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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2007-05-22 21:09:59 UTC

Update Date

2022-09-22 18:34:19 UTC

HMDB ID

HMDB0006281

Secondary Accession Numbers

HMDB06281

Metabolite Identification

Common Name

7-a,27-Dihydroxycholesterol

Description

7-a,27-Dihydroxycholesterol, also known as cholest-5-ene-3b,7a,26-triol, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Thus, 7-a,27-dihydroxycholesterol is considered to be a bile acid lipid molecule. 7-a,27-Dihydroxycholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv0541 02231220362D          

 34 37  0  0  1  0            999 V2000
   12.4247  -11.8979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9338  -11.9576    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6792  -10.8145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3351   -7.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8522   -8.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2213  -10.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5091   -9.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4662   -8.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2731   -8.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2112   -9.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6342  -10.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1493  -11.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7923  -11.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9357  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5068  -11.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6502   -9.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5068  -12.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9357  -12.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9761   -6.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5281   -7.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4043   -9.3210    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2213  -12.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7923  -12.4231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1493  -10.1056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3647  -11.1856    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9357  -11.1856    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6502  -12.4231    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6502  -11.5981    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2213  -11.5981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3647  -10.3606    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1691   -6.9672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0779  -12.8356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3647  -12.8356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8262  -10.1287    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 20  1  0  0  0  0
 21  5  1  6  0  0  0
 29  6  1  1  0  0  0
 30  7  1  1  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 20  1  0  0  0  0
 10 21  1  0  0  0  0
 24 11  1  0  0  0  0
 11 12  1  0  0  0  0
 25 12  1  0  0  0  0
 13 15  1  0  0  0  0
 13 23  1  0  0  0  0
 14 26  1  0  0  0  0
 14 16  1  0  0  0  0
 15 29  1  0  0  0  0
 16 30  1  0  0  0  0
 17 23  1  0  0  0  0
 17 22  1  0  0  0  0
 18 22  2  0  0  0  0
 18 27  1  0  0  0  0
 19 20  1  0  0  0  0
 19 31  1  0  0  0  0
 21 24  1  0  0  0  0
 22 29  1  0  0  0  0
 23 32  1  1  0  0  0
 24 30  1  0  0  0  0
 25 28  1  0  0  0  0
 25 30  1  0  0  0  0
 28 26  1  0  0  0  0
 26 29  1  0  0  0  0
 27 28  1  0  0  0  0
 27 33  1  6  0  0  0
 28  3  1  1  0  0  0
 26  2  1  6  0  0  0
 25  1  1  6  0  0  0
 24 34  1  6  0  0  0
M  END

HMDB0006281
     RDKit          3D
7-a,27-Dihydroxycholesterol
 76 79  0  0  0  0  0  0  0  0999 V2000
    5.9492    3.3665    1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3117    2.1734    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0104    2.0100   -0.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5493    0.9815   -1.7519 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4327    1.0066    1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8502   -0.2586    0.7604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570   -0.1193    0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788   -1.4481   -0.0646 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0617   -2.5745    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5672   -1.4139   -0.7609 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2329   -2.8033   -1.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317   -3.0110   -0.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092   -1.6262   -0.8604 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9952   -1.3148   -0.2069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1409   -2.2117   -0.6783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3131   -2.0700   -2.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3613   -1.6632   -0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5388   -0.4015    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8205    0.0101    0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4389    1.2011    0.1960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4107    1.7590    1.0224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4086    2.2603   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2607    1.6571   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385    0.6534    0.0006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1768    1.4221    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593    0.0771   -0.6994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1786    0.9834   -0.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1070    0.5666   -0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   -0.8952   -0.0515 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2172   -1.2502    1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0191    4.2337    0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2712    3.6057    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9129    3.0202    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2379    2.3590    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9016    2.9525   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1138    1.8145   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2416    0.4896   -2.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5195    0.8583    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9854    1.3189    2.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986   -1.0999    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4337   -0.5890   -0.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2428    0.6183   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8847    0.2030    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6265   -1.6779   -0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739   -3.2321    1.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3317   -2.1034    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9101   -3.2509    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -0.7692   -1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969   -3.5932   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794   -2.8496   -2.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7316   -3.5670   -1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3401   -3.5868    0.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6692   -1.2159   -1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -1.3308    0.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9634   -3.2700   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1003   -1.5073   -2.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1542   -2.3959    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5773   -0.8152    0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6883    0.1945    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8803    0.8223   -0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2773    1.7873    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9158    2.9818   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0892    2.8244    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7234    1.0353   -1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5938    2.4349   -1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3111    1.0397    1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0172    2.4819    0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0284    1.4238    1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7103   -0.1036   -1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    1.9406   -0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0188    1.3528   -1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176    1.0940    0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9488    0.9462   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1077   -1.2590    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3151   -2.2069    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -0.4765    1.8554 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
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 10  1  0
 29 13  1  0
 26 14  1  0
 24 18  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  6
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  6
 14 54  1  1
 15 55  1  6
 16 56  1  0
 17 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  6
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 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  6
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END


  Mrv0541 02231220362D          

 34 37  0  0  1  0            999 V2000
   12.4247  -11.8979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9338  -11.9576    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6792  -10.8145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3351   -7.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8522   -8.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2213  -10.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5091   -9.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4662   -8.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2731   -8.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2112   -9.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6342  -10.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1493  -11.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7923  -11.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9357  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5068  -11.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6502   -9.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5068  -12.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9761   -6.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5281   -7.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4043   -9.3210    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2213  -12.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7923  -12.4231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   12.3647  -11.1856    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9357  -11.1856    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6502  -12.4231    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6502  -11.5981    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2213  -11.5981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3647  -10.3606    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1691   -6.9672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0779  -12.8356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3647  -12.8356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8262  -10.1287    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 20  1  0  0  0  0
 21  5  1  6  0  0  0
 29  6  1  1  0  0  0
 30  7  1  1  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 20  1  0  0  0  0
 10 21  1  0  0  0  0
 24 11  1  0  0  0  0
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 14 26  1  0  0  0  0
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 18 22  2  0  0  0  0
 18 27  1  0  0  0  0
 19 20  1  0  0  0  0
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 25 30  1  0  0  0  0
 28 26  1  0  0  0  0
 26 29  1  0  0  0  0
 27 28  1  0  0  0  0
 27 33  1  6  0  0  0
 28  3  1  1  0  0  0
 26  2  1  6  0  0  0
 25  1  1  6  0  0  0
 24 34  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0006281

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O3/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/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1

> <INCHI_KEY>
RXMHNAKZMGJANZ-DTTSCKGMSA-N

> <FORMULA>
C27H46O3

> <MOLECULAR_WEIGHT>
418.6523

> <EXACT_MASS>
418.344695338

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
52.19183647090848

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,9S,10S,11S,14R,15R)-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

> <ALOGPS_LOGP>
4.67

> <JCHEM_LOGP>
4.601306807

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.204233421519334

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.41832287471465

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7769845688142142

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
123.90669999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7α,27-dihydroxycholesterol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006281
     RDKit          3D
7-a,27-Dihydroxycholesterol
 76 79  0  0  0  0  0  0  0  0999 V2000
    5.9492    3.3665    1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3117    2.1734    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0104    2.0100   -0.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5493    0.9815   -1.7519 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4327    1.0066    1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8502   -0.2586    0.7604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570   -0.1193    0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788   -1.4481   -0.0646 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0617   -2.5745    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5672   -1.4139   -0.7609 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2329   -2.8033   -1.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317   -3.0110   -0.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092   -1.6262   -0.8604 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9952   -1.3148   -0.2069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1409   -2.2117   -0.6783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3131   -2.0700   -2.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3613   -1.6632   -0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5388   -0.4015    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8205    0.0101    0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4389    1.2011    0.1960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4107    1.7590    1.0224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4086    2.2603   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2607    1.6571   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385    0.6534    0.0006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1768    1.4221    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593    0.0771   -0.6994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1786    0.9834   -0.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1070    0.5666   -0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   -0.8952   -0.0515 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2172   -1.2502    1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0191    4.2337    0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2712    3.6057    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9129    3.0202    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2379    2.3590    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9016    2.9525   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1138    1.8145   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2416    0.4896   -2.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5195    0.8583    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9854    1.3189    2.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986   -1.0999    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4337   -0.5890   -0.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2428    0.6183   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8847    0.2030    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6265   -1.6779   -0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739   -3.2321    1.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3317   -2.1034    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9101   -3.2509    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -0.7692   -1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969   -3.5932   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794   -2.8496   -2.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7316   -3.5670   -1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3401   -3.5868    0.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6692   -1.2159   -1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -1.3308    0.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9634   -3.2700   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1003   -1.5073   -2.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1542   -2.3959    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5773   -0.8152    0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6883    0.1945    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8803    0.8223   -0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2773    1.7873    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9158    2.9818   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0892    2.8244    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7234    1.0353   -1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5938    2.4349   -1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3111    1.0397    1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0172    2.4819    0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0284    1.4238    1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7103   -0.1036   -1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    1.9406   -0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0188    1.3528   -1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176    1.0940    0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9488    0.9462   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1077   -1.2590    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3151   -2.2069    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -0.4765    1.8554 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
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 10  1  0
 29 13  1  0
 26 14  1  0
 24 18  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  6
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  6
 14 54  1  1
 15 55  1  6
 16 56  1  0
 17 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  6
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  6
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 30 74  1  0
 30 75  1  0
 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      23.193 -22.209   0.000  0.00  0.00           H+0
HETATM    2  H   UNK     0      20.410 -22.321   0.000  0.00  0.00           H+0
HETATM    3  H   UNK     0      21.801 -20.187   0.000  0.00  0.00           H+0
HETATM    4  C   UNK     0      30.492 -13.509   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.991 -16.255   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.080 -20.110   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.350 -17.823   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.004 -15.614   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.510 -15.294   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.528 -17.079   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.451 -20.110   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.545 -21.356   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.412 -21.650   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.413 -19.340   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.746 -20.880   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.747 -18.570   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.746 -23.960   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.413 -23.960   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.955 -12.685   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.986 -13.830   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.021 -17.399   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.080 -23.190   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.412 -23.190   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.545 -18.864   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.081 -20.880   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.413 -20.880   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.747 -23.190   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.747 -21.650   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.080 -21.650   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      23.081 -19.340   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      26.449 -13.005   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      15.079 -23.960   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      23.081 -23.960   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0      25.809 -18.907   0.000  0.00  0.00           H+0
CONECT    1   25                                                            
CONECT    2   26                                                            
CONECT    3   28                                                            
CONECT    4   20                                                            
CONECT    5   21                                                            
CONECT    6   29                                                            
CONECT    7   30                                                            
CONECT    8    9   10                                                       
CONECT    9    8   20                                                       
CONECT   10    8   21                                                       
CONECT   11   24   12                                                       
CONECT   12   11   25                                                       
CONECT   13   15   23                                                       
CONECT   14   26   16                                                       
CONECT   15   13   29                                                       
CONECT   16   14   30                                                       
CONECT   17   23   22                                                       
CONECT   18   22   27                                                       
CONECT   19   20   31                                                       
CONECT   20    4    9   19                                                  
CONECT   21    5   10   24                                                  
CONECT   22   17   18   29                                                  
CONECT   23   13   17   32                                                  
CONECT   24   11   21   30   34                                             
CONECT   25   12   28   30    1                                             
CONECT   26   14   28   29    2                                             
CONECT   27   18   28   33                                                  
CONECT   28   25   26   27    3                                             
CONECT   29    6   15   22   26                                             
CONECT   30    7   16   24   25                                             
CONECT   31   19                                                            
CONECT   32   23                                                            
CONECT   33   27                                                            
CONECT   34   24                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0006281
HETATM    1  C1  UNL     1       5.949   3.366   1.084  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.312   2.173   0.356  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.010   2.010  -0.962  1.00  0.00           C  
HETATM    4  O1  UNL     1       5.549   0.981  -1.752  1.00  0.00           O  
HETATM    5  C4  UNL     1       5.433   1.007   1.287  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.850  -0.259   0.760  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.357  -0.119   0.463  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.879  -1.448  -0.065  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.062  -2.574   0.915  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.567  -1.414  -0.761  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.233  -2.803  -1.249  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.232  -3.011  -0.846  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.709  -1.626  -0.860  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.995  -1.315  -0.207  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.141  -2.212  -0.678  1.00  0.00           C  
HETATM   16  O2  UNL     1      -3.313  -2.070  -2.075  1.00  0.00           O  
HETATM   17  C15 UNL     1      -4.361  -1.663  -0.041  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.539  -0.402   0.260  1.00  0.00           C  
HETATM   19  C17 UNL     1      -5.821   0.010   0.901  1.00  0.00           C  
HETATM   20  C18 UNL     1      -6.439   1.201   0.196  1.00  0.00           C  
HETATM   21  O3  UNL     1      -7.411   1.759   1.022  1.00  0.00           O  
HETATM   22  C19 UNL     1      -5.409   2.260  -0.140  1.00  0.00           C  
HETATM   23  C20 UNL     1      -4.261   1.657  -0.918  1.00  0.00           C  
HETATM   24  C21 UNL     1      -3.539   0.653   0.001  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.177   1.422   1.248  1.00  0.00           C  
HETATM   26  C23 UNL     1      -2.359   0.077  -0.699  1.00  0.00           C  
HETATM   27  C24 UNL     1      -1.179   0.983  -0.796  1.00  0.00           C  
HETATM   28  C25 UNL     1       0.107   0.567  -0.237  1.00  0.00           C  
HETATM   29  C26 UNL     1       0.379  -0.895  -0.052  1.00  0.00           C  
HETATM   30  C27 UNL     1       0.217  -1.250   1.382  1.00  0.00           C  
HETATM   31  H1  UNL     1       6.019   4.234   0.425  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.271   3.606   1.939  1.00  0.00           H  
HETATM   33  H3  UNL     1       6.913   3.020   1.482  1.00  0.00           H  
HETATM   34  H4  UNL     1       4.238   2.359   0.164  1.00  0.00           H  
HETATM   35  H5  UNL     1       5.902   2.953  -1.553  1.00  0.00           H  
HETATM   36  H6  UNL     1       7.114   1.814  -0.814  1.00  0.00           H  
HETATM   37  H7  UNL     1       6.242   0.490  -2.235  1.00  0.00           H  
HETATM   38  H8  UNL     1       6.519   0.858   1.475  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.985   1.319   2.257  1.00  0.00           H  
HETATM   40  H10 UNL     1       4.999  -1.100   1.504  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.434  -0.589  -0.120  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.243   0.618  -0.351  1.00  0.00           H  
HETATM   43  H13 UNL     1       2.885   0.203   1.406  1.00  0.00           H  
HETATM   44  H14 UNL     1       3.627  -1.678  -0.894  1.00  0.00           H  
HETATM   45  H15 UNL     1       2.174  -3.232   1.034  1.00  0.00           H  
HETATM   46  H16 UNL     1       3.332  -2.103   1.907  1.00  0.00           H  
HETATM   47  H17 UNL     1       3.910  -3.251   0.687  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.708  -0.769  -1.680  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.897  -3.593  -0.916  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.279  -2.850  -2.381  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.732  -3.567  -1.693  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.340  -3.587   0.066  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.669  -1.216  -1.876  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.025  -1.331   0.880  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.963  -3.270  -0.410  1.00  0.00           H  
HETATM   56  H26 UNL     1      -4.100  -1.507  -2.286  1.00  0.00           H  
HETATM   57  H27 UNL     1      -5.154  -2.396   0.183  1.00  0.00           H  
HETATM   58  H28 UNL     1      -6.577  -0.815   0.834  1.00  0.00           H  
HETATM   59  H29 UNL     1      -5.688   0.194   1.998  1.00  0.00           H  
HETATM   60  H30 UNL     1      -6.880   0.822  -0.753  1.00  0.00           H  
HETATM   61  H31 UNL     1      -8.277   1.787   0.516  1.00  0.00           H  
HETATM   62  H32 UNL     1      -5.916   2.982  -0.827  1.00  0.00           H  
HETATM   63  H33 UNL     1      -5.089   2.824   0.743  1.00  0.00           H  
HETATM   64  H34 UNL     1      -4.723   1.035  -1.718  1.00  0.00           H  
HETATM   65  H35 UNL     1      -3.594   2.435  -1.283  1.00  0.00           H  
HETATM   66  H36 UNL     1      -2.311   1.040   1.785  1.00  0.00           H  
HETATM   67  H37 UNL     1      -3.017   2.482   0.965  1.00  0.00           H  
HETATM   68  H38 UNL     1      -4.028   1.424   1.965  1.00  0.00           H  
HETATM   69  H39 UNL     1      -2.710  -0.104  -1.764  1.00  0.00           H  
HETATM   70  H40 UNL     1      -1.495   1.941  -0.273  1.00  0.00           H  
HETATM   71  H41 UNL     1      -1.019   1.353  -1.856  1.00  0.00           H  
HETATM   72  H42 UNL     1       0.318   1.094   0.743  1.00  0.00           H  
HETATM   73  H43 UNL     1       0.949   0.946  -0.895  1.00  0.00           H  
HETATM   74  H44 UNL     1       1.108  -1.259   2.003  1.00  0.00           H  
HETATM   75  H45 UNL     1      -0.315  -2.207   1.558  1.00  0.00           H  
HETATM   76  H46 UNL     1      -0.459  -0.477   1.855  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   29   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   29   53
CONECT   14   15   26   54
CONECT   15   16   17   55
CONECT   16   56
CONECT   17   18   18   57
CONECT   18   19   24
CONECT   19   20   58   59
CONECT   20   21   22   60
CONECT   21   61
CONECT   22   23   62   63
CONECT   23   24   64   65
CONECT   24   25   26
CONECT   25   66   67   68
CONECT   26   27   69
CONECT   27   28   70   71
CONECT   28   29   72   73
CONECT   29   30
CONECT   30   74   75   76
END

HMDB0006281
     RDKit          3D
7-a,27-Dihydroxycholesterol
 76 79  0  0  0  0  0  0  0  0999 V2000
    5.9492    3.3665    1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3117    2.1734    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0104    2.0100   -0.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5493    0.9815   -1.7519 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4327    1.0066    1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8502   -0.2586    0.7604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570   -0.1193    0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788   -1.4481   -0.0646 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0617   -2.5745    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5672   -1.4139   -0.7609 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2329   -2.8033   -1.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317   -3.0110   -0.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092   -1.6262   -0.8604 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9952   -1.3148   -0.2069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1409   -2.2117   -0.6783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3131   -2.0700   -2.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3613   -1.6632   -0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5388   -0.4015    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8205    0.0101    0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4389    1.2011    0.1960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4107    1.7590    1.0224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4086    2.2603   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2607    1.6571   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385    0.6534    0.0006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1768    1.4221    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593    0.0771   -0.6994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1786    0.9834   -0.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1070    0.5666   -0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   -0.8952   -0.0515 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2172   -1.2502    1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0191    4.2337    0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2712    3.6057    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9129    3.0202    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2379    2.3590    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9016    2.9525   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1138    1.8145   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2416    0.4896   -2.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5195    0.8583    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9854    1.3189    2.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986   -1.0999    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4337   -0.5890   -0.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2428    0.6183   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8847    0.2030    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6265   -1.6779   -0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739   -3.2321    1.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3317   -2.1034    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9101   -3.2509    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -0.7692   -1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969   -3.5932   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794   -2.8496   -2.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7316   -3.5670   -1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3401   -3.5868    0.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6692   -1.2159   -1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -1.3308    0.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9634   -3.2700   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1003   -1.5073   -2.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1542   -2.3959    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5773   -0.8152    0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6883    0.1945    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8803    0.8223   -0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2773    1.7873    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9158    2.9818   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0892    2.8244    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7234    1.0353   -1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5938    2.4349   -1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3111    1.0397    1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0172    2.4819    0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0284    1.4238    1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7103   -0.1036   -1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    1.9406   -0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0188    1.3528   -1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176    1.0940    0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9488    0.9462   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1077   -1.2590    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3151   -2.2069    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -0.4765    1.8554 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
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 10  1  0
 29 13  1  0
 26 14  1  0
 24 18  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  6
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  6
 14 54  1  1
 15 55  1  6
 16 56  1  0
 17 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  6
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  6
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Cholestene-3beta,7alpha,26-triol	ChEBI
7-alpha,27-Dihydroxycholesterol	ChEBI
Cholest-5-ene-3beta,7alpha,26-triol	ChEBI
Cholest-5-ene-3beta,7alpha,27-triol	ChEBI
5-Cholestene-3b,7a,26-triol	Generator
5-Cholestene-3β,7α,26-triol	Generator
7-Α,27-dihydroxycholesterol	Generator
Cholest-5-ene-3b,7a,26-triol	Generator
Cholest-5-ene-3β,7α,26-triol	Generator
Cholest-5-ene-3b,7a,27-triol	Generator
Cholest-5-ene-3β,7α,27-triol	Generator
7alpha,26-Dihydroxycholesterol	HMDB
7alpha,27-Dihydroxycholesterol	HMDB
Cholest-5-ene-3,7,27-triol	HMDB
Cholest-5-ene-3- b,7-a,27-triol	HMDB
Cholest-5-ene-3-b,7-a,27-triol	HMDB
Cholest-5-ene-3-beta,7-alpha,27-triol	HMDB

Chemical Formula

C₂₇H₄₆O₃

Average Molecular Weight

418.6523

Monoisotopic Molecular Weight

418.344695338

IUPAC Name

(1S,2R,5S,9S,10S,11S,14R,15R)-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

Traditional Name

7α,27-dihydroxycholesterol

CAS Registry Number

4725-24-0

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO

InChI Identifier

InChI=1S/C27H46O3/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/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1

InChI Key

RXMHNAKZMGJANZ-DTTSCKGMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl 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

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

26-hydroxysteroid
Trihydroxy bile acid, alcohol, or derivatives
3-hydroxy-delta-5-steroid
3-hydroxysteroid
7-hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Hydroxysteroid
Delta-5-steroid
Fatty alcohol
Fatty acyl
Cyclic alcohol
Secondary alcohol
Primary alcohol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

triol (CHEBI:18431 )
7alpha-hydroxy steroid (CHEBI:18431 )
26-hydroxy steroid (CHEBI:18431 )
oxysterol (CHEBI:18431 )
Cholesterol and derivatives (C06341 )
C27 bile acids, alcohols, and derivatives (LMST04030081 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0006281)
Cell membrane (HMDB: HMDB0006281)

Biofluid or Excreta

Urine (HMDB: HMDB0006281)

Tissue substructure

Hepatic tissue (HMDB: HMDB0006281)

Cellular substructure

Extracellular (HMDB: HMDB0006281)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006281)

Source

Endogenous

Endogenous (HMDB: HMDB0006281)

Animal

Animal (HMDB: HMDB0006281)

Exogenous

Food

Food (HMDB: HMDB0006281)

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

Biochemical pathway

Metabolic pathway

Bile Acid Biosynthesis (HMDB: HMDB0006281)

bile acid biosynthesis (HMDB: HMDB0006281)

Disease pathway

Congenital Bile Acid Synthesis Defect Type II (PathBank: SMP0000314)
Congenital Bile Acid Synthesis Defect Type III (PathBank: SMP0000318)
Familial Hypercholanemia (FHCA) (PathBank: SMP0000317)
Zellweger Syndrome (PathBank: SMP0000316)
Cerebrotendinous Xanthomatosis (CTX) (PathBank: SMP0000315)
27-Hydroxylase Deficiency (PathBank: SMP0000720)

Chemical reaction

Lipid peroxidation (HMDB: HMDB0006281)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0006281)

Cellular process

Cell signaling (HMDB: HMDB0006281)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006281)

Molecular messenger

Hormone (HMDB: HMDB0006281)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006281)

Emulsifier (HMDB: HMDB0006281)

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	0.0051 g/L	ALOGPS
logP	4.67	ALOGPS
logP	4.6	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	17.42	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	123.91 m³·mol⁻¹	ChemAxon
Polarizability	52.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	204.276	31661259
DarkChem	[M-H]-	197.701	31661259
DeepCCS	[M-2H]-	245.031	30932474
DeepCCS	[M+Na]+	219.159	30932474
AllCCS	[M+H]+	208.9	32859911
AllCCS	[M+H-H2O]+	206.9	32859911
AllCCS	[M+NH4]+	210.7	32859911
AllCCS	[M+Na]+	211.3	32859911
AllCCS	[M-H]-	204.0	32859911
AllCCS	[M+Na-2H]-	206.1	32859911
AllCCS	[M+HCOO]-	208.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-a,27-Dihydroxycholesterol	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO	2805.2	Standard polar	33892256
7-a,27-Dihydroxycholesterol	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO	3511.2	Standard non polar	33892256
7-a,27-Dihydroxycholesterol	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO	3671.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-a,27-Dihydroxycholesterol,1TMS,isomer #1	CC(CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3496.1	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,1TMS,isomer #2	CC(CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3501.4	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,1TMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)CO[Si](C)(C)C	3505.3	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,2TMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)CO[Si](C)(C)C	3467.5	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,2TMS,isomer #2	CC(CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3415.3	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,2TMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)CO[Si](C)(C)C	3502.9	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,3TMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)CO[Si](C)(C)C	3399.3	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,1TBDMS,isomer #1	CC(CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3730.5	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,1TBDMS,isomer #2	CC(CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3723.0	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,1TBDMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)CO[Si](C)(C)C(C)(C)C	3765.5	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,2TBDMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)CO[Si](C)(C)C(C)(C)C	3957.7	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,2TBDMS,isomer #2	CC(CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3878.7	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,2TBDMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)CO[Si](C)(C)C(C)(C)C	3983.9	Semi standard non polar	33892256
7-a,27-Dihydroxycholesterol,3TBDMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)CO[Si](C)(C)C(C)(C)C	4106.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-a,27-Dihydroxycholesterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0139300000-221e3200779e0697d017	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-a,27-Dihydroxycholesterol GC-MS (3 TMS) - 70eV, Positive	splash10-00xr-1310149000-0a3195294de24630bcb5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-a,27-Dihydroxycholesterol 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-a,27-Dihydroxycholesterol 10V, Positive-QTOF	splash10-0ue9-0006900000-c1354f70aeba87e8bddf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 20V, Positive-QTOF	splash10-0f89-1009300000-a1e89f6c04fc2d2865d1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 40V, Positive-QTOF	splash10-062c-3029000000-d0d93103295de6ed3d2c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 10V, Negative-QTOF	splash10-014i-0006900000-6b334d55dd76faff4df8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 20V, Negative-QTOF	splash10-014j-0009400000-c2983b5dbb3cbfbf357e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 40V, Negative-QTOF	splash10-00dr-2009100000-2e80feb58d681f70a6f9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 10V, Negative-QTOF	splash10-014i-0002900000-a0815d1227c30636020c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 20V, Negative-QTOF	splash10-014i-0003900000-810b115febb00f469d25	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 40V, Negative-QTOF	splash10-014i-0003900000-558c2f025f3c29e2e952	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 10V, Positive-QTOF	splash10-0uxr-1202900000-bd6f4c8c658841ee2d20	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 20V, Positive-QTOF	splash10-001i-6359400000-afbc03ffc36e1b423024	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,27-Dihydroxycholesterol 40V, Positive-QTOF	splash10-0abi-7950000000-0145ada702a586b3b664	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB023875

KNApSAcK ID

Not Available

Chemspider ID

389810

KEGG Compound ID

C06341

BioCyc ID

Not Available

BiGG ID

48023

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440985

PDB ID

Not Available

ChEBI ID

18431

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

Not Available

Enzymes

Enzyme Details

1. Cholesterol 7-alpha-monooxygenase

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes a rate-limiting step in cholesterol catabolism and bile acid biosynthesis by introducing a hydrophilic moiety at position 7 of cholesterol. Important for cholesterol homeostasis.
Gene Name:: CYP7A1
Uniprot ID:: P22680
Molecular weight:: 57660.155

Reactions

27-Hydroxycholesterol + NADPH + Hydrogen Ion + Oxygen → 7-a,27-Dihydroxycholesterol + NADP + Water	details

Enzyme Details

2. 25-hydroxycholesterol 7-alpha-hydroxylase

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: CYP7B1
Uniprot ID:: O75881
Molecular weight:: 58255.325

Reactions

27-Hydroxycholesterol + NADPH + Oxygen → 7-a,27-Dihydroxycholesterol + NADP + Water	details
27-Hydroxycholesterol + NADPH + Hydrogen Ion + Oxygen → 7-a,27-Dihydroxycholesterol + NADP + Water	details

Enzyme Details

3. 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-a,27-Dihydroxycholesterol (HMDB0006281)

MOL for HMDB0006281 (7-a,27-Dihydroxycholesterol)

3D MOL for HMDB0006281 (7-a,27-Dihydroxycholesterol)

3D SDF for HMDB0006281 (7-a,27-Dihydroxycholesterol)

3D-SDF for HMDB0006281 (7-a,27-Dihydroxycholesterol)

PDB for HMDB0006281 (7-a,27-Dihydroxycholesterol)

3D PDB for HMDB0006281 (7-a,27-Dihydroxycholesterol)

SMILES for HMDB0006281 (7-a,27-Dihydroxycholesterol)

INCHI for HMDB0006281 (7-a,27-Dihydroxycholesterol)

Structure for HMDB0006281 (7-a,27-Dihydroxycholesterol)

3D Structure for HMDB0006281 (7-a,27-Dihydroxycholesterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions