Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-14 17:54:30 UTC

Update Date

2022-03-07 02:49:34 UTC

HMDB ID

HMDB0006886

Secondary Accession Numbers

HMDB06886

Metabolite Identification

Common Name

7a,12a-Dihydroxy-5a-cholestan-3-one

Description

7alpha,12alpha-Dihydroxy-5alpha-cholestan-3-one is an intermediate in bile acid biosynthesis. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487 , 16037564 , 12576301 , 11907135 ).

Structure

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


  Mrv0541 02231220542D          

 33 36  0  0  1  0            999 V2000
   12.7330  -10.4070    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9974   -9.1049    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1525  -10.4667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.5390   -5.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1800   -5.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0561   -7.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4252   -9.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7131   -8.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6701   -6.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4771   -6.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4152   -7.6392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8382   -9.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3533   -9.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9962  -10.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7107   -9.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7107  -11.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1396  -11.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1396   -8.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7320   -5.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6082   -7.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4252  -10.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9962  -10.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3533   -8.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5686   -9.6753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1396   -9.6753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8541  -10.9128    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8541   -8.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8541  -10.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4252  -10.0878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5686   -8.8503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2818  -11.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5686  -11.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8541   -7.6128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4 19  1  0  0  0  0
  5 19  1  0  0  0  0
  6 20  1  0  0  0  0
 29  7  1  1  0  0  0
 30  8  1  1  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 19  1  0  0  0  0
 11 20  1  0  0  0  0
 12 23  1  0  0  0  0
 12 13  1  0  0  0  0
 13 24  1  0  0  0  0
 14 15  1  0  0  0  0
 14 22  1  0  0  0  0
 15 29  1  0  0  0  0
 16 22  1  0  0  0  0
 21 16  1  0  0  0  0
 17 21  1  0  0  0  0
 17 26  1  0  0  0  0
 18 25  1  0  0  0  0
 18 27  1  0  0  0  0
 20 23  1  0  0  0  0
 21 29  1  0  0  0  0
 22 31  2  0  0  0  0
 23 30  1  0  0  0  0
 24 28  1  0  0  0  0
 24 30  1  0  0  0  0
 25 28  1  0  0  0  0
 25 29  1  0  0  0  0
 26 28  1  0  0  0  0
 26 32  1  6  0  0  0
 27 33  1  1  0  0  0
 27 30  1  0  0  0  0
 25  3  1  6  0  0  0
 27  2  1  6  0  0  0
 24  1  1  6  0  0  0
M  END

HMDB0006886
     RDKit          3D
7a,12a-Dihydroxy-5a-cholestan-3-one
 76 79  0  0  0  0  0  0  0  0999 V2000
    6.3393    0.3031   -2.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2781   -0.9920   -1.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5084   -1.0948   -0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0103   -0.9301   -0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1204    0.2678    0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260    0.4036    0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    0.5681    0.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7014    1.7841   -0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4415    0.3643    1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4607   -1.0397    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -1.0585    2.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6699   -0.6273    1.1420 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0858   -0.3225    1.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000   -0.2086   -0.2743 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7168    0.8643   -0.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2291    0.7611   -0.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1524   -0.4621   -1.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0968    0.6463    0.7185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4414    1.8568    1.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9548   -0.0810   -0.4332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5463    1.1053    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2721    0.1036   -1.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6172   -0.5113   -2.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5433   -0.5618   -1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6658   -0.1253   -1.1897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0617   -1.1849    0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5777   -1.3962   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8922   -2.0781    1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0105   -1.2030    1.9396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3834   -2.0791    2.8571 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9488    1.0210   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3142    0.7255   -2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7955    0.0748   -3.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1809   -1.8767   -2.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2796   -1.4701    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2226   -1.7899   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0296   -0.1173   -0.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8955   -1.8302   -0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1833   -0.8344   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4416    1.1777   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9734    0.0274    0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8717   -0.5511    1.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.1928    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771   -0.2987   -0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    2.2046   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5748    1.6376   -1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0660    2.6316   -0.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6536    0.9573    2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2331   -1.1785    2.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4944   -1.8135    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0782   -2.1499    2.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.4101    3.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750   -1.4199    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2422    0.7220    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746   -1.1777   -0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123    1.8788   -0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8360    0.6566   -2.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1970    1.6208   -1.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326   -0.6724   -2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4057    2.5729    1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2463    2.3720    0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    1.6163    2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560    0.9188    1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7387    1.8653    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3354    1.5876   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2328    1.1702   -2.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253   -0.4498   -2.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0548    0.1056   -3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4862   -1.5588   -2.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3204   -0.5768    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5783   -2.1728    0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4915   -2.0766   -0.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2815   -2.9571    0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6799   -2.4998    1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7263   -0.6276    2.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867   -2.3262    3.5856 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
 16 18  1  0
 18 19  1  1
 14 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 18  9  1  0
 27 20  1  0
 18 12  1  0
 29 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  6
 13 54  1  0
 14 55  1  6
 15 56  1  0
 15 57  1  0
 16 58  1  0
 17 59  1  0
 19 60  1  0
 19 61  1  0
 19 62  1  0
 21 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  1
 30 76  1  0
M  END


  Mrv0541 02231220542D          

 33 36  0  0  1  0            999 V2000
   12.7330  -10.4070    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9974   -9.1049    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1525  -10.4667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.5390   -5.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1800   -5.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0561   -7.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4252   -9.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7131   -8.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6701   -6.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4771   -6.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4152   -7.6392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8382   -9.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3533   -9.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9962  -10.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7107   -9.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7107  -11.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1396  -11.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1396   -8.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7320   -5.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6082   -7.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4252  -10.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9962  -10.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3533   -8.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5686   -9.6753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1396   -9.6753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8541  -10.9128    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8541   -8.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8541  -10.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4252  -10.0878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5686   -8.8503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2818  -11.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5686  -11.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8541   -7.6128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4 19  1  0  0  0  0
  5 19  1  0  0  0  0
  6 20  1  0  0  0  0
 29  7  1  1  0  0  0
 30  8  1  1  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 19  1  0  0  0  0
 11 20  1  0  0  0  0
 12 23  1  0  0  0  0
 12 13  1  0  0  0  0
 13 24  1  0  0  0  0
 14 15  1  0  0  0  0
 14 22  1  0  0  0  0
 15 29  1  0  0  0  0
 16 22  1  0  0  0  0
 21 16  1  0  0  0  0
 17 21  1  0  0  0  0
 17 26  1  0  0  0  0
 18 25  1  0  0  0  0
 18 27  1  0  0  0  0
 20 23  1  0  0  0  0
 21 29  1  0  0  0  0
 22 31  2  0  0  0  0
 23 30  1  0  0  0  0
 24 28  1  0  0  0  0
 24 30  1  0  0  0  0
 25 28  1  0  0  0  0
 25 29  1  0  0  0  0
 26 28  1  0  0  0  0
 26 32  1  6  0  0  0
 27 33  1  1  0  0  0
 27 30  1  0  0  0  0
 25  3  1  6  0  0  0
 27  2  1  6  0  0  0
 24  1  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0006886

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC(C(C)CCCC(C)C)[C@@]1(C)C([H])(O)C[C@@]1([H])C2[C@H](O)CC2CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-18,20-25,29-30H,6-15H2,1-5H3/t17?,18?,20?,21-,22-,23+,24+,25?,26-,27+/m0/s1

> <INCHI_KEY>
HHVQPBXBALLUDF-BNGOGRIJSA-N

> <FORMULA>
C27H46O3

> <MOLECULAR_WEIGHT>
418.6523

> <EXACT_MASS>
418.344695338

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
51.19850468154798

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,9R,11S,15R)-9,16-dihydroxy-2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
5.186393449666669

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.986676644374217

> <JCHEM_PKA_STRONGEST_BASIC>
-0.17839052846966374

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
121.84639999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,9R,11S,15R)-9,16-dihydroxy-2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006886
     RDKit          3D
7a,12a-Dihydroxy-5a-cholestan-3-one
 76 79  0  0  0  0  0  0  0  0999 V2000
    6.3393    0.3031   -2.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2781   -0.9920   -1.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5084   -1.0948   -0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0103   -0.9301   -0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1204    0.2678    0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260    0.4036    0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    0.5681    0.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7014    1.7841   -0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4415    0.3643    1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4607   -1.0397    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -1.0585    2.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6699   -0.6273    1.1420 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0858   -0.3225    1.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000   -0.2086   -0.2743 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7168    0.8643   -0.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2291    0.7611   -0.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1524   -0.4621   -1.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0968    0.6463    0.7185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4414    1.8568    1.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9548   -0.0810   -0.4332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5463    1.1053    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2721    0.1036   -1.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6172   -0.5113   -2.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5433   -0.5618   -1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6658   -0.1253   -1.1897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0617   -1.1849    0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5777   -1.3962   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8922   -2.0781    1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0105   -1.2030    1.9396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3834   -2.0791    2.8571 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9488    1.0210   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3142    0.7255   -2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7955    0.0748   -3.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1809   -1.8767   -2.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2796   -1.4701    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2226   -1.7899   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0296   -0.1173   -0.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8955   -1.8302   -0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1833   -0.8344   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4416    1.1777   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9734    0.0274    0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8717   -0.5511    1.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.1928    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771   -0.2987   -0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    2.2046   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5748    1.6376   -1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0660    2.6316   -0.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6536    0.9573    2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2331   -1.1785    2.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4944   -1.8135    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0782   -2.1499    2.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.4101    3.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750   -1.4199    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2422    0.7220    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746   -1.1777   -0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123    1.8788   -0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8360    0.6566   -2.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1970    1.6208   -1.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326   -0.6724   -2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4057    2.5729    1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2463    2.3720    0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    1.6163    2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560    0.9188    1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7387    1.8653    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3354    1.5876   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2328    1.1702   -2.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253   -0.4498   -2.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0548    0.1056   -3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4862   -1.5588   -2.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3204   -0.5768    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5783   -2.1728    0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4915   -2.0766   -0.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2815   -2.9571    0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6799   -2.4998    1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7263   -0.6276    2.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867   -2.3262    3.5856 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
 16 18  1  0
 18 19  1  1
 14 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 18  9  1  0
 27 20  1  0
 18 12  1  0
 29 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  6
 13 54  1  0
 14 55  1  6
 15 56  1  0
 15 57  1  0
 16 58  1  0
 17 59  1  0
 19 60  1  0
 19 61  1  0
 19 62  1  0
 21 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  1
 30 76  1  0
M  END

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  H   UNK     0      23.768 -19.426   0.000  0.00  0.00           H+0
HETATM    2  H   UNK     0      22.395 -16.996   0.000  0.00  0.00           H+0
HETATM    3  H   UNK     0      20.818 -19.538   0.000  0.00  0.00           H+0
HETATM    4  C   UNK     0      30.873 -10.690   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.336  -9.866   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.371 -13.436   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.460 -17.291   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.731 -15.004   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.384 -12.795   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.891 -12.475   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.908 -14.260   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.831 -17.291   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.926 -18.536   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.793 -18.831   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.127 -18.061   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.127 -21.141   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.794 -21.141   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.794 -16.521   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.366 -11.010   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.402 -14.580   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.460 -20.371   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.793 -20.371   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.926 -16.045   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      23.461 -18.061   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.794 -18.061   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.128 -20.371   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.128 -15.751   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      22.128 -18.831   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.460 -18.831   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      23.461 -16.521   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      15.459 -21.141   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      23.461 -21.141   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      22.128 -14.211   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   27                                                            
CONECT    3   25                                                            
CONECT    4   19                                                            
CONECT    5   19                                                            
CONECT    6   20                                                            
CONECT    7   29                                                            
CONECT    8   30                                                            
CONECT    9   10   11                                                       
CONECT   10    9   19                                                       
CONECT   11    9   20                                                       
CONECT   12   23   13                                                       
CONECT   13   12   24                                                       
CONECT   14   15   22                                                       
CONECT   15   14   29                                                       
CONECT   16   22   21                                                       
CONECT   17   21   26                                                       
CONECT   18   25   27                                                       
CONECT   19    4    5   10                                                  
CONECT   20    6   11   23                                                  
CONECT   21   16   17   29                                                  
CONECT   22   14   16   31                                                  
CONECT   23   12   20   30                                                  
CONECT   24   13   28   30    1                                             
CONECT   25   18   28   29    3                                             
CONECT   26   17   28   32                                                  
CONECT   27   18   33   30    2                                             
CONECT   28   24   25   26                                                  
CONECT   29    7   15   21   25                                             
CONECT   30    8   23   24   27                                             
CONECT   31   22                                                            
CONECT   32   26                                                            
CONECT   33   27                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0006886
HETATM    1  C1  UNL     1       6.339   0.303  -2.427  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.278  -0.992  -1.635  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.508  -1.095  -0.775  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.010  -0.930  -0.786  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.120   0.268   0.119  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.926   0.404   0.997  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.611   0.568   0.277  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.701   1.784  -0.539  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.441   0.364   1.156  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.461  -1.040   1.740  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.064  -1.059   2.359  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.670  -0.627   1.142  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.086  -0.322   1.205  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.500  -0.209  -0.274  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.717   0.864  -0.971  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.229   0.761  -0.722  1.00  0.00           C  
HETATM   17  O1  UNL     1       0.152  -0.462  -1.327  1.00  0.00           O  
HETATM   18  C17 UNL     1       0.097   0.646   0.718  1.00  0.00           C  
HETATM   19  C18 UNL     1      -0.441   1.857   1.446  1.00  0.00           C  
HETATM   20  C19 UNL     1      -3.955  -0.081  -0.433  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.546   1.105   0.272  1.00  0.00           C  
HETATM   22  C21 UNL     1      -4.272   0.104  -1.917  1.00  0.00           C  
HETATM   23  C22 UNL     1      -5.617  -0.511  -2.260  1.00  0.00           C  
HETATM   24  C23 UNL     1      -6.543  -0.562  -1.124  1.00  0.00           C  
HETATM   25  O2  UNL     1      -7.666  -0.125  -1.190  1.00  0.00           O  
HETATM   26  C24 UNL     1      -6.062  -1.185   0.166  1.00  0.00           C  
HETATM   27  C25 UNL     1      -4.578  -1.396  -0.028  1.00  0.00           C  
HETATM   28  C26 UNL     1      -3.892  -2.078   1.087  1.00  0.00           C  
HETATM   29  C27 UNL     1      -3.011  -1.203   1.940  1.00  0.00           C  
HETATM   30  O3  UNL     1      -2.383  -2.079   2.857  1.00  0.00           O  
HETATM   31  H1  UNL     1       6.949   1.021  -1.825  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.314   0.726  -2.550  1.00  0.00           H  
HETATM   33  H3  UNL     1       6.795   0.075  -3.394  1.00  0.00           H  
HETATM   34  H4  UNL     1       6.181  -1.877  -2.310  1.00  0.00           H  
HETATM   35  H5  UNL     1       7.280  -1.470   0.245  1.00  0.00           H  
HETATM   36  H6  UNL     1       8.223  -1.790  -1.274  1.00  0.00           H  
HETATM   37  H7  UNL     1       8.030  -0.117  -0.676  1.00  0.00           H  
HETATM   38  H8  UNL     1       4.896  -1.830  -0.149  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.183  -0.834  -1.541  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.442   1.178  -0.404  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.973   0.027   0.816  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.872  -0.551   1.595  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.089   1.193   1.762  1.00  0.00           H  
HETATM   44  H14 UNL     1       2.577  -0.299  -0.459  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.723   2.205  -0.440  1.00  0.00           H  
HETATM   46  H16 UNL     1       2.575   1.638  -1.632  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.066   2.632  -0.162  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.654   0.957   2.076  1.00  0.00           H  
HETATM   49  H19 UNL     1       2.233  -1.179   2.523  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.494  -1.814   0.955  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.078  -2.150   2.615  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.021  -0.410   3.228  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.475  -1.420   0.387  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.242   0.722   1.592  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.175  -1.178  -0.723  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.112   1.879  -0.845  1.00  0.00           H  
HETATM   57  H27 UNL     1      -1.836   0.657  -2.079  1.00  0.00           H  
HETATM   58  H28 UNL     1       0.197   1.621  -1.253  1.00  0.00           H  
HETATM   59  H29 UNL     1      -0.433  -0.672  -2.093  1.00  0.00           H  
HETATM   60  H30 UNL     1       0.406   2.573   1.528  1.00  0.00           H  
HETATM   61  H31 UNL     1      -1.246   2.372   0.931  1.00  0.00           H  
HETATM   62  H32 UNL     1      -0.681   1.616   2.516  1.00  0.00           H  
HETATM   63  H33 UNL     1      -4.956   0.919   1.257  1.00  0.00           H  
HETATM   64  H34 UNL     1      -3.739   1.865   0.382  1.00  0.00           H  
HETATM   65  H35 UNL     1      -5.335   1.588  -0.334  1.00  0.00           H  
HETATM   66  H36 UNL     1      -4.233   1.170  -2.204  1.00  0.00           H  
HETATM   67  H37 UNL     1      -3.525  -0.450  -2.545  1.00  0.00           H  
HETATM   68  H38 UNL     1      -6.055   0.106  -3.071  1.00  0.00           H  
HETATM   69  H39 UNL     1      -5.486  -1.559  -2.648  1.00  0.00           H  
HETATM   70  H40 UNL     1      -6.320  -0.577   1.031  1.00  0.00           H  
HETATM   71  H41 UNL     1      -6.578  -2.173   0.268  1.00  0.00           H  
HETATM   72  H42 UNL     1      -4.491  -2.077  -0.928  1.00  0.00           H  
HETATM   73  H43 UNL     1      -3.281  -2.957   0.788  1.00  0.00           H  
HETATM   74  H44 UNL     1      -4.680  -2.500   1.776  1.00  0.00           H  
HETATM   75  H45 UNL     1      -3.726  -0.628   2.605  1.00  0.00           H  
HETATM   76  H46 UNL     1      -2.987  -2.326   3.586  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4   34
CONECT    3   35   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8    9   44
CONECT    8   45   46   47
CONECT    9   10   18   48
CONECT   10   11   49   50
CONECT   11   12   51   52
CONECT   12   13   18   53
CONECT   13   14   29   54
CONECT   14   15   20   55
CONECT   15   16   56   57
CONECT   16   17   18   58
CONECT   17   59
CONECT   18   19
CONECT   19   60   61   62
CONECT   20   21   22   27
CONECT   21   63   64   65
CONECT   22   23   66   67
CONECT   23   24   68   69
CONECT   24   25   25   26
CONECT   26   27   70   71
CONECT   27   28   72
CONECT   28   29   73   74
CONECT   29   30   75
CONECT   30   76
END

HMDB0006886
     RDKit          3D
7a,12a-Dihydroxy-5a-cholestan-3-one
 76 79  0  0  0  0  0  0  0  0999 V2000
    6.3393    0.3031   -2.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2781   -0.9920   -1.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5084   -1.0948   -0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0103   -0.9301   -0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1204    0.2678    0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260    0.4036    0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    0.5681    0.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7014    1.7841   -0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4415    0.3643    1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4607   -1.0397    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -1.0585    2.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6699   -0.6273    1.1420 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0858   -0.3225    1.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000   -0.2086   -0.2743 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7168    0.8643   -0.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2291    0.7611   -0.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1524   -0.4621   -1.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0968    0.6463    0.7185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4414    1.8568    1.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9548   -0.0810   -0.4332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5463    1.1053    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2721    0.1036   -1.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6172   -0.5113   -2.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5433   -0.5618   -1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6658   -0.1253   -1.1897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0617   -1.1849    0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5777   -1.3962   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8922   -2.0781    1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0105   -1.2030    1.9396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3834   -2.0791    2.8571 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9488    1.0210   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3142    0.7255   -2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7955    0.0748   -3.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1809   -1.8767   -2.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2796   -1.4701    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2226   -1.7899   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0296   -0.1173   -0.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8955   -1.8302   -0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1833   -0.8344   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4416    1.1777   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9734    0.0274    0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8717   -0.5511    1.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.1928    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771   -0.2987   -0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    2.2046   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5748    1.6376   -1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0660    2.6316   -0.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6536    0.9573    2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2331   -1.1785    2.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4944   -1.8135    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0782   -2.1499    2.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.4101    3.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750   -1.4199    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2422    0.7220    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746   -1.1777   -0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123    1.8788   -0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8360    0.6566   -2.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1970    1.6208   -1.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326   -0.6724   -2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4057    2.5729    1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2463    2.3720    0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    1.6163    2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560    0.9188    1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7387    1.8653    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3354    1.5876   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2328    1.1702   -2.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253   -0.4498   -2.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0548    0.1056   -3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4862   -1.5588   -2.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3204   -0.5768    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5783   -2.1728    0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4915   -2.0766   -0.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2815   -2.9571    0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6799   -2.4998    1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7263   -0.6276    2.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867   -2.3262    3.5856 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
 16 18  1  0
 18 19  1  1
 14 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 18  9  1  0
 27 20  1  0
 18 12  1  0
 29 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  6
 13 54  1  0
 14 55  1  6
 15 56  1  0
 15 57  1  0
 16 58  1  0
 17 59  1  0
 19 60  1  0
 19 61  1  0
 19 62  1  0
 21 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  1
 30 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₆O₃

Average Molecular Weight

418.6523

Monoisotopic Molecular Weight

418.344695338

IUPAC Name

(1S,2S,9R,11S,15R)-9,16-dihydroxy-2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

Traditional Name

(1S,2S,9R,11S,15R)-9,16-dihydroxy-2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC(C(C)CCCC(C)C)[C@@]1(C)C([H])(O)C[C@@]1([H])C2[C@H](O)CC2CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C27H46O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-18,20-25,29-30H,6-15H2,1-5H3/t17?,18?,20?,21-,22-,23+,24+,25?,26-,27+/m0/s1

InChI Key

HHVQPBXBALLUDF-BNGOGRIJSA-N

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
3-oxosteroid
12-hydroxysteroid
Hydroxysteroid
Oxosteroid
7-hydroxysteroid
Cyclic alcohol
Ketone
Secondary alcohol
Cyclic ketone
Carbonyl group
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Metabolic syndrome (HMDB: HMDB0006886)

Disposition

Biological location

Cytoplasm (HMDB: HMDB0006886)
Cell membrane (HMDB: HMDB0006886)

Biofluid or Excreta

Urine (HMDB: HMDB0006886)

Tissue substructure

Cellular substructure

Extracellular (HMDB: HMDB0006886)
Membrane (HMDB: HMDB0006886)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006886)

Source

Endogenous

Endogenous (HMDB: HMDB0006886)

Animal

Animal (HMDB: HMDB0006886)

Exogenous

Food

Food (HMDB: HMDB0006886)

Animal origin

Poultry

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0006886)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0006886)

Cellular process

Cell signaling (HMDB: HMDB0006886)

Multicellular process

Inflammatory response (HMDB: HMDB0006886)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0006886)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006886)

Molecular messenger

Signaling molecule (HMDB: HMDB0006886)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006886)

Emulsifier (HMDB: HMDB0006886)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0035 g/L	ALOGPS
logP	4.73	ALOGPS
logP	5.19	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	19.99	ChemAxon
pKa (Strongest Basic)	-0.18	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.85 m³·mol⁻¹	ChemAxon
Polarizability	51.2 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	204.467	31661259
DarkChem	[M-H]-	196.888	31661259
DeepCCS	[M-2H]-	245.105	30932474
DeepCCS	[M+Na]+	221.118	30932474
AllCCS	[M+H]+	208.0	32859911
AllCCS	[M+H-H2O]+	206.0	32859911
AllCCS	[M+NH4]+	209.8	32859911
AllCCS	[M+Na]+	210.3	32859911
AllCCS	[M-H]-	205.3	32859911
AllCCS	[M+Na-2H]-	207.3	32859911
AllCCS	[M+HCOO]-	209.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7a,12a-Dihydroxy-5a-cholestan-3-one	[H][C@@]12CCC(C(C)CCCC(C)C)[C@@]1(C)C([H])(O)C[C@@]1([H])C2[C@H](O)CC2CC(=O)CC[C@]12C	2838.9	Standard polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one	[H][C@@]12CCC(C(C)CCCC(C)C)[C@@]1(C)C([H])(O)C[C@@]1([H])C2[C@H](O)CC2CC(=O)CC[C@]12C	3403.4	Standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one	[H][C@@]12CCC(C(C)CCCC(C)C)[C@@]1(C)C([H])(O)C[C@@]1([H])C2[C@H](O)CC2CC(=O)CC[C@]12C	3609.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7a,12a-Dihydroxy-5a-cholestan-3-one,1TMS,isomer #1	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C)[C@]12C)[C@@]1(C)CCC(=O)CC1C[C@H]3O	3464.9	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,1TMS,isomer #2	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O)[C@]12C)[C@@]1(C)CCC(=O)CC1C[C@H]3O[Si](C)(C)C	3473.9	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,1TMS,isomer #3	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C)CC1C[C@H]3O	3422.3	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,1TMS,isomer #4	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C)=CC1C[C@H]3O	3423.9	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,2TMS,isomer #1	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C)[C@]12C)[C@@]1(C)CCC(=O)CC1C[C@H]3O[Si](C)(C)C	3388.3	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,2TMS,isomer #2	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C)=CC1C[C@H]3O	3386.4	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,2TMS,isomer #3	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C)CC1C[C@H]3O	3372.8	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,2TMS,isomer #4	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C)=CC1C[C@H]3O[Si](C)(C)C	3390.1	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,2TMS,isomer #5	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C	3387.7	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TMS,isomer #1	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C)=CC1C[C@H]3O[Si](C)(C)C	3315.7	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TMS,isomer #1	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C)=CC1C[C@H]3O[Si](C)(C)C	3239.5	Standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TMS,isomer #1	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C)=CC1C[C@H]3O[Si](C)(C)C	3360.2	Standard polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TMS,isomer #2	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C	3308.6	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TMS,isomer #2	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C	3231.1	Standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TMS,isomer #2	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C	3361.0	Standard polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,1TBDMS,isomer #1	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CCC(=O)CC1C[C@H]3O	3677.0	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,1TBDMS,isomer #2	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O)[C@]12C)[C@@]1(C)CCC(=O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3693.1	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,1TBDMS,isomer #3	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O	3670.7	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,1TBDMS,isomer #4	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=CC1C[C@H]3O	3668.9	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,2TBDMS,isomer #1	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CCC(=O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3795.8	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,2TBDMS,isomer #2	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=CC1C[C@H]3O	3858.5	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,2TBDMS,isomer #3	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O	3833.5	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,2TBDMS,isomer #4	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3862.6	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,2TBDMS,isomer #5	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3855.1	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TBDMS,isomer #1	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3978.2	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TBDMS,isomer #1	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3790.7	Standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TBDMS,isomer #1	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3600.6	Standard polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TBDMS,isomer #2	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3962.6	Semi standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TBDMS,isomer #2	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3713.8	Standard non polar	33892256
7a,12a-Dihydroxy-5a-cholestan-3-one,3TBDMS,isomer #2	CC(C)CCCC(C)C1CC[C@H]2C3[C@H](CC(O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3600.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-0549200000-dceadac2ca32e85a9fdd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one GC-MS (2 TMS) - 70eV, Positive	splash10-0002-4522490000-ab7d311fc4b05a059c71	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 10V, Positive-QTOF	splash10-0uxr-0005900000-9f54eab9eecc22e26713	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 20V, Positive-QTOF	splash10-0ul3-3209300000-09494edc1c2008eab65e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 40V, Positive-QTOF	splash10-0ab9-5209000000-ede875adbb4dc1186f60	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 10V, Negative-QTOF	splash10-014i-0004900000-bf213248ab899a2b7bee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 20V, Negative-QTOF	splash10-014j-0008900000-2d5e0f8ee4e8dbf0e7b5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 40V, Negative-QTOF	splash10-0f79-2109200000-af8562b835f573a2f41e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 10V, Negative-QTOF	splash10-014i-0000900000-f2cb6399034352e924c8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 20V, Negative-QTOF	splash10-014i-0001900000-fbf80cd6881af08fa3a6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 40V, Negative-QTOF	splash10-014i-0029500000-3c9e6f7da209a7490e5f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 10V, Positive-QTOF	splash10-014i-1002900000-25d4c3065d4dd0943636	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 20V, Positive-QTOF	splash10-0kui-9246500000-f173aa82bf42c825c978	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,12a-Dihydroxy-5a-cholestan-3-one 40V, Positive-QTOF	splash10-0a4i-9510000000-81b09eb12b57d9f34005	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024133

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05458

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477902

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Enzymes

Enzyme Details

1. 3-oxo-5-alpha-steroid 4-dehydrogenase 2

General function:: Involved in 3-oxo-5-alpha-steroid 4-dehydrogenase activity
Specific function:: Converts testosterone (T) into 5-alpha-dihydrotestosterone (DHT) and progesterone or corticosterone into their corresponding 5-alpha-3-oxosteroids. It plays a central role in sexual differentiation and androgen physiology.
Gene Name:: SRD5A2
Uniprot ID:: P31213
Molecular weight:: 28407.035

Enzyme Details

2. 3-oxo-5-alpha-steroid 4-dehydrogenase 1

General function:: Involved in 3-oxo-5-alpha-steroid 4-dehydrogenase activity
Specific function:: Converts testosterone into 5-alpha-dihydrotestosterone and progesterone or corticosterone into their corresponding 5-alpha-3-oxosteroids. It plays a central role in sexual differentiation and androgen physiology.
Gene Name:: SRD5A1
Uniprot ID:: P18405
Molecular weight:: 29458.18

Showing metabocard for 7a,12a-Dihydroxy-5a-cholestan-3-one (HMDB0006886)

MOL for HMDB0006886 (7a,12a-Dihydroxy-5a-cholestan-3-one)

3D MOL for HMDB0006886 (7a,12a-Dihydroxy-5a-cholestan-3-one)

3D SDF for HMDB0006886 (7a,12a-Dihydroxy-5a-cholestan-3-one)

3D-SDF for HMDB0006886 (7a,12a-Dihydroxy-5a-cholestan-3-one)

PDB for HMDB0006886 (7a,12a-Dihydroxy-5a-cholestan-3-one)

3D PDB for HMDB0006886 (7a,12a-Dihydroxy-5a-cholestan-3-one)

SMILES for HMDB0006886 (7a,12a-Dihydroxy-5a-cholestan-3-one)

INCHI for HMDB0006886 (7a,12a-Dihydroxy-5a-cholestan-3-one)

Structure for HMDB0006886 (7a,12a-Dihydroxy-5a-cholestan-3-one)

3D Structure for HMDB0006886 (7a,12a-Dihydroxy-5a-cholestan-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes