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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (8) Show 9 proteins XML

enzymes (1)transporters (8) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:03 UTC

HMDB ID

HMDB0000545

Secondary Accession Numbers

HMDB00545

Metabolite Identification

Common Name

Chenodeoxycholic acid disulfate

Description

Chenodeoxycholic acid disulfate is a bile acid derviative. A bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487 , 16037564 , 12576301 , 11907135 ).

Structure

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


  Mrv1652310251919122D          

 41 44  0  0  0  0            999 V2000
 9996.7864 9997.7366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0718 9998.1482    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6581 9998.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4833 9998.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3530 9997.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9262 9997.3230    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9262 9999.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0658 9998.5701    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.065810001.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6388 9998.5701    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.3540 9999.8048    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2136 9999.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4991 9998.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4991 9998.1513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2136 9997.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9258 9998.9764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9258 9998.1513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6403 9997.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3548 9998.1513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.353210000.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.638710000.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6387 9999.3979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3532 9998.9855    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.067810000.2230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0677 9999.3980    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8523 9999.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3372 9999.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.852410000.4780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.852410001.3030    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.566010001.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.279610001.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.995310001.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.709010001.3030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.995310002.5405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.136610001.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.566010000.8905    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0740 9997.7488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0732 9996.9238    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10001.4854 9996.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.8981 9996.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.3553 9996.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  2  0  0  0  0
  2  5  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
 14  1  1  6  0  0  0
 15 17  1  0  0  0  0
 17  6  1  1  0  0  0
 12 16  1  0  0  0  0
 16  7  1  1  0  0  0
 22 16  1  0  0  0  0
 22 10  1  6  0  0  0
 19 23  1  0  0  0  0
 23 11  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 28 36  1  6  0  0  0
 29 30  1  0  0  0  0
 29 35  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 34  2  0  0  0  0
 28 24  1  0  0  0  0
 28 27  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  2  0  0  0  0
 38 41  1  0  0  0  0
 19 37  1  6  0  0  0
 23 25  1  0  0  0  0
 25  8  1  6  0  0  0
 20 24  1  0  0  0  0
 24  9  1  1  0  0  0
M  END

HMDB0000545
     RDKit          3D
Chenodeoxycholic acid disulfate
 76 79  0  0  0  0  0  0  0  0999 V2000
   -5.2885   -0.6745    1.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412    0.0318    0.6567 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0246    0.1384   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2994    0.9251   -0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1425    2.3258   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9993    2.8152    0.0413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2389    3.1513    0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -0.6871    0.7238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0656   -2.1415    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5968   -2.4672    0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092   -1.2183    0.3573 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3867   -0.8570   -0.1798 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8239    0.3628    0.6596 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1825    1.4284    0.6975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5064    1.2012    0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -0.1877   -0.1549 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1451   -0.5205   -1.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1646    0.8762    0.1569 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9987    1.6210   -1.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    1.8792    1.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624    2.5111    0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9193    1.4898    0.1152 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2150    1.8227    0.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2159    2.0347   -0.8175 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.8340    3.4127   -0.7256 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5177    1.8884   -2.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4804    0.9087   -0.8136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5212    0.1478    0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872   -0.2247    0.0793 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6628   -1.5129    0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4554   -1.9044   -0.1759 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9164   -3.1035    0.2021 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144   -4.3296   -0.9055 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.1553   -3.8251   -2.3229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0832   -5.2335   -0.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658   -5.2792   -0.5631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6691   -0.9223    2.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0805    0.0097    1.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6514   -1.6289    1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953    1.0285    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3195   -0.8751   -0.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4140    0.6758   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0215    0.4449    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8590    0.9626   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1772    4.1146   -0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6761   -0.6076    1.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3978   -2.6851    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -2.4618   -0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395   -3.3263    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -2.8492   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161   -1.0865    1.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945   -0.4170   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0140   -0.0595    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2588    2.3511    0.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3032    1.7566    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6244    1.7679   -0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3042    1.6765    0.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859    0.3936   -2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2977   -1.1285   -2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0166   -1.2032   -1.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1096    2.7352   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9831    1.4982   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7057    1.2710   -1.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9476    2.6991    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788    1.3967    2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4688    3.0023    1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8200    3.2917   -0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042    1.4628   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3096    1.3479   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5735    0.1272    1.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2614   -0.5970    0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -0.4267   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4665   -1.4844    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -2.2906    0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9001   -2.0776   -1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0866   -4.6923   -0.0575 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
  2  8  1  0
  8  9  1  0
  9 10  1  0
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 21 22  1  0
 22 23  1  0
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 24 25  2  0
 24 26  2  0
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 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  2  0
 33 36  1  0
 16  8  1  0
 29 18  1  0
 16 11  1  0
 31 12  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  1
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
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 11 51  1  1
 12 52  1  6
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 20 64  1  0
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 27 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  6
 30 73  1  0
 30 74  1  0
 31 75  1  6
 36 76  1  0
M  END


  Mrv1652310251919122D          

 41 44  0  0  0  0            999 V2000
 9996.7864 9997.7366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0718 9998.1482    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6581 9998.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4833 9998.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3530 9997.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9262 9997.3230    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9262 9999.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0658 9998.5701    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.065810001.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6388 9998.5701    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.3540 9999.8048    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2136 9999.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4991 9998.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4991 9998.1513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2136 9997.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9258 9998.9764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9258 9998.1513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6403 9997.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3548 9998.1513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.353210000.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.638710000.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6387 9999.3979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3532 9998.9855    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.067810000.2230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0677 9999.3980    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8523 9999.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3372 9999.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.852410000.4780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.852410001.3030    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.566010001.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.279610001.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.995310001.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.709010001.3030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.995310002.5405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.136610001.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.566010000.8905    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0740 9997.7488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0732 9996.9238    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10001.4854 9996.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.8981 9996.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.3553 9996.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  2  0  0  0  0
  2  5  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
 14  1  1  6  0  0  0
 15 17  1  0  0  0  0
 17  6  1  1  0  0  0
 12 16  1  0  0  0  0
 16  7  1  1  0  0  0
 22 16  1  0  0  0  0
 22 10  1  6  0  0  0
 19 23  1  0  0  0  0
 23 11  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 28 36  1  6  0  0  0
 29 30  1  0  0  0  0
 29 35  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 34  2  0  0  0  0
 28 24  1  0  0  0  0
 28 27  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  2  0  0  0  0
 38 41  1  0  0  0  0
 19 37  1  6  0  0  0
 23 25  1  0  0  0  0
 25  8  1  6  0  0  0
 20 24  1  0  0  0  0
 24  9  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0000545

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O10S2/c1-14(4-7-21(25)26)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(33-35(27,28)29)12-15(23)13-20(22)34-36(30,31)32/h14-20,22H,4-13H2,1-3H3,(H,25,26)(H,27,28,29)(H,30,31,32)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1

> <INCHI_KEY>
BWXSDJHAJWTEAD-BSWAIDMHSA-N

> <FORMULA>
C24H40O10S2

> <MOLECULAR_WEIGHT>
552.698

> <EXACT_MASS>
552.20628888

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
56.44751607258548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
-0.77

> <JCHEM_LOGP>
3.823277059666668

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
-1.2270656064922987

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.9543468711984229

> <JCHEM_POLAR_SURFACE_AREA>
164.5

> <JCHEM_REFRACTIVITY>
129.25739999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000545
     RDKit          3D
Chenodeoxycholic acid disulfate
 76 79  0  0  0  0  0  0  0  0999 V2000
   -5.2885   -0.6745    1.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412    0.0318    0.6567 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0246    0.1384   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2994    0.9251   -0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1425    2.3258   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9993    2.8152    0.0413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2389    3.1513    0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -0.6871    0.7238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0656   -2.1415    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5968   -2.4672    0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092   -1.2183    0.3573 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3867   -0.8570   -0.1798 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8239    0.3628    0.6596 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1825    1.4284    0.6975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5064    1.2012    0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -0.1877   -0.1549 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1451   -0.5205   -1.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1646    0.8762    0.1569 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9987    1.6210   -1.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    1.8792    1.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624    2.5111    0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9193    1.4898    0.1152 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2150    1.8227    0.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2159    2.0347   -0.8175 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.8340    3.4127   -0.7256 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5177    1.8884   -2.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4804    0.9087   -0.8136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5212    0.1478    0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872   -0.2247    0.0793 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6628   -1.5129    0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4554   -1.9044   -0.1759 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9164   -3.1035    0.2021 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144   -4.3296   -0.9055 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.1553   -3.8251   -2.3229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0832   -5.2335   -0.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658   -5.2792   -0.5631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6691   -0.9223    2.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0805    0.0097    1.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6514   -1.6289    1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953    1.0285    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3195   -0.8751   -0.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4140    0.6758   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0215    0.4449    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8590    0.9626   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1772    4.1146   -0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6761   -0.6076    1.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3978   -2.6851    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -2.4618   -0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395   -3.3263    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -2.8492   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161   -1.0865    1.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945   -0.4170   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0140   -0.0595    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2588    2.3511    0.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3032    1.7566    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6244    1.7679   -0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3042    1.6765    0.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859    0.3936   -2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2977   -1.1285   -2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0166   -1.2032   -1.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1096    2.7352   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9831    1.4982   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7057    1.2710   -1.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9476    2.6991    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788    1.3967    2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4688    3.0023    1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8200    3.2917   -0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042    1.4628   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3096    1.3479   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5735    0.1272    1.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2614   -0.5970    0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -0.4267   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4665   -1.4844    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -2.2906    0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9001   -2.0776   -1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0866   -4.6923   -0.0575 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
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 13 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  2  0
 24 27  1  0
 22 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  2  0
 33 36  1  0
 16  8  1  0
 29 18  1  0
 16 11  1  0
 31 12  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  1
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  6
 13 53  1  1
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 17 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 22 68  1  6
 27 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  6
 30 73  1  0
 30 74  1  0
 31 75  1  6
 36 76  1  0
M  END

HEADER    PROTEIN                                 25-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-OCT-19         0                                  
HETATM    1  O   UNK     0    8660.6688662.442   0.000  0.00  0.00           O+0
HETATM    2  S   UNK     0    8659.3348663.210   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0    8658.5628664.544   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8660.1028664.544   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8657.9928662.438   0.000  0.00  0.00           O+0
HETATM    6  H   UNK     0    8664.6628661.670   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0    8664.6628666.302   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0    8668.6568663.998   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0    8668.6568668.635   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0    8665.9928663.998   0.000  0.00  0.00           H+0
HETATM   11  H   UNK     0    8667.3278666.302   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0    8663.3328665.526   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8661.9988664.756   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8661.9988663.216   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.3328662.446   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8664.6618664.756   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8664.6618663.216   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.9958662.446   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8667.3298663.216   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8667.3268667.853   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8665.9928667.083   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8665.9928665.543   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8667.3268664.773   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8668.6608667.083   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8668.6608665.543   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8670.1248665.067   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8671.0298666.313   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8670.1248667.559   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8670.1248669.099   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8671.4578669.869   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8672.7898669.099   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8674.1258669.869   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0    8675.4578669.099   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0    8674.1258671.409   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0    8668.7888669.869   0.000  0.00  0.00           C+0
HETATM   36  H   UNK     0    8671.4578668.329   0.000  0.00  0.00           H+0
HETATM   37  O   UNK     0    8668.6718662.464   0.000  0.00  0.00           O+0
HETATM   38  S   UNK     0    8668.6708660.924   0.000  0.00  0.00           S+0
HETATM   39  O   UNK     0    8669.4398659.588   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0    8670.2108660.923   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0    8667.3308660.148   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6   17                                                            
CONECT    7   16                                                            
CONECT    8   25                                                            
CONECT    9   24                                                            
CONECT   10   22                                                            
CONECT   11   23                                                            
CONECT   12   13   16                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15    1                                                  
CONECT   15   14   17                                                       
CONECT   16   17   12    7   22                                             
CONECT   17   16   18   15    6                                             
CONECT   18   17   19                                                       
CONECT   19   18   23   37                                                  
CONECT   20   21   24                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   16   10                                             
CONECT   23   22   19   11   25                                             
CONECT   24   25   28   20    9                                             
CONECT   25   24   26   23    8                                             
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   29   36   24   27                                             
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   28                                                            
CONECT   37   38   19                                                       
CONECT   38   37   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

COMPND    HMDB0000545
HETATM    1  C1  UNL     1      -5.289  -0.675   1.645  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.341   0.032   0.657  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.025   0.138  -0.639  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.299   0.925  -0.517  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.143   2.326  -0.098  1.00  0.00           C  
HETATM    6  O1  UNL     1      -4.999   2.815   0.041  1.00  0.00           O  
HETATM    7  O2  UNL     1      -7.239   3.151   0.155  1.00  0.00           O  
HETATM    8  C6  UNL     1      -3.067  -0.687   0.724  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.066  -2.141   0.380  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.597  -2.467   0.045  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.909  -1.218   0.357  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.387  -0.857  -0.180  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.824   0.363   0.660  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.182   1.428   0.697  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.506   1.201   0.109  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.939  -0.188  -0.155  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.145  -0.521  -1.612  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.165   0.876   0.157  1.00  0.00           C  
HETATM   19  C17 UNL     1       1.999   1.621  -1.150  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.674   1.879   1.177  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.962   2.511   0.690  1.00  0.00           C  
HETATM   22  C20 UNL     1       4.919   1.490   0.115  1.00  0.00           C  
HETATM   23  O3  UNL     1       6.215   1.823   0.489  1.00  0.00           O  
HETATM   24  S1  UNL     1       7.216   2.035  -0.817  1.00  0.00           S  
HETATM   25  O4  UNL     1       7.834   3.413  -0.726  1.00  0.00           O  
HETATM   26  O5  UNL     1       6.518   1.888  -2.133  1.00  0.00           O  
HETATM   27  O6  UNL     1       8.480   0.909  -0.814  1.00  0.00           O  
HETATM   28  C21 UNL     1       4.521   0.148   0.657  1.00  0.00           C  
HETATM   29  C22 UNL     1       3.187  -0.225   0.079  1.00  0.00           C  
HETATM   30  C23 UNL     1       2.663  -1.513   0.669  1.00  0.00           C  
HETATM   31  C24 UNL     1       1.455  -1.904  -0.176  1.00  0.00           C  
HETATM   32  O7  UNL     1       0.916  -3.104   0.202  1.00  0.00           O  
HETATM   33  S2  UNL     1       1.114  -4.330  -0.905  1.00  0.00           S  
HETATM   34  O8  UNL     1       1.155  -3.825  -2.323  1.00  0.00           O  
HETATM   35  O9  UNL     1      -0.083  -5.234  -0.799  1.00  0.00           O  
HETATM   36  O10 UNL     1       2.466  -5.279  -0.563  1.00  0.00           O  
HETATM   37  H1  UNL     1      -4.669  -0.922   2.529  1.00  0.00           H  
HETATM   38  H2  UNL     1      -6.081   0.010   1.953  1.00  0.00           H  
HETATM   39  H3  UNL     1      -5.651  -1.629   1.215  1.00  0.00           H  
HETATM   40  H4  UNL     1      -4.195   1.029   1.104  1.00  0.00           H  
HETATM   41  H5  UNL     1      -5.319  -0.875  -0.981  1.00  0.00           H  
HETATM   42  H6  UNL     1      -4.414   0.676  -1.398  1.00  0.00           H  
HETATM   43  H7  UNL     1      -7.022   0.445   0.184  1.00  0.00           H  
HETATM   44  H8  UNL     1      -6.859   0.963  -1.489  1.00  0.00           H  
HETATM   45  H9  UNL     1      -7.177   4.115  -0.187  1.00  0.00           H  
HETATM   46  H10 UNL     1      -2.676  -0.608   1.777  1.00  0.00           H  
HETATM   47  H11 UNL     1      -3.398  -2.685   1.312  1.00  0.00           H  
HETATM   48  H12 UNL     1      -3.758  -2.462  -0.393  1.00  0.00           H  
HETATM   49  H13 UNL     1      -1.339  -3.326   0.722  1.00  0.00           H  
HETATM   50  H14 UNL     1      -1.503  -2.849  -0.975  1.00  0.00           H  
HETATM   51  H15 UNL     1      -0.916  -1.087   1.480  1.00  0.00           H  
HETATM   52  H16 UNL     1       0.394  -0.417  -1.222  1.00  0.00           H  
HETATM   53  H17 UNL     1       1.014  -0.060   1.673  1.00  0.00           H  
HETATM   54  H18 UNL     1       0.259   2.351   0.213  1.00  0.00           H  
HETATM   55  H19 UNL     1      -0.303   1.757   1.774  1.00  0.00           H  
HETATM   56  H20 UNL     1      -1.624   1.768  -0.865  1.00  0.00           H  
HETATM   57  H21 UNL     1      -2.304   1.676   0.758  1.00  0.00           H  
HETATM   58  H22 UNL     1      -2.186   0.394  -2.239  1.00  0.00           H  
HETATM   59  H23 UNL     1      -1.298  -1.128  -2.049  1.00  0.00           H  
HETATM   60  H24 UNL     1      -3.017  -1.203  -1.795  1.00  0.00           H  
HETATM   61  H25 UNL     1       2.110   2.735  -1.012  1.00  0.00           H  
HETATM   62  H26 UNL     1       0.983   1.498  -1.586  1.00  0.00           H  
HETATM   63  H27 UNL     1       2.706   1.271  -1.933  1.00  0.00           H  
HETATM   64  H28 UNL     1       1.948   2.699   1.289  1.00  0.00           H  
HETATM   65  H29 UNL     1       2.879   1.397   2.156  1.00  0.00           H  
HETATM   66  H30 UNL     1       4.469   3.002   1.560  1.00  0.00           H  
HETATM   67  H31 UNL     1       3.820   3.292  -0.059  1.00  0.00           H  
HETATM   68  H32 UNL     1       4.904   1.463  -0.991  1.00  0.00           H  
HETATM   69  H33 UNL     1       9.310   1.348  -1.146  1.00  0.00           H  
HETATM   70  H34 UNL     1       4.574   0.127   1.746  1.00  0.00           H  
HETATM   71  H35 UNL     1       5.261  -0.597   0.278  1.00  0.00           H  
HETATM   72  H36 UNL     1       3.354  -0.427  -1.009  1.00  0.00           H  
HETATM   73  H37 UNL     1       2.466  -1.484   1.736  1.00  0.00           H  
HETATM   74  H38 UNL     1       3.431  -2.291   0.474  1.00  0.00           H  
HETATM   75  H39 UNL     1       1.900  -2.078  -1.204  1.00  0.00           H  
HETATM   76  H40 UNL     1       3.087  -4.692  -0.058  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3    8   40
CONECT    3    4   41   42
CONECT    4    5   43   44
CONECT    5    6    6    7
CONECT    7   45
CONECT    8    9   16   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   16   51
CONECT   12   13   31   52
CONECT   13   14   18   53
CONECT   14   15   54   55
CONECT   15   16   56   57
CONECT   16   17
CONECT   17   58   59   60
CONECT   18   19   20   29
CONECT   19   61   62   63
CONECT   20   21   64   65
CONECT   21   22   66   67
CONECT   22   23   28   68
CONECT   23   24
CONECT   24   25   25   26   26
CONECT   24   27
CONECT   27   69
CONECT   28   29   70   71
CONECT   29   30   72
CONECT   30   31   73   74
CONECT   31   32   75
CONECT   32   33
CONECT   33   34   34   35   35
CONECT   33   36
CONECT   36   76
END

HMDB0000545
     RDKit          3D
Chenodeoxycholic acid disulfate
 76 79  0  0  0  0  0  0  0  0999 V2000
   -5.2885   -0.6745    1.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412    0.0318    0.6567 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0246    0.1384   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2994    0.9251   -0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1425    2.3258   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9993    2.8152    0.0413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2389    3.1513    0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -0.6871    0.7238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0656   -2.1415    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5968   -2.4672    0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092   -1.2183    0.3573 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3867   -0.8570   -0.1798 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8239    0.3628    0.6596 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1825    1.4284    0.6975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5064    1.2012    0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -0.1877   -0.1549 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1451   -0.5205   -1.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1646    0.8762    0.1569 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9987    1.6210   -1.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    1.8792    1.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624    2.5111    0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9193    1.4898    0.1152 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2150    1.8227    0.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2159    2.0347   -0.8175 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.8340    3.4127   -0.7256 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5177    1.8884   -2.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4804    0.9087   -0.8136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5212    0.1478    0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872   -0.2247    0.0793 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6628   -1.5129    0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4554   -1.9044   -0.1759 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9164   -3.1035    0.2021 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144   -4.3296   -0.9055 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.1553   -3.8251   -2.3229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0832   -5.2335   -0.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658   -5.2792   -0.5631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6691   -0.9223    2.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0805    0.0097    1.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6514   -1.6289    1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953    1.0285    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3195   -0.8751   -0.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4140    0.6758   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0215    0.4449    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8590    0.9626   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1772    4.1146   -0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6761   -0.6076    1.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3978   -2.6851    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -2.4618   -0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395   -3.3263    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -2.8492   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161   -1.0865    1.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945   -0.4170   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0140   -0.0595    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2588    2.3511    0.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3032    1.7566    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6244    1.7679   -0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3042    1.6765    0.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859    0.3936   -2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2977   -1.1285   -2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0166   -1.2032   -1.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1096    2.7352   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9831    1.4982   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7057    1.2710   -1.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9476    2.6991    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788    1.3967    2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4688    3.0023    1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8200    3.2917   -0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042    1.4628   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3096    1.3479   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5735    0.1272    1.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2614   -0.5970    0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -0.4267   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4665   -1.4844    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -2.2906    0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9001   -2.0776   -1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0866   -4.6923   -0.0575 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
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 13 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  2  0
 24 27  1  0
 22 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  2  0
 33 36  1  0
 16  8  1  0
 29 18  1  0
 16 11  1  0
 31 12  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  1
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  6
 13 53  1  1
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 17 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 22 68  1  6
 27 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  6
 30 73  1  0
 30 74  1  0
 31 75  1  6
 36 76  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Chenodeoxycholate disulfate	Generator
Chenodeoxycholate disulphate	Generator
Chenodeoxycholic acid disulfuric acid	Generator
Chenodeoxycholic acid disulphuric acid	Generator
Chenodeoxycholic acid disulphate	HMDB

Chemical Formula

C₂₄H₄₀O₁₀S₂

Average Molecular Weight

552.698

Monoisotopic Molecular Weight

552.20628888

IUPAC Name

(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

CAS Registry Number

60262-91-1

SMILES

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

InChI Identifier

InChI=1S/C24H40O10S2/c1-14(4-7-21(25)26)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(33-35(27,28)29)12-15(23)13-20(22)34-36(30,31)32/h14-20,22H,4-13H2,1-3H3,(H,25,26)(H,27,28,29)(H,30,31,32)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1

InChI Key

BWXSDJHAJWTEAD-BSWAIDMHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Bile acids, alcohols and derivatives

Alternative Parents

Substituents

Bile acid, alcohol, or derivatives
Sulfated steroid skeleton
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Organic sulfuric acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Sulfates (LMST05020025 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Depression (PMID: 35445772)

Alzheimer's Disease (PMID: 30337151)

Cancer

Colorectal cancer (PMID: 21724466)

Digestive system disorder

Gastrointestinal disorder

Chronic diarrhea (PMID: 19900947)

Disposition

Biological location

Cytoplasm (HMDB: HMDB0000545)
Cell membrane (HMDB: HMDB0000545)

Biofluid or Excreta

Urine (HMDB: HMDB0000545)

Tissue substructure

Hepatic tissue (HMDB: HMDB0000545)

Organ

Cellular substructure

Extracellular (HMDB: HMDB0000545)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31643938)
Bile (PMID: 31643938)

Excreta

Biofluid or Excreta

Feces (PMID: 31643938)
Urine (PMID: 1112456)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000545)

Source

Endogenous

Endogenous (HMDB: HMDB0000545)

Animal

Animal (HMDB: HMDB0000545)

Exogenous

Food

Food (HMDB: HMDB0000545)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0000545)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0000545)

Cellular process

Cell signaling (HMDB: HMDB0000545)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0000545)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	-0.77	ALOGPS
logP	3.82	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	164.5 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	129.26 m³·mol⁻¹	ChemAxon
Polarizability	56.45 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	222.441	32859911
AllCCS	[M-H]-	218.278	32859911
DeepCCS	[M-2H]-	255.229	30932474
DeepCCS	[M+Na]+	229.377	30932474
AllCCS	[M+H]+	222.4	32859911
AllCCS	[M+H-H2O]+	221.2	32859911
AllCCS	[M+NH4]+	223.6	32859911
AllCCS	[M+Na]+	223.9	32859911
AllCCS	[M-H]-	218.3	32859911
AllCCS	[M+Na-2H]-	220.7	32859911
AllCCS	[M+HCOO]-	223.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chenodeoxycholic acid disulfate	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](C[C@]4([H])C[C@@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)OS(O)(=O)=O)[C@H](C)CCC(O)=O	4942.6	Standard polar	33892256
Chenodeoxycholic acid disulfate	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](C[C@]4([H])C[C@@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)OS(O)(=O)=O)[C@H](C)CCC(O)=O	3800.8	Standard non polar	33892256
Chenodeoxycholic acid disulfate	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](C[C@]4([H])C[C@@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)OS(O)(=O)=O)[C@H](C)CCC(O)=O	4350.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chenodeoxycholic acid disulfate,1TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O)C[C@H]1C[C@H]3OS(=O)(=O)O	4021.2	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,1TMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O	4079.0	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,1TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C	4114.5	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O	3977.6	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O	4468.3	Standard non polar	33892256
Chenodeoxycholic acid disulfate,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O	5562.3	Standard polar	33892256
Chenodeoxycholic acid disulfate,2TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C	4018.4	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,2TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C	4455.6	Standard non polar	33892256
Chenodeoxycholic acid disulfate,2TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C	5564.8	Standard polar	33892256
Chenodeoxycholic acid disulfate,2TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C	4080.1	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,2TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C	4446.1	Standard non polar	33892256
Chenodeoxycholic acid disulfate,2TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C	5478.7	Standard polar	33892256
Chenodeoxycholic acid disulfate,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C	3968.4	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C	4645.4	Standard non polar	33892256
Chenodeoxycholic acid disulfate,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C	5327.8	Standard polar	33892256
Chenodeoxycholic acid disulfate,1TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O)C[C@H]1C[C@H]3OS(=O)(=O)O	4297.1	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,1TBDMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O	4289.2	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,1TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C(C)(C)C	4303.9	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O	4477.7	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O	5075.8	Standard non polar	33892256
Chenodeoxycholic acid disulfate,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O	5610.6	Standard polar	33892256
Chenodeoxycholic acid disulfate,2TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C(C)(C)C	4502.0	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,2TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C(C)(C)C	5062.4	Standard non polar	33892256
Chenodeoxycholic acid disulfate,2TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C(C)(C)C	5611.5	Standard polar	33892256
Chenodeoxycholic acid disulfate,2TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C(C)(C)C	4508.3	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,2TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C(C)(C)C	5056.1	Standard non polar	33892256
Chenodeoxycholic acid disulfate,2TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C(C)(C)C	5531.7	Standard polar	33892256
Chenodeoxycholic acid disulfate,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C(C)(C)C	4658.4	Semi standard non polar	33892256
Chenodeoxycholic acid disulfate,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C(C)(C)C	5517.7	Standard non polar	33892256
Chenodeoxycholic acid disulfate,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3OS(=O)(=O)O[Si](C)(C)C(C)(C)C	5361.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chenodeoxycholic acid disulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00bi-0221950000-b776069550156d145f52	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chenodeoxycholic acid disulfate GC-MS (1 TMS) - 70eV, Positive	splash10-0c00-5232569000-f93f0b18e51fb773efa7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chenodeoxycholic acid disulfate GC-MS ("Chenodeoxycholic acid disulfate,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chenodeoxycholic acid disulfate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chenodeoxycholic acid disulfate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chenodeoxycholic acid disulfate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chenodeoxycholic acid disulfate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chenodeoxycholic acid disulfate GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 10V, Positive-QTOF	splash10-000i-0000790000-685bfb6fd6ddd291d311	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 20V, Positive-QTOF	splash10-0a4i-0007900000-7c72c39b5482340cf9fe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 40V, Positive-QTOF	splash10-001j-0109300000-2f1182e64ed2d13160a5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 10V, Negative-QTOF	splash10-0udi-0000490000-62117dcb59769336355c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 20V, Negative-QTOF	splash10-0fk9-1003910000-7db6c15c703b851e4b0a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 40V, Negative-QTOF	splash10-0pe9-9003600000-a5640885be200a92c395	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 10V, Negative-QTOF	splash10-0udi-0000090000-d0cc5aa06d608ecf07aa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 20V, Negative-QTOF	splash10-0f6t-7000090000-0bc087d0e6ba95593409	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 40V, Negative-QTOF	splash10-0002-9000260000-bff3628034b54db3ee2a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 10V, Positive-QTOF	splash10-0udi-0001390000-189e7cc59bd10970c79f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 20V, Positive-QTOF	splash10-05gi-0009300000-b6ded00afe50e282f386	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chenodeoxycholic acid disulfate 40V, Positive-QTOF	splash10-0zfr-1019200000-cc72c0736fbb61b23734	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Gall Bladder
Intestine
Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022108

KNApSAcK ID

Not Available

Chemspider ID

24850138

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5530

PubChem Compound

13990213

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Princen, Hans M. G.; Meijer, Piet; Kuipers, Folkert. One-step solvolysis of 3-, 7- and 12-sulfated free and conjugated bile acids. Clinica Chimica Acta (1990), 192(1), 77-83.

Material Safety Data Sheet (MSDS)

Not Available

General References

St-Pierre MV, Kullak-Ublick GA, Hagenbuch B, Meier PJ: Transport of bile acids in hepatic and non-hepatic tissues. J Exp Biol. 2001 May;204(Pt 10):1673-86. [PubMed:11316487 ]
Claudel T, Staels B, Kuipers F: The Farnesoid X receptor: a molecular link between bile acid and lipid and glucose metabolism. Arterioscler Thromb Vasc Biol. 2005 Oct;25(10):2020-30. Epub 2005 Jul 21. [PubMed:16037564 ]
Chiang JY: Bile acid regulation of hepatic physiology: III. Bile acids and nuclear receptors. Am J Physiol Gastrointest Liver Physiol. 2003 Mar;284(3):G349-56. [PubMed:12576301 ]
Davis RA, Miyake JH, Hui TY, Spann NJ: Regulation of cholesterol-7alpha-hydroxylase: BAREly missing a SHP. J Lipid Res. 2002 Apr;43(4):533-43. [PubMed:11907135 ]

Enzymes

Enzyme Details

1. Gastrotropin

General function:: Involved in binding
Specific function:: Ileal protein which stimulates gastric acid and pepsinogen secretion. Seems to be able to bind to bile salts and bilirubins. Isoform 2 is essential for the survival of colon cancer cells to bile acid-induced apoptosis
Gene Name:: FABP6
Uniprot ID:: P51161
Molecular weight:: 14371.2

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B3

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotrexate and sulfobromophthalein (BSP)
Gene Name:: SLCO1B3
Uniprot ID:: Q9NPD5
Molecular weight:: 77402.2

Enzyme Details

2. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

References

Michalski C, Cui Y, Nies AT, Nuessler AK, Neuhaus P, Zanger UM, Klein K, Eichelbaum M, Keppler D, Konig J: A naturally occurring mutation in the SLC21A6 gene causing impaired membrane localization of the hepatocyte uptake transporter. J Biol Chem. 2002 Nov 8;277(45):43058-63. Epub 2002 Aug 23. [PubMed:12196548 ]

Enzyme Details

3. Canalicular multispecific organic anion transporter 2

General function:: Involved in ATP binding
Specific function:: May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes
Gene Name:: ABCC3
Uniprot ID:: O15438
Molecular weight:: 169341.1

Enzyme Details

4. Bile salt export pump

General function:: Involved in ATP binding
Specific function:: Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes
Gene Name:: ABCB11
Uniprot ID:: O95342
Molecular weight:: 146405.8

Enzyme Details

5. Ileal sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: Plays a critical role in the sodium-dependent reabsorption of bile acids from the lumen of the small intestine. Plays a key role in cholesterol metabolism
Gene Name:: SLC10A2
Uniprot ID:: Q12908
Molecular weight:: 37697.4

References

Kramer W, Girbig F, Glombik H, Corsiero D, Stengelin S, Weyland C: Identification of a ligand-binding site in the Na+/bile acid cotransporting protein from rabbit ileum. J Biol Chem. 2001 Sep 21;276(38):36020-7. Epub 2001 Jul 10. [PubMed:11447228 ]

Enzyme Details

6. Sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: The hepatic sodium/bile acid uptake system exhibits broad substrate specificity and transports various non-bile acid organic compounds as well. It is strictly dependent on the extracellular presence of sodium.
Gene Name:: SLC10A1
Uniprot ID:: Q14973
Molecular weight:: 38118.64

Enzyme Details

7. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

Enzyme Details

8. Solute carrier organic anion transporter family member 4A1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as the thyroid hormones T3 (triiodo-L-thyronine), T4 (thyroxine) and rT3, and of estrone-3-sulfate and taurocholate
Gene Name:: SLCO4A1
Uniprot ID:: Q96BD0
Molecular weight:: 77192.5

Showing metabocard for Chenodeoxycholic acid disulfate (HMDB0000545)

MOL for HMDB0000545 (Chenodeoxycholic acid disulfate)

3D MOL for HMDB0000545 (Chenodeoxycholic acid disulfate)

3D SDF for HMDB0000545 (Chenodeoxycholic acid disulfate)

3D-SDF for HMDB0000545 (Chenodeoxycholic acid disulfate)

PDB for HMDB0000545 (Chenodeoxycholic acid disulfate)

3D PDB for HMDB0000545 (Chenodeoxycholic acid disulfate)

SMILES for HMDB0000545 (Chenodeoxycholic acid disulfate)

INCHI for HMDB0000545 (Chenodeoxycholic acid disulfate)

Structure for HMDB0000545 (Chenodeoxycholic acid disulfate)

3D Structure for HMDB0000545 (Chenodeoxycholic acid disulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

Transporters

References

References