NP-MRD: Showing NP-Card for Chenodeoxycholic acid disulfate (NP0086608)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-11 16:25:54 UTC

Updated at

2022-05-11 16:25:54 UTC

NP-MRD ID

NP0086608

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Chenodeoxycholic acid disulfate

Description

Chenodeoxycholic acid disulfate 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. Chenodeoxycholic acid disulfate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. A bile acid.

Structure

MOL 3D MOL SDF 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

     RDKit          3D

 76 79  0  0  0  0  0  0  0  0999 V2000
    3.7511   -1.7440    2.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0697   -1.1249    0.7751 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4101   -0.4969    0.9871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0988    0.1732   -0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4717    0.6656    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5576    1.4325    1.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6271    0.2704   -0.2959 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0305   -0.1735    0.3567 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2874    0.3913   -1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9623    0.1909   -1.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9854    0.2812   -0.6590 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4208   -0.0243   -0.9844 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2257   -0.3658    0.2363 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5357   -1.2873    1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -0.6802    1.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6453   -0.7590    0.2632 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6108   -2.1215   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -0.8197   -0.2077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3941   -1.9987   -1.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3854   -1.3405    0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9621   -0.2557    1.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8448    0.5955    0.8985 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6826    1.4373    1.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2713    1.0261    1.1896 S   0  0  2  0  0  6  0  0  0  0  0  0
   -7.6766    1.9397    0.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1977    1.2052    2.3492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2831   -0.5616    0.6009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055    1.3059   -0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2964    0.2601   -0.9580 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4461    0.9033   -2.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0659    1.2611   -1.5345 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0818    2.2438   -0.5493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766    3.6400   -0.9725 S   0  0  2  0  0  6  0  0  0  0  0  0
    0.3277    3.4161   -2.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8310    3.9964   -0.0404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3367    4.9666   -1.0210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0803   -2.6149    2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336   -2.1983    2.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -0.9925    2.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1164   -1.9742    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1513   -1.2710    1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3703    0.2180    1.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5974    1.1265   -0.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3016   -0.5082   -0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9237   -0.6926   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9273    0.7007    1.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456   -0.1358   -1.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4874    1.4876   -0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9500   -0.7808   -2.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117    1.0417   -2.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1117    1.2484   -0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092   -0.7562   -1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3676    0.6096    0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4503   -2.3004    0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0914   -1.2433    2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511    0.3987    1.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936   -1.2284    2.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7214   -2.2156   -1.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4775   -2.2882   -1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4510   -2.9401    0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885   -1.6762   -2.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6157   -2.6947   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3569   -2.5905   -1.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2678   -1.8823    0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8155   -2.0948    1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1728    0.4371    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5459   -0.7347    2.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4015   -0.1493    0.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6915   -1.2012    1.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419    1.8296    0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5029    1.9904   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1565   -0.2274   -1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9681    1.8052   -2.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    0.2388   -2.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4952    1.6495   -2.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1624    4.7611   -1.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 31  1  0
 31 30  1  0
 30 29  1  0
 29 28  1  0
 28 22  1  0
 22 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  1  6
 18 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 22 23  1  0
 24 23  1  1
 24 27  1  0
 24 25  2  0
 24 26  2  0
 31 32  1  0
 33 32  1  1
 33 36  1  0
 33 34  2  0
 33 35  2  0
  8  2  1  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  7  1  0
  5  6  2  0
 16  8  1  0
 16 11  1  0
 13 12  1  0
 18 29  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
 31 75  1  6
 30 73  1  0
 30 74  1  0
 29 72  1  6
 28 70  1  0
 28 71  1  0
 22 68  1  6
 21 66  1  0
 21 67  1  0
 20 64  1  0
 20 65  1  0
 19 61  1  0
 19 62  1  0
 19 63  1  0
 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
 27 69  1  0
 36 76  1  0
  2 40  1  6
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  7 45  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>
NP0086608

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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

View in JSmol

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 Mass

552.6980 Da

Monoisotopic Mass

552.20629 Da

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

Not Available

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

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
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

External Links

HMDB ID

HMDB0000545

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

Showing NP-Card for Chenodeoxycholic acid disulfate (NP0086608)

MOL for NP0086608 (Chenodeoxycholic acid disulfate)

3D MOL for NP0086608 (Chenodeoxycholic acid disulfate)

3D SDF for NP0086608 (Chenodeoxycholic acid disulfate)

3D-SDF for NP0086608 (Chenodeoxycholic acid disulfate)

PDB for NP0086608 (Chenodeoxycholic acid disulfate)

3D PDB for NP0086608 (Chenodeoxycholic acid disulfate)

SMILES for NP0086608 (Chenodeoxycholic acid disulfate)

INCHI for NP0086608 (Chenodeoxycholic acid disulfate)

Structure for NP0086608 (Chenodeoxycholic acid disulfate)

3D Structure for NP0086608 (Chenodeoxycholic acid disulfate)