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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:03 UTC

HMDB ID

HMDB0000520

Secondary Accession Numbers

HMDB00520

Metabolite Identification

Common Name

5a-Cholestane-3a,7a,12a,25-tetrol

Description

PE(22:1(13Z)/22:2(13Z,16Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/22:2(13Z,16Z)), in particular, consists of one 13Z-docosenoyl chain to the C-1 atom, and one 13Z,16Z-docosadienoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.

Structure

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


  Mrv0541 02231218342D          

 35 38  0  0  1  0            999 V2000
   12.4622   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4622   -9.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1767   -8.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1767  -10.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8911   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6057  -10.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3201   -9.0806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0346   -8.6681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8191   -8.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3040   -8.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8191   -7.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0742   -6.8035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4908   -6.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7043   -5.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5012   -5.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7147   -4.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5116   -4.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9178   -4.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8810   -6.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346   -7.8431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0346   -7.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -7.4306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6057   -7.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6057   -8.6681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8911   -9.0806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8911   -8.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7478  -10.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346  -10.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -6.6056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9282   -3.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8911  -10.7306    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6057   -9.4931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -8.2556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346   -9.4931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  1  0  0  0
 12 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  1  0  0  0
  1 28  1  6  0  0  0
  7 29  1  6  0  0  0
 23 30  1  6  0  0  0
 17 31  1  0  0  0  0
  5 32  1  6  0  0  0
 25 33  1  6  0  0  0
  8 34  1  1  0  0  0
  9 35  1  6  0  0  0
M  END

HMDB0000520
     RDKit          3D
5a-Cholestane-3a,7a,12a,25-tetrol
 79 82  0  0  0  0  0  0  0  0999 V2000
    3.1019    2.1571   -2.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3857    1.6551   -0.8336 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4224    1.4221    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5112    0.4507   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5095    0.3615    1.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6048   -0.6355    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5605   -0.6963    1.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0106   -1.9982    0.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2261   -0.1484   -0.4703 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3347    0.7355   -1.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744   -0.5299   -1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2996   -1.3842   -1.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6098   -0.4342   -1.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7578   -0.9000   -0.2554 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4622    0.3741    0.2388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6105    1.0493    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3123    1.4442    0.5817 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4884    2.5506   -0.2435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636    0.3050   -0.0851 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0279   -0.5749    0.9012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8553    0.0641    0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0154   -1.0626    1.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5067    1.3197    1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9637    1.1847    1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6583    0.0684    0.7621 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9634    0.5268    0.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0488   -0.4390   -0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026   -0.1726   -0.6788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8997   -1.1432   -1.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7090   -1.8116   -0.9665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0734   -2.5170   -2.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9442    2.8188   -1.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969    2.7869   -2.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3932    1.3166   -2.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8496    2.6436   -0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0653    1.2041    1.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9578    2.4215    0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208    0.7383   -1.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2083   -0.5932   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9372    1.3325    1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363   -0.0769    1.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3418    0.1011    2.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5953   -0.6042    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4175   -1.6769    2.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6405   -2.0501   -0.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1394   -2.2085    1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7933   -2.7571    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8354    0.5994   -0.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6177    1.3231   -1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3826   -1.1732   -1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7296   -0.3098   -2.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957   -2.2691   -1.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0096   -1.7144   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9167    0.3731   -1.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4417   -1.4112    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060    1.0335   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713    0.5054    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1096    2.0224    1.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3609    1.7928    1.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9677    2.3432   -1.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.8753    0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -0.0031    1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4545   -1.4798    1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4451   -0.6825    2.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0780   -1.5628    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193   -1.8539    1.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0140    1.6556    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3451    2.1084    0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1469    1.0698    2.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4527    2.1774    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8507   -0.7790    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4329   -0.0726   -0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1909   -1.5591   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6117   -0.0738   -1.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5245    0.8326   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5990   -0.7169   -2.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6371   -1.9532   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -2.6126   -0.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651   -3.3526   -1.6790 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  2 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
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 19 20  1  1
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  3 37  1  0
  4 38  1  0
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  8 45  1  0
  8 46  1  0
  8 47  1  0
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 11 51  1  0
 12 52  1  0
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 13 54  1  6
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 22 64  1  0
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 23 67  1  0
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 25 71  1  1
 26 72  1  0
 27 73  1  0
 27 74  1  0
 28 75  1  6
 29 76  1  0
 29 77  1  0
 30 78  1  1
 31 79  1  0
M  END


  Mrv0541 02231218342D          

 35 38  0  0  1  0            999 V2000
   12.4622   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4622   -9.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1767   -8.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1767  -10.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8911   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6057  -10.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3201   -9.0806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0346   -8.6681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8191   -8.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3040   -8.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8191   -7.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0742   -6.8035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4908   -6.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7043   -5.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5012   -5.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7147   -4.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5116   -4.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9178   -4.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8810   -6.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346   -7.8431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0346   -7.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -7.4306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6057   -7.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6057   -8.6681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8911   -9.0806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8911   -8.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7478  -10.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346  -10.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -6.6056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9282   -3.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8911  -10.7306    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6057   -9.4931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -8.2556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346   -9.4931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  1  0  0  0
 12 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  1  0  0  0
  1 28  1  6  0  0  0
  7 29  1  6  0  0  0
 23 30  1  6  0  0  0
 17 31  1  0  0  0  0
  5 32  1  6  0  0  0
 25 33  1  6  0  0  0
  8 34  1  1  0  0  0
  9 35  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000520

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H48O4/c1-16(7-6-11-25(2,3)31)19-8-9-20-24-21(15-23(30)27(19,20)5)26(4)12-10-18(28)13-17(26)14-22(24)29/h16-24,28-31H,6-15H2,1-5H3/t16-,17-,18-,19?,20+,21+,22-,23+,24+,26+,27-/m1/s1

> <INCHI_KEY>
NTIXPPFPXLYJCT-SUGKMTRFSA-N

> <FORMULA>
C27H48O4

> <MOLECULAR_WEIGHT>
436.6676

> <EXACT_MASS>
436.355260024

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
53.420560762635176

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
3.5077779629999988

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.530768466611097

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.2963399055959

> <JCHEM_PKA_STRONGEST_BASIC>
-0.12586972084882098

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
124.71060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000520
     RDKit          3D
5a-Cholestane-3a,7a,12a,25-tetrol
 79 82  0  0  0  0  0  0  0  0999 V2000
    3.1019    2.1571   -2.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3857    1.6551   -0.8336 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4224    1.4221    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5112    0.4507   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5095    0.3615    1.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6048   -0.6355    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5605   -0.6963    1.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0106   -1.9982    0.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2261   -0.1484   -0.4703 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3347    0.7355   -1.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744   -0.5299   -1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2996   -1.3842   -1.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6098   -0.4342   -1.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7578   -0.9000   -0.2554 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4622    0.3741    0.2388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6105    1.0493    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3123    1.4442    0.5817 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4884    2.5506   -0.2435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636    0.3050   -0.0851 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0279   -0.5749    0.9012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8553    0.0641    0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0154   -1.0626    1.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5067    1.3197    1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9637    1.1847    1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6583    0.0684    0.7621 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9634    0.5268    0.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0488   -0.4390   -0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026   -0.1726   -0.6788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8997   -1.1432   -1.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7090   -1.8116   -0.9665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0734   -2.5170   -2.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9442    2.8188   -1.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969    2.7869   -2.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3932    1.3166   -2.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8496    2.6436   -0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0653    1.2041    1.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9578    2.4215    0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208    0.7383   -1.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2083   -0.5932   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9372    1.3325    1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363   -0.0769    1.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3418    0.1011    2.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5953   -0.6042    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4175   -1.6769    2.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6405   -2.0501   -0.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1394   -2.2085    1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7933   -2.7571    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8354    0.5994   -0.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6177    1.3231   -1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3826   -1.1732   -1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7296   -0.3098   -2.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957   -2.2691   -1.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0096   -1.7144   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9167    0.3731   -1.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4417   -1.4112    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060    1.0335   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713    0.5054    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1096    2.0224    1.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3609    1.7928    1.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9677    2.3432   -1.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.8753    0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -0.0031    1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4545   -1.4798    1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4451   -0.6825    2.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0780   -1.5628    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193   -1.8539    1.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0140    1.6556    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3451    2.1084    0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1469    1.0698    2.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4527    2.1774    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8507   -0.7790    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4329   -0.0726   -0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1909   -1.5591   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6117   -0.0738   -1.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5245    0.8326   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5990   -0.7169   -2.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6371   -1.9532   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -2.6126   -0.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651   -3.3526   -1.6790 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  2 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
 17 19  1  0
 19 20  1  1
 15 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 19 10  1  0
 28 21  1  0
 19 13  1  0
 30 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  6
 14 55  1  1
 15 56  1  6
 16 57  1  0
 16 58  1  0
 17 59  1  1
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 25 71  1  1
 26 72  1  0
 27 73  1  0
 27 74  1  0
 28 75  1  6
 29 76  1  0
 29 77  1  0
 30 78  1  1
 31 79  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  C   UNK     0      23.263 -18.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.263 -16.950   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.597 -16.180   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.597 -19.260   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.930 -18.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.264 -19.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.598 -18.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.598 -16.950   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.931 -16.180   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.396 -16.656   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.301 -15.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.396 -14.165   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.872 -12.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.783 -11.611   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.181 -10.123   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.669  -9.725   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.067  -8.237   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.555  -8.636   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.580  -7.839   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.378 -12.380   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.931 -14.640   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.931 -13.100   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.598 -13.870   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      27.264 -14.640   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.264 -16.180   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.930 -16.950   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.930 -15.410   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      21.929 -19.260   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      29.931 -19.260   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      28.598 -12.330   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      33.466  -6.750   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0      25.930 -20.030   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      27.264 -17.720   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      28.598 -15.410   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      29.931 -17.720   0.000  0.00  0.00           H+0
CONECT    1    2    4   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2   26                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   26   32                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   29                                                  
CONECT    8    7    9   25   34                                             
CONECT    9    8   10   21   35                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   31                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   13                                                            
CONECT   21   12    9   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24    8   26   33                                             
CONECT   26   25    3    5   27                                             
CONECT   27   26                                                            
CONECT   28    1                                                            
CONECT   29    7                                                            
CONECT   30   23                                                            
CONECT   31   17                                                            
CONECT   32    5                                                            
CONECT   33   25                                                            
CONECT   34    8                                                            
CONECT   35    9                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0000520
HETATM    1  C1  UNL     1       3.102   2.157  -2.108  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.386   1.655  -0.834  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.422   1.422   0.167  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.511   0.451  -0.143  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.510   0.362   1.030  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.605  -0.635   0.682  1.00  0.00           C  
HETATM    7  C7  UNL     1       7.560  -0.696   1.850  1.00  0.00           C  
HETATM    8  C8  UNL     1       6.011  -1.998   0.396  1.00  0.00           C  
HETATM    9  O1  UNL     1       7.226  -0.148  -0.470  1.00  0.00           O  
HETATM   10  C9  UNL     1       1.335   0.735  -1.169  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.574  -0.530  -1.887  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.300  -1.384  -1.683  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.610  -0.434  -1.026  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.758  -0.900  -0.255  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.462   0.374   0.239  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.611   1.049   1.240  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.312   1.444   0.582  1.00  0.00           C  
HETATM   18  O2  UNL     1      -0.488   2.551  -0.244  1.00  0.00           O  
HETATM   19  C17 UNL     1       0.364   0.305  -0.085  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.028  -0.575   0.901  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.855   0.064   0.642  1.00  0.00           C  
HETATM   22  C20 UNL     1      -4.015  -1.063   1.600  1.00  0.00           C  
HETATM   23  C21 UNL     1      -4.507   1.320   1.218  1.00  0.00           C  
HETATM   24  C22 UNL     1      -5.964   1.185   1.447  1.00  0.00           C  
HETATM   25  C23 UNL     1      -6.658   0.068   0.762  1.00  0.00           C  
HETATM   26  O3  UNL     1      -7.963   0.527   0.453  1.00  0.00           O  
HETATM   27  C24 UNL     1      -6.049  -0.439  -0.476  1.00  0.00           C  
HETATM   28  C25 UNL     1      -4.603  -0.173  -0.679  1.00  0.00           C  
HETATM   29  C26 UNL     1      -3.900  -1.143  -1.557  1.00  0.00           C  
HETATM   30  C27 UNL     1      -2.709  -1.812  -0.967  1.00  0.00           C  
HETATM   31  O4  UNL     1      -2.073  -2.517  -2.019  1.00  0.00           O  
HETATM   32  H1  UNL     1       3.944   2.819  -1.823  1.00  0.00           H  
HETATM   33  H2  UNL     1       2.397   2.787  -2.700  1.00  0.00           H  
HETATM   34  H3  UNL     1       3.393   1.317  -2.745  1.00  0.00           H  
HETATM   35  H4  UNL     1       1.850   2.644  -0.513  1.00  0.00           H  
HETATM   36  H5  UNL     1       3.065   1.204   1.198  1.00  0.00           H  
HETATM   37  H6  UNL     1       3.958   2.422   0.313  1.00  0.00           H  
HETATM   38  H7  UNL     1       5.121   0.738  -1.025  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.208  -0.593  -0.307  1.00  0.00           H  
HETATM   40  H9  UNL     1       5.937   1.333   1.274  1.00  0.00           H  
HETATM   41  H10 UNL     1       4.936  -0.077   1.872  1.00  0.00           H  
HETATM   42  H11 UNL     1       7.342   0.101   2.600  1.00  0.00           H  
HETATM   43  H12 UNL     1       8.595  -0.604   1.460  1.00  0.00           H  
HETATM   44  H13 UNL     1       7.417  -1.677   2.387  1.00  0.00           H  
HETATM   45  H14 UNL     1       5.641  -2.050  -0.639  1.00  0.00           H  
HETATM   46  H15 UNL     1       5.139  -2.209   1.066  1.00  0.00           H  
HETATM   47  H16 UNL     1       6.793  -2.757   0.587  1.00  0.00           H  
HETATM   48  H17 UNL     1       7.835   0.599  -0.244  1.00  0.00           H  
HETATM   49  H18 UNL     1       0.618   1.323  -1.878  1.00  0.00           H  
HETATM   50  H19 UNL     1       2.383  -1.173  -1.590  1.00  0.00           H  
HETATM   51  H20 UNL     1       1.730  -0.310  -2.977  1.00  0.00           H  
HETATM   52  H21 UNL     1       0.496  -2.269  -1.063  1.00  0.00           H  
HETATM   53  H22 UNL     1       0.010  -1.714  -2.700  1.00  0.00           H  
HETATM   54  H23 UNL     1      -0.917   0.373  -1.754  1.00  0.00           H  
HETATM   55  H24 UNL     1      -1.442  -1.411   0.672  1.00  0.00           H  
HETATM   56  H25 UNL     1      -2.506   1.034  -0.672  1.00  0.00           H  
HETATM   57  H26 UNL     1      -1.471   0.505   2.179  1.00  0.00           H  
HETATM   58  H27 UNL     1      -2.110   2.022   1.524  1.00  0.00           H  
HETATM   59  H28 UNL     1       0.361   1.793   1.414  1.00  0.00           H  
HETATM   60  H29 UNL     1      -0.968   2.343  -1.072  1.00  0.00           H  
HETATM   61  H30 UNL     1       2.054  -0.875   0.607  1.00  0.00           H  
HETATM   62  H31 UNL     1       1.123  -0.003   1.873  1.00  0.00           H  
HETATM   63  H32 UNL     1       0.454  -1.480   1.214  1.00  0.00           H  
HETATM   64  H33 UNL     1      -4.445  -0.683   2.573  1.00  0.00           H  
HETATM   65  H34 UNL     1      -3.078  -1.563   1.875  1.00  0.00           H  
HETATM   66  H35 UNL     1      -4.719  -1.854   1.276  1.00  0.00           H  
HETATM   67  H36 UNL     1      -4.014   1.656   2.146  1.00  0.00           H  
HETATM   68  H37 UNL     1      -4.345   2.108   0.432  1.00  0.00           H  
HETATM   69  H38 UNL     1      -6.147   1.070   2.556  1.00  0.00           H  
HETATM   70  H39 UNL     1      -6.453   2.177   1.216  1.00  0.00           H  
HETATM   71  H40 UNL     1      -6.851  -0.779   1.486  1.00  0.00           H  
HETATM   72  H41 UNL     1      -8.433  -0.073  -0.151  1.00  0.00           H  
HETATM   73  H42 UNL     1      -6.191  -1.559  -0.520  1.00  0.00           H  
HETATM   74  H43 UNL     1      -6.612  -0.074  -1.386  1.00  0.00           H  
HETATM   75  H44 UNL     1      -4.524   0.833  -1.196  1.00  0.00           H  
HETATM   76  H45 UNL     1      -3.599  -0.717  -2.552  1.00  0.00           H  
HETATM   77  H46 UNL     1      -4.637  -1.953  -1.819  1.00  0.00           H  
HETATM   78  H47 UNL     1      -3.070  -2.613  -0.287  1.00  0.00           H  
HETATM   79  H48 UNL     1      -1.665  -3.353  -1.679  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   10   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7    8    9
CONECT    7   42   43   44
CONECT    8   45   46   47
CONECT    9   48
CONECT   10   11   19   49
CONECT   11   12   50   51
CONECT   12   13   52   53
CONECT   13   14   19   54
CONECT   14   15   30   55
CONECT   15   16   21   56
CONECT   16   17   57   58
CONECT   17   18   19   59
CONECT   18   60
CONECT   19   20
CONECT   20   61   62   63
CONECT   21   22   23   28
CONECT   22   64   65   66
CONECT   23   24   67   68
CONECT   24   25   69   70
CONECT   25   26   27   71
CONECT   26   72
CONECT   27   28   73   74
CONECT   28   29   75
CONECT   29   30   76   77
CONECT   30   31   78
CONECT   31   79
END

HMDB0000520
     RDKit          3D
5a-Cholestane-3a,7a,12a,25-tetrol
 79 82  0  0  0  0  0  0  0  0999 V2000
    3.1019    2.1571   -2.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3857    1.6551   -0.8336 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4224    1.4221    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5112    0.4507   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5095    0.3615    1.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6048   -0.6355    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5605   -0.6963    1.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0106   -1.9982    0.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2261   -0.1484   -0.4703 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3347    0.7355   -1.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744   -0.5299   -1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2996   -1.3842   -1.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6098   -0.4342   -1.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7578   -0.9000   -0.2554 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4622    0.3741    0.2388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6105    1.0493    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3123    1.4442    0.5817 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4884    2.5506   -0.2435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636    0.3050   -0.0851 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0279   -0.5749    0.9012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8553    0.0641    0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0154   -1.0626    1.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5067    1.3197    1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9637    1.1847    1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6583    0.0684    0.7621 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9634    0.5268    0.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0488   -0.4390   -0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026   -0.1726   -0.6788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8997   -1.1432   -1.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7090   -1.8116   -0.9665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0734   -2.5170   -2.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9442    2.8188   -1.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969    2.7869   -2.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3932    1.3166   -2.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8496    2.6436   -0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0653    1.2041    1.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9578    2.4215    0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208    0.7383   -1.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2083   -0.5932   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9372    1.3325    1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363   -0.0769    1.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3418    0.1011    2.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5953   -0.6042    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4175   -1.6769    2.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6405   -2.0501   -0.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1394   -2.2085    1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7933   -2.7571    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8354    0.5994   -0.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6177    1.3231   -1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3826   -1.1732   -1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7296   -0.3098   -2.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957   -2.2691   -1.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0096   -1.7144   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9167    0.3731   -1.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4417   -1.4112    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060    1.0335   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713    0.5054    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1096    2.0224    1.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3609    1.7928    1.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9677    2.3432   -1.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.8753    0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -0.0031    1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4545   -1.4798    1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4451   -0.6825    2.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0780   -1.5628    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193   -1.8539    1.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0140    1.6556    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3451    2.1084    0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1469    1.0698    2.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4527    2.1774    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8507   -0.7790    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4329   -0.0726   -0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1909   -1.5591   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6117   -0.0738   -1.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5245    0.8326   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5990   -0.7169   -2.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6371   -1.9532   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -2.6126   -0.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651   -3.3526   -1.6790 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  2 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
 17 19  1  0
 19 20  1  1
 15 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 19 10  1  0
 28 21  1  0
 19 13  1  0
 30 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  6
 14 55  1  1
 15 56  1  6
 16 57  1  0
 16 58  1  0
 17 59  1  1
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 25 71  1  1
 26 72  1  0
 27 73  1  0
 27 74  1  0
 28 75  1  6
 29 76  1  0
 29 77  1  0
 30 78  1  1
 31 79  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₈O₄

Average Molecular Weight

436.6676

Monoisotopic Molecular Weight

436.355260024

IUPAC Name

(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol

Traditional Name

(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol

CAS Registry Number

60257-29-6

SMILES

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

InChI Identifier

InChI=1S/C27H48O4/c1-16(7-6-11-25(2,3)31)19-8-9-20-24-21(15-23(30)27(19,20)5)26(4)12-10-18(28)13-17(26)14-22(24)29/h16-24,28-31H,6-15H2,1-5H3/t16-,17-,18-,19?,20+,21+,22-,23+,24+,26+,27-/m1/s1

InChI Key

NTIXPPFPXLYJCT-SUGKMTRFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

Phosphatidylethanolamines

Alternative Parents

Substituents

Diacylglycero-3-phosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Primary aliphatic amine
Organic nitrogen compound
Primary amine
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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	0.021 g/L	ALOGPS
logP	3.64	ALOGPS
logP	3.51	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-0.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	124.71 m³·mol⁻¹	ChemAxon
Polarizability	53.42 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	202.365	31661259
DarkChem	[M-H]-	198.282	31661259
AllCCS	[M+H]+	211.179	32859911
AllCCS	[M-H]-	206.812	32859911
DeepCCS	[M-2H]-	242.861	30932474
DeepCCS	[M+Na]+	216.635	30932474
AllCCS	[M+H]+	211.2	32859911
AllCCS	[M+H-H2O]+	209.4	32859911
AllCCS	[M+NH4]+	212.8	32859911
AllCCS	[M+Na]+	213.3	32859911
AllCCS	[M-H]-	206.8	32859911
AllCCS	[M+Na-2H]-	209.1	32859911
AllCCS	[M+HCOO]-	211.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5a-Cholestane-3a,7a,12a,25-tetrol	[H][C@@]12CCC([C@H](C)CCCC(C)(C)O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2([H])C[C@H](O)CC[C@]12C	3028.3	Standard polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol	[H][C@@]12CCC([C@H](C)CCCC(C)(C)O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2([H])C[C@H](O)CC[C@]12C	3460.7	Standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol	[H][C@@]12CCC([C@H](C)CCCC(C)(C)O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2([H])C[C@H](O)CC[C@]12C	3747.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5a-Cholestane-3a,7a,12a,25-tetrol,1TMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O	3590.5	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,1TMS,isomer #2	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O	3451.1	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,1TMS,isomer #3	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O[Si](C)(C)C	3422.9	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,1TMS,isomer #4	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@H]1C[C@H]3O	3508.5	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O	3569.1	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TMS,isomer #2	C[C@H](CCCC(C)(C)O[Si](C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@H]1C[C@H]3O	3611.6	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TMS,isomer #3	C[C@H](CCCC(C)(C)O[Si](C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O[Si](C)(C)C	3532.5	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TMS,isomer #4	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@H]1C[C@H]3O	3397.0	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TMS,isomer #5	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O[Si](C)(C)C	3354.8	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TMS,isomer #6	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@H]1C[C@H]3O[Si](C)(C)C	3383.0	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,3TMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@H]1C[C@H]3O	3553.7	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,3TMS,isomer #2	C[C@H](CCCC(C)(C)O[Si](C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O[Si](C)(C)C	3495.5	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,3TMS,isomer #3	C[C@H](CCCC(C)(C)O[Si](C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@H]1C[C@H]3O[Si](C)(C)C	3515.0	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,3TMS,isomer #4	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@H]1C[C@H]3O[Si](C)(C)C	3331.3	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,4TMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@H]1C[C@H]3O[Si](C)(C)C	3488.2	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,1TBDMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O	3835.5	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,1TBDMS,isomer #2	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O	3689.6	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,1TBDMS,isomer #3	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3653.2	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,1TBDMS,isomer #4	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1C[C@H]3O	3732.2	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TBDMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O	4044.1	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TBDMS,isomer #2	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1C[C@H]3O	4085.4	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TBDMS,isomer #3	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3976.5	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TBDMS,isomer #4	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1C[C@H]3O	3865.4	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TBDMS,isomer #5	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3804.9	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,2TBDMS,isomer #6	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3828.4	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,3TBDMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1C[C@H]3O	4246.5	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,3TBDMS,isomer #2	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	4147.8	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,3TBDMS,isomer #3	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	4168.5	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,3TBDMS,isomer #4	C[C@H](CCCC(C)(C)O)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3987.6	Semi standard non polar	33892256
5a-Cholestane-3a,7a,12a,25-tetrol,4TBDMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	4338.9	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 - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05tf-1359600000-1747b22b3f90d3c35e0b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (3 TMS) - 70eV, Positive	splash10-000i-2213149000-43e90641c74a19f1342c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	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 - 5a-Cholestane-3a,7a,12a,25-tetrol 10V, Positive-QTOF	splash10-0uxr-0000900000-ce7599af15d682b569c4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 20V, Positive-QTOF	splash10-0udi-1005900000-372cbf89a7b70f683e60	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 40V, Positive-QTOF	splash10-0f7a-2209200000-de49d287713beec95040	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 10V, Negative-QTOF	splash10-00kr-0001900000-f8627b8fe61026d323ea	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 20V, Negative-QTOF	splash10-014r-0002900000-e0dbc20b7cbe891c1ef9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 40V, Negative-QTOF	splash10-0uy0-2017900000-ec2da6f1ebd80a8be486	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 10V, Positive-QTOF	splash10-0uxr-0000900000-81dc7683e8b855b09268	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 20V, Positive-QTOF	splash10-0uy3-9341800000-1711382d69cde541d9c0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 40V, Positive-QTOF	splash10-06dl-9541000000-a677d774d756984bcfbe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 10V, Negative-QTOF	splash10-000i-0000900000-0c413525e4be8a74c95d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 20V, Negative-QTOF	splash10-000i-0000900000-b784a40deea18fdfbec8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholestane-3a,7a,12a,25-tetrol 40V, Negative-QTOF	splash10-0019-0002900000-adc87c711789da9837e3	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Inflammatory bowel disease	26848182	details

Associated Disorders and Diseases

Disease References

Inflammatory bowel disease
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB026726

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Wang, Ming Yao; Elliott, William H. Bile acids. LXXVII. Large-scale preparation of 5a-anhydrocyprinol from carp bile. Preparative Biochemistry (1985), 15(4), 191-209.

Material Safety Data Sheet (MSDS)

Not Available

General References

Shimazu K, Kuwabara M, Yoshii M, Kihira K, Takeuchi H, Nakano I, Ozawa S, Onuki M, Hatta Y, Hoshita T: Bile alcohol profiles in bile, urine, and feces of a patient with cerebrotendinous xanthomatosis. J Biochem. 1986 Feb;99(2):477-83. [PubMed:3700361 ]
Batta AK, Salen G, Shefer S, Tint GS, Batta M: Increased plasma bile alcohol glucuronides in patients with cerebrotendinous xanthomatosis: effect of chenodeoxycholic acid. J Lipid Res. 1987 Aug;28(8):1006-12. [PubMed:3668385 ]

Showing metabocard for 5a-Cholestane-3a,7a,12a,25-tetrol (HMDB0000520)

MOL for HMDB0000520 (5a-Cholestane-3a,7a,12a,25-tetrol)

3D MOL for HMDB0000520 (5a-Cholestane-3a,7a,12a,25-tetrol)

3D SDF for HMDB0000520 (5a-Cholestane-3a,7a,12a,25-tetrol)

3D-SDF for HMDB0000520 (5a-Cholestane-3a,7a,12a,25-tetrol)

PDB for HMDB0000520 (5a-Cholestane-3a,7a,12a,25-tetrol)

3D PDB for HMDB0000520 (5a-Cholestane-3a,7a,12a,25-tetrol)

SMILES for HMDB0000520 (5a-Cholestane-3a,7a,12a,25-tetrol)

INCHI for HMDB0000520 (5a-Cholestane-3a,7a,12a,25-tetrol)

Structure for HMDB0000520 (5a-Cholestane-3a,7a,12a,25-tetrol)

3D Structure for HMDB0000520 (5a-Cholestane-3a,7a,12a,25-tetrol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra