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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 06:55:06 UTC

Update Date

2022-03-07 02:49:19 UTC

HMDB ID

HMDB0003896

Secondary Accession Numbers

HMDB03896

Metabolite Identification

Common Name

7-Dehydrodesmosterol

Description

7-Dehydrodesmosterol is a sterol intermediate in the biosynthesis of steroids. 7-Dehydrodesmosterol is a substrate of the enzyme 24-dehydrocholesterol reductase (EC:1.3.1.72), an important enzyme in the biosynthesis of Cholesterol. Cholesterol is synthesized from either Lathosterol, 7-Dehydrocholesterol, Desmosterol or Cholestenol by the enzyme 3beta-hydroxysterol delta7 reductase (EC 1.3.1.21, Dhcr7). The Smith-Lemli-Opitz syndrome (SLOS, OMIM 270400 ) is caused by a genetic defect in cholesterol biosynthesis; mutations in the enzyme 3beta-hydroxysterol delta7 reductase lead to a failure of cholesterol synthesis, with an accumulation of precursor sterols, such as 7-Dehydrodesmosterol. SLOS results in craniofacial, limb as well as major organ defects, including the brain. In individuals with this syndrome, mental retardation, as well as other CNS dysfunction, is almost 100% prevalent. (PMID: 15862627 , 17197219 ).

Structure

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


  Mrv1652306222023592D          

 33 36  0  0  1  0            999 V2000
   -2.4048    2.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2767    3.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876    2.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5533    2.2692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -0.5086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    0.8111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685   -0.5835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18  7  2  0  0  0  0
 19  3  1  1  0  0  0
 19  8  1  0  0  0  0
 20  9  2  0  0  0  0
 20 17  1  0  0  0  0
 21 13  1  0  0  0  0
 21 17  1  0  0  0  0
 22 10  2  0  0  0  0
 23 11  1  0  0  0  0
 23 19  1  6  0  0  0
 24 12  1  0  0  0  0
 24 22  1  0  0  0  0
 25 14  1  0  0  0  0
 25 22  1  0  0  0  0
 26  4  1  6  0  0  0
 26 15  1  0  0  0  0
 26 20  1  0  0  0  0
 26 25  1  0  0  0  0
 27  5  1  6  0  0  0
 27 16  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 21 28  1  6  0  0  0
 19 29  1  6  0  0  0
 21 30  1  1  0  0  0
 23 31  1  1  0  0  0
 24 32  1  1  0  0  0
 25 33  1  1  0  0  0
M  END

HMDB0003896
     RDKit          3D
7-Dehydrodesmosterol
 70 73  0  0  0  0  0  0  0  0999 V2000
    6.4651    1.1912    2.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4999    0.8282    0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6246    1.4033    0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771    0.0417    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011   -0.4853    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137   -0.0653    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674   -0.5693   -0.5940 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9574   -2.0614   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6481    0.0035   -1.2310 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4991   -0.5519   -2.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210   -0.8613   -2.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    0.0242   -1.7642 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9079   -0.3417   -1.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494   -1.4290   -1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412   -1.6559   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3623   -0.7909   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7308   -1.1348    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5647    0.1314    0.5653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6532    0.6097    1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9455    1.1422   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6470    1.6249    0.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915    0.4459    0.3620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4233    0.2427    1.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525    0.7739   -0.3819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3805    1.4681    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0360    0.8932    0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490   -0.1614   -0.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0245   -1.4912    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5430    0.2517    2.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5278    1.7404    2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3477    1.7973    2.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4779    0.7144    0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9383    2.3754    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2796    1.6395   -0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6735   -0.1739   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -1.5940    1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533   -0.0790    2.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1147    1.0488    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4173   -0.3805    1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7202   -0.1821   -1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034   -2.5390   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652   -2.3933   -1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0746   -2.5128    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327    1.1025   -1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7459    0.2035   -3.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.4165   -2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3286   -0.5419   -3.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1826   -1.9408   -2.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5259    1.0690   -2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1293   -2.1595   -2.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628   -2.6021   -1.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6350   -1.6456    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2427   -1.8258   -0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6026   -0.0851    0.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4432    1.2076    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6691    0.6189   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6092    2.0131   -0.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9391    1.9853    1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2550    2.4397   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5087    1.2029    2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4523   -0.1943    2.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760   -0.4719    2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924    1.5091   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7641    1.5986    1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856    2.5438    0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667    1.6910    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1737    0.4542    1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2328   -2.2857   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241   -1.8627    0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463   -1.3507    0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  6
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  6
 14 50  1  0
 15 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  6
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  6
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
M  END


  Mrv1652306222023592D          

 33 36  0  0  1  0            999 V2000
   -2.4048    2.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2767    3.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876    2.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5533    2.2692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -0.5086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    0.8111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685   -0.5835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18  7  2  0  0  0  0
 19  3  1  1  0  0  0
 19  8  1  0  0  0  0
 20  9  2  0  0  0  0
 20 17  1  0  0  0  0
 21 13  1  0  0  0  0
 21 17  1  0  0  0  0
 22 10  2  0  0  0  0
 23 11  1  0  0  0  0
 23 19  1  6  0  0  0
 24 12  1  0  0  0  0
 24 22  1  0  0  0  0
 25 14  1  0  0  0  0
 25 22  1  0  0  0  0
 26  4  1  6  0  0  0
 26 15  1  0  0  0  0
 26 20  1  0  0  0  0
 26 25  1  0  0  0  0
 27  5  1  6  0  0  0
 27 16  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 21 28  1  6  0  0  0
 19 29  1  6  0  0  0
 21 30  1  1  0  0  0
 23 31  1  1  0  0  0
 24 32  1  1  0  0  0
 25 33  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0003896

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=CC=C4C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9-10,19,21,23-25,28H,6,8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
RUSSPKPUXDSHNC-DDPQNLDTSA-N

> <FORMULA>
C27H42O

> <MOLECULAR_WEIGHT>
382.6218

> <EXACT_MASS>
382.323565966

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
48.87272426542275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

> <ALOGPS_LOGP>
7.46

> <JCHEM_LOGP>
6.301730068000001

> <ALOGPS_LOGS>
-5.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.270805421445605

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3681497086596925

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
122.31649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.40e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0003896
     RDKit          3D
7-Dehydrodesmosterol
 70 73  0  0  0  0  0  0  0  0999 V2000
    6.4651    1.1912    2.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4999    0.8282    0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6246    1.4033    0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771    0.0417    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011   -0.4853    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137   -0.0653    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674   -0.5693   -0.5940 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9574   -2.0614   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6481    0.0035   -1.2310 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4991   -0.5519   -2.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210   -0.8613   -2.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    0.0242   -1.7642 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9079   -0.3417   -1.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494   -1.4290   -1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412   -1.6559   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3623   -0.7909   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7308   -1.1348    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5647    0.1314    0.5653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6532    0.6097    1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9455    1.1422   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6470    1.6249    0.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915    0.4459    0.3620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4233    0.2427    1.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525    0.7739   -0.3819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3805    1.4681    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0360    0.8932    0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490   -0.1614   -0.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0245   -1.4912    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5430    0.2517    2.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5278    1.7404    2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3477    1.7973    2.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4779    0.7144    0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9383    2.3754    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2796    1.6395   -0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6735   -0.1739   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -1.5940    1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533   -0.0790    2.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1147    1.0488    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4173   -0.3805    1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7202   -0.1821   -1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034   -2.5390   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652   -2.3933   -1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0746   -2.5128    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327    1.1025   -1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7459    0.2035   -3.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.4165   -2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3286   -0.5419   -3.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1826   -1.9408   -2.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5259    1.0690   -2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1293   -2.1595   -2.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628   -2.6021   -1.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6350   -1.6456    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2427   -1.8258   -0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6026   -0.0851    0.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4432    1.2076    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6691    0.6189   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6092    2.0131   -0.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9391    1.9853    1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2550    2.4397   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5087    1.2029    2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4523   -0.1943    2.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760   -0.4719    2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924    1.5091   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7641    1.5986    1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856    2.5438    0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667    1.6910    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1737    0.4542    1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2328   -2.2857   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241   -1.8627    0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463   -1.3507    0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  6
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  6
 14 50  1  0
 15 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  6
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  6
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
M  END

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0      -4.489   4.820   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.383   6.457   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.558   4.447   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.493   4.025   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.018   3.815   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.452   2.809   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.964   5.030   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.978   3.020   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.985   0.406   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0       1.033   4.236   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      12.565  -0.949   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.411   1.514   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.355  -1.089   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.978   1.583   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6    7    8                                                       
CONECT    7    6   18                                                       
CONECT    8    6   19                                                       
CONECT    9   10   20                                                       
CONECT   10    9   22                                                       
CONECT   11   12   23                                                       
CONECT   12   11   24                                                       
CONECT   13   15   21                                                       
CONECT   14   16   25                                                       
CONECT   15   13   26                                                       
CONECT   16   14   27                                                       
CONECT   17   20   21                                                       
CONECT   18    1    2    7                                                  
CONECT   19    3    8   23   29                                             
CONECT   20    9   17   26                                                  
CONECT   21   13   17   28   30                                             
CONECT   22   10   24   25                                                  
CONECT   23   11   19   27   31                                             
CONECT   24   12   22   27   32                                             
CONECT   25   14   22   26   33                                             
CONECT   26    4   15   20   25                                             
CONECT   27    5   16   23   24                                             
CONECT   28   21                                                            
CONECT   29   19                                                            
CONECT   30   21                                                            
CONECT   31   23                                                            
CONECT   32   24                                                            
CONECT   33   25                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0003896
HETATM    1  C1  UNL     1       6.465   1.191   2.379  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.500   0.828   0.919  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.625   1.403   0.113  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.577   0.042   0.393  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.501  -0.485   1.250  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.114  -0.065   0.799  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.867  -0.569  -0.594  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.957  -2.061  -0.643  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.648   0.004  -1.231  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.499  -0.552  -2.628  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.021  -0.861  -2.766  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.577   0.024  -1.764  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.908  -0.342  -1.231  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.549  -1.429  -1.500  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.841  -1.656  -0.898  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.362  -0.791  -0.083  1.00  0.00           C  
HETATM   17  C17 UNL     1      -5.731  -1.135   0.481  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.565   0.131   0.565  1.00  0.00           C  
HETATM   19  O1  UNL     1      -6.653   0.610   1.865  1.00  0.00           O  
HETATM   20  C19 UNL     1      -5.945   1.142  -0.375  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.647   1.625   0.284  1.00  0.00           C  
HETATM   22  C21 UNL     1      -3.692   0.446   0.362  1.00  0.00           C  
HETATM   23  C22 UNL     1      -3.423   0.243   1.856  1.00  0.00           C  
HETATM   24  C23 UNL     1      -2.453   0.774  -0.382  1.00  0.00           C  
HETATM   25  C24 UNL     1      -1.381   1.468   0.382  1.00  0.00           C  
HETATM   26  C25 UNL     1      -0.036   0.893   0.431  1.00  0.00           C  
HETATM   27  C26 UNL     1       0.349  -0.161  -0.544  1.00  0.00           C  
HETATM   28  C27 UNL     1       0.024  -1.491   0.027  1.00  0.00           C  
HETATM   29  H1  UNL     1       6.543   0.252   2.971  1.00  0.00           H  
HETATM   30  H2  UNL     1       5.528   1.740   2.583  1.00  0.00           H  
HETATM   31  H3  UNL     1       7.348   1.797   2.659  1.00  0.00           H  
HETATM   32  H4  UNL     1       8.478   0.714   0.061  1.00  0.00           H  
HETATM   33  H5  UNL     1       7.938   2.375   0.547  1.00  0.00           H  
HETATM   34  H6  UNL     1       7.280   1.640  -0.929  1.00  0.00           H  
HETATM   35  H7  UNL     1       5.674  -0.174  -0.667  1.00  0.00           H  
HETATM   36  H8  UNL     1       4.575  -1.594   1.388  1.00  0.00           H  
HETATM   37  H9  UNL     1       4.653  -0.079   2.284  1.00  0.00           H  
HETATM   38  H10 UNL     1       3.115   1.049   0.789  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.417  -0.380   1.564  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.720  -0.182  -1.199  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.103  -2.539  -1.170  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.865  -2.393  -1.187  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.075  -2.513   0.387  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.833   1.102  -1.343  1.00  0.00           H  
HETATM   45  H17 UNL     1       1.746   0.203  -3.405  1.00  0.00           H  
HETATM   46  H18 UNL     1       2.143  -1.416  -2.848  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.329  -0.542  -3.793  1.00  0.00           H  
HETATM   48  H20 UNL     1      -0.183  -1.941  -2.691  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.526   1.069  -2.116  1.00  0.00           H  
HETATM   50  H22 UNL     1      -2.129  -2.159  -2.168  1.00  0.00           H  
HETATM   51  H23 UNL     1      -4.363  -2.602  -1.165  1.00  0.00           H  
HETATM   52  H24 UNL     1      -5.635  -1.646   1.449  1.00  0.00           H  
HETATM   53  H25 UNL     1      -6.243  -1.826  -0.217  1.00  0.00           H  
HETATM   54  H26 UNL     1      -7.603  -0.085   0.209  1.00  0.00           H  
HETATM   55  H27 UNL     1      -7.443   1.208   1.889  1.00  0.00           H  
HETATM   56  H28 UNL     1      -5.669   0.619  -1.312  1.00  0.00           H  
HETATM   57  H29 UNL     1      -6.609   2.013  -0.548  1.00  0.00           H  
HETATM   58  H30 UNL     1      -4.939   1.985   1.280  1.00  0.00           H  
HETATM   59  H31 UNL     1      -4.255   2.440  -0.335  1.00  0.00           H  
HETATM   60  H32 UNL     1      -3.509   1.203   2.400  1.00  0.00           H  
HETATM   61  H33 UNL     1      -2.452  -0.194   2.071  1.00  0.00           H  
HETATM   62  H34 UNL     1      -4.176  -0.472   2.300  1.00  0.00           H  
HETATM   63  H35 UNL     1      -2.792   1.509  -1.191  1.00  0.00           H  
HETATM   64  H36 UNL     1      -1.764   1.599   1.432  1.00  0.00           H  
HETATM   65  H37 UNL     1      -1.286   2.544   0.042  1.00  0.00           H  
HETATM   66  H38 UNL     1       0.767   1.691   0.356  1.00  0.00           H  
HETATM   67  H39 UNL     1       0.174   0.454   1.456  1.00  0.00           H  
HETATM   68  H40 UNL     1      -0.233  -2.286  -0.705  1.00  0.00           H  
HETATM   69  H41 UNL     1       0.724  -1.863   0.806  1.00  0.00           H  
HETATM   70  H42 UNL     1      -0.946  -1.351   0.597  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    4
CONECT    3   32   33   34
CONECT    4    5   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8    9   40
CONECT    8   41   42   43
CONECT    9   10   27   44
CONECT   10   11   45   46
CONECT   11   12   47   48
CONECT   12   13   27   49
CONECT   13   14   14   24
CONECT   14   15   50
CONECT   15   16   16   51
CONECT   16   17   22
CONECT   17   18   52   53
CONECT   18   19   20   54
CONECT   19   55
CONECT   20   21   56   57
CONECT   21   22   58   59
CONECT   22   23   24
CONECT   23   60   61   62
CONECT   24   25   63
CONECT   25   26   64   65
CONECT   26   27   66   67
CONECT   27   28
CONECT   28   68   69   70
END

HMDB0003896
     RDKit          3D
7-Dehydrodesmosterol
 70 73  0  0  0  0  0  0  0  0999 V2000
    6.4651    1.1912    2.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4999    0.8282    0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6246    1.4033    0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771    0.0417    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011   -0.4853    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137   -0.0653    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674   -0.5693   -0.5940 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9574   -2.0614   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6481    0.0035   -1.2310 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4991   -0.5519   -2.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210   -0.8613   -2.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    0.0242   -1.7642 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9079   -0.3417   -1.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494   -1.4290   -1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412   -1.6559   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3623   -0.7909   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7308   -1.1348    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5647    0.1314    0.5653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6532    0.6097    1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9455    1.1422   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6470    1.6249    0.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915    0.4459    0.3620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4233    0.2427    1.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525    0.7739   -0.3819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3805    1.4681    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0360    0.8932    0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490   -0.1614   -0.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0245   -1.4912    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5430    0.2517    2.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5278    1.7404    2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3477    1.7973    2.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4779    0.7144    0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9383    2.3754    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2796    1.6395   -0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6735   -0.1739   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -1.5940    1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533   -0.0790    2.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1147    1.0488    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4173   -0.3805    1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7202   -0.1821   -1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034   -2.5390   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652   -2.3933   -1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0746   -2.5128    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327    1.1025   -1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7459    0.2035   -3.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.4165   -2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3286   -0.5419   -3.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1826   -1.9408   -2.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5259    1.0690   -2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1293   -2.1595   -2.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628   -2.6021   -1.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6350   -1.6456    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2427   -1.8258   -0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6026   -0.0851    0.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4432    1.2076    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6691    0.6189   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6092    2.0131   -0.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9391    1.9853    1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2550    2.4397   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5087    1.2029    2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4523   -0.1943    2.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760   -0.4719    2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924    1.5091   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7641    1.5986    1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856    2.5438    0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667    1.6910    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1737    0.4542    1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2328   -2.2857   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241   -1.8627    0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463   -1.3507    0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  6
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  6
 14 50  1  0
 15 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  6
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  6
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
24-Dehydroprovitamin D3	ChEBI
Cholesta-5,7,24-trien-3beta-ol	ChEBI
Cholesta-5,7,24-triene-3beta-ol	ChEBI
Cholesta-5,7,24-trien-3b-ol	Generator
Cholesta-5,7,24-trien-3β-ol	Generator
Cholesta-5,7,24-triene-3b-ol	Generator
Cholesta-5,7,24-triene-3β-ol	Generator
Cholesta-5,7,24-trien-3 beta-ol	HMDB

Chemical Formula

C₂₇H₄₂O

Average Molecular Weight

382.6218

Monoisotopic Molecular Weight

382.323565966

IUPAC Name

(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

Traditional Name

(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

CAS Registry Number

1715-86-2

SMILES

[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C

InChI Identifier

InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9-10,19,21,23-25,28H,6,8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1

InChI Key

RUSSPKPUXDSHNC-DDPQNLDTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol
Cholesterol-skeleton
3-hydroxy-delta-5-steroid
3-hydroxy-delta-7-steroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
Delta-7-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-sterol (CHEBI:27910 )
Cholesterol and derivatives (LMST01010121 )

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	6.101	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00064 g/L	ALOGPS
logP	7.46	ALOGPS
logP	6.3	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	18.27	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	122.32 m³·mol⁻¹	ChemAxon
Polarizability	48.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	190.495	31661259
DarkChem	[M-H]-	187.298	31661259
DeepCCS	[M-2H]-	240.329	30932474
DeepCCS	[M+Na]+	214.945	30932474
AllCCS	[M+H]+	203.5	32859911
AllCCS	[M+H-H2O]+	201.1	32859911
AllCCS	[M+NH4]+	205.6	32859911
AllCCS	[M+Na]+	206.2	32859911
AllCCS	[M-H]-	205.2	32859911
AllCCS	[M+Na-2H]-	206.6	32859911
AllCCS	[M+HCOO]-	208.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.13 minutes	32390414
Predicted by Siyang on May 30, 2022	25.2912 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.76 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3632.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	757.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	303.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	319.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	580.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1026.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1029.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	93.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2068.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	687.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1863.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	746.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	564.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	297.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	724.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Dehydrodesmosterol	[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C	3030.8	Standard polar	33892256
7-Dehydrodesmosterol	[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C	3150.9	Standard non polar	33892256
7-Dehydrodesmosterol	[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C	3147.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Dehydrodesmosterol,1TMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3283.1	Semi standard non polar	33892256
7-Dehydrodesmosterol,1TBDMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3517.1	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-Dehydrodesmosterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gi0-1019000000-873a0675c614937f5167	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Dehydrodesmosterol GC-MS (1 TMS) - 70eV, Positive	splash10-009l-3005900000-0215415f55ca045c8a21	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Dehydrodesmosterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Dehydrodesmosterol 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-Dehydrodesmosterol 10V, Positive-QTOF	splash10-0159-0019000000-efc1163570a7981b4304	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 20V, Positive-QTOF	splash10-067i-3149000000-7066d7865c8679b6ce89	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 40V, Positive-QTOF	splash10-0a4i-4349000000-c831059d6c69b04010e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 10V, Negative-QTOF	splash10-001i-0009000000-3be597719610dcae03e8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 20V, Negative-QTOF	splash10-001i-0009000000-2a8728016430bb3e3dd8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 40V, Negative-QTOF	splash10-014j-1019000000-aa1ecf0c3ee0da1fc01e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 10V, Negative-QTOF	splash10-001i-0009000000-334e990fc728bf944c79	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 20V, Negative-QTOF	splash10-001i-0009000000-a497ed6306144dc39405	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 40V, Negative-QTOF	splash10-004i-0009000000-13938bbaae8b6325524c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 10V, Positive-QTOF	splash10-001i-0029000000-8e9727bf1d7dd88dd659	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 20V, Positive-QTOF	splash10-0zgi-5089000000-c68d3deb786943f988d6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydrodesmosterol 40V, Positive-QTOF	splash10-0a4m-9830000000-1416c39d793c0b990a13	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Steroid Biosynthesis
Smith-Lemli-Opitz Syndrome (SLOS)		Not Available
CHILD Syndrome		Not Available
Desmosterolosis		Not Available
Chondrodysplasia Punctata II, X Linked Dominant (CDPX2)		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

Not Available

PubChem Compound

440558

PDB ID

Not Available

ChEBI ID

27910

Food Biomarker Ontology

Not Available

VMH ID

DDSMSTEROL

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Yu H, Wessels A, Tint GS, Patel SB: Partial rescue of neonatal lethality of Dhcr7 null mice by a nestin promoter-driven DHCR7 transgene expression. Brain Res Dev Brain Res. 2005 Apr 21;156(1):46-60. [PubMed:15862627 ]
Solca C, Pandit B, Yu H, Tint GS, Patel SB: Loss of apolipoprotein E exacerbates the neonatal lethality of the Smith-Lemli-Opitz syndrome mouse. Mol Genet Metab. 2007 May;91(1):7-14. Epub 2007 Jan 2. [PubMed:17197219 ]

Enzymes

Enzyme Details

1. Delta(24)-sterol reductase

General function:: Energy production and conversion
Specific function:: Catalyzes the reduction of the delta-24 double bond of sterol intermediates. Protects cells from oxidative stress by reducing caspase 3 activity during apoptosis induced by oxidative stress. Also protects against amyloid-beta peptide-induced apoptosis.
Gene Name:: DHCR24
Uniprot ID:: Q15392
Molecular weight:: 60100.805

Reactions

7-Dehydrodesmosterol + NADPH + Hydrogen Ion → 7-Dehydrocholesterol + NADP	details

Showing metabocard for 7-Dehydrodesmosterol (HMDB0003896)

MOL for HMDB0003896 (7-Dehydrodesmosterol)

3D MOL for HMDB0003896 (7-Dehydrodesmosterol)

3D SDF for HMDB0003896 (7-Dehydrodesmosterol)

3D-SDF for HMDB0003896 (7-Dehydrodesmosterol)

PDB for HMDB0003896 (7-Dehydrodesmosterol)

3D PDB for HMDB0003896 (7-Dehydrodesmosterol)

SMILES for HMDB0003896 (7-Dehydrodesmosterol)

INCHI for HMDB0003896 (7-Dehydrodesmosterol)

Structure for HMDB0003896 (7-Dehydrodesmosterol)

3D Structure for HMDB0003896 (7-Dehydrodesmosterol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions