NP-MRD: Showing NP-Card for Taurocholic acid 3-sulfate (NP0086992)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-11 16:36:43 UTC

Updated at

2022-05-11 16:36:43 UTC

NP-MRD ID

NP0086992

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Taurocholic acid 3-sulfate

Description

Cholic acid glucuronide belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Taurocholic acid 3-sulfate was first documented in 1985 (PMID: 4020296). Cholic acid glucuronide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231219332D          

 40 43  0  0  1  0            999 V2000
   23.1129  -14.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5295  -14.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9098  -14.7204    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.6963  -13.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1233  -15.5173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7067  -14.5069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7326  -14.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4801  -20.0569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4801  -19.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1946  -18.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1946  -20.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9091  -20.0569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6236  -20.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3380  -20.0569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.3380  -19.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0525  -18.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8371  -19.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3220  -18.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8371  -17.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0921  -16.9548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5087  -16.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7222  -15.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5191  -15.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8990  -16.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0525  -17.9944    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.1387  -17.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3380  -17.5819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.6236  -17.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6236  -18.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9091  -19.2319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9091  -18.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7657  -20.4694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0512  -20.0569    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.6387  -20.7713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4637  -19.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3367  -19.6444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1025  -15.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3380  -16.7569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0525  -20.4694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9091  -20.8819    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  2  0  0  0  0
  3  6  1  0  0  0  0
  1  3  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  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
 20 24  1  1  0  0  0
 19 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 30  1  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  1  0  0  0
 33 34  2  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
 32 33  1  0  0  0  0
  8 32  1  6  0  0  0
 23 37  2  0  0  0  0
 27 38  1  6  0  0  0
 14 39  1  6  0  0  0
 12 40  1  1  0  0  0
  7 23  1  0  0  0  0
  2  7  1  0  0  0  0
M  END

     RDKit          3D

 84 87  0  0  0  0  0  0  0  0999 V2000
    2.3243    0.2266   -3.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3893    0.7287   -2.0777 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7964    0.8837   -1.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4970   -0.2889   -1.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268    0.0909   -0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3470    1.2472   -0.9404 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8098   -0.8771   -0.1849 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1811   -0.5744    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8372   -1.7952    0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5353   -1.5165    1.1387 S   0  0  2  0  0  6  0  0  0  0  0  0
   11.0858   -2.7575    1.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5416   -0.4337    2.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4465   -1.0424   -0.1635 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863    0.3066   -1.0636 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2944   -1.0951   -0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4492   -0.8657    0.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2442    0.4481    0.4092 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6643    0.4765    0.7842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9886    1.5250    1.8497 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1125    1.3846    2.9277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3746    1.1520    2.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4008    1.1945    1.2590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7511    0.9529    1.8291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3058   -0.4192    1.5976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0120   -0.8044    2.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5897   -1.1496    2.3605 S   0  0  1  0  0  6  0  0  0  0  0  0
   -8.6951   -1.9229    1.0629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2030   -1.9535    3.4801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5264    0.2468    2.2030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2491   -1.4663    1.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2944   -1.1163    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0516    0.3426    0.0824 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9383    0.8268   -1.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6326    0.6613   -0.3299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1691   -0.1986   -1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717    0.3912   -2.0187 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4580   -0.5275   -2.9593 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0818    0.8467   -1.0177 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2571    2.3763   -1.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6290    0.7747   -4.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3294    0.4197   -3.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2014   -0.8754   -3.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0910    1.8623   -2.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4452    1.2790   -2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8589    1.7248   -0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0665   -0.4390   -0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4219   -1.2357   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4420   -1.8346   -0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1677    0.1869    0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7338   -0.1156   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2482   -2.1818    1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7968   -2.5894   -0.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1900   -1.6950   -0.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9342    0.7760   -0.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121   -1.7237   -1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2047   -1.6628   -0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2204   -1.7106    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1688   -0.8207    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2869    1.2040    1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9161   -0.5078    1.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9610    2.5423    1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924    0.4311    3.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6580    1.9296    3.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3144    0.1978    2.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3801    2.2641    0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4889    1.6719    1.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7242    1.2273    2.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0059   -0.4468    0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2530    0.0480    1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8071   -2.3939    1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7399   -1.7907    2.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3471   -1.7023    0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6683   -1.5477   -0.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9237    1.1503   -0.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0713   -0.0116   -1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4265    1.6451   -1.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6588    1.7140   -0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583   -1.2645   -1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9073   -0.1566   -2.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127    1.2921   -2.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473   -0.4371   -3.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1845    2.6383   -0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2855    2.7784   -2.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5694    2.8717   -0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 19  1  0
 19 20  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14  2  1  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 13  1  6
 10 11  2  0
 10 12  2  0
 14 38  1  0
 38 39  1  1
 38 36  1  0
 36 37  1  0
 36 35  1  0
 35 34  1  0
 34 32  1  0
 32 33  1  6
 32 31  1  0
 31 30  1  0
 30 24  1  0
 24 23  1  0
 24 25  1  0
 26 25  1  1
 26 29  1  0
 26 27  2  0
 26 28  2  0
 32 22  1  0
 23 22  1  0
 34 18  1  0
 38 17  1  0
 22 65  1  6
 21 63  1  0
 21 64  1  0
 19 61  1  6
 20 62  1  0
 18 60  1  1
 17 59  1  1
 16 57  1  0
 16 58  1  0
 15 55  1  0
 15 56  1  0
 14 54  1  1
  2 43  1  6
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 44  1  0
  3 45  1  0
  4 46  1  0
  4 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
  9 52  1  0
 13 53  1  0
 39 82  1  0
 39 83  1  0
 39 84  1  0
 36 80  1  6
 37 81  1  0
 35 78  1  0
 35 79  1  0
 34 77  1  6
 33 74  1  0
 33 75  1  0
 33 76  1  0
 31 72  1  0
 31 73  1  0
 30 70  1  0
 30 71  1  0
 24 68  1  6
 23 66  1  0
 23 67  1  0
 29 69  1  0
M  END


  Mrv0541 02231219332D          

 40 43  0  0  1  0            999 V2000
   23.1129  -14.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5295  -14.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9098  -14.7204    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.6963  -13.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1233  -15.5173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7067  -14.5069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7326  -14.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4801  -20.0569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4801  -19.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1946  -18.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1946  -20.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9091  -20.0569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6236  -20.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3380  -20.0569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.3380  -19.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0525  -18.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8371  -19.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3220  -18.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8371  -17.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0921  -16.9548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5087  -16.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7222  -15.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5191  -15.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8990  -16.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0525  -17.9944    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.1387  -17.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3380  -17.5819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.6236  -17.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6236  -18.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9091  -19.2319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9091  -18.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7657  -20.4694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0512  -20.0569    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.6387  -20.7713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4637  -19.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3367  -19.6444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1025  -15.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3380  -16.7569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0525  -20.4694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9091  -20.8819    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  2  0  0  0  0
  3  6  1  0  0  0  0
  1  3  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  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
 20 24  1  1  0  0  0
 19 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 30  1  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  1  0  0  0
 33 34  2  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
 32 33  1  0  0  0  0
  8 32  1  6  0  0  0
 23 37  2  0  0  0  0
 27 38  1  6  0  0  0
 14 39  1  6  0  0  0
 12 40  1  1  0  0  0
  7 23  1  0  0  0  0
  2  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086992

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C[C@@H](O)C3C4CCC([C@H](C)CCC(=O)NCCS(O)(=O)=O)[C@@]4(C)[C@@H](O)CC3[C@@]1(C)CC[C@H](C2)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H45NO10S2/c1-15(4-7-23(30)27-10-11-38(31,32)33)18-5-6-19-24-20(14-22(29)26(18,19)3)25(2)9-8-17(37-39(34,35)36)12-16(25)13-21(24)28/h15-22,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32,33)(H,34,35,36)/t15-,16+,17-,18?,19?,20?,21-,22+,24?,25+,26-/m1/s1

> <INCHI_KEY>
LKTXOQJJFLAZRW-XVBIMYNNSA-N

> <FORMULA>
C26H45NO10S2

> <MOLECULAR_WEIGHT>
595.766

> <EXACT_MASS>
595.248488045

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
63.017039529179

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4R)-4-[(2S,5R,7R,9R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid

> <ALOGPS_LOGP>
-0.94

> <JCHEM_LOGP>
-1.951940496521453

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-1.0943556661390597

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.6886880230435102

> <JCHEM_PKA_STRONGEST_BASIC>
0.27689333463221455

> <JCHEM_POLAR_SURFACE_AREA>
187.52999999999997

> <JCHEM_REFRACTIVITY>
142.18630000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(4R)-4-[(2S,5R,7R,9R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido]ethanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      43.144 -27.877   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      42.055 -26.788   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0      44.632 -27.478   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0      44.233 -25.991   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      45.030 -28.966   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      46.119 -27.080   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      40.568 -27.186   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      30.763 -37.440   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.763 -35.900   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.097 -35.130   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.097 -38.210   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      33.430 -37.440   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.764 -38.210   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      36.098 -37.440   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      36.098 -35.900   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.431 -35.130   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      38.896 -35.605   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.801 -34.360   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      38.896 -33.114   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      39.372 -31.649   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      38.283 -30.560   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      38.681 -29.072   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      40.169 -28.674   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      40.878 -31.329   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      37.431 -33.590   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      37.592 -32.058   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      36.098 -32.820   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      34.764 -33.590   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      34.764 -35.130   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      33.430 -35.900   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      33.430 -34.360   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      29.429 -38.210   0.000  0.00  0.00           O+0
HETATM   33  S   UNK     0      28.096 -37.440   0.000  0.00  0.00           S+0
HETATM   34  O   UNK     0      27.326 -38.773   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      28.866 -36.106   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      26.762 -36.670   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      41.258 -29.763   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      36.098 -31.280   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      37.431 -38.210   0.000  0.00  0.00           O+0
HETATM   40  H   UNK     0      33.430 -38.980   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    7                                                       
CONECT    3    4    5    6    1                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7   23    2                                                       
CONECT    8    9   11   32                                                  
CONECT    9    8   10                                                       
CONECT   10    9   30                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   30   40                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   39                                                  
CONECT   15   14   16   29                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   37    7                                                  
CONECT   24   20                                                            
CONECT   25   19   16   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28   38                                                  
CONECT   28   27   29                                                       
CONECT   29   28   15   30                                                  
CONECT   30   29   10   12   31                                             
CONECT   31   30                                                            
CONECT   32   33    8                                                       
CONECT   33   34   35   36   32                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   23                                                            
CONECT   38   27                                                            
CONECT   39   14                                                            
CONECT   40   12                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

View in JSmol

Synonyms

Value	Source
Cholate glucuronide	Generator
7,12-Dihydroxy-3-O-(beta-D-glucopyranosyluronate)-5beta-cholan-24-Oate	HMDB
7,12-Dihydroxy-3-O-(beta-D-glucopyranosyluronate)-5beta-cholan-24-Oic acid	HMDB
7,12-Dihydroxy-3-O-(beta-delta-glucopyranosyluronate)-5beta-cholan-24-Oate	HMDB
7,12-Dihydroxy-3-O-(beta-delta-glucopyranosyluronate)-5beta-cholan-24-Oic acid	HMDB
Cholic acid 3-O-glucuronide	HMDB
7,12-Dihydroxy-3-O-(beta-D-glucopyranosyluronate)-5 beta-cholan-24-Oate	HMDB
3-Sulfocholyltaurine	HMDB
Taurocholic acid 3-sulphate	HMDB
Taurocholic acid 3a-sulfate	HMDB
Taurocholic acid 3a-sulphate	HMDB
(4R)-4-[(2S,5R,7R,9R,15R,16S)-9,16-Dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-N-(2-sulfoethyl)pentanimidate	Generator, HMDB
(4R)-4-[(2S,5R,7R,9R,15R,16S)-9,16-Dihydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-N-(2-sulphoethyl)pentanimidate	Generator, HMDB
(4R)-4-[(2S,5R,7R,9R,15R,16S)-9,16-Dihydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-N-(2-sulphoethyl)pentanimidic acid	Generator, HMDB
Taurocholate 3-sulfate	Generator
Taurocholate 3-sulphate	Generator
Taurocholic acid 3-sulfuric acid	Generator
Taurocholic acid 3-sulphuric acid	Generator

Chemical Formula

C₂₆H₄₅NO₁₀S₂

Average Mass

595.7660 Da

Monoisotopic Mass

595.24849 Da

IUPAC Name

2-[(4R)-4-[(2S,5R,7R,9R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid

Traditional Name

2-[(4R)-4-[(2S,5R,7R,9R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido]ethanesulfonic acid

CAS Registry Number

Not Available

SMILES

[H][C@]12C[C@@H](O)C3C4CCC([C@H](C)CCC(=O)NCCS(O)(=O)=O)[C@@]4(C)[C@@H](O)CC3[C@@]1(C)CC[C@H](C2)OS(O)(=O)=O

InChI Identifier

InChI=1S/C26H45NO10S2/c1-15(4-7-23(30)27-10-11-38(31,32)33)18-5-6-19-24-20(14-22(29)26(18,19)3)25(2)9-8-17(37-39(34,35)36)12-16(25)13-21(24)28/h15-22,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32,33)(H,34,35,36)/t15-,16+,17-,18?,19?,20?,21-,22+,24?,25+,26-/m1/s1

InChI Key

LKTXOQJJFLAZRW-XVBIMYNNSA-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 steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroid glucuronide conjugates

Alternative Parents

Substituents

Steroid-glucuronide-skeleton
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
7-hydroxysteroid
12-hydroxysteroid
Hydroxysteroid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Pyran
Oxane
Monosaccharide
Cyclic alcohol
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Glucuronides (LMST05010044 )

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	-0.94	ALOGPS
logP	-2	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	0.28	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	187.53 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	142.19 m³·mol⁻¹	ChemAxon
Polarizability	63.02 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

HMDB0002577

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023026

KNApSAcK ID

Not Available

Chemspider ID

13628368

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6714

PubChem Compound

21252309

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Little JM, Chari MV, Lester R: Excretion of cholate glucuronide. J Lipid Res. 1985 May;26(5):583-92. [PubMed:4020296 ]

Showing NP-Card for Taurocholic acid 3-sulfate (NP0086992)

MOL for NP0086992 (Taurocholic acid 3-sulfate)

3D MOL for NP0086992 (Taurocholic acid 3-sulfate)

3D SDF for NP0086992 (Taurocholic acid 3-sulfate)

3D-SDF for NP0086992 (Taurocholic acid 3-sulfate)

PDB for NP0086992 (Taurocholic acid 3-sulfate)

3D PDB for NP0086992 (Taurocholic acid 3-sulfate)

SMILES for NP0086992 (Taurocholic acid 3-sulfate)

INCHI for NP0086992 (Taurocholic acid 3-sulfate)

Structure for NP0086992 (Taurocholic acid 3-sulfate)

3D Structure for NP0086992 (Taurocholic acid 3-sulfate)