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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:16:26 UTC

Update Date

2022-03-07 02:55:09 UTC

HMDB ID

HMDB0037032

Secondary Accession Numbers

HMDB37032

Metabolite Identification

Common Name

Tirucallol

Description

Tirucallol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, tirucallol is considered to be an isoprenoid. Based on a literature review a small amount of articles have been published on Tirucallol.

Structure

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


  Mrv0541 02241216202D          

 33 36  0  0  1  0            999 V2000
    2.2332   -1.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5188   -1.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043   -1.5578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0898   -1.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6246   -1.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6246   -2.3828    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0898   -2.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043   -2.3828    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5188   -2.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2332   -2.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975   -3.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4772   -3.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3391   -2.7953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043   -0.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5188   -0.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2332    0.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9477   -0.3203    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9477   -1.1453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7323   -1.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2173   -0.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -0.0653    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8043   -3.2078    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9477    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9477   -1.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323    0.7597    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0179    1.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4468    1.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    0.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8758    1.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902    0.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3047    1.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292    0.1482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902   -0.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  6 13  1  1  0  0  0
  3 14  1  1  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  1 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
  8 22  1  6  0  0  0
 17 23  1  6  0  0  0
 18 24  1  1  0  0  0
 21 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 21 32  1  1  0  0  0
 30 33  1  0  0  0  0
M  END

HMDB0037032
     RDKit          3D
Tirucallol
 81 84  0  0  0  0  0  0  0  0999 V2000
    6.3013    2.9940   -1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2780    1.6344   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4368    0.7589   -0.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2843    1.3739    0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2049    1.0908    1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9832   -0.3054    1.7843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6311   -1.3329    0.7457 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6162   -1.5230   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2162   -1.6057    0.5189 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0086   -2.6279   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782   -2.3575   -1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0134   -1.6710    0.0859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0862   -2.7457    1.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981   -1.0210   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    0.1459    0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5985    0.9487    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6175    0.1371    1.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -0.6667    0.3460 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1815    0.2177   -0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9874    0.7617    0.2944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6247    0.7039    1.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362    2.1978   -0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818    2.5325   -1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2498    1.9284   -1.1110 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9975    2.5139   -0.0776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1872    0.4307   -0.9215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1475   -0.0555    0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6403   -0.1814   -2.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7696    0.0115   -0.7313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6492   -1.4582   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2571   -1.8277   -0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    3.7086   -0.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3571    3.3141   -1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8945    2.8831   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1983    0.0881   -1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3113    1.3550   -1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7331    0.2067    0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0955    0.3518    0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2681    1.5271    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2977    1.7406    2.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2707   -0.3172    2.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9652   -0.5765    2.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251   -2.3201    1.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7210   -0.7330   -1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991   -2.5660   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6431   -1.6459    0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837   -2.2476    1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1399   -3.6586   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326   -2.3980   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722   -1.6393   -1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0492   -3.2797   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0235   -2.4175    2.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1689   -3.1023    1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5190   -3.6397    0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947    1.8348    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    1.3487    2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725    0.8266    1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2669   -0.4663    2.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.0801   -1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3233    1.2710   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1783    0.2411   -1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865    0.7109    2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2345   -0.2084    1.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2295    1.6435    1.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    2.5042   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2037    2.9005    0.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4892    2.2508   -2.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0123    3.6487   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8052    2.2061   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8874    3.4884   -0.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3081    0.6278    0.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9291   -1.1045    0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1593   -0.1252   -0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8235   -0.3350   -2.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5032    0.3794   -2.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0319   -1.2004   -1.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602    0.2137   -1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -2.0872   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183   -1.7191    0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0976   -2.9135   -0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1390   -1.4924   -2.0265 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  1
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 15 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 18  9  1  0
 29 20  1  0
 18 12  1  0
 31 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
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  6 42  1  0
  7 43  1  1
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  1
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 13 52  1  0
 13 53  1  0
 13 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 19 59  1  0
 19 60  1  0
 19 61  1  0
 21 62  1  0
 21 63  1  0
 21 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  6
 25 70  1  0
 27 71  1  0
 27 72  1  0
 27 73  1  0
 28 74  1  0
 28 75  1  0
 28 76  1  0
 29 77  1  6
 30 78  1  0
 30 79  1  0
 31 80  1  0
 31 81  1  0
M  END


  Mrv0541 02241216202D          

 33 36  0  0  1  0            999 V2000
    2.2332   -1.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5188   -1.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043   -1.5578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0898   -1.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6246   -1.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6246   -2.3828    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0898   -2.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043   -2.3828    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5188   -2.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2332   -2.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975   -3.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4772   -3.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3391   -2.7953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043   -0.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5188   -0.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2332    0.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9477   -1.1453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    4.2173   -0.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -0.0653    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8043   -3.2078    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9477    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9477   -1.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323    0.7597    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0179    1.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4468    1.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    0.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8758    1.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902    0.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3047    1.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292    0.1482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902   -0.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  6 13  1  1  0  0  0
  3 14  1  1  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  1 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
  8 22  1  6  0  0  0
 17 23  1  6  0  0  0
 18 24  1  1  0  0  0
 21 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 21 32  1  1  0  0  0
 30 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037032

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25-,26-,28+,29-,30+/m0/s1

> <INCHI_KEY>
CAHGCLMLTWQZNJ-HGKXYCPESA-N

> <FORMULA>
C30H50O

> <MOLECULAR_WEIGHT>
426.7174

> <EXACT_MASS>
426.386166222

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
55.174086177399076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S,7R,11S,14S,15S)-2,6,6,11,15-pentamethyl-14-[(2S)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol

> <ALOGPS_LOGP>
7.72

> <JCHEM_LOGP>
7.706672521

> <ALOGPS_LOGS>
-6.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.553786825962863

> <JCHEM_PKA_STRONGEST_BASIC>
-0.806973642323843

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
134.54469999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.76e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-tirucallol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037032
     RDKit          3D
Tirucallol
 81 84  0  0  0  0  0  0  0  0999 V2000
    6.3013    2.9940   -1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2780    1.6344   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4368    0.7589   -0.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2843    1.3739    0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2049    1.0908    1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9832   -0.3054    1.7843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6311   -1.3329    0.7457 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6162   -1.5230   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2162   -1.6057    0.5189 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0086   -2.6279   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782   -2.3575   -1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0134   -1.6710    0.0859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0862   -2.7457    1.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981   -1.0210   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    0.1459    0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5985    0.9487    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6175    0.1371    1.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -0.6667    0.3460 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1815    0.2177   -0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9874    0.7617    0.2944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6247    0.7039    1.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362    2.1978   -0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818    2.5325   -1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2498    1.9284   -1.1110 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9975    2.5139   -0.0776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1872    0.4307   -0.9215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1475   -0.0555    0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6403   -0.1814   -2.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7696    0.0115   -0.7313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6492   -1.4582   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2571   -1.8277   -0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    3.7086   -0.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3571    3.3141   -1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8945    2.8831   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1983    0.0881   -1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3113    1.3550   -1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7331    0.2067    0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0955    0.3518    0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2681    1.5271    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2977    1.7406    2.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2707   -0.3172    2.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9652   -0.5765    2.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251   -2.3201    1.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7210   -0.7330   -1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991   -2.5660   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6431   -1.6459    0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837   -2.2476    1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1399   -3.6586   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326   -2.3980   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722   -1.6393   -1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0492   -3.2797   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0235   -2.4175    2.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1689   -3.1023    1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5190   -3.6397    0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947    1.8348    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    1.3487    2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725    0.8266    1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2669   -0.4663    2.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.0801   -1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3233    1.2710   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1783    0.2411   -1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865    0.7109    2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2345   -0.2084    1.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2295    1.6435    1.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    2.5042   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2037    2.9005    0.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4892    2.2508   -2.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0123    3.6487   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8052    2.2061   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8874    3.4884   -0.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3081    0.6278    0.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9291   -1.1045    0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1593   -0.1252   -0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8235   -0.3350   -2.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5032    0.3794   -2.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0319   -1.2004   -1.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602    0.2137   -1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -2.0872   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183   -1.7191    0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0976   -2.9135   -0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1390   -1.4924   -2.0265 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  1
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 15 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 18  9  1  0
 29 20  1  0
 18 12  1  0
 31 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  1
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  1
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 13 52  1  0
 13 53  1  0
 13 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 19 59  1  0
 19 60  1  0
 19 61  1  0
 21 62  1  0
 21 63  1  0
 21 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  6
 25 70  1  0
 27 71  1  0
 27 72  1  0
 27 73  1  0
 28 74  1  0
 28 75  1  0
 28 76  1  0
 29 77  1  6
 30 78  1  0
 30 79  1  0
 31 80  1  0
 31 81  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       4.169  -2.908   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.835  -2.138   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.501  -2.908   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.168  -2.138   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.166  -2.908   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.166  -4.448   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.168  -5.218   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.501  -4.448   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.835  -5.218   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.169  -4.448   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.555  -6.578   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.891  -6.578   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.500  -5.218   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.501  -1.368   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.835  -0.598   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.169   0.172   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.502  -0.598   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.502  -2.138   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.967  -2.614   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.872  -1.368   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.967  -0.122   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       1.501  -5.988   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0       5.502   0.942   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.502  -3.678   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.967   1.418   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.633   2.188   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.301   2.188   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.634   1.418   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.968   2.188   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.302   1.418   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.635   2.188   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       8.455   0.277   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0      12.302  -0.122   0.000  0.00  0.00           C+0
CONECT    1    2   10   18                                                  
CONECT    2    1    3   15                                                  
CONECT    3    2    4    8   14                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8   11   12                                             
CONECT    8    7    3    9   22                                             
CONECT    9    8   10                                                       
CONECT   10    9    1                                                       
CONECT   11    7                                                            
CONECT   12    7                                                            
CONECT   13    6                                                            
CONECT   14    3                                                            
CONECT   15    2   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21   23                                             
CONECT   18   17    1   19   24                                             
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17   25   32                                             
CONECT   22    8                                                            
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   21   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30                                                            
CONECT   32   21                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0037032
HETATM    1  C1  UNL     1       6.301   2.994  -1.052  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.278   1.634  -0.357  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.437   0.759  -0.747  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.284   1.374   0.430  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.205   1.091   1.285  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.983  -0.305   1.784  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.631  -1.333   0.746  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.616  -1.523  -0.352  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.216  -1.606   0.519  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.009  -2.628  -0.615  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.578  -2.357  -1.134  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.013  -1.671   0.086  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.086  -2.746   1.147  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.298  -1.021  -0.139  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.606   0.146   0.367  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.598   0.949   1.081  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.617   0.137   1.497  1.00  0.00           C  
HETATM   18  C18 UNL     1       1.144  -0.667   0.346  1.00  0.00           C  
HETATM   19  C19 UNL     1       1.181   0.218  -0.870  1.00  0.00           C  
HETATM   20  C20 UNL     1      -2.987   0.762   0.294  1.00  0.00           C  
HETATM   21  C21 UNL     1      -3.625   0.704   1.669  1.00  0.00           C  
HETATM   22  C22 UNL     1      -2.936   2.198  -0.126  1.00  0.00           C  
HETATM   23  C23 UNL     1      -3.882   2.533  -1.240  1.00  0.00           C  
HETATM   24  C24 UNL     1      -5.250   1.928  -1.111  1.00  0.00           C  
HETATM   25  O1  UNL     1      -5.997   2.514  -0.078  1.00  0.00           O  
HETATM   26  C25 UNL     1      -5.187   0.431  -0.922  1.00  0.00           C  
HETATM   27  C26 UNL     1      -6.147  -0.055   0.123  1.00  0.00           C  
HETATM   28  C27 UNL     1      -5.640  -0.181  -2.255  1.00  0.00           C  
HETATM   29  C28 UNL     1      -3.770   0.012  -0.731  1.00  0.00           C  
HETATM   30  C29 UNL     1      -3.649  -1.458  -0.454  1.00  0.00           C  
HETATM   31  C30 UNL     1      -2.257  -1.828  -0.982  1.00  0.00           C  
HETATM   32  H1  UNL     1       5.689   3.709  -0.494  1.00  0.00           H  
HETATM   33  H2  UNL     1       7.357   3.314  -1.164  1.00  0.00           H  
HETATM   34  H3  UNL     1       5.895   2.883  -2.068  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.198   0.088  -1.578  1.00  0.00           H  
HETATM   36  H5  UNL     1       8.311   1.355  -1.036  1.00  0.00           H  
HETATM   37  H6  UNL     1       7.733   0.207   0.193  1.00  0.00           H  
HETATM   38  H7  UNL     1       6.095   0.352   0.981  1.00  0.00           H  
HETATM   39  H8  UNL     1       3.268   1.527   0.826  1.00  0.00           H  
HETATM   40  H9  UNL     1       4.298   1.741   2.229  1.00  0.00           H  
HETATM   41  H10 UNL     1       3.271  -0.317   2.625  1.00  0.00           H  
HETATM   42  H11 UNL     1       4.965  -0.576   2.296  1.00  0.00           H  
HETATM   43  H12 UNL     1       3.925  -2.320   1.372  1.00  0.00           H  
HETATM   44  H13 UNL     1       4.721  -0.733  -1.085  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.499  -2.566  -0.790  1.00  0.00           H  
HETATM   46  H15 UNL     1       5.643  -1.646   0.131  1.00  0.00           H  
HETATM   47  H16 UNL     1       1.884  -2.248   1.434  1.00  0.00           H  
HETATM   48  H17 UNL     1       2.140  -3.659  -0.269  1.00  0.00           H  
HETATM   49  H18 UNL     1       2.733  -2.398  -1.399  1.00  0.00           H  
HETATM   50  H19 UNL     1       0.672  -1.639  -1.936  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.049  -3.280  -1.388  1.00  0.00           H  
HETATM   52  H21 UNL     1       0.023  -2.418   2.178  1.00  0.00           H  
HETATM   53  H22 UNL     1      -1.169  -3.102   1.097  1.00  0.00           H  
HETATM   54  H23 UNL     1       0.519  -3.640   0.915  1.00  0.00           H  
HETATM   55  H24 UNL     1      -0.295   1.835   0.497  1.00  0.00           H  
HETATM   56  H25 UNL     1      -1.048   1.349   2.025  1.00  0.00           H  
HETATM   57  H26 UNL     1       1.372   0.827   1.854  1.00  0.00           H  
HETATM   58  H27 UNL     1       0.267  -0.466   2.360  1.00  0.00           H  
HETATM   59  H28 UNL     1       1.881  -0.080  -1.649  1.00  0.00           H  
HETATM   60  H29 UNL     1       1.323   1.271  -0.537  1.00  0.00           H  
HETATM   61  H30 UNL     1       0.178   0.241  -1.386  1.00  0.00           H  
HETATM   62  H31 UNL     1      -2.887   0.711   2.491  1.00  0.00           H  
HETATM   63  H32 UNL     1      -4.234  -0.208   1.835  1.00  0.00           H  
HETATM   64  H33 UNL     1      -4.230   1.644   1.824  1.00  0.00           H  
HETATM   65  H34 UNL     1      -1.929   2.504  -0.454  1.00  0.00           H  
HETATM   66  H35 UNL     1      -3.204   2.900   0.717  1.00  0.00           H  
HETATM   67  H36 UNL     1      -3.489   2.251  -2.243  1.00  0.00           H  
HETATM   68  H37 UNL     1      -4.012   3.649  -1.247  1.00  0.00           H  
HETATM   69  H38 UNL     1      -5.805   2.206  -2.035  1.00  0.00           H  
HETATM   70  H39 UNL     1      -5.887   3.488  -0.127  1.00  0.00           H  
HETATM   71  H40 UNL     1      -6.308   0.628   0.964  1.00  0.00           H  
HETATM   72  H41 UNL     1      -5.929  -1.104   0.400  1.00  0.00           H  
HETATM   73  H42 UNL     1      -7.159  -0.125  -0.383  1.00  0.00           H  
HETATM   74  H43 UNL     1      -4.824  -0.335  -2.962  1.00  0.00           H  
HETATM   75  H44 UNL     1      -6.503   0.379  -2.667  1.00  0.00           H  
HETATM   76  H45 UNL     1      -6.032  -1.200  -1.993  1.00  0.00           H  
HETATM   77  H46 UNL     1      -3.260   0.214  -1.716  1.00  0.00           H  
HETATM   78  H47 UNL     1      -4.403  -2.087  -0.931  1.00  0.00           H  
HETATM   79  H48 UNL     1      -3.618  -1.719   0.627  1.00  0.00           H  
HETATM   80  H49 UNL     1      -2.098  -2.913  -0.859  1.00  0.00           H  
HETATM   81  H50 UNL     1      -2.139  -1.492  -2.026  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4    4
CONECT    3   35   36   37
CONECT    4    5   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8    9   43
CONECT    8   44   45   46
CONECT    9   10   18   47
CONECT   10   11   48   49
CONECT   11   12   50   51
CONECT   12   13   14   18
CONECT   13   52   53   54
CONECT   14   15   15   31
CONECT   15   16   20
CONECT   16   17   55   56
CONECT   17   18   57   58
CONECT   18   19
CONECT   19   59   60   61
CONECT   20   21   22   29
CONECT   21   62   63   64
CONECT   22   23   65   66
CONECT   23   24   67   68
CONECT   24   25   26   69
CONECT   25   70
CONECT   26   27   28   29
CONECT   27   71   72   73
CONECT   28   74   75   76
CONECT   29   30   77
CONECT   30   31   78   79
CONECT   31   80   81
END

HMDB0037032
     RDKit          3D
Tirucallol
 81 84  0  0  0  0  0  0  0  0999 V2000
    6.3013    2.9940   -1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2780    1.6344   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4368    0.7589   -0.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2843    1.3739    0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2049    1.0908    1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9832   -0.3054    1.7843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6311   -1.3329    0.7457 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6162   -1.5230   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2162   -1.6057    0.5189 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0086   -2.6279   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782   -2.3575   -1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0134   -1.6710    0.0859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0862   -2.7457    1.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981   -1.0210   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    0.1459    0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5985    0.9487    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6175    0.1371    1.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -0.6667    0.3460 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1815    0.2177   -0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9874    0.7617    0.2944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6247    0.7039    1.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362    2.1978   -0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818    2.5325   -1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2498    1.9284   -1.1110 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9975    2.5139   -0.0776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1872    0.4307   -0.9215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1475   -0.0555    0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6403   -0.1814   -2.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7696    0.0115   -0.7313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6492   -1.4582   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2571   -1.8277   -0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    3.7086   -0.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3571    3.3141   -1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8945    2.8831   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1983    0.0881   -1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3113    1.3550   -1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7331    0.2067    0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0955    0.3518    0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2681    1.5271    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2977    1.7406    2.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2707   -0.3172    2.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9652   -0.5765    2.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251   -2.3201    1.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7210   -0.7330   -1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991   -2.5660   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6431   -1.6459    0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837   -2.2476    1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1399   -3.6586   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326   -2.3980   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722   -1.6393   -1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0492   -3.2797   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0235   -2.4175    2.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1689   -3.1023    1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5190   -3.6397    0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947    1.8348    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    1.3487    2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725    0.8266    1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2669   -0.4663    2.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.0801   -1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3233    1.2710   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1783    0.2411   -1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865    0.7109    2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2345   -0.2084    1.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2295    1.6435    1.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    2.5042   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2037    2.9005    0.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4892    2.2508   -2.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0123    3.6487   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8052    2.2061   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8874    3.4884   -0.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3081    0.6278    0.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9291   -1.1045    0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1593   -0.1252   -0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8235   -0.3350   -2.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5032    0.3794   -2.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0319   -1.2004   -1.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602    0.2137   -1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -2.0872   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183   -1.7191    0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0976   -2.9135   -0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1390   -1.4924   -2.0265 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  1
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 15 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 18  9  1  0
 29 20  1  0
 18 12  1  0
 31 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  1
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  1
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 13 52  1  0
 13 53  1  0
 13 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 19 59  1  0
 19 60  1  0
 19 61  1  0
 21 62  1  0
 21 63  1  0
 21 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  6
 25 70  1  0
 27 71  1  0
 27 72  1  0
 27 73  1  0
 28 74  1  0
 28 75  1  0
 28 76  1  0
 29 77  1  6
 30 78  1  0
 30 79  1  0
 31 80  1  0
 31 81  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3beta,13alpha,14beta,17alpha,20S)-Lanosta-8,24-dien-3-ol	HMDB
20-Epi-euphol	HMDB
Kanzuiol	HMDB
Tirucalladienol	HMDB
Lanostan-8,24-dien-3-ol	MeSH, HMDB
Tirucallol	MeSH

Chemical Formula

C₃₀H₅₀O

Average Molecular Weight

426.7174

Monoisotopic Molecular Weight

426.386166222

IUPAC Name

(2S,5S,7R,11S,14S,15S)-2,6,6,11,15-pentamethyl-14-[(2S)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol

Traditional Name

(+)-tirucallol

CAS Registry Number

514-46-5

SMILES

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

InChI Identifier

InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25-,26-,28+,29-,30+/m0/s1

InChI Key

CAHGCLMLTWQZNJ-HGKXYCPESA-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
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Tirucallane/euphane triterpenoids (LMPR0106090001 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0037032)
Cell membrane (HMDB: HMDB0037032)

Cellular substructure

Extracellular (HMDB: HMDB0037032)
Membrane (HMDB: HMDB0037032)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037032)

Source

Endogenous

Endogenous (HMDB: HMDB0037032)

Plant

Animal

Animal (HMDB: HMDB0037032)

Exogenous

Food

Food (HMDB: HMDB0037032)

Soy

Soy bean (FooDB: FOOD00085)

Gourd

Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)

Tea

Nut

Nuts (FooDB: FOOD00869)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037032)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037032)

Cellular process

Cell signaling (HMDB: HMDB0037032)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037032)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037032)

Nutrient

Nutrient (HMDB: HMDB0037032)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037032)

Emulsifier (HMDB: HMDB0037032)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	133 - 134.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	4.1e-06 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00038 g/L	ALOGPS
logP	7.72	ALOGPS
logP	7.71	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	19.55	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	134.54 m³·mol⁻¹	ChemAxon
Polarizability	55.17 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]+	204.718	31661259
DarkChem	[M-H]-	197.801	31661259
DeepCCS	[M-2H]-	249.752	30932474
DeepCCS	[M+Na]+	224.186	30932474
AllCCS	[M+H]+	215.1	32859911
AllCCS	[M+H-H2O]+	213.3	32859911
AllCCS	[M+NH4]+	216.8	32859911
AllCCS	[M+Na]+	217.3	32859911
AllCCS	[M-H]-	214.8	32859911
AllCCS	[M+Na-2H]-	217.0	32859911
AllCCS	[M+HCOO]-	219.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tirucallol	[H][C@]1(CC[C@]2(C)C3=C(CC[C@@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@@H](C)CCC=C(C)C	3166.6	Standard polar	33892256
Tirucallol	[H][C@]1(CC[C@]2(C)C3=C(CC[C@@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@@H](C)CCC=C(C)C	3305.8	Standard non polar	33892256
Tirucallol	[H][C@]1(CC[C@]2(C)C3=C(CC[C@@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@@H](C)CCC=C(C)C	3334.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tirucallol,1TMS,isomer #1	CC(C)=CCC[C@H](C)[C@@H]1CC[C@]2(C)C3=C(CC[C@@]12C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)C(C)(C)[C@@H]1CC3	3371.9	Semi standard non polar	33892256
Tirucallol,1TBDMS,isomer #1	CC(C)=CCC[C@H](C)[C@@H]1CC[C@]2(C)C3=C(CC[C@@]12C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]1CC3	3578.7	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 - Tirucallol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dj-1009400000-e2b516142f5128a7b5f6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tirucallol GC-MS (1 TMS) - 70eV, Positive	splash10-001i-3002900000-35e63c0bf6f033cb847c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tirucallol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tirucallol 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 - Tirucallol 10V, Positive-QTOF	splash10-0a6r-0002900000-2cfcf7ce4b5b21140eae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 20V, Positive-QTOF	splash10-0pdi-2139500000-9a25961000db9796d6da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 40V, Positive-QTOF	splash10-0uxr-4259100000-9f7f26265abec4122e35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 10V, Negative-QTOF	splash10-004i-0000900000-77a57cecc2069bee1926	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 20V, Negative-QTOF	splash10-004i-0000900000-5b0f06bf8120e780e30c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 40V, Negative-QTOF	splash10-0a4l-1009400000-421e305d47b29da427d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 10V, Positive-QTOF	splash10-004l-9104200000-8ee941ab6792a5ab3b9a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 20V, Positive-QTOF	splash10-0aou-9013000000-cb179d67807c5e9add64	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 40V, Positive-QTOF	splash10-0lfv-9533000000-93d879330971207fa9c9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 10V, Negative-QTOF	splash10-004i-0000900000-590c9e4adfdd12b64d93	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 20V, Negative-QTOF	splash10-004i-0000900000-78dd6104ab40fb436c5e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tirucallol 40V, Negative-QTOF	splash10-00fr-1001900000-493f552ce99405fdada2	2021-09-25	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

FDB016013

KNApSAcK ID

C00033382

Chemspider ID

91492

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101257

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1858811

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 Tirucallol (HMDB0037032)

MOL for HMDB0037032 (Tirucallol)

3D MOL for HMDB0037032 (Tirucallol)

3D SDF for HMDB0037032 (Tirucallol)

3D-SDF for HMDB0037032 (Tirucallol)

PDB for HMDB0037032 (Tirucallol)

3D PDB for HMDB0037032 (Tirucallol)

SMILES for HMDB0037032 (Tirucallol)

INCHI for HMDB0037032 (Tirucallol)

Structure for HMDB0037032 (Tirucallol)

3D Structure for HMDB0037032 (Tirucallol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra