-2-(asparagylamino)-3-selanylpropanoyl]leucylleucine

Traditional Name

[(2S)-2-(asparagylamino)-3-selanylpropanoyl]leucylleucine

CAS Registry Number

Not Available

SMILES

[H]N[C@@H](CC(N)=O)C(=O)N[C@@H](C[SeH])C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(O)=O

InChI Identifier

InChI=1S/C19H35N5O6Se/c1-9(2)5-12(17(27)23-13(19(29)30)6-10(3)4)22-18(28)14(8-31)24-16(26)11(20)7-15(21)25/h9-14,31H,5-8,20H2,1-4H3,(H2,21,25)(H,22,28)(H,23,27)(H,24,26)(H,29,30)/t11-,12-,13-,14-/m0/s1

InChI Key

VOSSYQZSALYRPE-XUXIUFHCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Leucine or derivatives
Asparagine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
N-acyl-amine
Fatty acyl
Fatty acid
Fatty amide
Amino acid or derivatives
Amino acid
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organoselenium compound
Primary aliphatic amine
Primary amine
Selenol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.05 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-4.7	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	7.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	193.71 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	120.54 m³·mol⁻¹	ChemAxon
Polarizability	46.56 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	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_4_4) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dr-9254780000-7c4e041d6494912a77e1	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001u-6952100000-977786d4160fb43829ef	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-9100000000-771752d4865ccad9c6b9	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4l-0223970000-8231d3f4fb5ee048fe64	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-8226900000-8278c76e376c78de34e2	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01ox-8960000000-a5ae0f06fcb49570ddc0	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000390000-90293886787b4f041114	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001c-3119500000-3384afaa23ee9f2153c6	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03kl-9541000000-0f0e404d833a681eb007	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000090000-37797099c7cdb36b10cc	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-3212390000-95ede4a0a293fa419da0	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-3910000000-2b32687488c2935f5c11	2021-10-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000044	2-Methylcitric acid	2-Methylcitric acid	Not Available	2-Methylcitrate Transport via Diffusion	VMH	426765
MMDBr0001625	Water	2-Methylcitric acid	Not Available	2-Methylcitrate Synthase	VMH	30371894
MMDBr0007898	2-Methylcitric acid	Cis-2-Methylaconitate	Not Available	2-methylcitrate dehydratase	VMH	30371894
MMDBr0018586	Oxalacetic acid	Hydrogen Ion	2-methylcitrate synthase	Synthesis	PathBank	31602464
MMDBr0018587	2-Methylcitric acid	Water	2-methylcitrate dehydratase	Hydration/dehydration of C-O bond	PathBank	31602464

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	Proteobacteria	116	Human feces; Human sputum; Human ; Human unknown; Human feces; pleural fluid plaque; bal; Human stool; Human pleural fluid plaque	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	36	Human feces; Human	Metabolic reconstruction
Bacteria	Actinobacteria	24	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Bacteria	Bacteroidetes	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Food			FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0304478

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59696177

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Abe T, Fujino T, Fukuyama R, Minoshima S, Shimizu N, Toh H, Suzuki H, Yamamoto T: Human long-chain acyl-CoA synthetase: structure and chromosomal location. J Biochem. 1992 Jan;111(1):123-8. doi: 10.1093/oxfordjournals.jbchem.a123707. [PubMed:1607358 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for 2-Methylcitric acid (MMDBc0031986)

MOL for #<Metabolite:0x00007f5abdaded40>

3D MOL for #<Metabolite:0x00007f5abdaded40>

3D SDF for #<Metabolite:0x00007f5abdaded40>

3D-SDF for #<Metabolite:0x00007f5abdaded40>

PDB for #<Metabolite:0x00007f5abdaded40>

3D PDB for #<Metabolite:0x00007f5abdaded40>

SMILES for #<Metabolite:0x00007f5abdaded40>

INCHI for #<Metabolite:0x00007f5abdaded40>

Structure for #<Metabolite:0x00007f5abdaded40>

3D Structure for #<Metabolite:0x00007f5abdaded40>