MiMeDB: Showing metabocard for Chenodeoxycholic acid glycine conjugate (MMDBc0000128)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:36:54 UTC

Update Date

2022-08-30 23:57:48 UTC

Metabolite ID

MMDBc0000128

Metabolite Identification

Common Name

Chenodeoxycholic acid glycine conjugate

Description

Chenodeoxycholic acid glycine conjugate is an acyl glycine and a bile acid-glycine conugate. 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 ). This compound usually exists as the sodium salt and acts as a detergent to solubilize fats for absorption and is itself absorbed. It is a cholagogue and choleretic.

Structure

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


  Mrv1652303062020112D          

 37 40  0  0  0  0            999 V2000
 9999.280110001.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1424 9999.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2822 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0025 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1424 9997.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8549 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5675 9999.7851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2801 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4298 9999.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7153 9998.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7153 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.4298 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1411 9998.9568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.1411 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.8556 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5701 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.568110000.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.853610000.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8536 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5681 9998.9659    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.282610000.2033    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.2826 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0672 9999.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5521 9999.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.067210000.4583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.067210001.2833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.781910001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.497510001.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.211210001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.926910001.2833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10003.640510001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.356210001.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.069810001.6958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.356210000.4583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.211210002.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.352510001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.781910000.8708    0.0000 H   0  0  0  0  0  0  0  0  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 11  4  1  6  0  0  0
 16  3  1  6  0  0  0
 12 14  1  0  0  0  0
 14  5  1  1  0  0  0
  9 13  1  0  0  0  0
 13  2  1  1  0  0  0
 19 13  1  0  0  0  0
 19  6  1  6  0  0  0
 16 20  1  0  0  0  0
 20  7  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 25 37  1  6  0  0  0
 26 27  1  0  0  0  0
 26 36  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 35  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 25 21  1  0  0  0  0
 25 24  1  0  0  0  0
 20 22  1  0  0  0  0
 22  8  1  6  0  0  0
 17 21  1  0  0  0  0
 21  1  1  1  0  0  0
M  END

HMDB0000637
     RDKit          3D
Chenodeoxycholic acid glycine conjugate
 75 78  0  0  0  0  0  0  0  0999 V2000
    2.5582   -0.6745   -2.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771    0.4594   -2.0100 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0093    0.6899   -1.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5746   -0.5049   -0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9499   -0.2186   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4467    0.9041   -0.6075 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7268   -1.1816    0.3060 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0818   -0.9169    0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5948   -2.1235    1.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8787   -3.1413    1.5255 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8746   -2.1175    1.9444 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094    0.3457   -0.8261 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8858    1.6034    0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896    2.0424    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702    0.8088    0.2548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7521    0.9046    0.1750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2404   -0.5186    0.3656 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6889   -1.3804   -0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600   -1.2035   -1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392    0.2014   -1.0679 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3098    1.0387   -2.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7422   -0.6171    0.3960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2982   -1.4925   -0.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456   -1.2172    1.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6142   -1.3138    1.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3733   -0.0723    1.5435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4397    0.8377    2.6119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8551    0.6219    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743    0.7413    0.2555 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8229    1.6764    1.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3489    1.8585    1.1799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6868    1.8442    2.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5024   -0.6217   -3.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979   -1.6736   -2.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340   -0.6949   -3.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3144    1.3898   -2.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0830    1.5479   -0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6806    0.9337   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634   -1.3935   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0092   -0.7914    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2691   -2.1226    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7402   -0.6212   -0.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0897   -0.0606    1.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3143   -1.2786    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150   -0.4980   -0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819    2.4469   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738    1.4365    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989    2.3367    1.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1337    2.9253   -0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0245    0.0713    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031    1.2264   -0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822   -0.8576    1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3170   -1.2906   -1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192   -2.4544   -0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649   -1.7736   -1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3432   -1.7420   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568    0.5960   -2.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534    2.0942   -1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3519    1.1598   -3.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3691   -1.7018   -0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8160   -2.4645   -0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3188   -0.8998   -1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729   -0.7262    2.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395   -2.2714    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7878   -1.4734    3.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0322   -2.2371    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4272   -0.3773    1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8827    1.6490    2.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2708    1.6723    0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2516    0.1902   -0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1395    1.1295   -0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0722    1.2567    2.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    2.6322    1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811    2.8923    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2397    1.0034    2.5882 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  6
 17 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 20 12  1  0
 29 22  1  0
 20 15  1  0
 31 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  6
  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  1
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  1
 16 51  1  6
 17 52  1  1
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  6
 27 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  6
 30 72  1  0
 30 73  1  0
 31 74  1  6
 32 75  1  0
M  END


  Mrv1652303062020112D          

 37 40  0  0  0  0            999 V2000
 9999.280110001.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1424 9999.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2822 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0025 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1424 9997.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8549 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5675 9999.7851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2801 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4298 9999.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7153 9998.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7153 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.4298 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1411 9998.9568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.1411 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.8556 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5701 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.568110000.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.853610000.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8536 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5681 9998.9659    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.282610000.2033    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.2826 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0672 9999.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5521 9999.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.067210000.4583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.067210001.2833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.781910001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.497510001.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.211210001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.926910001.2833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10003.640510001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.356210001.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.069810001.6958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.356210000.4583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.211210002.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.352510001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.781910000.8708    0.0000 H   0  0  0  0  0  0  0  0  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 11  4  1  6  0  0  0
 16  3  1  6  0  0  0
 12 14  1  0  0  0  0
 14  5  1  1  0  0  0
  9 13  1  0  0  0  0
 13  2  1  1  0  0  0
 19 13  1  0  0  0  0
 19  6  1  6  0  0  0
 16 20  1  0  0  0  0
 20  7  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 25 37  1  6  0  0  0
 26 27  1  0  0  0  0
 26 36  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 35  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 25 21  1  0  0  0  0
 25 24  1  0  0  0  0
 20 22  1  0  0  0  0
 22  8  1  6  0  0  0
 17 21  1  0  0  0  0
 21  1  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000128

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=O)NCC(O)=O

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

> <INCHI_KEY>
GHCZAUBVMUEKKP-GYPHWSFCSA-N

> <FORMULA>
C26H43NO5

> <MOLECULAR_WEIGHT>
449.6233

> <EXACT_MASS>
449.314123491

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
52.11800072626717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
2.608022284

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.791653018199504

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7732907141500656

> <JCHEM_PKA_STRONGEST_BASIC>
-0.48930218820632587

> <JCHEM_POLAR_SURFACE_AREA>
106.85999999999999

> <JCHEM_REFRACTIVITY>
122.07729999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000637
     RDKit          3D
Chenodeoxycholic acid glycine conjugate
 75 78  0  0  0  0  0  0  0  0999 V2000
    2.5582   -0.6745   -2.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771    0.4594   -2.0100 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0093    0.6899   -1.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5746   -0.5049   -0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9499   -0.2186   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4467    0.9041   -0.6075 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7268   -1.1816    0.3060 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0818   -0.9169    0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5948   -2.1235    1.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8787   -3.1413    1.5255 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8746   -2.1175    1.9444 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094    0.3457   -0.8261 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8858    1.6034    0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896    2.0424    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702    0.8088    0.2548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7521    0.9046    0.1750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2404   -0.5186    0.3656 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6889   -1.3804   -0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600   -1.2035   -1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392    0.2014   -1.0679 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3098    1.0387   -2.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7422   -0.6171    0.3960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2982   -1.4925   -0.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456   -1.2172    1.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6142   -1.3138    1.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3733   -0.0723    1.5435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4397    0.8377    2.6119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8551    0.6219    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743    0.7413    0.2555 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8229    1.6764    1.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3489    1.8585    1.1799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6868    1.8442    2.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5024   -0.6217   -3.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979   -1.6736   -2.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340   -0.6949   -3.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3144    1.3898   -2.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0830    1.5479   -0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6806    0.9337   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634   -1.3935   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0092   -0.7914    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2691   -2.1226    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7402   -0.6212   -0.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0897   -0.0606    1.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3143   -1.2786    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150   -0.4980   -0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819    2.4469   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738    1.4365    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989    2.3367    1.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1337    2.9253   -0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0245    0.0713    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031    1.2264   -0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822   -0.8576    1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3170   -1.2906   -1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192   -2.4544   -0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649   -1.7736   -1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3432   -1.7420   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568    0.5960   -2.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534    2.0942   -1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3519    1.1598   -3.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3691   -1.7018   -0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8160   -2.4645   -0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3188   -0.8998   -1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729   -0.7262    2.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395   -2.2714    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7878   -1.4734    3.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0322   -2.2371    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4272   -0.3773    1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8827    1.6490    2.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2708    1.6723    0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2516    0.1902   -0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1395    1.1295   -0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0722    1.2567    2.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    2.6322    1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811    2.8923    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2397    1.0034    2.5882 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  6
 17 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 20 12  1  0
 29 22  1  0
 20 15  1  0
 31 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  6
  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  1
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  1
 16 51  1  6
 17 52  1  1
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  6
 27 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  6
 30 72  1  0
 30 73  1  0
 31 74  1  6
 32 75  1  0
M  END

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0    8665.3238668.598   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8661.3328666.266   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8665.3278662.405   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8657.3388662.405   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8661.3328661.633   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8662.6628663.961   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8663.9938666.266   0.000  0.00  0.00           H+0
HETATM    8  H   UNK     0    8665.3238663.961   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0    8660.0028665.489   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8658.6698664.719   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8658.6698663.179   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8660.0028662.409   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8661.3308664.719   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8661.3308663.179   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.6648662.409   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.9988663.179   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8663.9948667.816   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8662.6608667.046   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8662.6608665.506   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8663.9948664.736   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8665.3288667.046   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8665.3288665.506   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8666.7928665.030   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8667.6978666.276   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8666.7928667.522   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8666.7928669.062   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8668.1268669.832   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8669.4628669.062   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8670.7948669.832   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0    8672.1308669.062   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0    8673.4628669.832   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8674.7988669.062   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0    8676.1308669.832   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0    8674.7988667.522   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0    8670.7948671.372   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0    8665.4588669.832   0.000  0.00  0.00           C+0
HETATM   37  H   UNK     0    8668.1268668.292   0.000  0.00  0.00           H+0
CONECT    1   21                                                            
CONECT    2   13                                                            
CONECT    3   16                                                            
CONECT    4   11                                                            
CONECT    5   14                                                            
CONECT    6   19                                                            
CONECT    7   20                                                            
CONECT    8   22                                                            
CONECT    9   10   13                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12    4                                                  
CONECT   12   11   14                                                       
CONECT   13   14    9    2   19                                             
CONECT   14   13   15   12    5                                             
CONECT   15   14   16                                                       
CONECT   16   15    3   20                                                  
CONECT   17   18   21                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   13    6                                             
CONECT   20   19   16    7   22                                             
CONECT   21   22   25   17    1                                             
CONECT   22   21   23   20    8                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   26   37   21   24                                             
CONECT   26   25   27   36                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   35                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   29                                                            
CONECT   36   26                                                            
CONECT   37   25                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

COMPND    HMDB0000637
HETATM    1  C1  UNL     1       2.558  -0.674  -2.976  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.577   0.459  -2.010  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.009   0.690  -1.514  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.575  -0.505  -0.828  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.950  -0.219  -0.379  1.00  0.00           C  
HETATM    6  O1  UNL     1       6.447   0.904  -0.608  1.00  0.00           O  
HETATM    7  N1  UNL     1       6.727  -1.182   0.306  1.00  0.00           N  
HETATM    8  C6  UNL     1       8.082  -0.917   0.755  1.00  0.00           C  
HETATM    9  C7  UNL     1       8.595  -2.124   1.426  1.00  0.00           C  
HETATM   10  O2  UNL     1       7.879  -3.141   1.526  1.00  0.00           O  
HETATM   11  O3  UNL     1       9.875  -2.118   1.944  1.00  0.00           O  
HETATM   12  C8  UNL     1       1.709   0.346  -0.826  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.886   1.603   0.006  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.490   2.042   0.430  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.270   0.809   0.255  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.752   0.905   0.175  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.240  -0.519   0.366  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.689  -1.380  -0.705  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.260  -1.204  -1.036  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.239   0.201  -1.068  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.310   1.039  -2.164  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.742  -0.617   0.396  1.00  0.00           C  
HETATM   23  C19 UNL     1      -4.298  -1.493  -0.702  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.146  -1.217   1.710  1.00  0.00           C  
HETATM   25  C21 UNL     1      -5.614  -1.314   1.920  1.00  0.00           C  
HETATM   26  C22 UNL     1      -6.373  -0.072   1.543  1.00  0.00           C  
HETATM   27  O4  UNL     1      -6.440   0.838   2.612  1.00  0.00           O  
HETATM   28  C23 UNL     1      -5.855   0.622   0.341  1.00  0.00           C  
HETATM   29  C24 UNL     1      -4.374   0.741   0.255  1.00  0.00           C  
HETATM   30  C25 UNL     1      -3.823   1.676   1.303  1.00  0.00           C  
HETATM   31  C26 UNL     1      -2.349   1.858   1.180  1.00  0.00           C  
HETATM   32  O5  UNL     1      -1.687   1.844   2.400  1.00  0.00           O  
HETATM   33  H1  UNL     1       3.502  -0.622  -3.593  1.00  0.00           H  
HETATM   34  H2  UNL     1       2.598  -1.674  -2.493  1.00  0.00           H  
HETATM   35  H3  UNL     1       1.734  -0.695  -3.679  1.00  0.00           H  
HETATM   36  H4  UNL     1       2.314   1.390  -2.558  1.00  0.00           H  
HETATM   37  H5  UNL     1       4.083   1.548  -0.819  1.00  0.00           H  
HETATM   38  H6  UNL     1       4.681   0.934  -2.369  1.00  0.00           H  
HETATM   39  H7  UNL     1       4.663  -1.393  -1.523  1.00  0.00           H  
HETATM   40  H8  UNL     1       4.009  -0.791   0.092  1.00  0.00           H  
HETATM   41  H9  UNL     1       6.269  -2.123   0.481  1.00  0.00           H  
HETATM   42  H10 UNL     1       8.740  -0.621  -0.090  1.00  0.00           H  
HETATM   43  H11 UNL     1       8.090  -0.061   1.463  1.00  0.00           H  
HETATM   44  H12 UNL     1      10.314  -1.279   2.287  1.00  0.00           H  
HETATM   45  H13 UNL     1       2.015  -0.498  -0.173  1.00  0.00           H  
HETATM   46  H14 UNL     1       2.282   2.447  -0.591  1.00  0.00           H  
HETATM   47  H15 UNL     1       2.474   1.437   0.907  1.00  0.00           H  
HETATM   48  H16 UNL     1       0.499   2.337   1.515  1.00  0.00           H  
HETATM   49  H17 UNL     1       0.134   2.925  -0.115  1.00  0.00           H  
HETATM   50  H18 UNL     1       0.024   0.071   1.033  1.00  0.00           H  
HETATM   51  H19 UNL     1      -2.103   1.226  -0.823  1.00  0.00           H  
HETATM   52  H20 UNL     1      -1.782  -0.858   1.341  1.00  0.00           H  
HETATM   53  H21 UNL     1      -2.317  -1.291  -1.614  1.00  0.00           H  
HETATM   54  H22 UNL     1      -1.819  -2.454  -0.374  1.00  0.00           H  
HETATM   55  H23 UNL     1      -0.065  -1.774  -1.969  1.00  0.00           H  
HETATM   56  H24 UNL     1       0.343  -1.742  -0.246  1.00  0.00           H  
HETATM   57  H25 UNL     1      -1.257   0.596  -2.569  1.00  0.00           H  
HETATM   58  H26 UNL     1      -0.553   2.094  -1.848  1.00  0.00           H  
HETATM   59  H27 UNL     1       0.352   1.160  -3.046  1.00  0.00           H  
HETATM   60  H28 UNL     1      -5.369  -1.702  -0.409  1.00  0.00           H  
HETATM   61  H29 UNL     1      -3.816  -2.465  -0.788  1.00  0.00           H  
HETATM   62  H30 UNL     1      -4.319  -0.900  -1.642  1.00  0.00           H  
HETATM   63  H31 UNL     1      -3.673  -0.726   2.586  1.00  0.00           H  
HETATM   64  H32 UNL     1      -3.739  -2.271   1.716  1.00  0.00           H  
HETATM   65  H33 UNL     1      -5.788  -1.473   3.025  1.00  0.00           H  
HETATM   66  H34 UNL     1      -6.032  -2.237   1.445  1.00  0.00           H  
HETATM   67  H35 UNL     1      -7.427  -0.377   1.348  1.00  0.00           H  
HETATM   68  H36 UNL     1      -6.883   1.649   2.250  1.00  0.00           H  
HETATM   69  H37 UNL     1      -6.271   1.672   0.353  1.00  0.00           H  
HETATM   70  H38 UNL     1      -6.252   0.190  -0.625  1.00  0.00           H  
HETATM   71  H39 UNL     1      -4.139   1.130  -0.779  1.00  0.00           H  
HETATM   72  H40 UNL     1      -4.072   1.257   2.293  1.00  0.00           H  
HETATM   73  H41 UNL     1      -4.398   2.632   1.225  1.00  0.00           H  
HETATM   74  H42 UNL     1      -2.181   2.892   0.756  1.00  0.00           H  
HETATM   75  H43 UNL     1      -1.240   1.003   2.588  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   20   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   20   50
CONECT   16   17   31   51
CONECT   17   18   22   52
CONECT   18   19   53   54
CONECT   19   20   55   56
CONECT   20   21
CONECT   21   57   58   59
CONECT   22   23   24   29
CONECT   23   60   61   62
CONECT   24   25   63   64
CONECT   25   26   65   66
CONECT   26   27   28   67
CONECT   27   68
CONECT   28   29   69   70
CONECT   29   30   71
CONECT   30   31   72   73
CONECT   31   32   74
CONECT   32   75
END

HMDB0000637
     RDKit          3D
Chenodeoxycholic acid glycine conjugate
 75 78  0  0  0  0  0  0  0  0999 V2000
    2.5582   -0.6745   -2.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771    0.4594   -2.0100 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0093    0.6899   -1.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5746   -0.5049   -0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9499   -0.2186   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4467    0.9041   -0.6075 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7268   -1.1816    0.3060 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0818   -0.9169    0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5948   -2.1235    1.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8787   -3.1413    1.5255 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8746   -2.1175    1.9444 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094    0.3457   -0.8261 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8858    1.6034    0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896    2.0424    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702    0.8088    0.2548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7521    0.9046    0.1750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2404   -0.5186    0.3656 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6889   -1.3804   -0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600   -1.2035   -1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392    0.2014   -1.0679 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3098    1.0387   -2.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7422   -0.6171    0.3960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2982   -1.4925   -0.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456   -1.2172    1.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6142   -1.3138    1.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3733   -0.0723    1.5435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4397    0.8377    2.6119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8551    0.6219    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743    0.7413    0.2555 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8229    1.6764    1.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3489    1.8585    1.1799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6868    1.8442    2.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5024   -0.6217   -3.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979   -1.6736   -2.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340   -0.6949   -3.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3144    1.3898   -2.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0830    1.5479   -0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6806    0.9337   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634   -1.3935   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0092   -0.7914    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2691   -2.1226    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7402   -0.6212   -0.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0897   -0.0606    1.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3143   -1.2786    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150   -0.4980   -0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819    2.4469   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738    1.4365    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989    2.3367    1.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1337    2.9253   -0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0245    0.0713    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031    1.2264   -0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822   -0.8576    1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3170   -1.2906   -1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192   -2.4544   -0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649   -1.7736   -1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3432   -1.7420   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568    0.5960   -2.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534    2.0942   -1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3519    1.1598   -3.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3691   -1.7018   -0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8160   -2.4645   -0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3188   -0.8998   -1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729   -0.7262    2.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395   -2.2714    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7878   -1.4734    3.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0322   -2.2371    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4272   -0.3773    1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8827    1.6490    2.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2708    1.6723    0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2516    0.1902   -0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1395    1.1295   -0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0722    1.2567    2.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    2.6322    1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811    2.8923    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2397    1.0034    2.5882 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  6
 17 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 20 12  1  0
 29 22  1  0
 20 15  1  0
 31 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  6
  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  1
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  1
 16 51  1  6
 17 52  1  1
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  6
 27 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  6
 30 72  1  0
 30 73  1  0
 31 74  1  6
 32 75  1  0
M  END

Synonyms

Value	Source
Chenodeoxycholylglycine	ChEBI
Chenodeoxyglycocholate	ChEBI
Chenodeoxyglycocholic acid	ChEBI
GCDCA	ChEBI
Glycine chenodeoxycholate	ChEBI
Glycochenodeoxycholate	ChEBI
Glycochenodeoxycholic acid	Kegg
Glycine chenodeoxycholic acid	Generator
Chenodeoxycholate glycine conjugate	Generator
Chenodeoxycholic acid glycine conjugic acid	Generator
Acid, glycochenodeoxycholic	HMDB
Chenodeoxycholate, glycine	HMDB

Molecular Formula

C₂₆H₄₃NO₅

Average Mass

449.6233

Monoisotopic Mass

449.314123491

IUPAC Name

2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid

Traditional Name

[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid

CAS Registry Number

640-79-9

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=O)NCC(O)=O

InChI Identifier

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

InChI Key

GHCZAUBVMUEKKP-GYPHWSFCSA-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
Hydroxysteroid
7-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
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

bile acid glycine conjugate (CHEBI:36274 )
C26 bile acids, alcohols, and derivatives (C05466 )
Glycine conjugates (LMST05030008 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0079 g/L	ALOGPS
logP	2.4	ALOGPS
logP	2.61	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	-0.49	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	122.08 m³·mol⁻¹	ChemAxon
Polarizability	52.12 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , positive	splash10-001i-0000900000-62ef4b27952677911202	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0ik9-5346900000-f1bc2bb1724d840d7e4d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-005j-6930000000-d400f6a984534b53da0d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1333900000-f986fe58ffb0cfb63357	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-004r-3953000000-bebc3e96086020680676	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000900000-c5a3665989e4e01da4f5	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0rk9-5942000000-447f6ee5a3c03613d3eb	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9655300000-845d2e4a556e1904a160	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000200000-7a7111ce635d16c4297c	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000900000-d0b6aa3d2571f0956b9a	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0222900000-d5866a9faa8aa048b87f	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0f89-0000900000-ebb051a2c7ea9fbbb691	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000900000-7a109e120efc8539f76e	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-03e9-0000900000-18f55fc84e29ad005446	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004r-9654000000-be25f1da9328e657569c	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-03e9-0000900000-c65d292494d94a287caf	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000900000-93a3a9a0c79a0f4a448a	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-01si-6930500000-70e2e81d4fc775dac1d7	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000900000-81811f199ffa0e22682d	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00e9-7001900000-5c674a4196bbe5921395	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9002100000-4253862988128e5343db	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9001000000-8c0e27e07cce4587ddaa	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0001900000-1e432b0f0b5728b038db	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-008a-3104900000-5e705b527c1bedaf73b8	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dl-9101000000-bfc254147e11f3a6e4d2	2017-07-26	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Bile
Blood
Feces
Placenta
Prostate
Urine

Tissue Locations

Placenta
Prostate

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192196	Bile acid-CoA:amino acid N-acyltransferase	Enzyme	Q14032	Homo sapiens
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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000368	Chenodeoxyglycocholoyl Coenzyme A	Coenzyme A	Bile acid coa:amino acid n-acyltransferase	Bile Acid Coenzyme A: Amino Acid N-Acyltransferase	VMH	30371894
MMDBr0000369	Chenodeoxycholoyl-CoA	Coenzyme A	Bile acid coa:amino acid n-acyltransferase	Bile Acid Coenzyme A: Amino Acid N-Acyltransferase	VMH	30371894
MMDBr0000657	Chenodeoxycholic acid glycine conjugate	Chenodeoxycholic acid glycine conjugate	Not Available	Bile Acid Intracellular Transport	VMH	30371894
MMDBr0000658	Chenodeoxycholic acid glycine conjugate	Chenodeoxycholic acid glycine conjugate	Not Available	Bile Acid Intracellular Transport	VMH	30371894
MMDBr0002722	Chenodeoxycholoyl-CoA	Coenzyme A	Bile acid coa:amino acid n-acyltransferase	Glycine N-Choloyltransferase	VMH	12810727 6884990
MMDBr0002825	Adenosine triphosphate	ADP	Atp-binding cassette, sub-family b (mdr/tap), member 11	ATP-Binding Cassette (ABC) Tcdb:3.A.1.201.2	VMH	14716480 15209530 15297262 1599411 17416343 9068608
MMDBr0002826	Chenodeoxycholic acid glycine conjugate	Chenodeoxycholic acid glycine conjugate	Not Available	Active Transport	VMH	14716480 15209530 15297262 1599411 17416343 9068608
MMDBr0002984	Chenodeoxycholic acid glycine conjugate	Chenodeoxycholic acid glycine conjugate	Solute carrier family 10 (sodium/bile acid cotransporter), member 1	Glycoside-Pentoside-Hexuronide (Gph):Cation Symporter Tcdb:2.A.28.1.1	VMH	11076396 11819755 17404808 6384004
MMDBr0012622	Chenodeoxycholic acid glycine conjugate	Chenodeoxycholic acid	Not Available	Glycochenodeoxycholate hydrolysis by bile salt hydrolase (EC 3.5.1.24)	VMH	30371894
MMDBr0016278	Chenodeoxycholic acid	Chenodeoxycholic acid glycine conjugate	Conjugated bile acid hydrolase	Hydrolysis of bond	RHEA	34755880
MMDBr0016279	Chenodeoxycholic acid glycine conjugate	Chenodeoxycholic acid	Conjugated bile acid hydrolase	Hydrolysis of bond	RHEA	34755880
MMDBr0016706	Chenodeoxycholic acid glycine conjugate	7-oxoglycolithocholic acid	7alpha-hydroxysteroid dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0016707	Chenodeoxycholic acid glycine conjugate	7-oxoglycolithocholic acid	7alpha-hydroxysteroid dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0017454	Chenodeoxycholic acid glycine conjugate	7-oxoglycolithocholic acid	7alpha-hydroxysteroid dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0017455	Chenodeoxycholic acid glycine conjugate	7-oxoglycolithocholic acid	7alpha-hydroxysteroid dehydrogenase	Dehydrogenation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Biliary atresia		Association	Human Urine	HMDB	3944741

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	102	Human ; Human mucosa; Human feces; Human saliva; Human stool; Pig	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Bacteroidetes	51	Human feces; Human ; Human urine; Human appendix biopsy; Human stool; Human saliva	Microbial culture; Metabolic reconstruction
Bacteria	Actinobacteria	37	Human ; Human feces; Human saliva; Human mucosa; Human stool	Microbial culture; Metabolic reconstruction
Bacteria	Proteobacteria	5	Human feces; Human	Metabolic reconstruction
Bacteria	Fusobacteria	3	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	2		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Bacteria/NULL	Firmicutes	1	Human ; Human mucosa; Human feces; Human saliva; Human stool; Pig	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Bile	Detected and Quantified	>0.01				uM	Adult (>18 years old)	Both	Normal	HMDB	659989
Human Urine	Detected and Quantified	0.032	0.058			umol/mmol creatinine	Adult (>18 years old)	Both	Biliary atresia	HMDB	3944741
Human Urine	Detected and Quantified	0.0013	0.0026			umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	3944741
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	CCD	HMDB	19636438
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	19636438
Human Feces	Detected but not Quantified						Children (1-13 years old)	Both	Normal	HMDB	19636438
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Ileal Crohn's disease	HMDB	19636438
Human Feces	Detected and Quantified	22.28	15.65			nmol/g dry feces	Not Specified	Not Specified	Normal	HMDB	22664055
Human Feces	Detected but not Quantified						Not Specified	Not Specified	Recurrent Clostridium difficile infection	HMDB	24284963
Human Feces	Detected but not Quantified						Not Specified	Not Specified	Recurrent Clostridium difficile infection	HMDB	24284963
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Clostridium difficile infection	HMDB	24284963
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 Blood	Detected and Quantified	6.5		3.3	13.3	uM	Infant (0-1 year old)	Both	Severe acute malnutrition	HMDB	27163928
Human Blood	Detected and Quantified	1.3		1.1	1.4	uM	Infant (0-1 year old)	Both	Normal	HMDB	27163928
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 Blood	Detected and Quantified	0.06	0.01			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Urine	Detected and Quantified	0.032	0.058			umol/mmol creatinine	Adult (>18 years old)	Both	Biliary atresia	HMDB	3944741
Human Bile	Detected and Quantified	>0.01				uM	Adult (>18 years old)	Both	Normal	HMDB	659989
Human Urine	Detected and Quantified	0.0013	0.0026			umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	3944741
Human Blood	Detected and Quantified	1.3		1.1	1.4	uM	Infant (0-1 year old)	Both	Normal	HMDB	27163928
Human Feces	Detected and Quantified	22.28	15.65			nmol/g dry feces	Not Specified	Not Specified	Normal	HMDB	22664055
Human Blood	Detected and Quantified	0.06	0.01			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	19636438
Human Feces	Detected but not Quantified						Children (1-13 years old)	Both	Normal	HMDB	19636438
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

HMDB0000637

DrugBank ID

DB02123

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05466

BioCyc ID

GLYCOCHENODEOXYCHOLIC_ACID

BiGG ID

Not Available

Wikipedia Link

Glycochenodeoxycholic_acid

METLIN ID

Not Available

PubChem Compound

12544

PDB ID

Not Available

ChEBI ID

36274

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 G: Radioimmunoassay of bile acids in serum. Clin Chem. 1976 May;22(5):602-6. [PubMed:1261008 ]
Makino I, Shinozaki K, Nakagawa S, Mashimo K: Measurement of sulfated and nonsulfated bile acids in human serum and urine. J Lipid Res. 1974 Mar;15(2):132-8. [PubMed:4832755 ]
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 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Chenodeoxycholic acid glycine conjugate (MMDBc0000128)

MOL for #<Metabolite:0x000055d2495f36f8>

3D MOL for #<Metabolite:0x000055d2495f36f8>

3D SDF for #<Metabolite:0x000055d2495f36f8>

3D-SDF for #<Metabolite:0x000055d2495f36f8>

PDB for #<Metabolite:0x000055d2495f36f8>

3D PDB for #<Metabolite:0x000055d2495f36f8>

SMILES for #<Metabolite:0x000055d2495f36f8>

INCHI for #<Metabolite:0x000055d2495f36f8>

Structure for #<Metabolite:0x000055d2495f36f8>

3D Structure for #<Metabolite:0x000055d2495f36f8>