MiMeDB: Showing metabocard for Sulfolithocholylglycine (MMDBc0000415)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:37:15 UTC

Update Date

2024-04-30 19:32:18 UTC

Metabolite ID

MMDBc0000415

Metabolite Identification

Common Name

Sulfolithocholylglycine

Description

Sulfolithocholylglycine 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 ). Sulfolithocholylglycine is a sulfated bile acid which has a greater renal clearance rate than lithocholylglycine.

Structure

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


  Mrv1652303062020152D          

 40 43  0  0  0  0            999 V2000
10000.021310001.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8836 9999.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7435 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0289 9998.1285    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9994.6153 9998.8431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4405 9998.8431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3103 9997.7150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8836 9997.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5962 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3087 9999.7851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.0213 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8823 9998.9568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.8823 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.5968 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3113 9998.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.309310000.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.594810000.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5948 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3093 9998.9659    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.1710 9999.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4565 9998.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4565 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.1710 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.023810000.2033    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0238 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.8084 9999.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2933 9999.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.808410000.4583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.808410001.2833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.524110001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.237710001.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.953410001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.667010001.2833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10004.382710001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.096310001.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.812010001.6958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.096310000.4583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.953410002.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.093710001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.524110000.8708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  2  0  0  0  0
  4  7  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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22  3  1  6  0  0  0
 23 13  1  0  0  0  0
 13  8  1  1  0  0  0
 20 12  1  0  0  0  0
 12  2  1  1  0  0  0
 18 12  1  0  0  0  0
 18  9  1  6  0  0  0
 15 19  1  0  0  0  0
 19 10  1  1  0  0  0
 28 29  1  0  0  0  0
 28 40  1  6  0  0  0
 29 30  1  0  0  0  0
 29 39  1  6  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 38  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 19 25  1  0  0  0  0
 25 11  1  6  0  0  0
 16 24  1  0  0  0  0
 24  1  1  1  0  0  0
 28 24  1  0  0  0  0
 28 27  1  0  0  0  0
M  END

HMDB0002639
     RDKit          3D
Sulfolithocholylglycine
 78 81  0  0  0  0  0  0  0  0999 V2000
    3.4766   -2.1192   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -0.7060   -0.7679 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4377    0.1034   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7258   -0.4238   -0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217    0.4379   -0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5922    1.4093    0.4978 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1893    0.2002   -0.6052 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2596    0.9998   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3531    0.9931    1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5814    0.3601    2.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3707    1.7460    1.9510 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -0.0699   -0.1760 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8992    1.3194   -0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    1.2523   -1.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904    0.4685   -0.4773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6061    0.1555   -0.7006 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3743    1.4612   -0.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8084    1.1290   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1922   -0.2628   -0.6323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6814   -0.3445   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2716    0.2184    0.7058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3633    1.6024    0.7024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9493    2.1423    0.7640 S   0  0  0  0  0  6  0  0  0  0  0  0
   -8.7686    1.2367   -0.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4928    2.0623    2.1602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1054    3.6995    0.2120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6115   -0.2764    1.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1356   -0.0196    1.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5233   -0.7154    0.6453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8527   -2.1982    0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -0.5164    0.6034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2592   -1.7860    0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151   -1.4582    0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187   -0.7619   -0.3533 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6104   -1.6699   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8059   -2.1256    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5765   -2.7606   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3323   -2.5855   -0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -0.6855   -1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300    1.1854   -0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5057    0.0102    0.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600   -0.4877   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9529   -1.4425   -0.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3855   -0.6012   -1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1689    2.0635   -0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2180    0.6031   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7889    2.5548    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2093    0.0030    0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6904    1.5554   -1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8124    2.0388    0.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1462    2.2484   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7409    0.6558   -2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964    0.9872    0.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -0.4234   -1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2642    1.9855    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9226    2.1036   -1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9606    1.1928   -2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.9175   -0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8615   -0.9766   -1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0758   -1.3670   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0898    0.2705   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3359   -0.1590    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2384    4.1206    0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9848    0.3348    2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8746   -1.3184    2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9977    1.0870    1.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6439   -0.3941    2.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5815   -2.5779    1.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9581   -2.3696    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3960   -2.7847   -0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7239    0.1653    1.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5655   -2.2770    1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3797   -2.4809   -0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185   -2.4087    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -0.7737    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3429   -2.6872   -1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2096   -1.3921   -2.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251   -1.6730   -2.1704 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
 22 23  1  0
 23 24  2  0
 23 25  2  0
 23 26  1  0
 21 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  6
 34 12  1  0
 34 15  1  0
 31 16  1  0
 29 19  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  6
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
 11 47  1  0
 12 48  1  1
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  1
 16 54  1  6
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  6
 20 60  1  0
 20 61  1  0
 21 62  1  1
 26 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  1
 32 72  1  0
 32 73  1  0
 33 74  1  0
 33 75  1  0
 35 76  1  0
 35 77  1  0
 35 78  1  0
M  END


  Mrv1652303062020152D          

 40 43  0  0  0  0            999 V2000
10000.021310001.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8836 9999.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7435 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0289 9998.1285    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9994.6153 9998.8431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4405 9998.8431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3103 9997.7150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8836 9997.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5962 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3087 9999.7851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.0213 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8823 9998.9568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.8823 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.5968 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3113 9998.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.309310000.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.594810000.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5948 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3093 9998.9659    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.1710 9999.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4565 9998.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4565 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.1710 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.023810000.2033    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0238 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.8084 9999.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2933 9999.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.808410000.4583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.808410001.2833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.524110001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.237710001.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.953410001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.667010001.2833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10004.382710001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.096310001.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.812010001.6958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.096310000.4583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.953410002.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.093710001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.524110000.8708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  2  0  0  0  0
  4  7  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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22  3  1  6  0  0  0
 23 13  1  0  0  0  0
 13  8  1  1  0  0  0
 20 12  1  0  0  0  0
 12  2  1  1  0  0  0
 18 12  1  0  0  0  0
 18  9  1  6  0  0  0
 15 19  1  0  0  0  0
 19 10  1  1  0  0  0
 28 29  1  0  0  0  0
 28 40  1  6  0  0  0
 29 30  1  0  0  0  0
 29 39  1  6  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 38  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 19 25  1  0  0  0  0
 25 11  1  6  0  0  0
 16 24  1  0  0  0  0
 24  1  1  1  0  0  0
 28 24  1  0  0  0  0
 28 27  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000415

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H43NO7S/c1-16(4-9-23(28)27-15-24(29)30)20-7-8-21-19-6-5-17-14-18(34-35(31,32)33)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22H,4-15H2,1-3H3,(H,27,28)(H,29,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1

> <INCHI_KEY>
FHXBAFXQVZOILS-OETIFKLTSA-N

> <FORMULA>
C26H43NO7S

> <MOLECULAR_WEIGHT>
513.69

> <EXACT_MASS>
513.276023903

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
56.914850737132326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
2.6445759787310394

> <ALOGPS_LOGS>
-6.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.773272809670727

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.0995010181869347

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7149687684002468

> <JCHEM_POLAR_SURFACE_AREA>
130.0

> <JCHEM_REFRACTIVITY>
130.47659999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.82e-04 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002639
     RDKit          3D
Sulfolithocholylglycine
 78 81  0  0  0  0  0  0  0  0999 V2000
    3.4766   -2.1192   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -0.7060   -0.7679 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4377    0.1034   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7258   -0.4238   -0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217    0.4379   -0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5922    1.4093    0.4978 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1893    0.2002   -0.6052 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2596    0.9998   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3531    0.9931    1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5814    0.3601    2.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3707    1.7460    1.9510 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -0.0699   -0.1760 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8992    1.3194   -0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    1.2523   -1.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904    0.4685   -0.4773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6061    0.1555   -0.7006 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3743    1.4612   -0.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8084    1.1290   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1922   -0.2628   -0.6323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6814   -0.3445   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2716    0.2184    0.7058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3633    1.6024    0.7024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9493    2.1423    0.7640 S   0  0  0  0  0  6  0  0  0  0  0  0
   -8.7686    1.2367   -0.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4928    2.0623    2.1602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1054    3.6995    0.2120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6115   -0.2764    1.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1356   -0.0196    1.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5233   -0.7154    0.6453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8527   -2.1982    0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -0.5164    0.6034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2592   -1.7860    0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151   -1.4582    0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187   -0.7619   -0.3533 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6104   -1.6699   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8059   -2.1256    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5765   -2.7606   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3323   -2.5855   -0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -0.6855   -1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300    1.1854   -0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5057    0.0102    0.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600   -0.4877   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9529   -1.4425   -0.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3855   -0.6012   -1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1689    2.0635   -0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2180    0.6031   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7889    2.5548    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2093    0.0030    0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6904    1.5554   -1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8124    2.0388    0.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1462    2.2484   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7409    0.6558   -2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964    0.9872    0.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -0.4234   -1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2642    1.9855    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9226    2.1036   -1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9606    1.1928   -2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.9175   -0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8615   -0.9766   -1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0758   -1.3670   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0898    0.2705   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3359   -0.1590    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2384    4.1206    0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9848    0.3348    2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8746   -1.3184    2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9977    1.0870    1.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6439   -0.3941    2.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5815   -2.5779    1.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9581   -2.3696    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3960   -2.7847   -0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7239    0.1653    1.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5655   -2.2770    1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3797   -2.4809   -0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185   -2.4087    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -0.7737    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3429   -2.6872   -1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2096   -1.3921   -2.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251   -1.6730   -2.1704 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
 22 23  1  0
 23 24  2  0
 23 25  2  0
 23 26  1  0
 21 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  6
 34 12  1  0
 34 15  1  0
 31 16  1  0
 29 19  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  6
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
 11 47  1  0
 12 48  1  1
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  1
 16 54  1  6
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  6
 20 60  1  0
 20 61  1  0
 21 62  1  1
 26 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  1
 32 72  1  0
 32 73  1  0
 33 74  1  0
 33 75  1  0
 35 76  1  0
 35 77  1  0
 35 78  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    8666.7068668.598   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.7168666.266   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8658.7218662.405   0.000  0.00  0.00           O+0
HETATM    4  S   UNK     0    8657.3878663.173   0.000  0.00  0.00           S+0
HETATM    5  O   UNK     0    8656.6158664.507   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8658.1568664.507   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8656.0468662.401   0.000  0.00  0.00           O+0
HETATM    8  H   UNK     0    8662.7168661.633   0.000  0.00  0.00           H+0
HETATM    9  H   UNK     0    8664.0468663.961   0.000  0.00  0.00           H+0
HETATM   10  H   UNK     0    8665.3768666.266   0.000  0.00  0.00           H+0
HETATM   11  H   UNK     0    8666.7068663.961   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0    8662.7148664.719   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.7148663.179   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8664.0478662.409   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8665.3818663.179   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.3778667.816   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8664.0448667.046   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.0448665.506   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8665.3778664.736   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8661.3868665.489   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8660.0528664.719   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8660.0528663.179   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8661.3868662.409   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8666.7118667.046   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8666.7118665.506   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8668.1768665.030   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8669.0818666.276   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8668.1768667.522   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8668.1768669.062   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8669.5128669.832   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8670.8448669.062   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8672.1808669.832   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0    8673.5128669.062   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0    8674.8488669.832   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8676.1808669.062   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0    8677.5168669.832   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0    8676.1808667.522   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0    8672.1808671.372   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0    8666.8428669.832   0.000  0.00  0.00           C+0
HETATM   40  H   UNK     0    8669.5128668.292   0.000  0.00  0.00           H+0
CONECT    1   24                                                            
CONECT    2   12                                                            
CONECT    3    4   22                                                       
CONECT    4    3    5    6    7                                             
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    4                                                            
CONECT    8   13                                                            
CONECT    9   18                                                            
CONECT   10   19                                                            
CONECT   11   25                                                            
CONECT   12   13   20    2   18                                             
CONECT   13   12   14   23    8                                             
CONECT   14   13   15                                                       
CONECT   15   14   19                                                       
CONECT   16   17   24                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   12    9                                             
CONECT   19   18   15   10   25                                             
CONECT   20   21   12                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23    3                                                  
CONECT   23   22   13                                                       
CONECT   24   25   16    1   28                                             
CONECT   25   24   26   19   11                                             
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   29   40   24   27                                             
CONECT   29   28   30   39                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   38                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   32                                                            
CONECT   39   29                                                            
CONECT   40   28                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

COMPND    HMDB0002639
HETATM    1  C1  UNL     1       3.477  -2.119  -0.265  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.227  -0.706  -0.768  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.438   0.103  -0.274  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.726  -0.424  -0.812  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.822   0.438  -0.272  1.00  0.00           C  
HETATM    6  O1  UNL     1       6.592   1.409   0.498  1.00  0.00           O  
HETATM    7  N1  UNL     1       8.189   0.200  -0.605  1.00  0.00           N  
HETATM    8  C6  UNL     1       9.260   1.000  -0.110  1.00  0.00           C  
HETATM    9  C7  UNL     1       9.353   0.993   1.374  1.00  0.00           C  
HETATM   10  O2  UNL     1       8.581   0.360   2.113  1.00  0.00           O  
HETATM   11  O3  UNL     1      10.371   1.746   1.951  1.00  0.00           O  
HETATM   12  C8  UNL     1       2.023  -0.070  -0.176  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.899   1.319  -0.783  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.532   1.252  -1.489  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.190   0.468  -0.477  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.606   0.155  -0.701  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.374   1.461  -0.767  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.808   1.129  -1.037  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.192  -0.263  -0.632  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.681  -0.345  -0.545  1.00  0.00           C  
HETATM   21  C17 UNL     1      -6.272   0.218   0.706  1.00  0.00           C  
HETATM   22  O4  UNL     1      -6.363   1.602   0.702  1.00  0.00           O  
HETATM   23  S1  UNL     1      -7.949   2.142   0.764  1.00  0.00           S  
HETATM   24  O5  UNL     1      -8.769   1.237  -0.120  1.00  0.00           O  
HETATM   25  O6  UNL     1      -8.493   2.062   2.160  1.00  0.00           O  
HETATM   26  O7  UNL     1      -8.105   3.699   0.212  1.00  0.00           O  
HETATM   27  C18 UNL     1      -5.611  -0.276   1.961  1.00  0.00           C  
HETATM   28  C19 UNL     1      -4.136  -0.020   1.857  1.00  0.00           C  
HETATM   29  C20 UNL     1      -3.523  -0.715   0.645  1.00  0.00           C  
HETATM   30  C21 UNL     1      -3.853  -2.198   0.813  1.00  0.00           C  
HETATM   31  C22 UNL     1      -2.065  -0.516   0.603  1.00  0.00           C  
HETATM   32  C23 UNL     1      -1.259  -1.786   0.743  1.00  0.00           C  
HETATM   33  C24 UNL     1       0.215  -1.458   0.888  1.00  0.00           C  
HETATM   34  C25 UNL     1       0.719  -0.762  -0.353  1.00  0.00           C  
HETATM   35  C26 UNL     1       0.610  -1.670  -1.518  1.00  0.00           C  
HETATM   36  H1  UNL     1       3.806  -2.126   0.795  1.00  0.00           H  
HETATM   37  H2  UNL     1       2.577  -2.761  -0.319  1.00  0.00           H  
HETATM   38  H3  UNL     1       4.332  -2.585  -0.838  1.00  0.00           H  
HETATM   39  H4  UNL     1       3.286  -0.686  -1.868  1.00  0.00           H  
HETATM   40  H5  UNL     1       4.330   1.185  -0.453  1.00  0.00           H  
HETATM   41  H6  UNL     1       4.506   0.010   0.852  1.00  0.00           H  
HETATM   42  H7  UNL     1       5.760  -0.488  -1.913  1.00  0.00           H  
HETATM   43  H8  UNL     1       5.953  -1.443  -0.428  1.00  0.00           H  
HETATM   44  H9  UNL     1       8.386  -0.601  -1.242  1.00  0.00           H  
HETATM   45  H10 UNL     1       9.169   2.063  -0.436  1.00  0.00           H  
HETATM   46  H11 UNL     1      10.218   0.603  -0.498  1.00  0.00           H  
HETATM   47  H12 UNL     1      10.789   2.555   1.473  1.00  0.00           H  
HETATM   48  H13 UNL     1       2.209   0.003   0.929  1.00  0.00           H  
HETATM   49  H14 UNL     1       2.690   1.555  -1.517  1.00  0.00           H  
HETATM   50  H15 UNL     1       1.812   2.039   0.041  1.00  0.00           H  
HETATM   51  H16 UNL     1       0.146   2.248  -1.704  1.00  0.00           H  
HETATM   52  H17 UNL     1       0.741   0.656  -2.422  1.00  0.00           H  
HETATM   53  H18 UNL     1      -0.096   0.987   0.512  1.00  0.00           H  
HETATM   54  H19 UNL     1      -1.874  -0.423  -1.574  1.00  0.00           H  
HETATM   55  H20 UNL     1      -2.264   1.986   0.194  1.00  0.00           H  
HETATM   56  H21 UNL     1      -1.923   2.104  -1.551  1.00  0.00           H  
HETATM   57  H22 UNL     1      -3.961   1.193  -2.149  1.00  0.00           H  
HETATM   58  H23 UNL     1      -4.436   1.918  -0.596  1.00  0.00           H  
HETATM   59  H24 UNL     1      -3.861  -0.977  -1.430  1.00  0.00           H  
HETATM   60  H25 UNL     1      -6.076  -1.367  -0.686  1.00  0.00           H  
HETATM   61  H26 UNL     1      -6.090   0.271  -1.399  1.00  0.00           H  
HETATM   62  H27 UNL     1      -7.336  -0.159   0.751  1.00  0.00           H  
HETATM   63  H28 UNL     1      -7.238   4.121   0.024  1.00  0.00           H  
HETATM   64  H29 UNL     1      -5.985   0.335   2.812  1.00  0.00           H  
HETATM   65  H30 UNL     1      -5.875  -1.318   2.187  1.00  0.00           H  
HETATM   66  H31 UNL     1      -3.998   1.087   1.793  1.00  0.00           H  
HETATM   67  H32 UNL     1      -3.644  -0.394   2.760  1.00  0.00           H  
HETATM   68  H33 UNL     1      -3.582  -2.578   1.803  1.00  0.00           H  
HETATM   69  H34 UNL     1      -4.958  -2.370   0.697  1.00  0.00           H  
HETATM   70  H35 UNL     1      -3.396  -2.785  -0.028  1.00  0.00           H  
HETATM   71  H36 UNL     1      -1.724   0.165   1.411  1.00  0.00           H  
HETATM   72  H37 UNL     1      -1.565  -2.277   1.703  1.00  0.00           H  
HETATM   73  H38 UNL     1      -1.380  -2.481  -0.093  1.00  0.00           H  
HETATM   74  H39 UNL     1       0.719  -2.409   1.117  1.00  0.00           H  
HETATM   75  H40 UNL     1       0.391  -0.774   1.748  1.00  0.00           H  
HETATM   76  H41 UNL     1       0.343  -2.687  -1.167  1.00  0.00           H  
HETATM   77  H42 UNL     1      -0.210  -1.392  -2.228  1.00  0.00           H  
HETATM   78  H43 UNL     1       1.525  -1.673  -2.170  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3   12   39
CONECT    3    4   40   41
CONECT    4    5   42   43
CONECT    5    6    6    7
CONECT    7    8   44
CONECT    8    9   45   46
CONECT    9   10   10   11
CONECT   11   47
CONECT   12   13   34   48
CONECT   13   14   49   50
CONECT   14   15   51   52
CONECT   15   16   34   53
CONECT   16   17   31   54
CONECT   17   18   55   56
CONECT   18   19   57   58
CONECT   19   20   29   59
CONECT   20   21   60   61
CONECT   21   22   27   62
CONECT   22   23
CONECT   23   24   24   25   25
CONECT   23   26
CONECT   26   63
CONECT   27   28   64   65
CONECT   28   29   66   67
CONECT   29   30   31
CONECT   30   68   69   70
CONECT   31   32   71
CONECT   32   33   72   73
CONECT   33   34   74   75
CONECT   34   35
CONECT   35   76   77   78
END

HMDB0002639
     RDKit          3D
Sulfolithocholylglycine
 78 81  0  0  0  0  0  0  0  0999 V2000
    3.4766   -2.1192   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -0.7060   -0.7679 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4377    0.1034   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7258   -0.4238   -0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217    0.4379   -0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5922    1.4093    0.4978 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1893    0.2002   -0.6052 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2596    0.9998   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3531    0.9931    1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5814    0.3601    2.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3707    1.7460    1.9510 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -0.0699   -0.1760 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8992    1.3194   -0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    1.2523   -1.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904    0.4685   -0.4773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6061    0.1555   -0.7006 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3743    1.4612   -0.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8084    1.1290   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1922   -0.2628   -0.6323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6814   -0.3445   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2716    0.2184    0.7058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3633    1.6024    0.7024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9493    2.1423    0.7640 S   0  0  0  0  0  6  0  0  0  0  0  0
   -8.7686    1.2367   -0.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4928    2.0623    2.1602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1054    3.6995    0.2120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6115   -0.2764    1.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1356   -0.0196    1.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5233   -0.7154    0.6453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8527   -2.1982    0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -0.5164    0.6034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2592   -1.7860    0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151   -1.4582    0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187   -0.7619   -0.3533 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6104   -1.6699   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8059   -2.1256    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5765   -2.7606   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3323   -2.5855   -0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -0.6855   -1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300    1.1854   -0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5057    0.0102    0.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600   -0.4877   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9529   -1.4425   -0.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3855   -0.6012   -1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1689    2.0635   -0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2180    0.6031   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7889    2.5548    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2093    0.0030    0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6904    1.5554   -1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8124    2.0388    0.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1462    2.2484   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7409    0.6558   -2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964    0.9872    0.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -0.4234   -1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2642    1.9855    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9226    2.1036   -1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9606    1.1928   -2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.9175   -0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8615   -0.9766   -1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0758   -1.3670   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0898    0.2705   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3359   -0.1590    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2384    4.1206    0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9848    0.3348    2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8746   -1.3184    2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9977    1.0870    1.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6439   -0.3941    2.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5815   -2.5779    1.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9581   -2.3696    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3960   -2.7847   -0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7239    0.1653    1.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5655   -2.2770    1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3797   -2.4809   -0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185   -2.4087    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -0.7737    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3429   -2.6872   -1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2096   -1.3921   -2.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251   -1.6730   -2.1704 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
 22 23  1  0
 23 24  2  0
 23 25  2  0
 23 26  1  0
 21 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  6
 34 12  1  0
 34 15  1  0
 31 16  1  0
 29 19  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  6
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
 11 47  1  0
 12 48  1  1
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  1
 16 54  1  6
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  6
 20 60  1  0
 20 61  1  0
 21 62  1  1
 26 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  1
 32 72  1  0
 32 73  1  0
 33 74  1  0
 33 75  1  0
 35 76  1  0
 35 77  1  0
 35 78  1  0
M  END

Synonyms

Value	Source
Glycolithocholate 3-sulfate	ChEBI
Glycolithocholate sulfate	ChEBI
Glycolithocholic acid 3-sulfate	ChEBI
Glycolithocholic acid sulfate	ChEBI
Sulfoglycolithocholate	ChEBI
Glycolithocholate 3-sulphate	Generator
Glycolithocholic acid 3-sulfuric acid	Generator
Glycolithocholic acid 3-sulphuric acid	Generator
Glycolithocholate sulphate	Generator
Glycolithocholic acid sulfuric acid	Generator
Glycolithocholic acid sulphuric acid	Generator
Sulfoglycolithocholic acid	Generator
Sulphoglycolithocholate	Generator
Sulphoglycolithocholic acid	Generator
Sulpholithocholylglycine	Generator
Sulfolithoglycocholine	HMDB
3alpha-Hydroxy-5beta-cholanoylglycine 3-sulfate	HMDB
3alpha-Hydroxy-5beta-cholanoylglycine 3-sulphate	HMDB
3Α-hydroxy-5β-cholanoylglycine 3-sulfate	HMDB
3Α-hydroxy-5β-cholanoylglycine 3-sulphate	HMDB
Glycolithocholic acid 3-sulphate	HMDB
Glycolithocholic acid 3alpha-sulfate	HMDB
Glycolithocholic acid 3alpha-sulphate	HMDB
Glycolithocholic acid 3α-sulfate	HMDB
Glycolithocholic acid 3α-sulphate	HMDB
Glycolithocholic acid sulphate	HMDB
N-[(3alpha,5beta)-24-oxo-3-(Sulfooxy)cholan-24-yl]glycine	HMDB
N-[(3Α,5β)-24-oxo-3-(sulfooxy)cholan-24-yl]glycine	HMDB
Sulfolithocholylglycine	ChEBI

Molecular Formula

C₂₆H₄₃NO₇S

Average Mass

513.69

Monoisotopic Mass

513.276023903

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C26H43NO7S/c1-16(4-9-23(28)27-15-24(29)30)20-7-8-21-19-6-5-17-14-18(34-35(31,32)33)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22H,4-15H2,1-3H3,(H,27,28)(H,29,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1

InChI Key

FHXBAFXQVZOILS-OETIFKLTSA-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
Sulfated steroid skeleton
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Sulfuric acid monoester
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Organic sulfuric acid or derivatives
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

steroid sulfate (CHEBI:9347 )
bile acid glycine conjugate (CHEBI:9347 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00038 g/L	ALOGPS
logP	1.1	ALOGPS
logP	2.64	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	-1.1	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	130.48 m³·mol⁻¹	ChemAxon
Polarizability	56.91 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0002790000-c099ed28a9d3fe4a476b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02g5-1049100000-52a84ab9604d814a9bd5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0btd-9477100000-6f4f03809ede3852eade	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000290000-879dd3634ce8aaed563b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03dj-6001960000-a87cd597b61e8c4ca6fb	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0229-9000020000-4ef0fbad6b90715b1275	2021-09-24	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

Blood
Feces
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192015	Bile salt sulfotransferase	Enzyme	Q06520	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
MMDBr0003562	Glutathione	Glutathione	Solute carrier organic anion transporter family, member 1a2	Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.14	VMH	11076394 11076396 14579113
MMDBr0003586	Sulfolithocholylglycine	Sulfolithocholylglycine	Solute carrier organic anion transporter family, member 1a2	Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.14	VMH	11076394 11076396 14579113
MMDBr0003587	Sulfolithocholylglycine	Sulfolithocholylglycine	Solute carrier organic anion transporter family, member 1a2	Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.14	VMH	11076394 11076396 14579113
MMDBr0006123	Lithocholic acid glycine conjugate	Hydrogen Ion	Sulfotransferase family, cytosolic, 2a, dehydroepiandrosterone (dhea)-preferring, member 1	Formation of Sulfoglycolithocholate	VMH	30371894
MMDBr0009603	Water	Hydrogen Ion	Steroid sulfatase (microsomal), isozyme s	Steryl-Sulfatase	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Cirrhosis		Association	Human Urine	HMDB	12231118
Hepatitis		Association	Human Urine	HMDB	12231118

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	6	Human ; Human feces; Human stool; Human urine; Human mucosa; Human supragingival plaque; Human saliva; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen

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 Urine	Detected and Quantified	0.684				umol/mmol creatinine	Adult (>18 years old)	Both	Hepatitis	HMDB	12231118
Human Urine	Detected and Quantified	1.15		0.044	5.349	umol/mmol creatinine	Adult (>18 years old)	Both	Hepatitis	HMDB	12231118
Human Urine	Detected and Quantified	0.0691				umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	12231118
Human Urine	Detected and Quantified	0.112				umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	12231118
Human Urine	Detected and Quantified	1.771				umol/mmol creatinine	Adult (>18 years old)	Both	Cirrhosis	HMDB	12231118
Human Feces	Detected and Quantified	1.26	1.24			nmol/g dry feces	Not Specified	Not Specified	Normal	HMDB	22664055
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 Blood	Detected and Quantified	0.06	0.01			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 165-177. Edited by Cornelius Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
Human Urine	Detected and Quantified	1.771				umol/mmol creatinine	Adult (>18 years old)	Both	Cirrhosis	HMDB	12231118
Human Urine	Detected and Quantified	0.684				umol/mmol creatinine	Adult (>18 years old)	Both	Hepatitis	HMDB	12231118
Human Urine	Detected and Quantified	1.150		0.044	5.349	umol/mmol creatinine	Adult (>18 years old)	Both	Hepatitis	HMDB	12231118
Human Urine	Detected and Quantified	0.0691				umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	12231118
Human Urine	Detected and Quantified	0.112				umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	12231118
Human Feces	Detected and Quantified	1.26	1.24			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 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

HMDB0002639

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023034

KNApSAcK ID

Not Available

Chemspider ID

65188

KEGG Compound ID

C11301

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72222

PDB ID

Not Available

ChEBI ID

9347

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 ]
Cowen AE, Korman MG, Hofmann AF, Cass OW, Coffin SB: Metabolism of lithocholate in healthy man. II. Enterohepatic circulation. Gastroenterology. 1975 Jul;69(1):67-76. [PubMed:1097294 ]
Cowen AE, Korman MG, Hofmann AF, Cass OW: Metabolism of lethocholate in healthy man. I. Biotransformation and biliary excretion of intravenously administered lithocholate, lithocholylglycine, and their sulfates. Gastroenterology. 1975 Jul;69(1):59-66. [PubMed:1150035 ]
Nittono H, Obinata K, Nakatsu N, Watanabe T, Niijima S, Sasaki H, Arisaka O, Kato H, Yabuta K, Miyano T: Sulfated and nonsulfated bile acids in urine of patients with biliary atresia: analysis of bile acids by high-performance liquid chromatography. J Pediatr Gastroenterol Nutr. 1986 Jan;5(1):23-9. doi: 10.1097/00005176-198601000-00005. [PubMed:3944741 ]
Kirkpatrick RB, Belsaas RA: Formation and secretion of glycolithocholate-3-sulfate in primary hepatocyte cultures. J Lipid Res. 1985 Dec;26(12):1431-7. [PubMed:4086945 ]
Kobayashi N, Katsumata H, Uto Y, Goto J, Niwa T, Kobayashi K, Mizuuchi Y: A monoclonal antibody-based enzyme-linked immunosorbent assay of glycolithocholic acid sulfate in human urine for liver function test. Steroids. 2002 Sep;67(10):827-33. doi: 10.1016/s0039-128x(02)00036-3. [PubMed:12231118 ]
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 ]

Showing metabocard for Sulfolithocholylglycine (MMDBc0000415)

MOL for #<Metabolite:0x0000564af2d92158>

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3D Structure for #<Metabolite:0x0000564af2d92158>