MiMeDB: Showing metabocard for Desmosterol (MMDBc0047782)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:42:24 UTC

Update Date

2024-04-30 20:30:08 UTC

Metabolite ID

MMDBc0047782

Metabolite Identification

Common Name

Desmosterol

Description

Desmosterol is an intermediate in the synthesis of cholesterol. Desmosterolosis is a rare autosomal recessive inborn errors of cholesterol synthesis that is caused by defective activity of desmosterol reductase which results in an accumulation of demosterol (DHCR24, EC 1.3.1.72), combines a severe osteosclerotic skeletal dysplasia and includes 2-3 toe syndactyly with Smith-Lemli-Opitz syndrome (SLOS; the biochemical block in SLOS results in decreased cholesterol levels and increased 7-dehydrocholesterol levels). Desmosterolosis is caused by mutation of the 24-dehydrocholesterol reductase gene (DHCR24). Many of the malformations in SLOS and desmosterolosis are consistent with impaired hedgehog function. The hedgehog proteins include Sonic hedgehog (SHH), which plays a major role in midline patterning and limb development. Desmosterolosis, caused by defective activity of desmosterol reductase, combines a severe osteosclerotic skeletal dysplasia. 7-dehydrocholesterol reductase (DHCR7, EC 1.3.1.21) reduces the C7-C8 double bond in the sterol B ring to form cholesterol or desmosterol depending upon the precursor. Desmosterol can be converted to cholesterol by DHCR24. Therefore, SLOS and Desmosterolosis patients invariably have elevated levels of cholesterol precursor's 7-dehydrocholesterol (and its spontaneous isomer 8-dehydrocholesterol) and absent desmosterol. (PMID: 14631207 , 16207203 ).

Structure

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


  Mrv1652309042000272D          

 32 35  0  0  0  0            999 V2000
 9999.976210001.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9999.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9997.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2638 9999.9734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1253 9999.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9999.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.3202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1253 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8398 9998.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8398 9999.1453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.264210000.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.549710000.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5497 9999.5655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2642 9999.1531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5515 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2660 9998.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.978710000.3905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9787 9999.5656    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7633 9999.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2482 9999.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763310000.6455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763310001.4705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479010001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049710001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192610001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908310001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337610001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010000.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479010001.0560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  7 12  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
 11 12  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
 17 18  1  0  0  0  0
 15  5  1  6  0  0  0
 18 16  1  0  0  0  0
 16  4  1  1  0  0  0
  9  3  1  1  0  0  0
 12  2  1  1  0  0  0
 15 12  1  0  0  0  0
 11 17  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 32  1  6  0  0  0
 24 25  1  0  0  0  0
 24 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
 16 20  1  0  0  0  0
 20  6  1  6  0  0  0
 13 19  1  0  0  0  0
 19  1  1  1  0  0  0
M  END

HMDB0002719
     RDKit          3D
Desmosterol
 72 75  0  0  0  0  0  0  0  0999 V2000
    7.1713   -0.6271    0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413   -1.6127    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0770   -3.0185    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5223   -1.3610   -0.7027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446    0.0069   -0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4760   -0.0424   -0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354    1.3597   -0.3581 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0309    1.9736   -1.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6455    1.5425    0.3251 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2128    2.9903    0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2725    2.9288   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447    1.6067    0.3902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9473    1.0327   -0.0612 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0817    1.9940    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3297    1.3102   -0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5199    0.0346   -0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7956   -0.5962   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4231   -1.1177    0.7757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9060   -2.4180    0.6523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915   -0.8855    1.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1548   -1.2497    1.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5126   -0.8228    0.5729 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3491   -2.1204   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1943   -0.1765    0.8135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0477   -1.1383    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -0.5518    0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4909    0.7103   -0.0937 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3195    0.4420   -1.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4308   -0.3535    1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4792    0.3116    0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0228   -1.0927    1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9891   -3.0970    0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647   -3.7028    0.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2618   -3.2345   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0671   -2.0966   -1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5323    0.6438   -0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0612    0.4698   -1.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387   -0.7940   -0.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741   -0.3522    0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6863    1.9443    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635    2.4581   -2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860    2.7832   -1.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3469    1.2182   -2.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162    1.3358    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083    3.6126   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2107    3.4883    1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    3.7263    0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4295    3.0808   -1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6224    1.6445    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477    0.6661   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535    2.8635   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1839    2.4028    1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142    1.8993   -0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6523   -1.4070   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4299    0.1544   -1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3561   -0.4916    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8466   -2.4584    0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0369   -1.5364    2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7501    0.1605    2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9998   -2.3075    2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119   -0.6834    2.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0002   -1.9816   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7506   -2.8206    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3472   -2.6258   -0.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353    0.1963    1.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1393   -1.9007    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103   -1.7288   -0.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0441   -1.3322    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4824   -0.2570    1.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414   -0.4690   -1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509    1.2398   -2.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1969    0.2296   -2.1337 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  1  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  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 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  1
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  1
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  1
 13 50  1  6
 14 51  1  0
 14 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  1
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  1
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END


  Mrv1652309042000272D          

 32 35  0  0  0  0            999 V2000
 9999.976210001.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9999.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9997.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2638 9999.9734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1253 9999.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9999.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.3202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1253 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8398 9998.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8398 9999.1453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.264210000.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.549710000.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5497 9999.5655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2642 9999.1531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5515 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2660 9998.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.978710000.3905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9787 9999.5656    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7633 9999.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2482 9999.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763310000.6455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763310001.4705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479010001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049710001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192610001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908310001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337610001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010000.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479010001.0560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  7 12  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
 11 12  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
 17 18  1  0  0  0  0
 15  5  1  6  0  0  0
 18 16  1  0  0  0  0
 16  4  1  1  0  0  0
  9  3  1  1  0  0  0
 12  2  1  1  0  0  0
 15 12  1  0  0  0  0
 11 17  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 32  1  6  0  0  0
 24 25  1  0  0  0  0
 24 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
 16 20  1  0  0  0  0
 20  6  1  6  0  0  0
 13 19  1  0  0  0  0
 19  1  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047782

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])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/C27H44O/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/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
AVSXSVCZWQODGV-DPAQBDIFSA-N

> <FORMULA>
C27H44O

> <MOLECULAR_WEIGHT>
384.6377

> <EXACT_MASS>
384.33921603

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
49.66598287203385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <ALOGPS_LOGP>
6.62

> <JCHEM_LOGP>
6.707309549333335

> <ALOGPS_LOGS>
-6.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20428950550382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972437702926293

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
121.46649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0002719
     RDKit          3D
Desmosterol
 72 75  0  0  0  0  0  0  0  0999 V2000
    7.1713   -0.6271    0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413   -1.6127    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0770   -3.0185    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5223   -1.3610   -0.7027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446    0.0069   -0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4760   -0.0424   -0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354    1.3597   -0.3581 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0309    1.9736   -1.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6455    1.5425    0.3251 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2128    2.9903    0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2725    2.9288   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447    1.6067    0.3902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9473    1.0327   -0.0612 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0817    1.9940    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3297    1.3102   -0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5199    0.0346   -0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7956   -0.5962   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4231   -1.1177    0.7757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9060   -2.4180    0.6523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915   -0.8855    1.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1548   -1.2497    1.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5126   -0.8228    0.5729 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3491   -2.1204   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1943   -0.1765    0.8135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0477   -1.1383    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -0.5518    0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4909    0.7103   -0.0937 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3195    0.4420   -1.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4308   -0.3535    1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4792    0.3116    0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0228   -1.0927    1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9891   -3.0970    0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647   -3.7028    0.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2618   -3.2345   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0671   -2.0966   -1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5323    0.6438   -0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0612    0.4698   -1.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387   -0.7940   -0.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741   -0.3522    0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6863    1.9443    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635    2.4581   -2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860    2.7832   -1.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3469    1.2182   -2.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162    1.3358    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083    3.6126   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2107    3.4883    1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    3.7263    0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4295    3.0808   -1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6224    1.6445    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477    0.6661   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535    2.8635   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1839    2.4028    1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142    1.8993   -0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6523   -1.4070   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4299    0.1544   -1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3561   -0.4916    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8466   -2.4584    0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0369   -1.5364    2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7501    0.1605    2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9998   -2.3075    2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119   -0.6834    2.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0002   -1.9816   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7506   -2.8206    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3472   -2.6258   -0.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353    0.1963    1.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1393   -1.9007    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103   -1.7288   -0.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0441   -1.3322    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4824   -0.2570    1.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414   -0.4690   -1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509    1.2398   -2.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1969    0.2296   -2.1337 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  1  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  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 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  1
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  1
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  1
 13 50  1  6
 14 51  1  0
 14 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  1
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  1
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8666.6228668.943   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.6338666.617   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8658.6368662.754   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0    8665.2928666.617   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8663.9638664.313   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8666.6228664.313   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0    8661.3018665.841   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8659.9678665.071   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8659.9678663.531   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8661.3018662.761   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8662.6348663.531   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8662.6348665.071   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.2938668.166   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.9598667.396   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.9598665.856   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.2938665.086   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8663.9638662.761   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.2978663.531   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.6278667.396   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8666.6278665.856   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.0918665.380   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.9978666.626   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8668.0918667.872   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8668.0918669.412   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8669.4278670.178   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8666.7598670.178   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8670.7608669.412   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8672.0958670.178   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8673.4318669.412   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8674.7648670.178   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8673.4318667.872   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0    8669.4278668.638   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   12                                                            
CONECT    3    9                                                            
CONECT    4   16                                                            
CONECT    5   15                                                            
CONECT    6   20                                                            
CONECT    7    8   12                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10    3                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12    7   11    2   15                                             
CONECT   13   14   19                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    5   12                                             
CONECT   16   15   18    4   20                                             
CONECT   17   18   11                                                       
CONECT   18   17   16                                                       
CONECT   19   20   23   13    1                                             
CONECT   20   19   21   16    6                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   24   32   19   22                                             
CONECT   24   23   25   26                                                  
CONECT   25   24   27                                                       
CONECT   26   24                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   23                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0002719
HETATM    1  C1  UNL     1       7.171  -0.627   0.979  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.541  -1.613   0.092  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.077  -3.019   0.069  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.522  -1.361  -0.703  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.945   0.007  -0.729  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.476  -0.042  -0.318  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.935   1.360  -0.358  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.031   1.974  -1.737  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.646   1.542   0.325  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.213   2.990   0.227  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.272   2.929  -0.164  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.645   1.607   0.390  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.947   1.033  -0.061  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.082   1.994   0.076  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.330   1.310  -0.317  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.520   0.035  -0.090  1.00  0.00           C  
HETATM   17  C17 UNL     1      -5.796  -0.596  -0.506  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.423  -1.118   0.776  1.00  0.00           C  
HETATM   19  O1  UNL     1      -6.906  -2.418   0.652  1.00  0.00           O  
HETATM   20  C19 UNL     1      -5.591  -0.886   1.992  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.155  -1.250   1.896  1.00  0.00           C  
HETATM   22  C21 UNL     1      -3.513  -0.823   0.573  1.00  0.00           C  
HETATM   23  C22 UNL     1      -3.349  -2.120  -0.209  1.00  0.00           C  
HETATM   24  C23 UNL     1      -2.194  -0.176   0.813  1.00  0.00           C  
HETATM   25  C24 UNL     1      -1.048  -1.138   0.620  1.00  0.00           C  
HETATM   26  C25 UNL     1       0.306  -0.552   0.714  1.00  0.00           C  
HETATM   27  C26 UNL     1       0.491   0.710  -0.094  1.00  0.00           C  
HETATM   28  C27 UNL     1       0.319   0.442  -1.531  1.00  0.00           C  
HETATM   29  H1  UNL     1       6.431  -0.353   1.786  1.00  0.00           H  
HETATM   30  H2  UNL     1       7.479   0.312   0.454  1.00  0.00           H  
HETATM   31  H3  UNL     1       8.023  -1.093   1.511  1.00  0.00           H  
HETATM   32  H4  UNL     1       7.989  -3.097   0.673  1.00  0.00           H  
HETATM   33  H5  UNL     1       6.265  -3.703   0.373  1.00  0.00           H  
HETATM   34  H6  UNL     1       7.262  -3.235  -1.017  1.00  0.00           H  
HETATM   35  H7  UNL     1       5.067  -2.097  -1.352  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.532   0.644  -0.052  1.00  0.00           H  
HETATM   37  H9  UNL     1       5.061   0.470  -1.747  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.939  -0.794  -0.872  1.00  0.00           H  
HETATM   39  H11 UNL     1       3.474  -0.352   0.759  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.686   1.944   0.266  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.063   2.458  -2.064  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.786   2.783  -1.816  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.347   1.218  -2.517  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.816   1.336   1.424  1.00  0.00           H  
HETATM   45  H17 UNL     1       1.808   3.613  -0.430  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.211   3.488   1.223  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.856   3.726   0.364  1.00  0.00           H  
HETATM   48  H20 UNL     1      -0.429   3.081  -1.228  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.622   1.644   1.481  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.948   0.666  -1.110  1.00  0.00           H  
HETATM   51  H23 UNL     1      -2.853   2.863  -0.597  1.00  0.00           H  
HETATM   52  H24 UNL     1      -3.184   2.403   1.106  1.00  0.00           H  
HETATM   53  H25 UNL     1      -5.114   1.899  -0.813  1.00  0.00           H  
HETATM   54  H26 UNL     1      -5.652  -1.407  -1.259  1.00  0.00           H  
HETATM   55  H27 UNL     1      -6.430   0.154  -1.020  1.00  0.00           H  
HETATM   56  H28 UNL     1      -7.356  -0.492   0.918  1.00  0.00           H  
HETATM   57  H29 UNL     1      -7.847  -2.458   0.375  1.00  0.00           H  
HETATM   58  H30 UNL     1      -6.037  -1.536   2.802  1.00  0.00           H  
HETATM   59  H31 UNL     1      -5.750   0.160   2.389  1.00  0.00           H  
HETATM   60  H32 UNL     1      -4.000  -2.308   2.115  1.00  0.00           H  
HETATM   61  H33 UNL     1      -3.612  -0.683   2.708  1.00  0.00           H  
HETATM   62  H34 UNL     1      -3.000  -1.982  -1.229  1.00  0.00           H  
HETATM   63  H35 UNL     1      -2.751  -2.821   0.416  1.00  0.00           H  
HETATM   64  H36 UNL     1      -4.347  -2.626  -0.291  1.00  0.00           H  
HETATM   65  H37 UNL     1      -2.135   0.196   1.874  1.00  0.00           H  
HETATM   66  H38 UNL     1      -1.139  -1.901   1.450  1.00  0.00           H  
HETATM   67  H39 UNL     1      -1.210  -1.729  -0.310  1.00  0.00           H  
HETATM   68  H40 UNL     1       1.044  -1.332   0.496  1.00  0.00           H  
HETATM   69  H41 UNL     1       0.482  -0.257   1.790  1.00  0.00           H  
HETATM   70  H42 UNL     1      -0.341  -0.469  -1.642  1.00  0.00           H  
HETATM   71  H43 UNL     1      -0.251   1.240  -2.080  1.00  0.00           H  
HETATM   72  H44 UNL     1       1.197   0.230  -2.134  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   24   50
CONECT   14   15   51   52
CONECT   15   16   16   53
CONECT   16   17   22
CONECT   17   18   54   55
CONECT   18   19   20   56
CONECT   19   57
CONECT   20   21   58   59
CONECT   21   22   60   61
CONECT   22   23   24
CONECT   23   62   63   64
CONECT   24   25   65
CONECT   25   26   66   67
CONECT   26   27   68   69
CONECT   27   28
CONECT   28   70   71   72
END

HMDB0002719
     RDKit          3D
Desmosterol
 72 75  0  0  0  0  0  0  0  0999 V2000
    7.1713   -0.6271    0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413   -1.6127    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0770   -3.0185    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5223   -1.3610   -0.7027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446    0.0069   -0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4760   -0.0424   -0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354    1.3597   -0.3581 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0309    1.9736   -1.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6455    1.5425    0.3251 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2128    2.9903    0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2725    2.9288   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447    1.6067    0.3902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9473    1.0327   -0.0612 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0817    1.9940    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3297    1.3102   -0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5199    0.0346   -0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7956   -0.5962   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4231   -1.1177    0.7757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9060   -2.4180    0.6523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915   -0.8855    1.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1548   -1.2497    1.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5126   -0.8228    0.5729 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3491   -2.1204   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1943   -0.1765    0.8135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0477   -1.1383    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -0.5518    0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4909    0.7103   -0.0937 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3195    0.4420   -1.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4308   -0.3535    1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4792    0.3116    0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0228   -1.0927    1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9891   -3.0970    0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647   -3.7028    0.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2618   -3.2345   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0671   -2.0966   -1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5323    0.6438   -0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0612    0.4698   -1.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387   -0.7940   -0.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741   -0.3522    0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6863    1.9443    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635    2.4581   -2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860    2.7832   -1.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3469    1.2182   -2.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162    1.3358    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083    3.6126   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2107    3.4883    1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    3.7263    0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4295    3.0808   -1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6224    1.6445    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477    0.6661   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535    2.8635   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1839    2.4028    1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142    1.8993   -0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6523   -1.4070   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4299    0.1544   -1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3561   -0.4916    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8466   -2.4584    0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0369   -1.5364    2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7501    0.1605    2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9998   -2.3075    2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119   -0.6834    2.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0002   -1.9816   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7506   -2.8206    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3472   -2.6258   -0.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353    0.1963    1.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1393   -1.9007    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103   -1.7288   -0.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0441   -1.3322    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4824   -0.2570    1.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414   -0.4690   -1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509    1.2398   -2.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1969    0.2296   -2.1337 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  1  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  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 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  1
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  1
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  1
 13 50  1  6
 14 51  1  0
 14 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  1
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  1
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

Synonyms

Value	Source
24-Dehydrocholesterol	ChEBI
3beta-Cholesta-5,24-dien-3-ol	ChEBI
Cholesta-5,24-dien-3beta-ol	ChEBI
3b-Cholesta-5,24-dien-3-ol	Generator
3Β-cholesta-5,24-dien-3-ol	Generator
Cholesta-5,24-dien-3b-ol	Generator
Cholesta-5,24-dien-3β-ol	Generator
Cholest-5,24-dien-3beta-ol	HMDB
Cholesta-5,24-dien-3-ol	HMDB
24 Dehydrocholesterol	HMDB
Demosterol	HMDB
(3beta)-Cholesta-5,24-dien-3-ol	HMDB
(3Β)-cholesta-5,24-dien-3-ol	HMDB
24,25-Dehydrocholesterol	HMDB
Desmosterol	HMDB

Molecular Formula

C₂₇H₄₄O

Average Mass

384.6377

Monoisotopic Mass

384.33921603

IUPAC Name

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

Traditional Name

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])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/C27H44O/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/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI Key

AVSXSVCZWQODGV-DPAQBDIFSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholestanoid (CHEBI:17737 )
3beta-sterol (CHEBI:17737 )
Cholesterol and derivatives (C01802 )
Cholestane and derivatives (C01802 )
Cholesterol and derivatives (LMST01010016 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00011 g/L	ALOGPS
logP	6.62	ALOGPS
logP	6.71	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	18.2	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	121.47 m³·mol⁻¹	ChemAxon
Polarizability	49.67 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00xr-6973000000-9b8478114c7fec1504f2	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00xr-6973000000-9b8478114c7fec1504f2	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0axr-1109000000-c96b90d5bc5f0ee8db10	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-002f-3105900000-043e100bd5bd92eb1582	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-0019000000-9cec9aa1e8ad662bef64	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-2149000000-6218d03e9c19a9f2887f	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-02ta-4259000000-713a8956eb12b8b2003d	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0009000000-387b878bf983d0b8ac76	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0009000000-2d0cbb4e60d96f291bce	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gb9-1019000000-37313ec6fa045ceba894	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0009000000-4d7a5f3b63c0fb62f1d7	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0009000000-3697eddae534b800a992	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-0009000000-e7c1ee286ab735e93547	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1009000000-1881c8faacf610d02817	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-7094000000-adf191ce524bfed85be3	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9710000000-dc3e59d9eff8b9729026	2021-09-22	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0avl-7941000000-99b5e69bc97a4056fa8c	2014-09-20	View Spectrum

Biological Properties

Cellular Locations

Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Blood
Brain
Feces
Kidney
Semen

Tissue Locations

Brain
Kidney

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0193337	Delta(24)-sterol reductase	Unknown	Q15392	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Bloch Pathway (Cholesterol Biosynthesis)

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000669	Desmosterol	Cholesterol	24-dehydrocholesterol reductase	VMH	17984220 19520779 19520780
MMDBr0004539	Desmosterol	Cholesterol	Not Available	VMH	11111101
MMDBr0005450	Desmosterol	Cholesterol	24-dehydrocholesterol reductase	VMH	30371894
MMDBr0009537	Desmosterol	Cholesterol	24-dehydrocholesterol reductase	VMH; KEGG	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Primary biliary cirrhosis		Association	Human Blood	HMDB	2010161

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Blood	Detected and Quantified	155.991		uM	Children (1-13 years old)	Male	Desmosterolosis	HMDB	12457401
Human Blood	Detected and Quantified	2.9	0.4	uM	Adult (>18 years old)	Not Specified	Primary biliary cirrhosis	HMDB	2010161
Human Blood	Detected and Quantified	0.79	0.017	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	1.300	0.780	uM	Children (1-13 years old)	Not Specified	Normal	HMDB	12457401
Human Blood	Detected and Quantified	1.81	0.067	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Semen	Detected and Quantified	180	20	uM	Adult (>18 years old)	Male	Normal	HMDB	11762778
Human Blood	Detected and Quantified	2.37	1.04	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	16807145
Human Blood	Detected and Quantified	2.9	0.2	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	2010161
Human Brain	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0002719

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

PubChem Compound

PDB ID

Not Available

ChEBI ID

17737

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Nordby G, Norum KR: Substrate specificity of lecithin:cholesterol acyltransferase. Esterification of desmosterol, b-sitosterol, and cholecalciferol in human plasma. Scand J Clin Lab Invest. 1975 Nov;35(7):677-82. [PubMed:174187 ]
Paoletti P, Pezzotta S, Racca AR, Fumagalli R: Chemotherapy of human nervous system tumors: influence on cerebrospinal fluid sterols. Natl Cancer Inst Monogr. 1977 Dec;46:125-6. [PubMed:613223 ]
Rosenfeld RS, Bradlow HL, Levin J, Zumoff B: Preparation of [24,25-3H] cholesterol. Oxidation in man as a measure of bile acid formation. J Lipid Res. 1978 Sep;19(7):850-5. [PubMed:712244 ]
Volpe JJ, Hennessy SW: Cholesterol biosynthesis and 3-hydroxy-3-methyl-glutaryl coenzyme A reductase in cultured glial and neuronal cells. Regulation by lipoprotein and by certain free sterols. Biochim Biophys Acta. 1977 Mar 25;486(3):408-20. doi: 10.1016/0005-2760(77)90090-x. [PubMed:856284 ]
Miettinen TA, Kesaniemi YA, Jarvinen H, Hastbacka J: Cholesterol precursor sterols, plant sterols, and cholestanol in human bile and gallstones. Gastroenterology. 1986 Apr;90(4):858-64. doi: 10.1016/0016-5085(86)90861-9. [PubMed:3081398 ]
Dennick RG, Dean PD, Abramovich DA: Desmosterol levels in human foetal brain--a reassessment. J Neurochem. 1973 Apr;20(4):1293-4. doi: 10.1111/j.1471-4159.1973.tb00102.x. [PubMed:4697890 ]
Clark RM, Fey MB, Jensen RG, Hill DW: Desmosterol in human milk. Lipids. 1983 Mar;18(3):264-6. doi: 10.1007/BF02534559. [PubMed:6855485 ]
Miettinen TE, Kesaniemi YA, Gylling H, Jarvinen H, Silvennoinen E, Miettinen TA: Noncholesterol sterols in bile and stones of patients with cholesterol and pigment stones. Hepatology. 1996 Feb;23(2):274-80. doi: 10.1002/hep.510230212. [PubMed:8591852 ]
Phillips KM, Ruggio DM, Bailey JA: Precise quantitative determination of phytosterols, stanols, and cholesterol metabolites in human serum by capillary gas-liquid chromatography. J Chromatogr B Biomed Sci Appl. 1999 Sep 10;732(1):17-29. doi: 10.1016/s0378-4347(99)00257-1. [PubMed:10517218 ]
Porter FD: Human malformation syndromes due to inborn errors of cholesterol synthesis. Curr Opin Pediatr. 2003 Dec;15(6):607-13. doi: 10.1097/00008480-200312000-00011. [PubMed:14631207 ]
Beasley CL, Honer WG, Bergmann K, Falkai P, Lutjohann D, Bayer TA: Reductions in cholesterol and synaptic markers in association cortex in mood disorders. Bipolar Disord. 2005 Oct;7(5):449-55. doi: 10.1111/j.1399-5618.2005.00239.x. [PubMed:16176438 ]
Yu H, Patel SB: Recent insights into the Smith-Lemli-Opitz syndrome. Clin Genet. 2005 Nov;68(5):383-91. doi: 10.1111/j.1399-0004.2005.00515.x. [PubMed:16207203 ]
Siirtola A, Ketomaki A, Miettinen TA, Gylling H, Lehtimaki T, Holmberg C, Salo MK, Antikainen M: Cholesterol absorption and synthesis in pediatric kidney, liver, and heart transplant recipients. Transplantation. 2006 Feb 15;81(3):327-34. doi: 10.1097/01.tp.0000189173.46727.18. [PubMed:16477216 ]

Showing metabocard for Desmosterol (MMDBc0047782)

MOL for #<Metabolite:0x00007fdb481bf000>

3D MOL for #<Metabolite:0x00007fdb481bf000>

3D SDF for #<Metabolite:0x00007fdb481bf000>

3D-SDF for #<Metabolite:0x00007fdb481bf000>

PDB for #<Metabolite:0x00007fdb481bf000>

3D PDB for #<Metabolite:0x00007fdb481bf000>

SMILES for #<Metabolite:0x00007fdb481bf000>

INCHI for #<Metabolite:0x00007fdb481bf000>

Structure for #<Metabolite:0x00007fdb481bf000>

3D Structure for #<Metabolite:0x00007fdb481bf000>