Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:59:27 UTC

Update Date

2022-03-07 02:55:51 UTC

HMDB ID

HMDB0038658

Secondary Accession Numbers

HMDB38658

Metabolite Identification

Common Name

(24S)-Ergost-4-en-3-one

Description

(24S)-Ergost-4-en-3-one belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton (24S)-Ergost-4-en-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 02241217532D          

 33 36  0  0  0  0            999 V2000
    3.6850    0.3254    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6850   -0.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9705   -0.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -0.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416   -0.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271   -0.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1126   -0.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271    0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416    0.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    0.3254    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2560    1.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9705    0.7379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9705    1.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    1.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1841    1.8178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3995    1.5629    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3995    0.7379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1841    0.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6690    1.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1841    2.6428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8985    3.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6130    2.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3275    3.0553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0420    2.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7564    3.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0420    1.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4696    3.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3275    3.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9705   -0.0871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    1.1504    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995   -0.0871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995    2.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9810    2.0314    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 20 27  1  6  0  0  0
 23 28  1  6  0  0  0
 12 29  1  6  0  0  0
  1 30  1  1  0  0  0
 17 31  1  6  0  0  0
 16 32  1  1  0  0  0
 15 33  1  6  0  0  0
M  END

HMDB0038658
     RDKit          3D
(24S)-Ergost-4-en-3-one
 75 78  0  0  0  0  0  0  0  0999 V2000
    7.4198   -0.2726   -0.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8049    0.6115    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7276   -0.1796    1.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3692    0.9730   -0.2077 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6078    1.6875   -1.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6681   -0.3106   -0.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800   -0.4112   -0.7676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1857    0.1989    0.0557 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3248    1.6335    0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -0.3853   -0.4284 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9460   -1.8894   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -2.3096    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374   -1.1780   -0.2226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5566   -0.9084    0.3769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3790   -2.1294    0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5512   -1.6167    1.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2883   -0.6677    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6189   -0.7099    0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4740    0.1558   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6345    0.4055    0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9269    0.7236   -1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.3398   -1.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6720    0.2870   -0.2831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8175    1.6769    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2501   -0.0151   -0.6492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3905    1.1378   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0252    1.2407   -0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661    0.0291    0.1596 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3487    0.1046    1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3031   -1.3534   -0.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9768   -0.1160   -1.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5136   -0.0177   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3313    1.5778    0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6978   -0.0512    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590   -1.2751    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9432    0.1645    2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9960    1.6239    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6762    1.9115   -1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2251    1.1479   -2.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1033    2.6853   -1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7499   -0.8302    0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2898   -0.9900   -1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0717   -1.5321   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725   -0.0660   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3305   -0.2672    1.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657    2.2129    0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.8786    1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9860    2.0842   -0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8363   -0.2129   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2403   -2.3809   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931   -2.1241    0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946   -2.6329    1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084   -3.2132   -0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2419   -1.1584   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5211   -0.3023    1.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7397   -2.8186    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7260   -2.5961   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1024   -0.9969    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1555   -2.4371    1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1164   -1.4183    1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0533    1.8367   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5162    0.3235   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0410    1.1126   -2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3798   -0.6280   -2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9622    2.4611   -0.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377    1.8791    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7878    1.6598    0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988   -0.6716   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9807    2.0576   -0.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    1.2849   -2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3467    1.6101   -1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9931    2.0216    0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614    0.9101    2.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574    0.2517    2.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429   -0.8267    2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  1
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  1
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  6
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  6
 14 55  1  1
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 18 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 24 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  6
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END


  Mrv0541 02241217532D          

 33 36  0  0  0  0            999 V2000
    3.6850    0.3254    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6850   -0.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9705   -0.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -0.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416   -0.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271   -0.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1126   -0.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271    0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416    0.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    0.3254    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2560    1.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9705    0.7379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9705    1.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    1.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1841    1.8178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3995    1.5629    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3995    0.7379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1841    0.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6690    1.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1841    2.6428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8985    3.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6130    2.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3275    3.0553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0420    2.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7564    3.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0420    1.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4696    3.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3275    3.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9705   -0.0871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    1.1504    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995   -0.0871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995    2.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9810    2.0314    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 20 27  1  6  0  0  0
 23 28  1  6  0  0  0
 12 29  1  6  0  0  0
  1 30  1  1  0  0  0
 17 31  1  6  0  0  0
 16 32  1  1  0  0  0
 15 33  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0038658

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@H](C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h17-20,23-26H,7-16H2,1-6H3/t19-,20+,23-,24+,25-,26-,27-,28+/m0/s1

> <INCHI_KEY>
QQIOPZFVTIHASB-WUYCRTRWSA-N

> <FORMULA>
C28H46O

> <MOLECULAR_WEIGHT>
398.6642

> <EXACT_MASS>
398.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
51.609333189987524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,10S,11S,14R,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <ALOGPS_LOGP>
6.40

> <JCHEM_LOGP>
7.967154075000002

> <ALOGPS_LOGS>
-7.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.087826253912493

> <JCHEM_PKA_STRONGEST_BASIC>
-4.817440235063846

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
124.11369999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.92e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,10S,11S,14R,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038658
     RDKit          3D
(24S)-Ergost-4-en-3-one
 75 78  0  0  0  0  0  0  0  0999 V2000
    7.4198   -0.2726   -0.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8049    0.6115    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7276   -0.1796    1.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3692    0.9730   -0.2077 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6078    1.6875   -1.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6681   -0.3106   -0.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800   -0.4112   -0.7676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1857    0.1989    0.0557 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3248    1.6335    0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -0.3853   -0.4284 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9460   -1.8894   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -2.3096    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374   -1.1780   -0.2226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5566   -0.9084    0.3769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3790   -2.1294    0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5512   -1.6167    1.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2883   -0.6677    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6189   -0.7099    0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4740    0.1558   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6345    0.4055    0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9269    0.7236   -1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.3398   -1.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6720    0.2870   -0.2831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8175    1.6769    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2501   -0.0151   -0.6492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3905    1.1378   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0252    1.2407   -0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661    0.0291    0.1596 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3487    0.1046    1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3031   -1.3534   -0.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9768   -0.1160   -1.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5136   -0.0177   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3313    1.5778    0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6978   -0.0512    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590   -1.2751    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9432    0.1645    2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9960    1.6239    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6762    1.9115   -1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2251    1.1479   -2.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1033    2.6853   -1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7499   -0.8302    0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2898   -0.9900   -1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0717   -1.5321   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725   -0.0660   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3305   -0.2672    1.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657    2.2129    0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.8786    1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9860    2.0842   -0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8363   -0.2129   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2403   -2.3809   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931   -2.1241    0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946   -2.6329    1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084   -3.2132   -0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2419   -1.1584   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5211   -0.3023    1.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7397   -2.8186    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7260   -2.5961   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1024   -0.9969    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1555   -2.4371    1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1164   -1.4183    1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0533    1.8367   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5162    0.3235   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0410    1.1126   -2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3798   -0.6280   -2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9622    2.4611   -0.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377    1.8791    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7878    1.6598    0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988   -0.6716   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9807    2.0576   -0.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    1.2849   -2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3467    1.6101   -1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9931    2.0216    0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614    0.9101    2.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574    0.2517    2.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429   -0.8267    2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  1
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  1
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  6
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  6
 14 55  1  1
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 18 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 24 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  6
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       6.879   0.607   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.879  -0.933   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.545  -1.703   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.211  -0.933   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.878  -1.703   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.544  -0.933   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.210  -1.703   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.544   0.607   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.878   1.377   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.211   0.607   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.211   2.147   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.545   1.377   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.545   2.917   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.879   3.687   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.677   3.393   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.212   2.917   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.212   1.377   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.677   0.902   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.582   2.147   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.677   4.933   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.011   5.703   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.344   4.933   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.678   5.703   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.012   4.933   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.345   5.703   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.012   3.393   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.343   5.703   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.678   7.243   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0       5.545  -0.163   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.879   2.147   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       8.212  -0.163   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0       8.212   4.457   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0      11.165   3.792   0.000  0.00  0.00           H+0
CONECT    1   17    2   12   30                                             
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    4   11   12                                             
CONECT   11   10                                                            
CONECT   12   10    1   13   29                                             
CONECT   13   12   14                                                       
CONECT   14   13   16                                                       
CONECT   15   16   19   20   33                                             
CONECT   16   14   15   17   32                                             
CONECT   17    1   18   16   31                                             
CONECT   18   17   19                                                       
CONECT   19   18   15                                                       
CONECT   20   15   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   20                                                            
CONECT   28   23                                                            
CONECT   29   12                                                            
CONECT   30    1                                                            
CONECT   31   17                                                            
CONECT   32   16                                                            
CONECT   33   15                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0038658
HETATM    1  C1  UNL     1       7.420  -0.273  -0.776  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.805   0.611   0.286  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.728  -0.180   1.564  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.369   0.973  -0.208  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.608   1.688  -1.518  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.668  -0.311  -0.331  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.280  -0.411  -0.768  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.186   0.199   0.056  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.325   1.634   0.195  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.899  -0.385  -0.428  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.946  -1.889  -0.236  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.443  -2.310   0.215  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.237  -1.178  -0.223  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.557  -0.908   0.377  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.379  -2.129   0.684  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.551  -1.617   1.497  1.00  0.00           C  
HETATM   17  C17 UNL     1      -5.288  -0.668   0.627  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.619  -0.710   0.705  1.00  0.00           C  
HETATM   19  C19 UNL     1      -7.474   0.156  -0.085  1.00  0.00           C  
HETATM   20  O1  UNL     1      -8.635   0.405   0.275  1.00  0.00           O  
HETATM   21  C20 UNL     1      -6.927   0.724  -1.315  1.00  0.00           C  
HETATM   22  C21 UNL     1      -5.493   0.340  -1.555  1.00  0.00           C  
HETATM   23  C22 UNL     1      -4.672   0.287  -0.283  1.00  0.00           C  
HETATM   24  C23 UNL     1      -4.817   1.677   0.354  1.00  0.00           C  
HETATM   25  C24 UNL     1      -3.250  -0.015  -0.649  1.00  0.00           C  
HETATM   26  C25 UNL     1      -2.390   1.138  -0.953  1.00  0.00           C  
HETATM   27  C26 UNL     1      -1.025   1.241  -0.425  1.00  0.00           C  
HETATM   28  C27 UNL     1      -0.366   0.029   0.160  1.00  0.00           C  
HETATM   29  C28 UNL     1      -0.349   0.105   1.683  1.00  0.00           C  
HETATM   30  H1  UNL     1       7.303  -1.353  -0.530  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.977  -0.116  -1.768  1.00  0.00           H  
HETATM   32  H3  UNL     1       8.514  -0.018  -0.888  1.00  0.00           H  
HETATM   33  H4  UNL     1       7.331   1.578   0.401  1.00  0.00           H  
HETATM   34  H5  UNL     1       7.698  -0.051   2.104  1.00  0.00           H  
HETATM   35  H6  UNL     1       6.659  -1.275   1.332  1.00  0.00           H  
HETATM   36  H7  UNL     1       5.943   0.164   2.249  1.00  0.00           H  
HETATM   37  H8  UNL     1       4.996   1.624   0.588  1.00  0.00           H  
HETATM   38  H9  UNL     1       6.676   1.911  -1.695  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.225   1.148  -2.388  1.00  0.00           H  
HETATM   40  H11 UNL     1       5.103   2.685  -1.508  1.00  0.00           H  
HETATM   41  H12 UNL     1       4.750  -0.830   0.671  1.00  0.00           H  
HETATM   42  H13 UNL     1       5.290  -0.990  -1.008  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.072  -1.532  -0.907  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.173  -0.066  -1.860  1.00  0.00           H  
HETATM   45  H16 UNL     1       2.331  -0.267   1.095  1.00  0.00           H  
HETATM   46  H17 UNL     1       1.366   2.213   0.272  1.00  0.00           H  
HETATM   47  H18 UNL     1       2.806   1.879   1.191  1.00  0.00           H  
HETATM   48  H19 UNL     1       2.986   2.084  -0.568  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.836  -0.213  -1.542  1.00  0.00           H  
HETATM   50  H21 UNL     1       1.240  -2.381  -1.173  1.00  0.00           H  
HETATM   51  H22 UNL     1       1.693  -2.124   0.560  1.00  0.00           H  
HETATM   52  H23 UNL     1      -0.495  -2.633   1.245  1.00  0.00           H  
HETATM   53  H24 UNL     1      -0.708  -3.213  -0.410  1.00  0.00           H  
HETATM   54  H25 UNL     1      -1.242  -1.158  -1.354  1.00  0.00           H  
HETATM   55  H26 UNL     1      -2.521  -0.302   1.306  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.740  -2.819   1.268  1.00  0.00           H  
HETATM   57  H28 UNL     1      -3.726  -2.596  -0.271  1.00  0.00           H  
HETATM   58  H29 UNL     1      -4.102  -0.997   2.319  1.00  0.00           H  
HETATM   59  H30 UNL     1      -5.155  -2.437   1.861  1.00  0.00           H  
HETATM   60  H31 UNL     1      -7.116  -1.418   1.387  1.00  0.00           H  
HETATM   61  H32 UNL     1      -7.053   1.837  -1.371  1.00  0.00           H  
HETATM   62  H33 UNL     1      -7.516   0.323  -2.170  1.00  0.00           H  
HETATM   63  H34 UNL     1      -5.041   1.113  -2.198  1.00  0.00           H  
HETATM   64  H35 UNL     1      -5.380  -0.628  -2.085  1.00  0.00           H  
HETATM   65  H36 UNL     1      -4.962   2.461  -0.408  1.00  0.00           H  
HETATM   66  H37 UNL     1      -4.038   1.879   1.092  1.00  0.00           H  
HETATM   67  H38 UNL     1      -5.788   1.660   0.933  1.00  0.00           H  
HETATM   68  H39 UNL     1      -3.299  -0.672  -1.571  1.00  0.00           H  
HETATM   69  H40 UNL     1      -2.981   2.058  -0.641  1.00  0.00           H  
HETATM   70  H41 UNL     1      -2.377   1.285  -2.079  1.00  0.00           H  
HETATM   71  H42 UNL     1      -0.347   1.610  -1.230  1.00  0.00           H  
HETATM   72  H43 UNL     1      -0.993   2.022   0.366  1.00  0.00           H  
HETATM   73  H44 UNL     1      -1.061   0.910   2.035  1.00  0.00           H  
HETATM   74  H45 UNL     1       0.657   0.252   2.102  1.00  0.00           H  
HETATM   75  H46 UNL     1      -0.743  -0.827   2.150  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4   33
CONECT    3   34   35   36
CONECT    4    5    6   37
CONECT    5   38   39   40
CONECT    6    7   41   42
CONECT    7    8   43   44
CONECT    8    9   10   45
CONECT    9   46   47   48
CONECT   10   11   28   49
CONECT   11   12   50   51
CONECT   12   13   52   53
CONECT   13   14   28   54
CONECT   14   15   25   55
CONECT   15   16   56   57
CONECT   16   17   58   59
CONECT   17   18   18   23
CONECT   18   19   60
CONECT   19   20   20   21
CONECT   21   22   61   62
CONECT   22   23   63   64
CONECT   23   24   25
CONECT   24   65   66   67
CONECT   25   26   68
CONECT   26   27   69   70
CONECT   27   28   71   72
CONECT   28   29
CONECT   29   73   74   75
END

HMDB0038658
     RDKit          3D
(24S)-Ergost-4-en-3-one
 75 78  0  0  0  0  0  0  0  0999 V2000
    7.4198   -0.2726   -0.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8049    0.6115    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7276   -0.1796    1.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3692    0.9730   -0.2077 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6078    1.6875   -1.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6681   -0.3106   -0.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800   -0.4112   -0.7676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1857    0.1989    0.0557 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3248    1.6335    0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -0.3853   -0.4284 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9460   -1.8894   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -2.3096    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374   -1.1780   -0.2226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5566   -0.9084    0.3769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3790   -2.1294    0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5512   -1.6167    1.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2883   -0.6677    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6189   -0.7099    0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4740    0.1558   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6345    0.4055    0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9269    0.7236   -1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.3398   -1.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6720    0.2870   -0.2831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8175    1.6769    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2501   -0.0151   -0.6492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3905    1.1378   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0252    1.2407   -0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661    0.0291    0.1596 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3487    0.1046    1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3031   -1.3534   -0.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9768   -0.1160   -1.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5136   -0.0177   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3313    1.5778    0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6978   -0.0512    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590   -1.2751    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9432    0.1645    2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9960    1.6239    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6762    1.9115   -1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2251    1.1479   -2.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1033    2.6853   -1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7499   -0.8302    0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2898   -0.9900   -1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0717   -1.5321   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725   -0.0660   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3305   -0.2672    1.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657    2.2129    0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.8786    1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9860    2.0842   -0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8363   -0.2129   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2403   -2.3809   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931   -2.1241    0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946   -2.6329    1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084   -3.2132   -0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2419   -1.1584   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5211   -0.3023    1.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7397   -2.8186    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7260   -2.5961   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1024   -0.9969    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1555   -2.4371    1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1164   -1.4183    1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0533    1.8367   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5162    0.3235   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0410    1.1126   -2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3798   -0.6280   -2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9622    2.4611   -0.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377    1.8791    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7878    1.6598    0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988   -0.6716   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9807    2.0576   -0.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    1.2849   -2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3467    1.6101   -1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9931    2.0216    0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614    0.9101    2.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574    0.2517    2.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429   -0.8267    2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  1
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  1
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  6
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  6
 14 55  1  1
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 18 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 24 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  6
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₄₆O

Average Molecular Weight

398.6642

Monoisotopic Molecular Weight

398.354866094

IUPAC Name

(1S,2R,10S,11S,14R,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

Traditional Name

(1S,2R,10S,11S,14R,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

CAS Registry Number

51014-22-3

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@H](C)C(C)C

InChI Identifier

InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h17-20,23-26H,7-16H2,1-6H3/t19-,20+,23-,24+,25-,26-,27-,28+/m0/s1

InChI Key

QQIOPZFVTIHASB-WUYCRTRWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
Oxosteroid
3-oxosteroid
3-oxo-delta-4-steroid
Delta-4-steroid
Cyclohexenone
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0038658)
Cell membrane (HMDB: HMDB0038658)

Biofluid or Excreta

Urine (HMDB: HMDB0038658)

Tissue substructure

Hepatic tissue (HMDB: HMDB0038658)

Cellular substructure

Extracellular (HMDB: HMDB0038658)
Membrane (HMDB: HMDB0038658)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038658)

Source

Endogenous

Endogenous (HMDB: HMDB0038658)

Plant

Fabaceae (HMDB: HMDB0038658)

Animal

Animal (HMDB: HMDB0038658)

Exogenous

Food

Food (HMDB: HMDB0038658)

Pulse

Pulses (FooDB: FOOD00867)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038658)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038658)

Cellular process

Cell signaling (HMDB: HMDB0038658)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038658)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038658)

Nutrient

Nutrient (HMDB: HMDB0038658)

Molecular messenger

Signaling molecule (HMDB: HMDB0038658)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038658)

Emulsifier (HMDB: HMDB0038658)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.9e-05 g/L	ALOGPS
logP	6.4	ALOGPS
logP	7.97	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	19.09	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	124.11 m³·mol⁻¹	ChemAxon
Polarizability	51.61 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]+	195.664	31661259
DarkChem	[M-H]-	196.134	31661259
DeepCCS	[M-2H]-	234.189	30932474
DeepCCS	[M+Na]+	208.579	30932474
AllCCS	[M+H]+	205.4	32859911
AllCCS	[M+H-H2O]+	203.3	32859911
AllCCS	[M+NH4]+	207.3	32859911
AllCCS	[M+Na]+	207.9	32859911
AllCCS	[M-H]-	206.4	32859911
AllCCS	[M+Na-2H]-	208.3	32859911
AllCCS	[M+HCOO]-	210.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(24S)-Ergost-4-en-3-one	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@H](C)C(C)C	3775.7	Standard polar	33892256
(24S)-Ergost-4-en-3-one	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@H](C)C(C)C	3252.2	Standard non polar	33892256
(24S)-Ergost-4-en-3-one	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@H](C)C(C)C	3372.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(24S)-Ergost-4-en-3-one,1TMS,isomer #1	CC(C)[C@@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3297.8	Semi standard non polar	33892256
(24S)-Ergost-4-en-3-one,1TMS,isomer #1	CC(C)[C@@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3333.1	Standard non polar	33892256
(24S)-Ergost-4-en-3-one,1TBDMS,isomer #1	CC(C)[C@@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3526.8	Semi standard non polar	33892256
(24S)-Ergost-4-en-3-one,1TBDMS,isomer #1	CC(C)[C@@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3535.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (24S)-Ergost-4-en-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0089-3139000000-4aa4ee34cb0f3ce7829a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (24S)-Ergost-4-en-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 10V, Positive-QTOF	splash10-0002-1019000000-1fed4375ad249602c5ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 20V, Positive-QTOF	splash10-06rj-6119000000-84dbd57823d0c0ce11ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 40V, Positive-QTOF	splash10-0019-9155000000-65bf4cb9835a9a1e4b93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 10V, Negative-QTOF	splash10-0002-0009000000-e91dc76e684347b42d89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 20V, Negative-QTOF	splash10-0002-0009000000-54beea4bb3f336ae1aba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 40V, Negative-QTOF	splash10-001i-2019000000-664968980c2bbb76cfde	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 10V, Negative-QTOF	splash10-0002-0009000000-0ca06bc1a59e9690d939	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 20V, Negative-QTOF	splash10-0002-0009000000-0ca06bc1a59e9690d939	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 40V, Negative-QTOF	splash10-0002-0009000000-d8b47ff315ada5239c0d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 10V, Positive-QTOF	splash10-0002-0019000000-0739b104e2d4c8225b3a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 20V, Positive-QTOF	splash10-05fr-9246000000-490c7f71f17f3d18ffc5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24S)-Ergost-4-en-3-one 40V, Positive-QTOF	splash10-0536-9310000000-a4b7a3174e57264e3508	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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

FDB018056

KNApSAcK ID

Not Available

Chemspider ID

30777281

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14537343

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (24S)-Ergost-4-en-3-one (HMDB0038658)

MOL for HMDB0038658 ((24S)-Ergost-4-en-3-one)

3D MOL for HMDB0038658 ((24S)-Ergost-4-en-3-one)

3D SDF for HMDB0038658 ((24S)-Ergost-4-en-3-one)

3D-SDF for HMDB0038658 ((24S)-Ergost-4-en-3-one)

PDB for HMDB0038658 ((24S)-Ergost-4-en-3-one)

3D PDB for HMDB0038658 ((24S)-Ergost-4-en-3-one)

SMILES for HMDB0038658 ((24S)-Ergost-4-en-3-one)

INCHI for HMDB0038658 ((24S)-Ergost-4-en-3-one)

Structure for HMDB0038658 ((24S)-Ergost-4-en-3-one)

3D Structure for HMDB0038658 ((24S)-Ergost-4-en-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra