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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:58:20 UTC

Update Date

2022-03-07 03:17:39 UTC

HMDB ID

HMDB0060146

Secondary Accession Numbers

HMDB60146

Metabolite Identification

Common Name

4-Methylzymosterol intermediate 1

Description

4-Methylzymosterol intermediate 1 belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 4-Methylzymosterol intermediate 1 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 05091313582D          

 32 35  0  0  0  0            999 V2000
    8.7583   -1.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6302   -2.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347   -1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411   -1.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7182    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310    2.1043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    2.5962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18  8  2  0  0  0  0
 19  3  1  6  0  0  0
 19  9  1  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 21 19  1  1  0  0  0
 22 12  1  6  0  0  0
 22 20  1  0  0  0  0
 23 14  1  0  0  0  0
 23 20  2  0  0  0  0
 24 13  1  1  0  0  0
 25 15  1  0  0  0  0
 27  4  1  6  0  0  0
 27 16  1  0  0  0  0
 27 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28  5  1  6  0  0  0
 28 17  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 29  6  1  6  0  0  0
 29 24  1  0  0  0  0
 29 25  1  0  0  0  0
 29 26  1  1  0  0  0
 25 30  1  6  0  0  0
 31 26  2  0  0  0  0
 32 26  1  0  0  0  0
M  END

HMDB0060146
     RDKit          3D
4-Methylzymosterol intermediate 1
 78 81  0  0  0  0  0  0  0  0999 V2000
    7.5667    1.4433   -0.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8411    0.1710   -0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1335   -0.5125   -0.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9822   -0.3755    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6928    0.3415    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115   -0.5255    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1962    0.1986    0.8125 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0971    0.5443    2.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695   -0.4905    0.1594 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3085   -0.5829   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -1.0806   -1.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302   -0.0713   -1.0462 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3188   -0.2573   -0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8918    0.6583   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0041    1.7322    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841    1.1676    0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935   -0.1028    0.3839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0932   -1.2131    1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3268    0.6353    0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4076    1.2564    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0037    1.6402   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689    1.7286   -0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1551    0.4763   -0.1521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7492    0.5831    1.1277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3601   -0.7733   -0.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0897   -1.8125    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5362   -1.2617   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9738   -2.4225   -1.9686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2346   -0.4835   -2.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379   -0.7154    0.1624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1573   -1.7786   -0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -1.2959   -1.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3262    1.6420   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5954    1.3021   -1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5000    2.2898   -0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9229    0.2211   -0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9851   -1.2594   -1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4926   -1.0586    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2270   -1.2983    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6186    0.5363    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6723    1.3168    0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6194   -0.6900   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370   -1.5085    1.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3299    1.1897    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1339    0.3003    2.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282   -0.0789    2.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4222    1.5997    2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -1.5634    0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5247    0.3990   -1.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652   -1.3601   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7943   -2.1100   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7629   -0.9790   -2.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618    0.9334   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494    2.3764    1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7407    2.4078   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260    1.0097    2.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9992    2.0058    0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112   -2.0890    0.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6009   -1.5398    1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9949   -0.8431    1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291    2.3394    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2349    0.8252    2.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782    0.9493    2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5696    2.6414   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6748    1.5131   -1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7235    2.5104    0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8880    2.1733   -1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0561    0.3697   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2073    1.4678    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5185   -2.7628    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1077   -1.9242    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1645   -1.3443    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8639    0.2860   -3.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9615   -1.0370    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782   -2.3865    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -2.5269   -0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5640   -2.1907   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -0.8763   -2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 14 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  6
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 17  9  1  0
 30 19  1  0
 17 12  1  0
 32 13  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  6
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  1
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  6
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  6
 24 69  1  0
 26 70  1  0
 26 71  1  0
 26 72  1  0
 29 73  1  0
 30 74  1  1
 31 75  1  0
 31 76  1  0
 32 77  1  0
 32 78  1  0
M  END


  Mrv0541 05091313582D          

 32 35  0  0  0  0            999 V2000
    8.7583   -1.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6302   -2.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347   -1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411   -1.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7182    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310    2.1043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    2.5962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18  8  2  0  0  0  0
 19  3  1  6  0  0  0
 19  9  1  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 21 19  1  1  0  0  0
 22 12  1  6  0  0  0
 22 20  1  0  0  0  0
 23 14  1  0  0  0  0
 23 20  2  0  0  0  0
 24 13  1  1  0  0  0
 25 15  1  0  0  0  0
 27  4  1  6  0  0  0
 27 16  1  0  0  0  0
 27 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28  5  1  6  0  0  0
 28 17  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 29  6  1  6  0  0  0
 29 24  1  0  0  0  0
 29 25  1  0  0  0  0
 29 26  1  1  0  0  0
 25 30  1  6  0  0  0
 31 26  2  0  0  0  0
 32 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060146

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](CCC=C(C)C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@H]1CC3)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H46O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h8,19,21-22,24-25,30H,7,9-17H2,1-6H3,(H,31,32)/t19-,21-,22-,24-,25-,27+,28+,29-/m0/s1

> <INCHI_KEY>
MYWAIWDQTCHPTH-VBLXKELWSA-N

> <FORMULA>
C29H46O3

> <MOLECULAR_WEIGHT>
442.6737

> <EXACT_MASS>
442.344695338

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
54.49341151412097

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S,6S,7S,11R,14S,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2S)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylic acid

> <ALOGPS_LOGP>
6.64

> <JCHEM_LOGP>
6.598317999999999

> <ALOGPS_LOGS>
-5.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.716008813949259

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.590055980466473

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0380298101870595

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
131.7868

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,6S,7S,11R,14S,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2S)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060146
     RDKit          3D
4-Methylzymosterol intermediate 1
 78 81  0  0  0  0  0  0  0  0999 V2000
    7.5667    1.4433   -0.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8411    0.1710   -0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1335   -0.5125   -0.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9822   -0.3755    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6928    0.3415    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115   -0.5255    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1962    0.1986    0.8125 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0971    0.5443    2.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695   -0.4905    0.1594 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3085   -0.5829   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -1.0806   -1.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302   -0.0713   -1.0462 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3188   -0.2573   -0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8918    0.6583   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0041    1.7322    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841    1.1676    0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935   -0.1028    0.3839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0932   -1.2131    1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3268    0.6353    0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4076    1.2564    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0037    1.6402   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689    1.7286   -0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1551    0.4763   -0.1521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7492    0.5831    1.1277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3601   -0.7733   -0.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0897   -1.8125    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5362   -1.2617   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9738   -2.4225   -1.9686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2346   -0.4835   -2.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379   -0.7154    0.1624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1573   -1.7786   -0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -1.2959   -1.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3262    1.6420   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5954    1.3021   -1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5000    2.2898   -0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9229    0.2211   -0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9851   -1.2594   -1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4926   -1.0586    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2270   -1.2983    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6186    0.5363    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6723    1.3168    0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6194   -0.6900   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370   -1.5085    1.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3299    1.1897    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1339    0.3003    2.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282   -0.0789    2.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4222    1.5997    2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -1.5634    0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5247    0.3990   -1.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652   -1.3601   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7943   -2.1100   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7629   -0.9790   -2.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618    0.9334   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494    2.3764    1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7407    2.4078   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260    1.0097    2.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9992    2.0058    0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112   -2.0890    0.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6009   -1.5398    1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9949   -0.8431    1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291    2.3394    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2349    0.8252    2.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782    0.9493    2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5696    2.6414   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6748    1.5131   -1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7235    2.5104    0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8880    2.1733   -1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0561    0.3697   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2073    1.4678    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5185   -2.7628    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1077   -1.9242    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1645   -1.3443    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8639    0.2860   -3.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9615   -1.0370    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782   -2.3865    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -2.5269   -0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5640   -2.1907   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -0.8763   -2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 14 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  6
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 17  9  1  0
 30 19  1  0
 17 12  1  0
 32 13  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  6
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  1
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  6
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  6
 24 69  1  0
 26 70  1  0
 26 71  1  0
 26 72  1  0
 29 73  1  0
 30 74  1  1
 31 75  1  0
 31 76  1  0
 32 77  1  0
 32 78  1  0
M  END

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0      16.349  -3.280   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.243  -4.917   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.302  -2.907   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.373  -0.949   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.521   2.992   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.353  -2.485   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.878  -2.275   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.407  -1.269   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.823  -3.490   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.882  -1.480   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.341   3.664   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.397  -0.314   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.811   2.218   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.858   3.928   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.354   4.846   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    8    9                                                       
CONECT    8    7   18                                                       
CONECT    9    7   19                                                       
CONECT   10   13   20                                                       
CONECT   11   12   21                                                       
CONECT   12   11   22                                                       
CONECT   13   10   24                                                       
CONECT   14   16   23                                                       
CONECT   15   17   25                                                       
CONECT   16   14   27                                                       
CONECT   17   15   28                                                       
CONECT   18    1    2    8                                                  
CONECT   19    3    9   21                                                  
CONECT   20   10   22   23                                                  
CONECT   21   11   19   27                                                  
CONECT   22   12   20   27                                                  
CONECT   23   14   20   28                                                  
CONECT   24   13   28   29                                                  
CONECT   25   15   29   30                                                  
CONECT   26   29   31   32                                                  
CONECT   27    4   16   21   22                                             
CONECT   28    5   17   23   24                                             
CONECT   29    6   24   25   26                                             
CONECT   30   25                                                            
CONECT   31   26                                                            
CONECT   32   26                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0060146
HETATM    1  C1  UNL     1       7.567   1.443  -0.811  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.841   0.171  -0.092  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.134  -0.512  -0.338  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.982  -0.376   0.755  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.693   0.341   0.976  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.511  -0.526   0.591  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.196   0.199   0.812  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.097   0.544   2.241  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.069  -0.491   0.159  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.308  -0.583  -1.345  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.909  -1.081  -1.772  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.130  -0.071  -1.046  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.319  -0.257  -0.920  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.892   0.658  -0.153  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.004   1.732   0.355  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.284   1.168   0.966  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.694  -0.103   0.384  1.00  0.00           C  
HETATM   18  C18 UNL     1      -0.093  -1.213   1.102  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.327   0.635   0.186  1.00  0.00           C  
HETATM   20  C20 UNL     1      -3.408   1.256   1.598  1.00  0.00           C  
HETATM   21  C21 UNL     1      -4.004   1.640  -0.715  1.00  0.00           C  
HETATM   22  C22 UNL     1      -5.469   1.729  -0.549  1.00  0.00           C  
HETATM   23  C23 UNL     1      -6.155   0.476  -0.152  1.00  0.00           C  
HETATM   24  O1  UNL     1      -6.749   0.583   1.128  1.00  0.00           O  
HETATM   25  C24 UNL     1      -5.360  -0.773  -0.301  1.00  0.00           C  
HETATM   26  C25 UNL     1      -6.090  -1.813   0.574  1.00  0.00           C  
HETATM   27  C26 UNL     1      -5.536  -1.262  -1.692  1.00  0.00           C  
HETATM   28  O2  UNL     1      -5.974  -2.423  -1.969  1.00  0.00           O  
HETATM   29  O3  UNL     1      -5.235  -0.484  -2.803  1.00  0.00           O  
HETATM   30  C27 UNL     1      -3.938  -0.715   0.162  1.00  0.00           C  
HETATM   31  C28 UNL     1      -3.157  -1.779  -0.551  1.00  0.00           C  
HETATM   32  C29 UNL     1      -2.142  -1.296  -1.530  1.00  0.00           C  
HETATM   33  H1  UNL     1       8.326   1.642  -1.569  1.00  0.00           H  
HETATM   34  H2  UNL     1       6.595   1.302  -1.353  1.00  0.00           H  
HETATM   35  H3  UNL     1       7.500   2.290  -0.099  1.00  0.00           H  
HETATM   36  H4  UNL     1       9.923   0.221  -0.598  1.00  0.00           H  
HETATM   37  H5  UNL     1       8.985  -1.259  -1.138  1.00  0.00           H  
HETATM   38  H6  UNL     1       9.493  -1.059   0.559  1.00  0.00           H  
HETATM   39  H7  UNL     1       7.227  -1.298   1.251  1.00  0.00           H  
HETATM   40  H8  UNL     1       5.619   0.536   2.064  1.00  0.00           H  
HETATM   41  H9  UNL     1       5.672   1.317   0.465  1.00  0.00           H  
HETATM   42  H10 UNL     1       4.619  -0.690  -0.505  1.00  0.00           H  
HETATM   43  H11 UNL     1       4.537  -1.509   1.064  1.00  0.00           H  
HETATM   44  H12 UNL     1       3.330   1.190   0.274  1.00  0.00           H  
HETATM   45  H13 UNL     1       2.134   0.300   2.729  1.00  0.00           H  
HETATM   46  H14 UNL     1       3.828  -0.079   2.804  1.00  0.00           H  
HETATM   47  H15 UNL     1       3.422   1.600   2.486  1.00  0.00           H  
HETATM   48  H16 UNL     1       2.174  -1.563   0.450  1.00  0.00           H  
HETATM   49  H17 UNL     1       2.525   0.399  -1.778  1.00  0.00           H  
HETATM   50  H18 UNL     1       3.065  -1.360  -1.601  1.00  0.00           H  
HETATM   51  H19 UNL     1       0.794  -2.110  -1.394  1.00  0.00           H  
HETATM   52  H20 UNL     1       0.763  -0.979  -2.849  1.00  0.00           H  
HETATM   53  H21 UNL     1       0.362   0.933  -1.474  1.00  0.00           H  
HETATM   54  H22 UNL     1      -1.549   2.376   1.056  1.00  0.00           H  
HETATM   55  H23 UNL     1      -0.741   2.408  -0.512  1.00  0.00           H  
HETATM   56  H24 UNL     1      -0.026   1.010   2.044  1.00  0.00           H  
HETATM   57  H25 UNL     1       0.999   2.006   0.876  1.00  0.00           H  
HETATM   58  H26 UNL     1      -0.211  -2.089   0.455  1.00  0.00           H  
HETATM   59  H27 UNL     1       0.601  -1.540   1.932  1.00  0.00           H  
HETATM   60  H28 UNL     1      -0.995  -0.843   1.582  1.00  0.00           H  
HETATM   61  H29 UNL     1      -3.529   2.339   1.551  1.00  0.00           H  
HETATM   62  H30 UNL     1      -4.235   0.825   2.181  1.00  0.00           H  
HETATM   63  H31 UNL     1      -2.478   0.949   2.164  1.00  0.00           H  
HETATM   64  H32 UNL     1      -3.570   2.641  -0.416  1.00  0.00           H  
HETATM   65  H33 UNL     1      -3.675   1.513  -1.766  1.00  0.00           H  
HETATM   66  H34 UNL     1      -5.723   2.510   0.227  1.00  0.00           H  
HETATM   67  H35 UNL     1      -5.888   2.173  -1.501  1.00  0.00           H  
HETATM   68  H36 UNL     1      -7.056   0.370  -0.830  1.00  0.00           H  
HETATM   69  H37 UNL     1      -7.207   1.468   1.114  1.00  0.00           H  
HETATM   70  H38 UNL     1      -5.519  -2.763   0.580  1.00  0.00           H  
HETATM   71  H39 UNL     1      -7.108  -1.924   0.149  1.00  0.00           H  
HETATM   72  H40 UNL     1      -6.164  -1.344   1.578  1.00  0.00           H  
HETATM   73  H41 UNL     1      -5.864   0.286  -3.042  1.00  0.00           H  
HETATM   74  H42 UNL     1      -3.961  -1.037   1.255  1.00  0.00           H  
HETATM   75  H43 UNL     1      -2.578  -2.386   0.209  1.00  0.00           H  
HETATM   76  H44 UNL     1      -3.861  -2.527  -0.983  1.00  0.00           H  
HETATM   77  H45 UNL     1      -1.564  -2.191  -1.858  1.00  0.00           H  
HETATM   78  H46 UNL     1      -2.557  -0.876  -2.472  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    4    4
CONECT    3   36   37   38
CONECT    4    5   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8    9   44
CONECT    8   45   46   47
CONECT    9   10   17   48
CONECT   10   11   49   50
CONECT   11   12   51   52
CONECT   12   13   17   53
CONECT   13   14   14   32
CONECT   14   15   19
CONECT   15   16   54   55
CONECT   16   17   56   57
CONECT   17   18
CONECT   18   58   59   60
CONECT   19   20   21   30
CONECT   20   61   62   63
CONECT   21   22   64   65
CONECT   22   23   66   67
CONECT   23   24   25   68
CONECT   24   69
CONECT   25   26   27   30
CONECT   26   70   71   72
CONECT   27   28   28   29
CONECT   29   73
CONECT   30   31   74
CONECT   31   32   75   76
CONECT   32   77   78
END

HMDB0060146
     RDKit          3D
4-Methylzymosterol intermediate 1
 78 81  0  0  0  0  0  0  0  0999 V2000
    7.5667    1.4433   -0.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8411    0.1710   -0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1335   -0.5125   -0.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9822   -0.3755    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6928    0.3415    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115   -0.5255    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1962    0.1986    0.8125 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0971    0.5443    2.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695   -0.4905    0.1594 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3085   -0.5829   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -1.0806   -1.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302   -0.0713   -1.0462 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3188   -0.2573   -0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8918    0.6583   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0041    1.7322    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841    1.1676    0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935   -0.1028    0.3839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0932   -1.2131    1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3268    0.6353    0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4076    1.2564    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0037    1.6402   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689    1.7286   -0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1551    0.4763   -0.1521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7492    0.5831    1.1277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3601   -0.7733   -0.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0897   -1.8125    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5362   -1.2617   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9738   -2.4225   -1.9686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2346   -0.4835   -2.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379   -0.7154    0.1624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1573   -1.7786   -0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -1.2959   -1.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3262    1.6420   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5954    1.3021   -1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5000    2.2898   -0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9229    0.2211   -0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9851   -1.2594   -1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4926   -1.0586    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2270   -1.2983    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6186    0.5363    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6723    1.3168    0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6194   -0.6900   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370   -1.5085    1.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3299    1.1897    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1339    0.3003    2.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282   -0.0789    2.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4222    1.5997    2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -1.5634    0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5247    0.3990   -1.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652   -1.3601   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7943   -2.1100   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7629   -0.9790   -2.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618    0.9334   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494    2.3764    1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7407    2.4078   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260    1.0097    2.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9992    2.0058    0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112   -2.0890    0.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6009   -1.5398    1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9949   -0.8431    1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291    2.3394    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2349    0.8252    2.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782    0.9493    2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5696    2.6414   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6748    1.5131   -1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7235    2.5104    0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8880    2.1733   -1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0561    0.3697   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2073    1.4678    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5185   -2.7628    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1077   -1.9242    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1645   -1.3443    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8639    0.2860   -3.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9615   -1.0370    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782   -2.3865    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -2.5269   -0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5640   -2.1907   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -0.8763   -2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 14 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  6
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 17  9  1  0
 30 19  1  0
 17 12  1  0
 32 13  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  6
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  1
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  6
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  6
 24 69  1  0
 26 70  1  0
 26 71  1  0
 26 72  1  0
 29 73  1  0
 30 74  1  1
 31 75  1  0
 31 76  1  0
 32 77  1  0
 32 78  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Methylzymosterol intermediic acid 1	Generator

Chemical Formula

C₂₉H₄₆O₃

Average Molecular Weight

442.6737

Monoisotopic Molecular Weight

442.344695338

IUPAC Name

(2S,5S,6S,7S,11R,14S,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2S)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylic acid

Traditional Name

(2S,5S,6S,7S,11R,14S,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2S)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](CCC=C(C)C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@H]1CC3)C(O)=O

InChI Identifier

InChI=1S/C29H46O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h8,19,21-22,24-25,30H,7,9-17H2,1-6H3,(H,31,32)/t19-,21-,22-,24-,25-,27+,28+,29-/m0/s1

InChI Key

MYWAIWDQTCHPTH-VBLXKELWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cholesterol-skeleton
Cholestane-skeleton
4-carboxy steroid
Steroid acid
3-hydroxysteroid
3-beta-hydroxysteroid
Hydroxysteroid
15-hydroxysteroid
Steroid
Beta-hydroxy acid
Hydroxy acid
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060146)

Process

Not Available

Role

Not Available

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	0.0022 g/L	ALOGPS
logP	6.64	ALOGPS
logP	6.6	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.59	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	131.79 m³·mol⁻¹	ChemAxon
Polarizability	54.49 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	206.826	31661259
DarkChem	[M-H]-	200.729	31661259
DeepCCS	[M-2H]-	240.544	30932474
DeepCCS	[M+Na]+	214.734	30932474
AllCCS	[M+H]+	213.1	32859911
AllCCS	[M+H-H2O]+	211.2	32859911
AllCCS	[M+NH4]+	214.8	32859911
AllCCS	[M+Na]+	215.2	32859911
AllCCS	[M-H]-	213.5	32859911
AllCCS	[M+Na-2H]-	215.6	32859911
AllCCS	[M+HCOO]-	218.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Methylzymosterol intermediate 1	C[C@@H](CCC=C(C)C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@H]1CC3)C(O)=O	3428.5	Standard polar	33892256
4-Methylzymosterol intermediate 1	C[C@@H](CCC=C(C)C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@H]1CC3)C(O)=O	3378.0	Standard non polar	33892256
4-Methylzymosterol intermediate 1	C[C@@H](CCC=C(C)C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@H]1CC3)C(O)=O	3549.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Methylzymosterol intermediate 1,1TMS,isomer #1	CC(C)=CCC[C@H](C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)[C@@](C)(C(=O)O)[C@H]1CC3	3541.7	Semi standard non polar	33892256
4-Methylzymosterol intermediate 1,1TMS,isomer #2	CC(C)=CCC[C@H](C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(C(=O)O[Si](C)(C)C)[C@H]1CC3	3492.0	Semi standard non polar	33892256
4-Methylzymosterol intermediate 1,2TMS,isomer #1	CC(C)=CCC[C@H](C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)[C@@](C)(C(=O)O[Si](C)(C)C)[C@H]1CC3	3494.6	Semi standard non polar	33892256
4-Methylzymosterol intermediate 1,1TBDMS,isomer #1	CC(C)=CCC[C@H](C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@](C)(C(=O)O)[C@H]1CC3	3768.0	Semi standard non polar	33892256
4-Methylzymosterol intermediate 1,1TBDMS,isomer #2	CC(C)=CCC[C@H](C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC3	3744.9	Semi standard non polar	33892256
4-Methylzymosterol intermediate 1,2TBDMS,isomer #1	CC(C)=CCC[C@H](C)[C@@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC3	3988.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylzymosterol intermediate 1 GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-2009500000-d95a96ec50d214c4a7ad	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylzymosterol intermediate 1 GC-MS (2 TMS) - 70eV, Positive	splash10-00di-3001290000-49cf623a8c01d727af89	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylzymosterol intermediate 1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylzymosterol intermediate 1 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 - 4-Methylzymosterol intermediate 1 10V, Positive-QTOF	splash10-004i-0003900000-ede2074ebef5c7b4f5ef	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 20V, Positive-QTOF	splash10-056r-3009600000-668782b6420b243b39ab	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 40V, Positive-QTOF	splash10-0ar9-4129200000-aa72815365e75b94ccbc	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 10V, Negative-QTOF	splash10-0006-0003900000-8cabb8e5bbac4a6dfdf5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 20V, Negative-QTOF	splash10-002e-0009500000-4c342723259093956de9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 40V, Negative-QTOF	splash10-0059-1009200000-1be86c464989109fde9d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 10V, Positive-QTOF	splash10-0006-0004900000-4ddd721d3d2f568dd4ab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 20V, Positive-QTOF	splash10-0gwo-4249500000-9b29d5f0aa9ef228b757	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 40V, Positive-QTOF	splash10-0a4l-9778000000-4438f729f0f6c14e77d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 10V, Negative-QTOF	splash10-0006-0000900000-a071385ec6b10bec9802	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 20V, Negative-QTOF	splash10-0006-0005900000-7395cb3ac36e70ff026a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylzymosterol intermediate 1 40V, Negative-QTOF	splash10-00ku-3004900000-d631319845841e3d35f2	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769850

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

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 4-Methylzymosterol intermediate 1 (HMDB0060146)

MOL for HMDB0060146 (4-Methylzymosterol intermediate 1)

3D MOL for HMDB0060146 (4-Methylzymosterol intermediate 1)

3D SDF for HMDB0060146 (4-Methylzymosterol intermediate 1)

3D-SDF for HMDB0060146 (4-Methylzymosterol intermediate 1)

PDB for HMDB0060146 (4-Methylzymosterol intermediate 1)

3D PDB for HMDB0060146 (4-Methylzymosterol intermediate 1)

SMILES for HMDB0060146 (4-Methylzymosterol intermediate 1)

INCHI for HMDB0060146 (4-Methylzymosterol intermediate 1)

Structure for HMDB0060146 (4-Methylzymosterol intermediate 1)

3D Structure for HMDB0060146 (4-Methylzymosterol intermediate 1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra