NP-MRD: Showing NP-Card for 5beta-Coprostanol (NP0001468)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2024-09-17 15:45:19 UTC

NP-MRD ID

NP0001468

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5beta-Coprostanol

Description

Coprosterol or coprostanol is a cholesterol derivative found in human feces, gallstones, eggs, and other biological matter. Coprosterol is the odorous principle of feces. It is formed from the biohydrogenation of cholesterol (cholest-5en-3β-ol) in the gut of most higher animals and birds. This compound has frequently been used as a biomarker for the presence of human faecal matter in the environment. American physician Austin Flint named it stercorin (Wikipedia). The transformation of cholesterol into coprosterol in its passage through the body involves a reduction of the C5:C6 double bond, and a transition from the allocholanic- to the cholanic-ring system. Although it is established that the bacterial flora of the intestine is concerned in the reduction process, the mechanism by which the stereochemical change is brought about is unknown. Current data suggests that cholestenone and coprostanone, and not cholesterol itself, are the immediate precursors of coprosterol which is formed from them in the intestine by bacterial reduction.

Structure

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


  Mrv1652305271900002D          

 33 36  0  0  1  0            999 V2000
    9.8744   -7.4049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8744   -8.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1599   -6.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1599   -8.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4455   -7.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4454   -8.2299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3033   -7.4049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3033   -8.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5889   -6.9924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5889   -8.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0178   -6.1674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0178   -6.9924    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3033   -5.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5889   -6.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8024   -5.9125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2874   -6.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8024   -7.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9740   -5.1055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3609   -4.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7586   -4.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3717   -5.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1563   -5.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7694   -5.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5541   -5.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5979   -6.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0115   -7.7606    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5712   -7.6907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5636   -6.1805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8581   -6.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8720   -9.0331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7746   -8.6835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2983   -6.6560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0115   -5.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 23 25  1  0  0  0  0
 12 26  1  6  0  0  0
  9 27  1  6  0  0  0
 15 28  1  6  0  0  0
  1 29  1  1  0  0  0
  2 30  1  1  0  0  0
  6 31  1  1  0  0  0
  7 32  1  1  0  0  0
 11 33  1  1  0  0  0
M  END

HMDB0000577
     RDKit          3D
5beta-Coprostanol
 76 79  0  0  0  0  0  0  0  0999 V2000
    4.2381    1.5204    1.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167    0.4909    0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642    0.8998    1.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761   -0.8933    1.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739   -1.6545    0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4331   -1.9868   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0704   -0.9500   -1.5840 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8394   -1.7195   -2.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9610   -0.0527   -1.2697 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7539    0.9887   -2.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4162    1.6128   -2.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627    0.8910   -0.8744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5184    0.9042   -0.6712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8449    2.2706   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1221    2.1295    0.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0563    1.1362    0.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4292    1.2020    0.7346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3877    0.8584    2.2075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7114    0.5481    2.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4529   -0.2890    2.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897   -1.0800    1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754   -0.2743    0.1583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8723   -0.9373   -1.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9923   -0.1274    0.2913 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2769   -1.4318    0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2332   -1.2618    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5695   -0.5024   -1.0945 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1238   -1.1078   -2.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    1.0637    1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6824    2.2688    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8957    2.1045    0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4308    0.5689   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220    0.1347    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2803    1.0069    2.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7963    1.8981    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0622   -0.9243    2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8940   -1.4878    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -2.6280    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8661   -1.1770    1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4045   -2.5170   -0.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7258   -2.8604   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9623   -0.3439   -1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472   -1.0987   -3.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303   -2.4226   -2.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9819   -2.3708   -2.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2097    0.5777   -0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930    0.4510   -3.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5799    1.7290   -2.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011    1.5241   -2.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995    2.6970   -1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4398    1.3678    0.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131    0.9557   -1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153    3.0423   -0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079    2.5707    0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6772    3.1112    0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418    1.9315    1.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1686    1.4561   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7833    2.2359    0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1172    0.5506    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0758    1.7613    2.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1821    0.0693    1.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0267   -0.9953    3.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5624   -0.0190    3.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428   -1.5453    0.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -1.9184    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010   -0.9606   -1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5506   -0.3853   -2.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4668   -1.9740   -1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7830    0.2665    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687   -2.1012   -0.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686   -1.9836    1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225   -2.2910    0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409   -0.7437    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -0.7439   -2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2852   -2.2248   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2355   -0.8108   -3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  6
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 13 52  1  6
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  6
 17 58  1  0
 17 59  1  0
 18 60  1  1
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  1
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 28 74  1  0
 28 75  1  0
 28 76  1  0
M  END


  Mrv1652305271900002D          

 33 36  0  0  1  0            999 V2000
    9.8744   -7.4049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8744   -8.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1599   -6.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1599   -8.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4455   -7.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4454   -8.2299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3033   -7.4049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3033   -8.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5889   -6.9924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5889   -8.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0178   -6.1674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0178   -6.9924    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3033   -5.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5889   -6.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8024   -5.9125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2874   -6.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8024   -7.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9740   -5.1055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3609   -4.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7586   -4.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3717   -5.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1563   -5.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7694   -5.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5541   -5.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5979   -6.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0115   -7.7606    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5712   -7.6907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5636   -6.1805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8581   -6.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8720   -9.0331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7746   -8.6835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2983   -6.6560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0115   -5.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 23 25  1  0  0  0  0
 12 26  1  6  0  0  0
  9 27  1  6  0  0  0
 15 28  1  6  0  0  0
  1 29  1  1  0  0  0
  2 30  1  1  0  0  0
  6 31  1  1  0  0  0
  7 32  1  1  0  0  0
 11 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0001468

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
QYIXCDOBOSTCEI-NWKZBHTNSA-N

> <FORMULA>
C27H48O

> <MOLECULAR_WEIGHT>
388.6694

> <EXACT_MASS>
388.370516158

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
50.82409498645927

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,7R,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol

> <ALOGPS_LOGP>
7.02

> <JCHEM_LOGP>
7.518468512000003

> <ALOGPS_LOGS>
-7.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.296396321121705

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569562491413656

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
119.76649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.51e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,7R,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0000577
     RDKit          3D
5beta-Coprostanol
 76 79  0  0  0  0  0  0  0  0999 V2000
    4.2381    1.5204    1.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167    0.4909    0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642    0.8998    1.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761   -0.8933    1.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739   -1.6545    0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4331   -1.9868   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0704   -0.9500   -1.5840 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8394   -1.7195   -2.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9610   -0.0527   -1.2697 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7539    0.9887   -2.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4162    1.6128   -2.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627    0.8910   -0.8744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5184    0.9042   -0.6712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8449    2.2706   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1221    2.1295    0.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0563    1.1362    0.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4292    1.2020    0.7346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3877    0.8584    2.2075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7114    0.5481    2.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4529   -0.2890    2.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897   -1.0800    1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754   -0.2743    0.1583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8723   -0.9373   -1.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9923   -0.1274    0.2913 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2769   -1.4318    0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2332   -1.2618    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5695   -0.5024   -1.0945 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1238   -1.1078   -2.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    1.0637    1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6824    2.2688    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8957    2.1045    0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4308    0.5689   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220    0.1347    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2803    1.0069    2.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7963    1.8981    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0622   -0.9243    2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8940   -1.4878    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -2.6280    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8661   -1.1770    1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4045   -2.5170   -0.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7258   -2.8604   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9623   -0.3439   -1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472   -1.0987   -3.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303   -2.4226   -2.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9819   -2.3708   -2.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2097    0.5777   -0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930    0.4510   -3.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5799    1.7290   -2.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011    1.5241   -2.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995    2.6970   -1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4398    1.3678    0.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131    0.9557   -1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153    3.0423   -0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079    2.5707    0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6772    3.1112    0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418    1.9315    1.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1686    1.4561   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7833    2.2359    0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1172    0.5506    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0758    1.7613    2.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1821    0.0693    1.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0267   -0.9953    3.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5624   -0.0190    3.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428   -1.5453    0.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -1.9184    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010   -0.9606   -1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5506   -0.3853   -2.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4668   -1.9740   -1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7830    0.2665    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687   -2.1012   -0.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686   -1.9836    1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225   -2.2910    0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409   -0.7437    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -0.7439   -2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2852   -2.2248   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2355   -0.8108   -3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  6
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 13 52  1  6
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  6
 17 58  1  0
 17 59  1  0
 18 60  1  1
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  1
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 28 74  1  0
 28 75  1  0
 28 76  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      18.432 -13.822   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.432 -15.362   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.098 -13.052   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.098 -16.132   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.765 -13.822   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.765 -15.362   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.099 -13.822   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.099 -15.362   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.766 -13.052   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.766 -16.132   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.433 -11.512   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.433 -13.052   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.099 -10.742   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.766 -11.512   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.898 -11.037   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.803 -12.282   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.898 -13.528   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.218  -9.530   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.074  -8.500   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.683  -9.054   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.827 -10.085   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.292  -9.609   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.436 -10.639   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      30.901 -10.163   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      29.116 -12.146   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      22.421 -14.486   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      19.733 -14.356   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      25.319 -11.537   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0      18.402 -12.503   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0      18.428 -16.862   0.000  0.00  0.00           H+0
HETATM   31  O   UNK     0      14.513 -16.209   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0      21.090 -12.425   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0      22.421 -10.023   0.000  0.00  0.00           C+0
CONECT    1    3    9    2   29                                             
CONECT    2    4   10    1   30                                             
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5   31                                                  
CONECT    7    8   12    9   32                                             
CONECT    8    7   10                                                       
CONECT    9    1    7   14   27                                             
CONECT   10    8    2                                                       
CONECT   11   13   15   12   33                                             
CONECT   12    7   11   17   26                                             
CONECT   13   11   14                                                       
CONECT   14   13    9                                                       
CONECT   15   11   16   18   28                                             
CONECT   16   15   17                                                       
CONECT   17   12   16                                                       
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   12                                                            
CONECT   27    9                                                            
CONECT   28   15                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33   11                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0000577
HETATM    1  C1  UNL     1       4.238   1.520   1.213  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.217   0.491   0.729  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.564   0.900   1.413  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.976  -0.893   1.141  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.774  -1.655   0.798  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.433  -1.987  -0.592  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.070  -0.950  -1.584  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.839  -1.720  -2.907  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.961  -0.053  -1.270  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.754   0.989  -2.406  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.416   1.613  -2.089  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.063   0.891  -0.874  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.518   0.904  -0.671  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.845   2.271  -0.028  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.122   2.130   0.761  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.056   1.136   0.110  1.00  0.00           C  
HETATM   17  C17 UNL     1      -5.429   1.202   0.735  1.00  0.00           C  
HETATM   18  C18 UNL     1      -5.388   0.858   2.208  1.00  0.00           C  
HETATM   19  O1  UNL     1      -6.711   0.548   2.571  1.00  0.00           O  
HETATM   20  C19 UNL     1      -4.453  -0.289   2.487  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.090  -1.080   1.277  1.00  0.00           C  
HETATM   22  C21 UNL     1      -3.475  -0.274   0.158  1.00  0.00           C  
HETATM   23  C22 UNL     1      -3.872  -0.937  -1.140  1.00  0.00           C  
HETATM   24  C23 UNL     1      -1.992  -0.127   0.291  1.00  0.00           C  
HETATM   25  C24 UNL     1      -1.277  -1.432   0.209  1.00  0.00           C  
HETATM   26  C25 UNL     1       0.233  -1.262   0.151  1.00  0.00           C  
HETATM   27  C26 UNL     1       0.570  -0.502  -1.095  1.00  0.00           C  
HETATM   28  C27 UNL     1      -0.124  -1.108  -2.257  1.00  0.00           C  
HETATM   29  H1  UNL     1       3.324   1.064   1.647  1.00  0.00           H  
HETATM   30  H2  UNL     1       4.682   2.269   1.886  1.00  0.00           H  
HETATM   31  H3  UNL     1       3.896   2.105   0.312  1.00  0.00           H  
HETATM   32  H4  UNL     1       5.431   0.569  -0.365  1.00  0.00           H  
HETATM   33  H5  UNL     1       7.322   0.135   1.233  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.280   1.007   2.487  1.00  0.00           H  
HETATM   35  H7  UNL     1       6.796   1.898   1.033  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.062  -0.924   2.280  1.00  0.00           H  
HETATM   37  H9  UNL     1       5.894  -1.488   0.826  1.00  0.00           H  
HETATM   38  H10 UNL     1       3.841  -2.628   1.413  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.866  -1.177   1.290  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.404  -2.517  -0.993  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.726  -2.860  -0.588  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.962  -0.344  -1.822  1.00  0.00           H  
HETATM   43  H15 UNL     1       2.947  -1.099  -3.779  1.00  0.00           H  
HETATM   44  H16 UNL     1       3.730  -2.423  -2.944  1.00  0.00           H  
HETATM   45  H17 UNL     1       1.982  -2.371  -2.805  1.00  0.00           H  
HETATM   46  H18 UNL     1       2.210   0.578  -0.403  1.00  0.00           H  
HETATM   47  H19 UNL     1       1.793   0.451  -3.346  1.00  0.00           H  
HETATM   48  H20 UNL     1       2.580   1.729  -2.381  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.301   1.524  -2.930  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.600   2.697  -1.900  1.00  0.00           H  
HETATM   51  H23 UNL     1       0.440   1.368   0.014  1.00  0.00           H  
HETATM   52  H24 UNL     1      -2.113   0.956  -1.627  1.00  0.00           H  
HETATM   53  H25 UNL     1      -2.015   3.042  -0.805  1.00  0.00           H  
HETATM   54  H26 UNL     1      -1.008   2.571   0.635  1.00  0.00           H  
HETATM   55  H27 UNL     1      -3.677   3.111   0.743  1.00  0.00           H  
HETATM   56  H28 UNL     1      -2.942   1.932   1.831  1.00  0.00           H  
HETATM   57  H29 UNL     1      -4.169   1.456  -0.949  1.00  0.00           H  
HETATM   58  H30 UNL     1      -5.783   2.236   0.631  1.00  0.00           H  
HETATM   59  H31 UNL     1      -6.117   0.551   0.160  1.00  0.00           H  
HETATM   60  H32 UNL     1      -5.076   1.761   2.774  1.00  0.00           H  
HETATM   61  H33 UNL     1      -7.182   0.069   1.820  1.00  0.00           H  
HETATM   62  H34 UNL     1      -5.027  -0.995   3.158  1.00  0.00           H  
HETATM   63  H35 UNL     1      -3.562  -0.019   3.069  1.00  0.00           H  
HETATM   64  H36 UNL     1      -5.043  -1.545   0.885  1.00  0.00           H  
HETATM   65  H37 UNL     1      -3.461  -1.918   1.581  1.00  0.00           H  
HETATM   66  H38 UNL     1      -5.001  -0.961  -1.234  1.00  0.00           H  
HETATM   67  H39 UNL     1      -3.551  -0.385  -2.045  1.00  0.00           H  
HETATM   68  H40 UNL     1      -3.467  -1.974  -1.247  1.00  0.00           H  
HETATM   69  H41 UNL     1      -1.783   0.267   1.334  1.00  0.00           H  
HETATM   70  H42 UNL     1      -1.569  -2.101  -0.604  1.00  0.00           H  
HETATM   71  H43 UNL     1      -1.469  -1.984   1.168  1.00  0.00           H  
HETATM   72  H44 UNL     1       0.623  -2.291   0.058  1.00  0.00           H  
HETATM   73  H45 UNL     1       0.541  -0.744   1.082  1.00  0.00           H  
HETATM   74  H46 UNL     1      -1.198  -0.744  -2.228  1.00  0.00           H  
HETATM   75  H47 UNL     1      -0.285  -2.225  -2.164  1.00  0.00           H  
HETATM   76  H48 UNL     1       0.236  -0.811  -3.240  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4   32
CONECT    3   33   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9   42
CONECT    8   43   44   45
CONECT    9   10   27   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   27   51
CONECT   13   14   24   52
CONECT   14   15   53   54
CONECT   15   16   55   56
CONECT   16   17   22   57
CONECT   17   18   58   59
CONECT   18   19   20   60
CONECT   19   61
CONECT   20   21   62   63
CONECT   21   22   64   65
CONECT   22   23   24
CONECT   23   66   67   68
CONECT   24   25   69
CONECT   25   26   70   71
CONECT   26   27   72   73
CONECT   27   28
CONECT   28   74   75   76
END

HMDB0000577
     RDKit          3D
5beta-Coprostanol
 76 79  0  0  0  0  0  0  0  0999 V2000
    4.2381    1.5204    1.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167    0.4909    0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642    0.8998    1.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761   -0.8933    1.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739   -1.6545    0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4331   -1.9868   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0704   -0.9500   -1.5840 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8394   -1.7195   -2.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9610   -0.0527   -1.2697 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7539    0.9887   -2.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4162    1.6128   -2.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627    0.8910   -0.8744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5184    0.9042   -0.6712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8449    2.2706   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1221    2.1295    0.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0563    1.1362    0.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4292    1.2020    0.7346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3877    0.8584    2.2075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7114    0.5481    2.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4529   -0.2890    2.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897   -1.0800    1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754   -0.2743    0.1583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8723   -0.9373   -1.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9923   -0.1274    0.2913 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2769   -1.4318    0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2332   -1.2618    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5695   -0.5024   -1.0945 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1238   -1.1078   -2.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    1.0637    1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6824    2.2688    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8957    2.1045    0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4308    0.5689   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220    0.1347    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2803    1.0069    2.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7963    1.8981    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0622   -0.9243    2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8940   -1.4878    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -2.6280    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8661   -1.1770    1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4045   -2.5170   -0.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7258   -2.8604   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9623   -0.3439   -1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472   -1.0987   -3.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303   -2.4226   -2.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9819   -2.3708   -2.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2097    0.5777   -0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930    0.4510   -3.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5799    1.7290   -2.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011    1.5241   -2.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995    2.6970   -1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4398    1.3678    0.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131    0.9557   -1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153    3.0423   -0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079    2.5707    0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6772    3.1112    0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418    1.9315    1.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1686    1.4561   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7833    2.2359    0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1172    0.5506    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0758    1.7613    2.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1821    0.0693    1.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0267   -0.9953    3.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5624   -0.0190    3.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428   -1.5453    0.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -1.9184    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010   -0.9606   -1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5506   -0.3853   -2.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4668   -1.9740   -1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7830    0.2665    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687   -2.1012   -0.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686   -1.9836    1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225   -2.2910    0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409   -0.7437    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -0.7439   -2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2852   -2.2248   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2355   -0.8108   -3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  6
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 13 52  1  6
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  6
 17 58  1  0
 17 59  1  0
 18 60  1  1
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  1
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 28 74  1  0
 28 75  1  0
 28 76  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(3beta,5beta)-Cholestan-3-ol	ChEBI
5beta Coprostanol	ChEBI
5beta-Cholestan-3beta-ol	ChEBI
Coprosterol	ChEBI
(3b,5b)-Cholestan-3-ol	Generator
(3Β,5β)-cholestan-3-ol	Generator
5b Coprostanol	Generator
5Β coprostanol	Generator
5b-Cholestan-3b-ol	Generator
5Β-cholestan-3β-ol	Generator
5b-Coprostanol	Generator
5Β-coprostanol	Generator
3b-Hydroxy-5b-cholestanol	HMDB
Stercorin	HMDB
5 beta-Cholestan-3 beta-ol	HMDB
5 alpha Cholestan 3 alpha ol	HMDB
Coprostanol	HMDB
5 beta-Cholestan-3 alpha-ol	HMDB
Cholestan 3 ol	HMDB
Cholestanol, (3alpha, 5beta)-isomer	HMDB
beta-Cholestanol	HMDB
beta-Cholestan-3 beta-ol, 5	HMDB
Cholestan-3-ol	HMDB
Cholestanol	HMDB
Dihydrocholesterol	HMDB
beta-Ol, 5 beta-cholestan-3	HMDB
5 alpha Cholestan 3 beta ol	HMDB
beta Cholestanol	HMDB
5 alpha-Cholestan-3 alpha-ol	HMDB
5 alpha-Cholestan-3 beta-ol	HMDB
5 beta Cholestan 3 beta ol	HMDB

Chemical Formula

C₂₇H₄₈O

Average Mass

388.6694 Da

Monoisotopic Mass

388.37052 Da

IUPAC Name

(1S,2S,5S,7R,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol

Traditional Name

(1S,2S,5S,7R,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol

CAS Registry Number

360-68-9

SMILES

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

InChI Identifier

InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI Key

QYIXCDOBOSTCEI-NWKZBHTNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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	¹³C NMR Spectrum (1D, 252 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	¹³C NMR Spectrum (1D, 75 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	¹³C NMR Spectrum (1D, 126 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	¹³C NMR Spectrum (1D, 176 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	¹³C NMR Spectrum (1D, 226 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
Petrosia ficiformis	LOTUS Database	35616633
Phallusia nigra	LOTUS Database	35616633
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 cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
Cholesterol
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Cholesterol and derivatives (LMST01010078 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	102 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.5e-05 g/L	ALOGPS
logP	7.02	ALOGPS
logP	7.52	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.77 m³·mol⁻¹	ChemAxon
Polarizability	50.82 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000577

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022125

KNApSAcK ID

Not Available

Chemspider ID

191826

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Coprosterol

METLIN ID

5559

PubChem Compound

221122

PDB ID

Not Available

ChEBI ID

89519

Good Scents ID

Not Available

References

General References

Borjesson E, Sundin A, Leeming R, Torstensson L: New method for determination of fecal sterols in urine using non-chlorinated solvents. J Chromatogr B Biomed Sci Appl. 1998 Aug 25;713(2):438-42. [PubMed:9746261 ]
Kay RM, Cohen Z, Siu KP, Petrunka CN, Strasberg SM: Ileal excretion and bacterial modification of bile acids and cholesterol in patients with continent ileostomy. Gut. 1980 Feb;21(2):128-32. [PubMed:7380334 ]
Watne AL, Carrier JM, Durham JP, Hrabovsky EE, Chang W: The occurrence of carcinoma of the rectum following ileoproctostomy for familial polyposis. Ann Surg. 1983 May;197(5):550-4. [PubMed:6847274 ]
Schonning C, Leeming R, Stenstrom TA: Faecal contamination of source-separated human urine based on the content of faecal sterols. Water Res. 2002 Apr;36(8):1965-72. [PubMed:12092571 ]
McNamara DJ, Proia A, Miettinen TA: Thin-layer and gas--liquid chromatographic identification of neutral steroids in human and rat feces. J Lipid Res. 1981 Mar;22(3):474-84. [PubMed:7240972 ]
Endo T, Uchida K, Amuro Y, Higashino K, Yamamura Y: Bile acid metabolism in benign recurrent intrahepatic cholestasis. Comparative studies on the icteric and anicteric phases of a single case. Gastroenterology. 1979 May;76(5 Pt 1):1002-6. [PubMed:437403 ]
Veiga P, Juste C, Lepercq P, Saunier K, Beguet F, Gerard P: Correlation between faecal microbial community structure and cholesterol-to-coprostanol conversion in the human gut. FEMS Microbiol Lett. 2005 Jan 1;242(1):81-6. [PubMed:15621423 ]

Showing NP-Card for 5beta-Coprostanol (NP0001468)

MOL for NP0001468 (5beta-Coprostanol)

3D MOL for NP0001468 (5beta-Coprostanol)

3D SDF for NP0001468 (5beta-Coprostanol)

3D-SDF for NP0001468 (5beta-Coprostanol)

PDB for NP0001468 (5beta-Coprostanol)

3D PDB for NP0001468 (5beta-Coprostanol)

SMILES for NP0001468 (5beta-Coprostanol)

INCHI for NP0001468 (5beta-Coprostanol)

Structure for NP0001468 (5beta-Coprostanol)

3D Structure for NP0001468 (5beta-Coprostanol)