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enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-13 14:03:09 UTC

Update Date

2021-09-16 15:29:10 UTC

HMDB ID

HMDB0012459

Secondary Accession Numbers

HMDB12459

Metabolite Identification

Common Name

7 alpha,26-Dihydroxy-4-cholesten-3-one

Description

7 alpha,26-Dihydroxy-4-cholesten-3-one, also known as 4-cholesten-7alpha,26-diol-3-one or 7,26-dhxyclso, belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. 7 alpha,26-Dihydroxy-4-cholesten-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 02241204052D          

 30 33  0  0  1  0            999 V2000
    8.5568   -5.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2713   -6.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9857   -5.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9857   -5.0843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2713   -4.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5568   -5.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7002   -6.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4147   -5.9093    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4147   -5.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7002   -4.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1291   -4.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1291   -3.8468    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4147   -3.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7002   -3.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9138   -4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3987   -4.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9138   -3.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2736   -3.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1687   -2.8072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9757   -2.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9857   -4.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5277   -3.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3347   -3.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8867   -3.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6167   -2.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6937   -3.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6318   -4.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1291   -6.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8423   -6.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2458   -4.1320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 25  1  6  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
  8 28  1  6  0  0  0
  1 29  2  0  0  0  0
 26 30  1  0  0  0  0
M  END

HMDB0012459
     RDKit          3D
7 alpha,26-Dihydroxy-4-cholesten-3-one
 74 77  0  0  0  0  0  0  0  0999 V2000
    6.9453   -0.9479   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6891   -0.2316    0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3768    1.0854    1.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0215    1.6091    2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1582   -0.0706    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410    0.7023    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1215    1.0426    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.0775    0.1210 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1771   -0.8612    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    0.4260   -0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    1.1256   -1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6600    1.1041   -2.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255    0.3571   -1.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072   -0.4918   -1.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170   -1.1767   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2475   -1.9486    0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -1.2722    0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3308   -0.5802   -0.4488 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0462   -1.6017   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2219   -0.3580    0.3624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4766   -1.2057    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7979    0.1401    1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9578    0.7962    2.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9970    1.3050    1.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1927    1.4675    1.9209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5879    1.6115    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7216    0.8069   -0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3353    1.1638   -1.7877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5049    0.1289   -2.4390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9521    0.6168   -3.5901 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2277   -1.7870   -0.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9571   -0.2984   -1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9555   -1.4176   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0334   -0.8800    1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4621    0.8988    1.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1626    1.7903    0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3927    0.9545    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1039    0.4036    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8526   -1.1636    1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8481    0.2893   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1065    1.7036    0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026    1.7824    0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9202    1.5603   -0.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4733   -0.8031   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9510   -0.4905    2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2295   -0.5972    1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -1.9455    1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3811    1.1683    0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    2.1890   -1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588    0.6582   -2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    2.1363   -2.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6853    0.6441   -3.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6609    1.0693   -0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0440   -1.3257   -2.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8228   -1.9748   -0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0119   -2.9699    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6914   -2.1884    1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191   -2.0578    1.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962   -0.5509    1.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6085   -2.5022   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518   -1.2188   -2.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -1.9956   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3488   -2.1645    0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5255   -1.5208    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3909   -0.7597    0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9997    0.8757    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4813   -0.6749    2.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4685    0.0829    3.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6024    1.6384    3.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0081    2.4986   -0.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2967    1.2553   -2.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    2.1956   -1.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1990   -0.7088   -2.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2292    1.5360   -3.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 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  6
 15 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  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 18 10  1  0
 27 20  1  0
 18 13  1  0
 29 14  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
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  6
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 14 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 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
 28 71  1  0
 28 72  1  0
 29 73  1  6
 30 74  1  0
M  END


  Mrv0541 02241204052D          

 30 33  0  0  1  0            999 V2000
    8.5568   -5.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2713   -6.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9857   -5.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9857   -5.0843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2713   -4.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5568   -5.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7002   -6.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4147   -5.9093    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4147   -5.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7002   -4.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1291   -4.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1291   -3.8468    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4147   -3.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7002   -3.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9138   -4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3987   -4.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9138   -3.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2736   -3.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1687   -2.8072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9757   -2.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9857   -4.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5277   -3.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3347   -3.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8867   -3.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6167   -2.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6937   -3.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6318   -4.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1291   -6.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8423   -6.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2458   -4.1320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 25  1  6  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
  8 28  1  6  0  0  0
  1 29  2  0  0  0  0
 26 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012459

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CO)CCC[C@@H](C)C1CCC2C3[C@H](O)CC4=CC(=O)CC[C@]4(C)C3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h14,17-18,21-25,28,30H,5-13,15-16H2,1-4H3/t17?,18-,21?,22?,23?,24-,25?,26+,27-/m1/s1

> <INCHI_KEY>
KVJVJJWIEXCECB-JZGXDVPNSA-N

> <FORMULA>
C27H44O3

> <MOLECULAR_WEIGHT>
416.6365

> <EXACT_MASS>
416.329045274

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
50.786615311087246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,9R,15R)-9-hydroxy-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <ALOGPS_LOGP>
4.60

> <JCHEM_LOGP>
5.012645295

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.41832287471465

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.14119467931331

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6026039801278201

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
123.00929999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.89e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,9R,15R)-9-hydroxy-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012459
     RDKit          3D
7 alpha,26-Dihydroxy-4-cholesten-3-one
 74 77  0  0  0  0  0  0  0  0999 V2000
    6.9453   -0.9479   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6891   -0.2316    0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3768    1.0854    1.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0215    1.6091    2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1582   -0.0706    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410    0.7023    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1215    1.0426    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.0775    0.1210 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1771   -0.8612    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    0.4260   -0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    1.1256   -1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6600    1.1041   -2.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255    0.3571   -1.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072   -0.4918   -1.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170   -1.1767   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2475   -1.9486    0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -1.2722    0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3308   -0.5802   -0.4488 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0462   -1.6017   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2219   -0.3580    0.3624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4766   -1.2057    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7979    0.1401    1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9578    0.7962    2.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9970    1.3050    1.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1927    1.4675    1.9209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5879    1.6115    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7216    0.8069   -0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3353    1.1638   -1.7877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5049    0.1289   -2.4390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9521    0.6168   -3.5901 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2277   -1.7870   -0.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9571   -0.2984   -1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9555   -1.4176   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0334   -0.8800    1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4621    0.8988    1.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1626    1.7903    0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3927    0.9545    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1039    0.4036    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8526   -1.1636    1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8481    0.2893   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1065    1.7036    0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026    1.7824    0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9202    1.5603   -0.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4733   -0.8031   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9510   -0.4905    2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2295   -0.5972    1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -1.9455    1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3811    1.1683    0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    2.1890   -1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588    0.6582   -2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    2.1363   -2.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6853    0.6441   -3.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6609    1.0693   -0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0440   -1.3257   -2.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8228   -1.9748   -0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0119   -2.9699    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6914   -2.1884    1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191   -2.0578    1.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962   -0.5509    1.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6085   -2.5022   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518   -1.2188   -2.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -1.9956   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3488   -2.1645    0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5255   -1.5208    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3909   -0.7597    0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9997    0.8757    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4813   -0.6749    2.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4685    0.0829    3.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6024    1.6384    3.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0081    2.4986   -0.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2967    1.2553   -2.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    2.1956   -1.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1990   -0.7088   -2.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2292    1.5360   -3.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 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  6
 15 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  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 18 10  1  0
 27 20  1  0
 18 13  1  0
 29 14  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
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  6
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 14 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 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
 28 71  1  0
 28 72  1  0
 29 73  1  6
 30 74  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      15.973 -11.031   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.306 -11.801   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.640 -11.031   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.640  -9.491   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.306  -8.721   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.973  -9.491   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.974 -11.801   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.307 -11.031   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.307  -9.491   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.974  -8.721   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.641  -8.721   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.641  -7.181   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.307  -6.411   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.974  -7.181   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.106  -9.197   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.011  -7.951   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.106  -6.705   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.911  -5.664   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.582  -5.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.088  -4.920   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.640  -7.951   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      27.118  -6.064   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.625  -5.744   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.655  -6.889   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.551  -4.096   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      31.162  -6.568   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      29.179  -8.353   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      22.641 -11.801   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      14.639 -11.801   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      32.192  -7.713   0.000  0.00  0.00           O+0
CONECT    1    2    6   29                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5   10   21                                             
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9   28                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    4   14                                                  
CONECT   11    9   12   15                                                  
CONECT   12   11   13   17   18                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   19                                                  
CONECT   18   12                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   22                                                       
CONECT   21    4                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   26   27                                                  
CONECT   25   19                                                            
CONECT   26   24   30                                                       
CONECT   27   24                                                            
CONECT   28    8                                                            
CONECT   29    1                                                            
CONECT   30   26                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0012459
HETATM    1  C1  UNL     1       6.945  -0.948  -0.353  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.689  -0.232   0.932  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.377   1.085   1.063  1.00  0.00           C  
HETATM    4  O1  UNL     1       7.022   1.609   2.325  1.00  0.00           O  
HETATM    5  C4  UNL     1       5.158  -0.071   1.186  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.541   0.702   0.091  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.122   1.043   0.082  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.110  -0.078   0.121  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.177  -0.861   1.398  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.738   0.426  -0.177  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.753   1.126  -1.559  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.660   1.104  -2.060  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.426   0.357  -1.007  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.507  -0.492  -1.514  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.217  -1.177  -0.358  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.248  -1.949   0.460  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.930  -1.272   0.716  1.00  0.00           C  
HETATM   18  C17 UNL     1      -0.331  -0.580  -0.449  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.046  -1.602  -1.495  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.222  -0.358   0.362  1.00  0.00           C  
HETATM   21  C20 UNL     1      -5.477  -1.206   0.663  1.00  0.00           C  
HETATM   22  C21 UNL     1      -3.798   0.140   1.733  1.00  0.00           C  
HETATM   23  C22 UNL     1      -4.958   0.796   2.463  1.00  0.00           C  
HETATM   24  C23 UNL     1      -5.997   1.305   1.541  1.00  0.00           C  
HETATM   25  O2  UNL     1      -7.193   1.468   1.921  1.00  0.00           O  
HETATM   26  C24 UNL     1      -5.588   1.611   0.180  1.00  0.00           C  
HETATM   27  C25 UNL     1      -4.722   0.807  -0.405  1.00  0.00           C  
HETATM   28  C26 UNL     1      -4.335   1.164  -1.788  1.00  0.00           C  
HETATM   29  C27 UNL     1      -3.505   0.129  -2.439  1.00  0.00           C  
HETATM   30  O3  UNL     1      -2.952   0.617  -3.590  1.00  0.00           O  
HETATM   31  H1  UNL     1       6.228  -1.787  -0.432  1.00  0.00           H  
HETATM   32  H2  UNL     1       6.957  -0.298  -1.246  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.955  -1.418  -0.285  1.00  0.00           H  
HETATM   34  H4  UNL     1       7.033  -0.880   1.767  1.00  0.00           H  
HETATM   35  H5  UNL     1       8.462   0.899   1.117  1.00  0.00           H  
HETATM   36  H6  UNL     1       7.163   1.790   0.248  1.00  0.00           H  
HETATM   37  H7  UNL     1       7.393   0.954   2.982  1.00  0.00           H  
HETATM   38  H8  UNL     1       5.104   0.404   2.166  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.853  -1.164   1.188  1.00  0.00           H  
HETATM   40  H10 UNL     1       4.848   0.289  -0.931  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.106   1.704   0.075  1.00  0.00           H  
HETATM   42  H12 UNL     1       2.903   1.782   0.906  1.00  0.00           H  
HETATM   43  H13 UNL     1       2.920   1.560  -0.915  1.00  0.00           H  
HETATM   44  H14 UNL     1       2.473  -0.803  -0.670  1.00  0.00           H  
HETATM   45  H15 UNL     1       2.951  -0.490   2.119  1.00  0.00           H  
HETATM   46  H16 UNL     1       1.229  -0.597   1.980  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.156  -1.945   1.272  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.381   1.168   0.536  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.050   2.189  -1.412  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.459   0.658  -2.242  1.00  0.00           H  
HETATM   51  H21 UNL     1      -1.078   2.136  -2.185  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.685   0.644  -3.060  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.661   1.069  -0.219  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.044  -1.326  -2.114  1.00  0.00           H  
HETATM   55  H25 UNL     1      -3.823  -1.975  -0.906  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.012  -2.970   0.032  1.00  0.00           H  
HETATM   57  H27 UNL     1      -2.691  -2.188   1.437  1.00  0.00           H  
HETATM   58  H28 UNL     1      -0.219  -2.058   1.046  1.00  0.00           H  
HETATM   59  H29 UNL     1      -0.996  -0.551   1.556  1.00  0.00           H  
HETATM   60  H30 UNL     1      -0.608  -2.502  -1.335  1.00  0.00           H  
HETATM   61  H31 UNL     1      -0.052  -1.219  -2.533  1.00  0.00           H  
HETATM   62  H32 UNL     1       1.069  -1.996  -1.407  1.00  0.00           H  
HETATM   63  H33 UNL     1      -5.349  -2.165   0.078  1.00  0.00           H  
HETATM   64  H34 UNL     1      -5.526  -1.521   1.706  1.00  0.00           H  
HETATM   65  H35 UNL     1      -6.391  -0.760   0.269  1.00  0.00           H  
HETATM   66  H36 UNL     1      -3.000   0.876   1.729  1.00  0.00           H  
HETATM   67  H37 UNL     1      -3.481  -0.675   2.415  1.00  0.00           H  
HETATM   68  H38 UNL     1      -5.468   0.083   3.152  1.00  0.00           H  
HETATM   69  H39 UNL     1      -4.602   1.638   3.118  1.00  0.00           H  
HETATM   70  H40 UNL     1      -6.008   2.499  -0.334  1.00  0.00           H  
HETATM   71  H41 UNL     1      -5.297   1.255  -2.368  1.00  0.00           H  
HETATM   72  H42 UNL     1      -3.888   2.196  -1.832  1.00  0.00           H  
HETATM   73  H43 UNL     1      -4.199  -0.709  -2.748  1.00  0.00           H  
HETATM   74  H44 UNL     1      -3.229   1.536  -3.764  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    5   34
CONECT    3    4   35   36
CONECT    4   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   10   44
CONECT    9   45   46   47
CONECT   10   11   18   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   18   53
CONECT   14   15   29   54
CONECT   15   16   20   55
CONECT   16   17   56   57
CONECT   17   18   58   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   27   70
CONECT   27   28
CONECT   28   29   71   72
CONECT   29   30   73
CONECT   30   74
END

HMDB0012459
     RDKit          3D
7 alpha,26-Dihydroxy-4-cholesten-3-one
 74 77  0  0  0  0  0  0  0  0999 V2000
    6.9453   -0.9479   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6891   -0.2316    0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3768    1.0854    1.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0215    1.6091    2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1582   -0.0706    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410    0.7023    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1215    1.0426    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.0775    0.1210 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1771   -0.8612    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    0.4260   -0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    1.1256   -1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6600    1.1041   -2.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255    0.3571   -1.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072   -0.4918   -1.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170   -1.1767   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2475   -1.9486    0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -1.2722    0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3308   -0.5802   -0.4488 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0462   -1.6017   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2219   -0.3580    0.3624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4766   -1.2057    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7979    0.1401    1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9578    0.7962    2.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9970    1.3050    1.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1927    1.4675    1.9209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5879    1.6115    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7216    0.8069   -0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3353    1.1638   -1.7877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5049    0.1289   -2.4390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9521    0.6168   -3.5901 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2277   -1.7870   -0.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9571   -0.2984   -1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9555   -1.4176   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0334   -0.8800    1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4621    0.8988    1.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1626    1.7903    0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3927    0.9545    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1039    0.4036    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8526   -1.1636    1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8481    0.2893   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1065    1.7036    0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026    1.7824    0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9202    1.5603   -0.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4733   -0.8031   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9510   -0.4905    2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2295   -0.5972    1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -1.9455    1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3811    1.1683    0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    2.1890   -1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588    0.6582   -2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    2.1363   -2.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6853    0.6441   -3.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6609    1.0693   -0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0440   -1.3257   -2.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8228   -1.9748   -0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0119   -2.9699    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6914   -2.1884    1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191   -2.0578    1.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962   -0.5509    1.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6085   -2.5022   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518   -1.2188   -2.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -1.9956   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3488   -2.1645    0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5255   -1.5208    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3909   -0.7597    0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9997    0.8757    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4813   -0.6749    2.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4685    0.0829    3.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6024    1.6384    3.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0081    2.4986   -0.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2967    1.2553   -2.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    2.1956   -1.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1990   -0.7088   -2.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2292    1.5360   -3.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 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  6
 15 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  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 18 10  1  0
 27 20  1  0
 18 13  1  0
 29 14  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
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  6
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 14 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 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
 28 71  1  0
 28 72  1  0
 29 73  1  6
 30 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7 a,26-Dihydroxy-4-cholesten-3-one	Generator
7 Α,26-dihydroxy-4-cholesten-3-one	Generator
(7alpha)-7,26-Dihydroxy-cholest-4-en-3-one	HMDB
4-Cholesten-7alpha,26-diol-3-one	HMDB
7,26-Dhxyclso	HMDB
7alpha,26-Dihydroxy-4-cholesten-3-one	HMDB
7alpha,26-Dihydroxycholest-4-en-3-one	HMDB

Chemical Formula

C₂₇H₄₄O₃

Average Molecular Weight

416.6365

Monoisotopic Molecular Weight

416.329045274

IUPAC Name

(2R,9R,15R)-9-hydroxy-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

Traditional Name

(2R,9R,15R)-9-hydroxy-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

CAS Registry Number

4675-38-1

SMILES

CC(CO)CCC[C@@H](C)C1CCC2C3[C@H](O)CC4=CC(=O)CC[C@]4(C)C3CC[C@]12C

InChI Identifier

InChI=1S/C27H44O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h14,17-18,21-25,28,30H,5-13,15-16H2,1-4H3/t17?,18-,21?,22?,23?,24-,25?,26+,27-/m1/s1

InChI Key

KVJVJJWIEXCECB-JZGXDVPNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

26-hydroxysteroid
Dihydroxy bile acid, alcohol, or derivatives
3-oxo-delta-4-steroid
3-oxosteroid
7-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Fatty alcohol
Cyclohexenone
Fatty acyl
Cyclic alcohol
Secondary alcohol
Cyclic ketone
Ketone
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Biological location

Cellular substructure

Extracellular

Ingestion

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Bile acid biosynthesis

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 Spectral Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0029 g/L	ALOGPS
logP	10^(4.6) g/L	ALOGPS
logP	10^(5.01) g/L	ChemAxon
logS	10^(-5.2) g/L	ALOGPS
pKa (Strongest Acidic)	17.14	ChemAxon
pKa (Strongest Basic)	-0.6	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	6	ChemAxon
Refractivity	123.01 m³·mol⁻¹	ChemAxon
Polarizability	50.79 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Spectral Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	199.185	31661259
DarkChem	[M-H]-	193.338	31661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7 alpha,26-Dihydroxy-4-cholesten-3-one,1TMS,#1	CC(CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O)CO[Si](C)(C)C	3646.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,1TMS,#2	CC(CO)CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C	3642.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,1TMS,#3	CC(CO)CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O	3540.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,2TMS,#1	CC(CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C)CO[Si](C)(C)C	3647.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,2TMS,#2	CC(CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O)CO[Si](C)(C)C	3549.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,2TMS,#3	CC(CO)CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C	3507.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,1TBDMS,#1	CC(CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O)CO[Si](C)(C)C(C)(C)C	3889.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,1TBDMS,#2	CC(CO)CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C	3851.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,1TBDMS,#3	CC(CO)CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O	3767.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,2TBDMS,#1	CC(CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	4089.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,2TBDMS,#2	CC(CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O)CO[Si](C)(C)C(C)(C)C	4014.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
7 alpha,26-Dihydroxy-4-cholesten-3-one,2TBDMS,#3	CC(CO)CCC[C@@H](C)C1CCC2C3C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C	3925.2	Semi standard non polar	https://arxiv.org/abs/1905.12712

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f79-0359200000-c5e766bc8da3445acdea	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one GC-MS (2 TMS) - 70eV, Positive	splash10-0002-1220390000-2ea93ad32d390af352da	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-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 - 7 alpha,26-Dihydroxy-4-cholesten-3-one 10V, Positive-QTOF	splash10-00kb-0009200000-f13064ffc70da2c2b57d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 20V, Positive-QTOF	splash10-00l2-1009000000-f344cdc48d7b49f22d6f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 40V, Positive-QTOF	splash10-016r-3129000000-b6c48651e7e9ac09edbc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 10V, Negative-QTOF	splash10-014i-0004900000-7754503899cd9db211c4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 20V, Negative-QTOF	splash10-014j-0009600000-54c6b067e6490ab83b85	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 40V, Negative-QTOF	splash10-0674-2009000000-ceacf291ac96437f5944	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 10V, Positive-QTOF	splash10-014j-0006900000-1bab66a6ddf2f8b577e8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 20V, Positive-QTOF	splash10-07wj-5749100000-fb55e94ae37f95aa32a8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 40V, Positive-QTOF	splash10-0a4i-9850000000-4478cbe8a6ea3e417fe2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 10V, Negative-QTOF	splash10-014i-0000900000-67ea14fb7a26b9b2d929	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 20V, Negative-QTOF	splash10-014i-0005900000-37c9645751a2f52b7424	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7 alpha,26-Dihydroxy-4-cholesten-3-one 40V, Negative-QTOF	splash10-03di-0004900000-ca04c33318a7e2c042bc	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Primary bile acid biosynthesis	Not Available
Congenital Bile Acid Synthesis Defect Type II		Not Available
Congenital Bile Acid Synthesis Defect Type III		Not Available
Familial Hypercholanemia (FHCA)		Not Available
Zellweger Syndrome		Not Available

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

FDB029075

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C17336

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481412

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Sterol 26-hydroxylase, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the first step in the oxidation of the side chain of sterol intermediates; the 27-hydroxylation of 5-beta-cholestane-3-alpha,7-alpha,12-alpha-triol. Has also a vitamin D3-25-hydroxylase activity.
Gene Name:: CYP27A1
Uniprot ID:: Q02318
Molecular weight:: 60234.28

Reactions

7 alpha,26-Dihydroxy-4-cholesten-3-one + Oxygen + NADPH + Hydrogen Ion → 7alpha-Hydroxy-3-oxo-4-cholestenoate + NADP + Water	details

Enzyme Details

2. 3 beta-hydroxysteroid dehydrogenase type 7

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: The 3-beta-HSD enzymatic system plays a crucial role in the biosynthesis of all classes of hormonal steroids. HSD VII is active against four 7-alpha-hydroxylated sterols. Does not metabolize several different C(19/21) steroids as substrates. Involved in bile acid synthesis.
Gene Name:: HSD3B7
Uniprot ID:: Q9H2F3
Molecular weight:: 21322.265

Reactions

7-a,27-Dihydroxycholesterol + NAD → 7 alpha,26-Dihydroxy-4-cholesten-3-one + NADH + Hydrogen Ion	details

Showing metabocard for 7 alpha,26-Dihydroxy-4-cholesten-3-one (HMDB0012459)

MOL for HMDB0012459 (7 alpha,26-Dihydroxy-4-cholesten-3-one)

3D MOL for HMDB0012459 (7 alpha,26-Dihydroxy-4-cholesten-3-one)

3D SDF for HMDB0012459 (7 alpha,26-Dihydroxy-4-cholesten-3-one)

3D-SDF for HMDB0012459 (7 alpha,26-Dihydroxy-4-cholesten-3-one)

PDB for HMDB0012459 (7 alpha,26-Dihydroxy-4-cholesten-3-one)

3D PDB for HMDB0012459 (7 alpha,26-Dihydroxy-4-cholesten-3-one)

SMILES for HMDB0012459 (7 alpha,26-Dihydroxy-4-cholesten-3-one)

INCHI for HMDB0012459 (7 alpha,26-Dihydroxy-4-cholesten-3-one)

Structure for HMDB0012459 (7 alpha,26-Dihydroxy-4-cholesten-3-one)

3D Structure for HMDB0012459 (7 alpha,26-Dihydroxy-4-cholesten-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions