MiMeDB: Showing metabocard for Deoxycholic acid glycine conjugate (MMDBc0000127)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:36:51 UTC

Update Date

2024-04-30 19:31:10 UTC

Metabolite ID

MMDBc0000127

Metabolite Identification

Common Name

Deoxycholic acid glycine conjugate

Description

Deoxycholic acid glycine conjugate, or Deoxygcholylglycine, is an acyl glycine and a bile acid-glycine conjugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID: 16949895 ). As a bile salt it acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as a cholagogue and choleretic.

Structure

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

Deoxycholic acid glycine conjugate.mol
  Mrv1652305271900082D          

 33 36  0  0  0  0            999 V2000
    3.0902    3.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0798    2.3620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8767    2.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069    3.9558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871    3.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727   -3.1308    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1727   -2.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4582   -1.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4582   -3.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -3.1308    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0292   -3.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3148   -3.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3148   -2.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997   -1.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6692   -1.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843   -0.8133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4393   -0.0287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8559    0.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    1.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8663    1.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462    0.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997   -1.0683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4859   -0.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3148   -0.6558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0292   -1.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0292   -1.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -2.3058    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7437   -1.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497    0.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3148    0.1692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8871   -3.5433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -3.9558    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 18 22  1  1  0  0  0
 17 23  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
  8 28  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  1  0  0  0
 21 30  2  0  0  0  0
 25 31  1  6  0  0  0
  6 32  1  6  0  0  0
 10 33  1  1  0  0  0
  2 21  1  0  0  0  0
M  END

HMDB0000631
     RDKit          3D
Deoxycholic acid glycine conjugate
 75 78  0  0  0  0  0  0  0  0999 V2000
    3.2105    1.8700    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212    0.8940    1.3293 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0680    0.1063    1.8664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8307   -0.7960    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234   -0.2741   -0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9175    0.9220   -0.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1486   -1.1656   -1.1132 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -0.7004   -2.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1806   -0.0141   -1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4437    0.0968   -0.5919 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9965    0.4701   -2.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7420    0.0333    1.0130 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5343   -0.9849    2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1099   -1.4378    2.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4085   -0.6957    0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589   -0.4396    0.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6967   -1.6929    1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1487   -1.3676    0.9265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4108    0.0021    0.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8440    0.1731    0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2882   -0.5765   -1.1907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7040   -1.8690   -0.8113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3082   -0.6096   -2.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818   -0.8172   -1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    0.2433   -0.8326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8726    1.5809   -1.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1199    0.2195   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4699    1.5556   -0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220    1.4705   -0.1854 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7219    1.1746   -1.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    0.6332    0.9880 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0261    1.3323    2.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1081    2.5197    0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4176    2.6788    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3488    1.5065   -0.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5784    1.5225    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7209   -0.3472    2.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975    0.9037    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395   -1.7133    0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6067   -1.3017    1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161   -2.1730   -0.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2374   -1.5780   -2.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3422   -0.0499   -2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6802    1.1781   -2.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -0.5674    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856   -1.8575    1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7283   -0.5697    3.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279   -2.5369    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618   -1.2930    3.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107   -1.1642   -0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2373    0.2643    1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5132   -2.0771    2.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3560   -2.4959    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6755   -1.4388    1.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6372   -2.1261    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1629    0.7350    1.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0791    1.2717   -0.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4628   -0.2013    0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2257   -0.0812   -1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6653   -1.8588   -0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5660   -1.5044   -2.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3931    0.2579   -3.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6961   -1.8342   -1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2308   -0.6052   -2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3564    1.6111   -2.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5615    2.4319   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9460    1.7212   -1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5797   -0.4184   -1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5902    2.0546   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234    2.1513    0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    2.5451    0.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2907    0.4935   -1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211    0.6586    3.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6966    2.1859    2.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9910    1.7656    2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
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 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  1
 31 12  1  0
 31 15  1  0
 27 16  1  0
 25 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
 11 44  1  0
 12 45  1  6
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 13 47  1  0
 14 48  1  0
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 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
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 23 62  1  0
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 28 69  1  0
 28 70  1  0
 29 71  1  1
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
M  END

Deoxycholic acid glycine conjugate.mol
  Mrv1652305271900082D          

 33 36  0  0  0  0            999 V2000
    3.0902    3.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0798    2.3620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8767    2.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069    3.9558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871    3.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727   -3.1308    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1727   -2.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4582   -1.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4582   -3.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -3.1308    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0292   -3.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3148   -3.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3148   -2.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997   -1.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6692   -1.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843   -0.8133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4393   -0.0287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8559    0.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    1.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8663    1.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462    0.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997   -1.0683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4859   -0.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3148   -0.6558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0292   -1.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0292   -1.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -2.3058    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7437   -1.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497    0.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3148    0.1692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8871   -3.5433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -3.9558    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 18 22  1  1  0  0  0
 17 23  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
  8 28  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  1  0  0  0
 21 30  2  0  0  0  0
 25 31  1  6  0  0  0
  6 32  1  6  0  0  0
 10 33  1  1  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000127

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]12CCC3C4CC[C@H]([C@H](C)CCC(=O)NCC(O)=O)[C@@]4(C)[C@@H](O)CC3[C@@]1(C)CC[C@@H](O)C2

> <INCHI_IDENTIFIER>
InChI=1S/C26H43NO5/c1-15(4-9-23(30)27-14-24(31)32)19-7-8-20-18-6-5-16-12-17(28)10-11-25(16,2)21(18)13-22(29)26(19,20)3/h15-22,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16-,17-,18?,19-,20?,21?,22+,25+,26-/m1/s1

> <INCHI_KEY>
WVULKSPCQVQLCU-ZMBDPXIHSA-N

> <FORMULA>
C26H43NO5

> <MOLECULAR_WEIGHT>
449.6233

> <EXACT_MASS>
449.314123491

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
52.10965735325514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4R)-4-[(2S,5R,7R,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
2.6859760140000004

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.83785540472606

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7733019985645173

> <JCHEM_PKA_STRONGEST_BASIC>
-0.32033464930455235

> <JCHEM_POLAR_SURFACE_AREA>
106.86000000000001

> <JCHEM_REFRACTIVITY>
122.00029999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(4R)-4-[(2S,5R,7R,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000631
     RDKit          3D
Deoxycholic acid glycine conjugate
 75 78  0  0  0  0  0  0  0  0999 V2000
    3.2105    1.8700    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212    0.8940    1.3293 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0680    0.1063    1.8664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8307   -0.7960    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234   -0.2741   -0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9175    0.9220   -0.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1486   -1.1656   -1.1132 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -0.7004   -2.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1806   -0.0141   -1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4437    0.0968   -0.5919 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9965    0.4701   -2.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7420    0.0333    1.0130 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5343   -0.9849    2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1099   -1.4378    2.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4085   -0.6957    0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589   -0.4396    0.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6967   -1.6929    1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1487   -1.3676    0.9265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4108    0.0021    0.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8440    0.1731    0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2882   -0.5765   -1.1907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7040   -1.8690   -0.8113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3082   -0.6096   -2.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818   -0.8172   -1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    0.2433   -0.8326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8726    1.5809   -1.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1199    0.2195   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4699    1.5556   -0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220    1.4705   -0.1854 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7219    1.1746   -1.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    0.6332    0.9880 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0261    1.3323    2.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1081    2.5197    0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4176    2.6788    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3488    1.5065   -0.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5784    1.5225    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7209   -0.3472    2.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975    0.9037    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395   -1.7133    0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6067   -1.3017    1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161   -2.1730   -0.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2374   -1.5780   -2.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3422   -0.0499   -2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6802    1.1781   -2.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -0.5674    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856   -1.8575    1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7283   -0.5697    3.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279   -2.5369    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618   -1.2930    3.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107   -1.1642   -0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2373    0.2643    1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5132   -2.0771    2.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3560   -2.4959    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6755   -1.4388    1.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6372   -2.1261    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1629    0.7350    1.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0791    1.2717   -0.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4628   -0.2013    0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2257   -0.0812   -1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6653   -1.8588   -0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5660   -1.5044   -2.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3931    0.2579   -3.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6961   -1.8342   -1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2308   -0.6052   -2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3564    1.6111   -2.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5615    2.4319   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9460    1.7212   -1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5797   -0.4184   -1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5902    2.0546   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234    2.1513    0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    2.5451    0.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2907    0.4935   -1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211    0.6586    3.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6966    2.1859    2.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9910    1.7656    2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  1
 31 12  1  0
 31 15  1  0
 27 16  1  0
 25 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
 11 44  1  0
 12 45  1  6
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  1
 20 57  1  0
 20 58  1  0
 21 59  1  6
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  1
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Deoxycholic acid glycine conjugate.mol            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       5.768   6.295   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       3.882   4.409   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.370   4.808   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.680   7.384   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.256   6.694   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.922  -5.844   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.922  -4.304   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.589  -3.534   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.589  -6.614   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.255  -5.844   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.921  -6.614   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.588  -5.844   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.588  -4.304   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.746  -3.534   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.211  -4.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.116  -2.764   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.211  -1.518   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.687  -0.054   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.598   1.035   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.996   2.523   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.484   2.922   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.193   0.267   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.746  -1.994   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.907  -0.463   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.588  -1.224   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.921  -1.994   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.921  -3.534   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.255  -4.304   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.255  -2.764   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.573   1.833   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.588   0.316   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -7.256  -6.614   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0      -3.255  -7.384   0.000  0.00  0.00           H+0
CONECT    1    3    4    5                                                  
CONECT    2    3   21                                                       
CONECT    3    2    1                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    7    9   32                                                  
CONECT    7    6    8                                                       
CONECT    8    7   28                                                       
CONECT    9    6   10                                                       
CONECT   10    9   11   28   33                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   27                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   30    2                                                  
CONECT   22   18                                                            
CONECT   23   17   14   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   13   28                                                  
CONECT   28   27    8   10   29                                             
CONECT   29   28                                                            
CONECT   30   21                                                            
CONECT   31   25                                                            
CONECT   32    6                                                            
CONECT   33   10                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0000631
HETATM    1  C1  UNL     1       3.210   1.870   0.258  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.921   0.894   1.329  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.068   0.106   1.866  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.831  -0.796   1.018  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.623  -0.274  -0.092  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.917   0.922  -0.272  1.00  0.00           O  
HETATM    7  N1  UNL     1       6.149  -1.166  -1.113  1.00  0.00           N  
HETATM    8  C6  UNL     1       6.926  -0.700  -2.214  1.00  0.00           C  
HETATM    9  C7  UNL     1       8.181  -0.014  -1.798  1.00  0.00           C  
HETATM   10  O2  UNL     1       8.444   0.097  -0.592  1.00  0.00           O  
HETATM   11  O3  UNL     1       8.997   0.470  -2.813  1.00  0.00           O  
HETATM   12  C8  UNL     1       1.742   0.033   1.013  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.534  -0.985   2.151  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.110  -1.438   2.079  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.409  -0.696   0.892  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.859  -0.440   0.898  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.697  -1.693   1.032  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.149  -1.368   0.926  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.411   0.002   0.376  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.844   0.173   0.016  1.00  0.00           C  
HETATM   21  C17 UNL     1      -6.288  -0.577  -1.191  1.00  0.00           C  
HETATM   22  O4  UNL     1      -6.704  -1.869  -0.811  1.00  0.00           O  
HETATM   23  C18 UNL     1      -5.308  -0.610  -2.310  1.00  0.00           C  
HETATM   24  C19 UNL     1      -3.882  -0.817  -1.868  1.00  0.00           C  
HETATM   25  C20 UNL     1      -3.553   0.243  -0.833  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.873   1.581  -1.462  1.00  0.00           C  
HETATM   27  C22 UNL     1      -2.120   0.219  -0.467  1.00  0.00           C  
HETATM   28  C23 UNL     1      -1.470   1.556  -0.429  1.00  0.00           C  
HETATM   29  C24 UNL     1       0.022   1.470  -0.185  1.00  0.00           C  
HETATM   30  O5  UNL     1       0.722   1.175  -1.327  1.00  0.00           O  
HETATM   31  C25 UNL     1       0.370   0.633   0.988  1.00  0.00           C  
HETATM   32  C26 UNL     1       0.026   1.332   2.289  1.00  0.00           C  
HETATM   33  H1  UNL     1       4.108   2.520   0.505  1.00  0.00           H  
HETATM   34  H2  UNL     1       2.418   2.679   0.175  1.00  0.00           H  
HETATM   35  H3  UNL     1       3.349   1.506  -0.751  1.00  0.00           H  
HETATM   36  H4  UNL     1       2.578   1.522   2.223  1.00  0.00           H  
HETATM   37  H5  UNL     1       3.721  -0.347   2.828  1.00  0.00           H  
HETATM   38  H6  UNL     1       4.797   0.904   2.246  1.00  0.00           H  
HETATM   39  H7  UNL     1       4.240  -1.713   0.694  1.00  0.00           H  
HETATM   40  H8  UNL     1       5.607  -1.302   1.704  1.00  0.00           H  
HETATM   41  H9  UNL     1       5.916  -2.173  -0.984  1.00  0.00           H  
HETATM   42  H10 UNL     1       7.237  -1.578  -2.814  1.00  0.00           H  
HETATM   43  H11 UNL     1       6.342  -0.050  -2.918  1.00  0.00           H  
HETATM   44  H12 UNL     1       9.680   1.178  -2.562  1.00  0.00           H  
HETATM   45  H13 UNL     1       1.873  -0.567   0.096  1.00  0.00           H  
HETATM   46  H14 UNL     1       2.186  -1.857   1.903  1.00  0.00           H  
HETATM   47  H15 UNL     1       1.728  -0.570   3.136  1.00  0.00           H  
HETATM   48  H16 UNL     1       0.028  -2.537   1.838  1.00  0.00           H  
HETATM   49  H17 UNL     1      -0.462  -1.293   3.001  1.00  0.00           H  
HETATM   50  H18 UNL     1      -0.111  -1.164  -0.046  1.00  0.00           H  
HETATM   51  H19 UNL     1      -2.237   0.264   1.657  1.00  0.00           H  
HETATM   52  H20 UNL     1      -2.513  -2.077   2.064  1.00  0.00           H  
HETATM   53  H21 UNL     1      -2.356  -2.496   0.350  1.00  0.00           H  
HETATM   54  H22 UNL     1      -4.676  -1.439   1.916  1.00  0.00           H  
HETATM   55  H23 UNL     1      -4.637  -2.126   0.276  1.00  0.00           H  
HETATM   56  H24 UNL     1      -4.163   0.735   1.171  1.00  0.00           H  
HETATM   57  H25 UNL     1      -6.079   1.272  -0.025  1.00  0.00           H  
HETATM   58  H26 UNL     1      -6.463  -0.201   0.884  1.00  0.00           H  
HETATM   59  H27 UNL     1      -7.226  -0.081  -1.574  1.00  0.00           H  
HETATM   60  H28 UNL     1      -7.665  -1.859  -0.539  1.00  0.00           H  
HETATM   61  H29 UNL     1      -5.566  -1.504  -2.950  1.00  0.00           H  
HETATM   62  H30 UNL     1      -5.393   0.258  -3.012  1.00  0.00           H  
HETATM   63  H31 UNL     1      -3.696  -1.834  -1.528  1.00  0.00           H  
HETATM   64  H32 UNL     1      -3.231  -0.605  -2.743  1.00  0.00           H  
HETATM   65  H33 UNL     1      -3.356   1.611  -2.447  1.00  0.00           H  
HETATM   66  H34 UNL     1      -3.561   2.432  -0.803  1.00  0.00           H  
HETATM   67  H35 UNL     1      -4.946   1.721  -1.662  1.00  0.00           H  
HETATM   68  H36 UNL     1      -1.580  -0.418  -1.206  1.00  0.00           H  
HETATM   69  H37 UNL     1      -1.590   2.055  -1.433  1.00  0.00           H  
HETATM   70  H38 UNL     1      -1.923   2.151   0.382  1.00  0.00           H  
HETATM   71  H39 UNL     1       0.278   2.545   0.094  1.00  0.00           H  
HETATM   72  H40 UNL     1       0.291   0.493  -1.873  1.00  0.00           H  
HETATM   73  H41 UNL     1       0.121   0.659   3.134  1.00  0.00           H  
HETATM   74  H42 UNL     1       0.697   2.186   2.420  1.00  0.00           H  
HETATM   75  H43 UNL     1      -0.991   1.766   2.179  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   12   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6    6    7
CONECT    7    8   41
CONECT    8    9   42   43
CONECT    9   10   10   11
CONECT   11   44
CONECT   12   13   31   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   31   50
CONECT   16   17   27   51
CONECT   17   18   52   53
CONECT   18   19   54   55
CONECT   19   20   25   56
CONECT   20   21   57   58
CONECT   21   22   23   59
CONECT   22   60
CONECT   23   24   61   62
CONECT   24   25   63   64
CONECT   25   26   27
CONECT   26   65   66   67
CONECT   27   28   68
CONECT   28   29   69   70
CONECT   29   30   31   71
CONECT   30   72
CONECT   31   32
CONECT   32   73   74   75
END

HMDB0000631
     RDKit          3D
Deoxycholic acid glycine conjugate
 75 78  0  0  0  0  0  0  0  0999 V2000
    3.2105    1.8700    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212    0.8940    1.3293 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0680    0.1063    1.8664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8307   -0.7960    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234   -0.2741   -0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9175    0.9220   -0.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1486   -1.1656   -1.1132 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -0.7004   -2.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1806   -0.0141   -1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4437    0.0968   -0.5919 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9965    0.4701   -2.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7420    0.0333    1.0130 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5343   -0.9849    2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1099   -1.4378    2.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4085   -0.6957    0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589   -0.4396    0.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6967   -1.6929    1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1487   -1.3676    0.9265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4108    0.0021    0.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8440    0.1731    0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2882   -0.5765   -1.1907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7040   -1.8690   -0.8113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3082   -0.6096   -2.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818   -0.8172   -1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    0.2433   -0.8326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8726    1.5809   -1.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1199    0.2195   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4699    1.5556   -0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220    1.4705   -0.1854 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7219    1.1746   -1.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    0.6332    0.9880 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0261    1.3323    2.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1081    2.5197    0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4176    2.6788    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3488    1.5065   -0.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5784    1.5225    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7209   -0.3472    2.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975    0.9037    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395   -1.7133    0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6067   -1.3017    1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161   -2.1730   -0.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2374   -1.5780   -2.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3422   -0.0499   -2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6802    1.1781   -2.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -0.5674    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856   -1.8575    1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7283   -0.5697    3.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279   -2.5369    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618   -1.2930    3.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107   -1.1642   -0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2373    0.2643    1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5132   -2.0771    2.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3560   -2.4959    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6755   -1.4388    1.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6372   -2.1261    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1629    0.7350    1.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0791    1.2717   -0.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4628   -0.2013    0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2257   -0.0812   -1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6653   -1.8588   -0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5660   -1.5044   -2.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3931    0.2579   -3.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6961   -1.8342   -1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2308   -0.6052   -2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3564    1.6111   -2.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5615    2.4319   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9460    1.7212   -1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5797   -0.4184   -1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5902    2.0546   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234    2.1513    0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    2.5451    0.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2907    0.4935   -1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211    0.6586    3.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6966    2.1859    2.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9910    1.7656    2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  1
 31 12  1  0
 31 15  1  0
 27 16  1  0
 25 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
 11 44  1  0
 12 45  1  6
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  1
 20 57  1  0
 20 58  1  0
 21 59  1  6
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  1
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
M  END

Synonyms

Value	Source
Deoxycholate glycine conjugate	Generator
Deoxycholic acid glycine conjugic acid	Generator
Acid, glycodeoxycholic	MeSH
Deoxycholate, glycine	MeSH
Glycine deoxycholate	MeSH
Glycodeoxycholic acid	MeSH
Glycodeoxycholate	MeSH
Deoxycholylglycine	MeSH
Deoxyglycocholate	HMDB
Deoxyglycocholic acid	HMDB
Glycodesoxycholate	HMDB
Glycodesoxycholic acid	HMDB
Glycyldeoxycholate	HMDB
Glycyldeoxycholic acid	HMDB
N-(3a,12a-Dihydroxy-5b-cholan-24-oyl)-glycine	HMDB
N-(Carboxymethyl)-3a,12a-dihydroxy-5b-cholan-24-amide	HMDB

Molecular Formula

C₂₆H₄₃NO₅

Average Mass

449.6233

Monoisotopic Mass

449.314123491

IUPAC Name

2-[(4R)-4-[(2S,5R,7R,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid

Traditional Name

[(4R)-4-[(2S,5R,7R,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid

CAS Registry Number

360-65-6

SMILES

[H][C@]12CCC3C4CC[C@H]([C@H](C)CCC(=O)NCC(O)=O)[C@@]4(C)[C@@H](O)CC3[C@@]1(C)CC[C@@H](O)C2

InChI Identifier

InChI=1S/C26H43NO5/c1-15(4-9-23(30)27-14-24(31)32)19-7-8-20-18-6-5-16-12-17(28)10-11-25(16,2)21(18)13-22(29)26(19,20)3/h15-22,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16-,17-,18?,19-,20?,21?,22+,25+,26-/m1/s1

InChI Key

WVULKSPCQVQLCU-ZMBDPXIHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycinated bile acids and derivatives. Glycinated bile acids and derivatives are compounds with a structure characterized by the presence of a glycine linked to a bile acid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Glycinated bile acids and derivatives

Alternative Parents

Substituents

Glycinated bile acid
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
3-hydroxysteroid
12-hydroxysteroid
Hydroxysteroid
3-alpha-hydroxysteroid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Fatty amide
Fatty acyl
N-acyl-amine
Cyclic alcohol
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0078 g/L	ALOGPS
logP	2.69	ALOGPS
logP	2.69	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	-0.32	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	106.86 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122 m³·mol⁻¹	ChemAxon
Polarizability	52.11 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Bile
Blood
Feces
Prostate
Urine

Tissue Locations

Prostate

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0194143	Glycine N-acyltransferase	Enzyme	Q6IB77	Homo sapiens
MMDBp0194144	Glycine N-acyltransferase-like protein 1	Enzyme	Q969I3	Homo sapiens
MMDBp0194145	Glycine N-acyltransferase-like protein 2	Enzyme	Q8WU03	Homo sapiens
MMDBp0194146	Glycine N-acyltransferase-like protein 3	Enzyme	Q5SZD4	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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/Eubacteria	Firmicutes	9	Human ; Human mucosa; Human feces; Human saliva; Human stool; Human urine; Human sputum	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria/Eubacteria	Bacteroidetes	1	Human feces; Human ; Human urine	Microbial culture
Bacteria/Eubacteria	Actinobacteria	2	Human ; Human feces; Human saliva; Human mucosa	Microbial culture
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human mucosa; Human stool; Human supragingival plaque; Human feces; Human saliva; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Bile	Detected and Quantified	>0.01		uM	Adult (>18 years old)	Both	Normal	HMDB	659989
Human Blood	Detected but not Quantified				Adult (>18 years old)	Both	Pancreatic ductal adenocarcinoma	HMDB	20143319
Human Blood	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	20143319
Human Feces	Detected and Quantified	19.19	13.69	nmol/g dry feces	Not Specified	Not Specified	Normal	HMDB	22664055
Human Blood	Detected but not Quantified				Adult (>18 years old)	Both	Hepatocellular carcinoma	HMDB	22882828
Human Blood	Detected but not Quantified				Adult (>18 years old)	Both	Liver Cirrhosis	HMDB	22882828
Human Urine	Detected but not Quantified				Adult (>18 years old)	Female	Epithelial ovarian cancer	HMDB	23163809
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Colorectal cancer	HMDB	25037050
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Colorectal Cancer	HMDB	27275383
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Blood	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Urine	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Bile	Detected and Quantified	>0.01		uM	Adult (>18 years old)	Both	Normal	HMDB	659989
Human Feces	Detected and Quantified	19.19	13.69	nmol/g dry feces	Not Specified	Not Specified	Normal	HMDB	22664055
Human Prostate	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Blood	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	20143319
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0000631

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5604

PubChem Compound

22833539

PDB ID

Not Available

ChEBI ID

27471

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bloch CA, Watkins JB: Determination of conjugated bile acids in human bile and duodenal fluid by reverse-phase high-performance liquid chromatography. J Lipid Res. 1978 May;19(4):510-3. [PubMed:659989 ]
Hepner GW, Demers LM: Dynamics of the enterohepatic circulation of the glycine conjugates of cholic, chenodeoxycholic, deoxycholic, and sulfolithocholic acid in man. Gastroenterology. 1977 Mar;72(3):499-501. [PubMed:832799 ]
Demers LM, Hepner GW: Levels of immunoreactive glycine-conjugated bile acids in health and hepatobiliary disease. Am J Clin Pathol. 1976 Nov;66(5):831-9. doi: 10.1093/ajcp/66.5.831. [PubMed:983991 ]
Demers LM, Hepner G: Radioimmunoassay of bile acids in serum. Clin Chem. 1976 May;22(5):602-6. [PubMed:1261008 ]
St-Pierre MV, Kullak-Ublick GA, Hagenbuch B, Meier PJ: Transport of bile acids in hepatic and non-hepatic tissues. J Exp Biol. 2001 May;204(Pt 10):1673-86. doi: 10.1242/jeb.204.10.1673. [PubMed:11316487 ]
Davis RA, Miyake JH, Hui TY, Spann NJ: Regulation of cholesterol-7alpha-hydroxylase: BAREly missing a SHP. J Lipid Res. 2002 Apr;43(4):533-43. [PubMed:11907135 ]
Chiang JY: Bile acid regulation of hepatic physiology: III. Bile acids and nuclear receptors. Am J Physiol Gastrointest Liver Physiol. 2003 Mar;284(3):G349-56. doi: 10.1152/ajpgi.00417.2002. [PubMed:12576301 ]
Claudel T, Staels B, Kuipers F: The Farnesoid X receptor: a molecular link between bile acid and lipid and glucose metabolism. Arterioscler Thromb Vasc Biol. 2005 Oct;25(10):2020-30. doi: 10.1161/01.ATV.0000178994.21828.a7. Epub 2005 Jul 21. [PubMed:16037564 ]
Goto T, Myint KT, Sato K, Wada O, Kakiyama G, Iida T, Hishinuma T, Mano N, Goto J: LC/ESI-tandem mass spectrometric determination of bile acid 3-sulfates in human urine 3beta-Sulfooxy-12alpha-hydroxy-5beta-cholanoic acid is an abundant nonamidated sulfate. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Feb 1;846(1-2):69-77. doi: 10.1016/j.jchromb.2006.08.013. Epub 2006 Sep 1. [PubMed:16949895 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]

Showing metabocard for Deoxycholic acid glycine conjugate (MMDBc0000127)

MOL for #<Metabolite:0x00007f9202a24158>

3D MOL for #<Metabolite:0x00007f9202a24158>

3D SDF for #<Metabolite:0x00007f9202a24158>

3D-SDF for #<Metabolite:0x00007f9202a24158>

PDB for #<Metabolite:0x00007f9202a24158>

3D PDB for #<Metabolite:0x00007f9202a24158>

SMILES for #<Metabolite:0x00007f9202a24158>

INCHI for #<Metabolite:0x00007f9202a24158>

Structure for #<Metabolite:0x00007f9202a24158>

3D Structure for #<Metabolite:0x00007f9202a24158>