NP-MRD: Showing NP-Card for Cholic acid glucuronide (NP0086989)

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-11 16:36:38 UTC

Updated at

2022-05-11 16:36:38 UTC

NP-MRD ID

NP0086989

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cholic acid glucuronide

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. Cholic acid glucuronide 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          

 47 51  0  0  1  0            999 V2000
   14.7227   -7.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3419   -7.8052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0590   -7.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7762   -7.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4822   -7.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5442  -10.1587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5442  -10.9837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8296   -9.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8296  -11.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1152  -10.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1152  -10.9837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9731  -10.1587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9731  -10.9837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2586   -9.7462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2586  -11.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6877   -8.9212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6877   -9.7462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9731   -8.5087    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2587   -8.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3325   -8.5264    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0411   -8.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0317   -9.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3475  -11.4381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5428   -9.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6822   -8.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5288  -11.8296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9831   -9.3687    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2280  -10.5292    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6822  -10.5851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0386   -8.1521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8360  -11.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9831   -7.7187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5238  -10.2006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5238  -11.0256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8093   -9.7881    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8093  -11.4381    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0949  -10.2006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0949  -11.0256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3831  -11.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3831   -9.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7954  -12.1372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5225  -11.8716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7954   -9.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1886   -7.8047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4819   -6.5819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1102   -8.6256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4665   -8.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 15 13  1  0  0  0  0
  6 14  1  0  0  0  0
  7 15  1  0  0  0  0
  7  6  1  0  0  0  0
 18 16  1  0  0  0  0
 12 17  1  0  0  0  0
 19 18  1  0  0  0  0
 14 12  1  0  0  0  0
 14 19  1  0  0  0  0
 20 16  1  0  0  0  0
 17 16  1  0  0  0  0
 21 20  1  0  0  0  0
 22 17  1  0  0  0  0
 22 21  1  0  0  0  0
 11 23  1  6  0  0  0
  6 24  1  1  0  0  0
 16 25  1  1  0  0  0
  7 26  1  1  0  0  0
 12 27  1  1  0  0  0
 14 28  1  6  0  0  0
 17 29  1  6  0  0  0
 20 30  1  6  0  0  0
  2 20  1  0  0  0  0
 13 31  1  6  0  0  0
 18 32  1  6  0  0  0
 34 33  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 37 35  1  0  0  0  0
 38 36  1  0  0  0  0
 38 37  1  0  0  0  0
 23 34  1  0  0  0  0
 38 39  1  1  0  0  0
 37 40  1  6  0  0  0
 36 41  1  6  0  0  0
 34 42  1  6  0  0  0
 35 43  1  1  0  0  0
 44  5  2  0  0  0  0
 45  5  1  0  0  0  0
 46 43  2  0  0  0  0
 47 43  1  0  0  0  0
M  END

     RDKit          3D

 89 93  0  0  0  0  0  0  0  0999 V2000
   -6.3501    0.7027   -1.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1594    0.4816   -0.1552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6026    1.6869    0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8559    2.2746   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0283    1.4189   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1387    0.2642    0.4478 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1914    1.9435   -0.6185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9452   -0.2213    0.2863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9779   -1.6020   -0.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7291   -1.6247   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8201   -0.9535   -0.2057 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4740   -0.6341   -0.6208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7379   -0.1628    0.6163 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4799    0.8899    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9413    0.6677    1.5065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2532   -0.2574    2.4759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5945    0.3159    0.1532 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3100    1.4652   -0.7029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6768    0.1461    0.3421 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8363    1.6736    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5418   -0.3796    1.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9103    0.2304    1.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -0.0022    0.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6870   -0.7972    0.3372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8624   -0.2055   -0.0387 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4598   -0.9158   -1.1051 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6360   -0.2503   -1.4091 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0356   -0.3775   -2.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0803    0.1757   -3.2144 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2579   -1.1107   -3.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6851   -0.7090   -0.4271 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7190    0.2277   -0.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0679   -0.8857    0.9340 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8520   -2.2382    1.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8101   -0.0635    1.1054 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1857    1.2548    1.3366 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132   -0.6877   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2507   -0.3495   -0.9218 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5665   -1.5269   -1.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7265   -1.9419   -0.9668 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6143   -2.7465    0.1529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9524   -0.1104   -2.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4469    0.7048   -1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0013    1.6874   -1.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9746   -0.2954    0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8349    1.5088    1.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8328    2.4917    0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1403    3.2368    0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6682    2.5831   -1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0258    1.8747   -0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1011   -0.4246    1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8975   -1.7996   -0.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8902   -2.4178    0.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7966   -1.1415   -2.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072   -2.6843   -1.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7896   -1.6392    0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215   -0.0271   -1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7592   -1.0796    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0667    0.8478    2.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989    1.9209    1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300    1.6344    1.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658   -0.2392    3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5682    2.4061   -0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1826    1.5895   -0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363    1.4516   -1.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7027    2.0627    1.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8522    1.9846    0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1465    2.1522   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6048   -1.4771    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0633   -0.0736    2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4904   -0.2277    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507    1.3191    1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658    0.9382   -0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6358    0.8022   -0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4737    0.8440   -1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594   -0.6227   -4.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0848   -1.6944   -0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8104    0.6629    0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7998   -0.5219    1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3598   -2.6982    0.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3114   -0.4607    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2397    1.4532    2.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8244   -1.8025   -0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663   -0.5210   -1.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619    0.4950   -1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2213   -2.4525   -1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817   -1.3653   -2.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3598   -2.4494   -1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1101   -3.6016    0.0355 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 40  1  0
 40 41  1  0
 40 39  1  0
 39 38  1  0
 38 37  1  0
 37 23  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  6
 19 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  6
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 27 28  1  0
 28 30  1  0
 28 29  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
 17  8  1  0
 35 25  1  0
 17 11  1  0
 13 12  1  0
 19 38  1  0
  8 51  1  1
  9 52  1  0
  9 53  1  0
 10 54  1  0
 10 55  1  0
 11 56  1  1
 12 57  1  6
 40 88  1  6
 41 89  1  0
 39 86  1  0
 39 87  1  0
 38 85  1  6
 37 83  1  0
 37 84  1  0
 23 73  1  6
 22 71  1  0
 22 72  1  0
 21 69  1  0
 21 70  1  0
 20 66  1  0
 20 67  1  0
 20 68  1  0
 13 58  1  1
 14 59  1  0
 14 60  1  0
 15 61  1  1
 16 62  1  0
 18 63  1  0
 18 64  1  0
 18 65  1  0
 25 74  1  6
 27 75  1  1
 31 77  1  6
 32 78  1  0
 33 79  1  1
 34 80  1  0
 35 81  1  1
 36 82  1  0
 30 76  1  0
  2 45  1  1
  1 42  1  0
  1 43  1  0
  1 44  1  0
  3 46  1  0
  3 47  1  0
  4 48  1  0
  4 49  1  0
  7 50  1  0
M  END


  Mrv0541 02231219332D          

 47 51  0  0  1  0            999 V2000
   14.7227   -7.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3419   -7.8052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0590   -7.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7762   -7.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4822   -7.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5442  -10.1587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5442  -10.9837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8296   -9.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8296  -11.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1152  -10.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1152  -10.9837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9731  -10.1587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9731  -10.9837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2586   -9.7462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2586  -11.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6877   -8.9212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6877   -9.7462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9731   -8.5087    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2587   -8.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3325   -8.5264    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0411   -8.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0317   -9.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3475  -11.4381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5428   -9.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6822   -8.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5288  -11.8296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9831   -9.3687    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2280  -10.5292    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6822  -10.5851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0386   -8.1521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8360  -11.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9831   -7.7187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5238  -10.2006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5238  -11.0256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8093   -9.7881    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8093  -11.4381    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0949  -10.2006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0949  -11.0256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3831  -11.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3831   -9.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7954  -12.1372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5225  -11.8716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7954   -9.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1886   -7.8047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4819   -6.5819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1102   -8.6256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4665   -8.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 15 13  1  0  0  0  0
  6 14  1  0  0  0  0
  7 15  1  0  0  0  0
  7  6  1  0  0  0  0
 18 16  1  0  0  0  0
 12 17  1  0  0  0  0
 19 18  1  0  0  0  0
 14 12  1  0  0  0  0
 14 19  1  0  0  0  0
 20 16  1  0  0  0  0
 17 16  1  0  0  0  0
 21 20  1  0  0  0  0
 22 17  1  0  0  0  0
 22 21  1  0  0  0  0
 11 23  1  6  0  0  0
  6 24  1  1  0  0  0
 16 25  1  1  0  0  0
  7 26  1  1  0  0  0
 12 27  1  1  0  0  0
 14 28  1  6  0  0  0
 17 29  1  6  0  0  0
 20 30  1  6  0  0  0
  2 20  1  0  0  0  0
 13 31  1  6  0  0  0
 18 32  1  6  0  0  0
 34 33  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 37 35  1  0  0  0  0
 38 36  1  0  0  0  0
 38 37  1  0  0  0  0
 23 34  1  0  0  0  0
 38 39  1  1  0  0  0
 37 40  1  6  0  0  0
 36 41  1  6  0  0  0
 34 42  1  6  0  0  0
 35 43  1  1  0  0  0
 44  5  2  0  0  0  0
 45  5  1  0  0  0  0
 46 43  2  0  0  0  0
 47 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086989

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O11/c1-13(4-7-21(33)34)16-5-6-17-22-18(12-20(32)30(16,17)3)29(2)9-8-15(10-14(29)11-19(22)31)40-28-25(37)23(35)24(36)26(41-28)27(38)39/h13-20,22-26,28,31-32,35-37H,4-12H2,1-3H3,(H,33,34)(H,38,39)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24+,25-,26+,28-,29+,30-/m1/s1

> <INCHI_KEY>
RBLDVEUUCHVWMW-SXYQVCRBSA-N

> <FORMULA>
C30H48O11

> <MOLECULAR_WEIGHT>
584.6955

> <EXACT_MASS>
584.319662378

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
62.58198674200918

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6R)-6-{[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-14-[(2R)-4-carboxybutan-2-yl]-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.93

> <JCHEM_LOGP>
1.0319333489999991

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.515704025538705

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.426647961984408

> <JCHEM_PKA_STRONGEST_BASIC>
-0.18798646159983246

> <JCHEM_POLAR_SURFACE_AREA>
194.20999999999998

> <JCHEM_REFRACTIVITY>
143.07000000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cholate glucuronide

> <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      27.482 -13.652   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.638 -14.570   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.977 -13.808   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.316 -14.570   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.633 -13.808   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.416 -18.963   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.416 -20.503   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.082 -18.193   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.082 -21.273   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.748 -18.963   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.748 -20.503   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.083 -18.963   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.083 -20.503   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.749 -18.193   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.749 -21.273   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.417 -16.653   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.417 -18.193   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.083 -15.883   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.750 -16.653   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.621 -15.916   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.943 -16.614   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.926 -18.199   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      19.315 -21.351   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      23.413 -17.436   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.407 -14.982   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      23.387 -22.082   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      26.102 -17.488   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      24.692 -19.655   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      27.407 -19.759   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      29.939 -15.217   0.000  0.00  0.00           H+0
HETATM   31  O   UNK     0      27.694 -21.377   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      26.102 -14.408   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      17.778 -19.041   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      17.778 -20.581   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.444 -18.271   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.444 -21.351   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.110 -19.041   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      15.110 -20.581   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      13.782 -21.377   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      13.782 -18.323   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      16.418 -22.656   0.000  0.00  0.00           O+0
HETATM   42  H   UNK     0      17.775 -22.160   0.000  0.00  0.00           H+0
HETATM   43  C   UNK     0      16.418 -16.810   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      33.952 -14.569   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      32.633 -12.286   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      15.139 -16.101   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      17.671 -16.056   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4   44   45                                                  
CONECT    6    8   14    7   24                                             
CONECT    7    9   15    6   26                                             
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   11                                                       
CONECT   11    9   10   23                                                  
CONECT   12   13   17   14   27                                             
CONECT   13   12   15   31                                                  
CONECT   14    6   12   19   28                                             
CONECT   15   13    7                                                       
CONECT   16   18   20   17   25                                             
CONECT   17   12   16   22   29                                             
CONECT   18   16   19   32                                                  
CONECT   19   18   14                                                       
CONECT   20   16   21   30    2                                             
CONECT   21   20   22                                                       
CONECT   22   17   21                                                       
CONECT   23   11   34                                                       
CONECT   24    6                                                            
CONECT   25   16                                                            
CONECT   26    7                                                            
CONECT   27   12                                                            
CONECT   28   14                                                            
CONECT   29   17                                                            
CONECT   30   20                                                            
CONECT   31   13                                                            
CONECT   32   18                                                            
CONECT   33   34   35                                                       
CONECT   34   33   36   23   42                                             
CONECT   35   33   37   43                                                  
CONECT   36   34   38   41                                                  
CONECT   37   35   38   40                                                  
CONECT   38   36   37   39                                                  
CONECT   39   38                                                            
CONECT   40   37                                                            
CONECT   41   36                                                            
CONECT   42   34                                                            
CONECT   43   35   46   47                                                  
CONECT   44    5                                                            
CONECT   45    5                                                            
CONECT   46   43                                                            
CONECT   47   43                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    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

Chemical Formula

C₃₀H₄₈O₁₁

Average Mass

584.6955 Da

Monoisotopic Mass

584.31966 Da

IUPAC Name

(2S,3S,4S,5R,6R)-6-{[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-14-[(2R)-4-carboxybutan-2-yl]-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

cholate glucuronide

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C30H48O11/c1-13(4-7-21(33)34)16-5-6-17-22-18(12-20(32)30(16,17)3)29(2)9-8-15(10-14(29)11-19(22)31)40-28-25(37)23(35)24(36)26(41-28)27(38)39/h13-20,22-26,28,31-32,35-37H,4-12H2,1-3H3,(H,33,34)(H,38,39)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24+,25-,26+,28-,29+,30-/m1/s1

InChI Key

RBLDVEUUCHVWMW-SXYQVCRBSA-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	0.93	ALOGPS
logP	1.03	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	-0.19	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	194.21 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	143.07 m³·mol⁻¹	ChemAxon
Polarizability	62.58 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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 Cholic acid glucuronide (NP0086989)

MOL for NP0086989 (Cholic acid glucuronide)

3D MOL for NP0086989 (Cholic acid glucuronide)

3D SDF for NP0086989 (Cholic acid glucuronide)

3D-SDF for NP0086989 (Cholic acid glucuronide)

PDB for NP0086989 (Cholic acid glucuronide)

3D PDB for NP0086989 (Cholic acid glucuronide)

SMILES for NP0086989 (Cholic acid glucuronide)

INCHI for NP0086989 (Cholic acid glucuronide)

Structure for NP0086989 (Cholic acid glucuronide)

3D Structure for NP0086989 (Cholic acid glucuronide)