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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:31:21 UTC

Update Date

2022-03-07 02:56:05 UTC

HMDB ID

HMDB0039154

Secondary Accession Numbers

HMDB39154

Metabolite Identification

Common Name

(-)-Guttiferone E

Description

(-)-Guttiferone E belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a small amount of articles have been published on (-)-Guttiferone E.

Structure

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


  Mrv0541 05061310532D          

 44 46  0  0  0  0            999 V2000
   -0.5754    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381   -0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8504   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8504    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    1.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    1.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754    2.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754    3.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    3.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    3.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2930    1.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0053    0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0053    1.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    2.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8759    2.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    1.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    2.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352    3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352    3.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1501    2.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653    1.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -1.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906   -1.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524   -2.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -1.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649   -2.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8031   -2.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6286   -2.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411   -2.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0415   -1.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -1.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    1.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917   -0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0053   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917   -1.4024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0053    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203    1.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203   -0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203    1.8960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1501    1.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 34  2  0  0  0  0
  2  3  2  0  0  0  0
  2 35  1  0  0  0  0
  3  4  1  0  0  0  0
  3 33  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  4 23  1  0  0  0  0
  5  6  1  0  0  0  0
  5 22  2  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 29  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 36 38  2  0  0  0  0
 36 42  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 43  1  0  0  0  0
 40 41  1  0  0  0  0
 40 44  1  0  0  0  0
 41 42  2  0  0  0  0
M  END

HMDB0039154
     RDKit          3D
(-)-Guttiferone E
 94 96  0  0  0  0  0  0  0  0999 V2000
    4.3474    1.8100   -1.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244    0.8974   -1.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7119    0.3807   -2.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1751    0.3310   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3919    0.6341    0.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948    0.0036    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2791   -0.8756    1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8211   -1.2069    2.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5051   -1.5511    0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9950    0.5553    0.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003    0.2762    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607    1.0173   -0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0069    2.0676   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2403    2.7986   -1.6928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096    3.8815   -1.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1953    3.9165   -2.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3920    2.8843   -3.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953    5.0540   -2.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795    1.5685    0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343    2.7793    0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    0.8523   -0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.7074    1.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3622    1.0698    2.7951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903    0.2488    3.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464   -0.4047    4.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548   -1.2514    5.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2212   -0.3744    4.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338   -0.6992    1.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837   -1.2103    1.5924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983   -1.4833    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6366   -2.5461   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9161   -2.7673   -0.2510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0634   -3.4071   -1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1462   -3.2011   -2.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7166   -4.1049   -2.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395   -5.2456   -3.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -6.1548   -4.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1765   -5.4842   -2.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355   -6.6488   -3.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7117   -4.5983   -1.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -1.1828    0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730   -2.2316    0.5841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175    0.8177    1.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369    1.2956    2.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092    2.2417   -0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5986    2.1762   -2.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -0.4079   -2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4485   -0.0022   -3.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691    1.2096   -3.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3448   -0.8461   -0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591    1.7204    1.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1349    0.2081    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9568    0.2080   -0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7272   -0.3078    3.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199   -1.8849    2.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8154   -1.6671    2.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3080   -1.7577   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3931   -0.9097    0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6313   -2.5316    1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    0.0437    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0201    1.6495    1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9074    1.7042   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003    0.4109   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4560    2.7894    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2395    3.2921   -1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4379    2.0417   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387    4.6837   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2767    1.8514   -3.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7023    3.1497   -4.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4154    2.9726   -4.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3972    5.3845   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1491    4.7242   -3.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7216    5.8676   -3.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191    3.1158    0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    2.5213    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2645    3.6140    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7401    0.0964   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5784    0.4459   -1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449    1.6079   -1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    2.1065    3.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4587    0.8497    2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8369    0.1929    4.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1436   -1.3513    5.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4770   -0.7688    6.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707   -2.2548    5.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5209    0.6916    4.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161   -1.0993    3.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230   -0.5994    5.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7374   -2.3222   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6748   -3.9278   -3.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812   -5.9744   -4.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7268   -6.8384   -2.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6654   -4.7822   -1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -2.5559    0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  3
 25 26  1  0
 25 27  1  0
 22 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38 40  2  0
 30 41  2  0
 41 42  1  0
 22 43  1  0
 43 44  2  0
 41 11  1  0
 43 11  1  0
 40 33  1  0
  1 45  1  0
  1 46  1  0
  3 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  5 51  1  0
  5 52  1  0
  6 53  1  0
  8 54  1  0
  8 55  1  0
  8 56  1  0
  9 57  1  0
  9 58  1  0
  9 59  1  0
 10 60  1  0
 10 61  1  0
 12 62  1  0
 12 63  1  0
 13 64  1  0
 14 65  1  0
 14 66  1  0
 15 67  1  0
 17 68  1  0
 17 69  1  0
 17 70  1  0
 18 71  1  0
 18 72  1  0
 18 73  1  0
 20 74  1  0
 20 75  1  0
 20 76  1  0
 21 77  1  0
 21 78  1  0
 21 79  1  0
 23 80  1  0
 23 81  1  0
 24 82  1  0
 26 83  1  0
 26 84  1  0
 26 85  1  0
 27 86  1  0
 27 87  1  0
 27 88  1  0
 34 89  1  0
 35 90  1  0
 37 91  1  0
 39 92  1  0
 40 93  1  0
 42 94  1  0
M  END


  Mrv0541 05061310532D          

 44 46  0  0  0  0            999 V2000
   -0.5754    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381   -0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8504   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8504    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    1.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    1.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754    2.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754    3.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    3.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    3.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2930    1.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0053    0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0053    1.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    2.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8759    2.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    1.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    2.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352    3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352    3.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1501    2.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653    1.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -1.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906   -1.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524   -2.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -1.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649   -2.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8031   -2.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6286   -2.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411   -2.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0415   -1.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -1.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    1.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917   -0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0053   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917   -1.4024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0053    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203    1.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203   -0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203    1.8960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1501    1.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 34  2  0  0  0  0
  2  3  2  0  0  0  0
  2 35  1  0  0  0  0
  3  4  1  0  0  0  0
  3 33  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  4 23  1  0  0  0  0
  5  6  1  0  0  0  0
  5 22  2  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 29  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 36 38  2  0  0  0  0
 36 42  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 43  1  0  0  0  0
 40 41  1  0  0  0  0
 40 44  1  0  0  0  0
 41 42  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039154

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC(CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC(O)=C(O)C=C3)=C1O)C2=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C38H50O6/c1-22(2)11-13-27(25(7)8)20-37-21-28(15-12-23(3)4)36(9,10)38(35(37)44,18-17-24(5)6)34(43)31(33(37)42)32(41)26-14-16-29(39)30(40)19-26/h11-12,14,16-17,19,27-28,39-40,42H,7,13,15,18,20-21H2,1-6,8-10H3

> <INCHI_KEY>
QDKLRKZQSOQWJQ-UHFFFAOYSA-N

> <FORMULA>
C38H50O6

> <MOLECULAR_WEIGHT>
602.8

> <EXACT_MASS>
602.360739332

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
67.77208144514971

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(3,4-dihydroxybenzoyl)-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-1,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

> <ALOGPS_LOGP>
6.24

> <JCHEM_LOGP>
9.140703430333332

> <ALOGPS_LOGS>
-5.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.019856318540342

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.312386937071648

> <JCHEM_PKA_STRONGEST_BASIC>
-6.3299479326262835

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
180.58400000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3,4-dihydroxybenzoyl)-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-1,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039154
     RDKit          3D
(-)-Guttiferone E
 94 96  0  0  0  0  0  0  0  0999 V2000
    4.3474    1.8100   -1.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244    0.8974   -1.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7119    0.3807   -2.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1751    0.3310   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3919    0.6341    0.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948    0.0036    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2791   -0.8756    1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8211   -1.2069    2.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5051   -1.5511    0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9950    0.5553    0.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003    0.2762    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607    1.0173   -0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0069    2.0676   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2403    2.7986   -1.6928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096    3.8815   -1.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1953    3.9165   -2.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3920    2.8843   -3.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953    5.0540   -2.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795    1.5685    0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343    2.7793    0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    0.8523   -0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.7074    1.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3622    1.0698    2.7951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903    0.2488    3.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464   -0.4047    4.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548   -1.2514    5.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2212   -0.3744    4.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338   -0.6992    1.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837   -1.2103    1.5924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983   -1.4833    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6366   -2.5461   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9161   -2.7673   -0.2510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0634   -3.4071   -1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1462   -3.2011   -2.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7166   -4.1049   -2.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395   -5.2456   -3.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -6.1548   -4.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1765   -5.4842   -2.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355   -6.6488   -3.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7117   -4.5983   -1.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -1.1828    0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730   -2.2316    0.5841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175    0.8177    1.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369    1.2956    2.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092    2.2417   -0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5986    2.1762   -2.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -0.4079   -2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4485   -0.0022   -3.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691    1.2096   -3.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3448   -0.8461   -0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591    1.7204    1.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1349    0.2081    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9568    0.2080   -0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7272   -0.3078    3.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199   -1.8849    2.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8154   -1.6671    2.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3080   -1.7577   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3931   -0.9097    0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6313   -2.5316    1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    0.0437    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0201    1.6495    1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9074    1.7042   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003    0.4109   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4560    2.7894    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2395    3.2921   -1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4379    2.0417   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387    4.6837   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2767    1.8514   -3.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7023    3.1497   -4.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4154    2.9726   -4.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3972    5.3845   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1491    4.7242   -3.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7216    5.8676   -3.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191    3.1158    0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    2.5213    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2645    3.6140    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7401    0.0964   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5784    0.4459   -1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449    1.6079   -1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    2.1065    3.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4587    0.8497    2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8369    0.1929    4.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1436   -1.3513    5.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4770   -0.7688    6.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707   -2.2548    5.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5209    0.6916    4.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161   -1.0993    3.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230   -0.5994    5.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7374   -2.3222   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6748   -3.9278   -3.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812   -5.9744   -4.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7268   -6.8384   -2.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6654   -4.7822   -1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -2.5559    0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
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 42 94  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.074   1.232   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.074  -0.308   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.258  -1.078   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.587  -0.308   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.587   1.232   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.258   1.999   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.258   3.539   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.074   4.309   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.074   5.849   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.411   6.619   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.258   6.619   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.414   3.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.743   1.078   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.743   2.618   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.326   4.473   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.502   4.473   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.078   3.385   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.078   4.928   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.412   5.697   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.412   7.237   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.747   4.928   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.922   1.999   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.922  -1.078   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.922  -2.618   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.462  -2.617   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.151  -3.952   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.664  -3.554   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.921  -5.285   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.232  -3.951   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.773  -3.950   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.543  -5.284   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.544  -2.616   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.241  -2.651   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -2.411   1.999   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.411  -1.078   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.743  -0.308   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -2.411  -2.618   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -3.743   1.232   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -5.078   1.999   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -6.412   1.232   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -6.412  -0.308   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -5.078  -1.078   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -5.078   3.539   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -7.747   1.999   0.000  0.00  0.00           O+0
CONECT    1    2    6   34                                                  
CONECT    2    1    3   35                                                  
CONECT    3    2    4   33                                                  
CONECT    4    3    5   13   23                                             
CONECT    5    4    6   22                                                  
CONECT    6    1    5    7   12                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    6   14   15   16                                             
CONECT   13    4   14                                                       
CONECT   14   12   13   17                                                  
CONECT   15   12                                                            
CONECT   16   12                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    5                                                            
CONECT   23    4   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24   29                                                       
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   25   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33    3                                                            
CONECT   34    1                                                            
CONECT   35    2   36   37                                                  
CONECT   36   35   38   42                                                  
CONECT   37   35                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40   43                                                  
CONECT   40   39   41   44                                                  
CONECT   41   40   42                                                       
CONECT   42   36   41                                                       
CONECT   43   39                                                            
CONECT   44   40                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

COMPND    HMDB0039154
HETATM    1  C1  UNL     1       4.347   1.810  -1.600  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.424   0.897  -1.341  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.712   0.381  -2.570  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.175   0.331  -0.046  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.392   0.634   0.871  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.595   0.004   0.302  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.279  -0.876   1.022  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.821  -1.207   2.385  1.00  0.00           C  
HETATM    9  C9  UNL     1       7.505  -1.551   0.509  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.995   0.555   0.754  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.600   0.276   0.417  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.061   1.017  -0.759  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.007   2.068  -0.415  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.240   2.799  -1.693  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.210   3.882  -1.694  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.195   3.917  -2.583  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.392   2.884  -3.626  1.00  0.00           C  
HETATM   18  C18 UNL     1      -4.195   5.054  -2.566  1.00  0.00           C  
HETATM   19  C19 UNL     1      -2.180   1.569   0.322  1.00  0.00           C  
HETATM   20  C20 UNL     1      -2.934   2.779   0.876  1.00  0.00           C  
HETATM   21  C21 UNL     1      -3.113   0.852  -0.589  1.00  0.00           C  
HETATM   22  C22 UNL     1      -1.678   0.707   1.489  1.00  0.00           C  
HETATM   23  C23 UNL     1      -2.362   1.070   2.795  1.00  0.00           C  
HETATM   24  C24 UNL     1      -1.890   0.249   3.928  1.00  0.00           C  
HETATM   25  C25 UNL     1      -2.746  -0.405   4.684  1.00  0.00           C  
HETATM   26  C26 UNL     1      -2.255  -1.251   5.848  1.00  0.00           C  
HETATM   27  C27 UNL     1      -4.221  -0.374   4.518  1.00  0.00           C  
HETATM   28  C28 UNL     1      -2.034  -0.699   1.166  1.00  0.00           C  
HETATM   29  O1  UNL     1      -3.084  -1.210   1.592  1.00  0.00           O  
HETATM   30  C29 UNL     1      -1.098  -1.483   0.316  1.00  0.00           C  
HETATM   31  C30 UNL     1      -1.637  -2.546  -0.475  1.00  0.00           C  
HETATM   32  O2  UNL     1      -2.916  -2.767  -0.251  1.00  0.00           O  
HETATM   33  C31 UNL     1      -1.063  -3.407  -1.455  1.00  0.00           C  
HETATM   34  C32 UNL     1       0.146  -3.201  -2.041  1.00  0.00           C  
HETATM   35  C33 UNL     1       0.717  -4.105  -2.958  1.00  0.00           C  
HETATM   36  C34 UNL     1       0.039  -5.246  -3.288  1.00  0.00           C  
HETATM   37  O3  UNL     1       0.584  -6.155  -4.192  1.00  0.00           O  
HETATM   38  C35 UNL     1      -1.176  -5.484  -2.721  1.00  0.00           C  
HETATM   39  O4  UNL     1      -1.836  -6.649  -3.078  1.00  0.00           O  
HETATM   40  C36 UNL     1      -1.712  -4.598  -1.835  1.00  0.00           C  
HETATM   41  C37 UNL     1       0.215  -1.183   0.440  1.00  0.00           C  
HETATM   42  O5  UNL     1       1.073  -2.232   0.584  1.00  0.00           O  
HETATM   43  C38 UNL     1      -0.218   0.818   1.589  1.00  0.00           C  
HETATM   44  O6  UNL     1       0.337   1.296   2.512  1.00  0.00           O  
HETATM   45  H1  UNL     1       4.909   2.242  -0.793  1.00  0.00           H  
HETATM   46  H2  UNL     1       4.599   2.176  -2.592  1.00  0.00           H  
HETATM   47  H3  UNL     1       1.985  -0.408  -2.326  1.00  0.00           H  
HETATM   48  H4  UNL     1       3.449  -0.002  -3.311  1.00  0.00           H  
HETATM   49  H5  UNL     1       2.169   1.210  -3.056  1.00  0.00           H  
HETATM   50  H6  UNL     1       3.345  -0.846  -0.129  1.00  0.00           H  
HETATM   51  H7  UNL     1       4.459   1.720   1.048  1.00  0.00           H  
HETATM   52  H8  UNL     1       4.135   0.208   1.876  1.00  0.00           H  
HETATM   53  H9  UNL     1       5.957   0.208  -0.682  1.00  0.00           H  
HETATM   54  H10 UNL     1       5.727  -0.308   3.041  1.00  0.00           H  
HETATM   55  H11 UNL     1       6.520  -1.885   2.908  1.00  0.00           H  
HETATM   56  H12 UNL     1       4.815  -1.667   2.326  1.00  0.00           H  
HETATM   57  H13 UNL     1       7.308  -1.758  -0.572  1.00  0.00           H  
HETATM   58  H14 UNL     1       8.393  -0.910   0.550  1.00  0.00           H  
HETATM   59  H15 UNL     1       7.631  -2.532   1.011  1.00  0.00           H  
HETATM   60  H16 UNL     1       2.206   0.044   1.773  1.00  0.00           H  
HETATM   61  H17 UNL     1       2.020   1.649   1.092  1.00  0.00           H  
HETATM   62  H18 UNL     1       0.907   1.704  -1.105  1.00  0.00           H  
HETATM   63  H19 UNL     1      -0.200   0.411  -1.630  1.00  0.00           H  
HETATM   64  H20 UNL     1      -0.456   2.789   0.256  1.00  0.00           H  
HETATM   65  H21 UNL     1      -0.239   3.292  -1.968  1.00  0.00           H  
HETATM   66  H22 UNL     1      -1.438   2.042  -2.503  1.00  0.00           H  
HETATM   67  H23 UNL     1      -2.139   4.684  -0.974  1.00  0.00           H  
HETATM   68  H24 UNL     1      -3.277   1.851  -3.300  1.00  0.00           H  
HETATM   69  H25 UNL     1      -2.702   3.150  -4.470  1.00  0.00           H  
HETATM   70  H26 UNL     1      -4.415   2.973  -4.083  1.00  0.00           H  
HETATM   71  H27 UNL     1      -4.397   5.385  -1.530  1.00  0.00           H  
HETATM   72  H28 UNL     1      -5.149   4.724  -3.025  1.00  0.00           H  
HETATM   73  H29 UNL     1      -3.722   5.868  -3.172  1.00  0.00           H  
HETATM   74  H30 UNL     1      -3.619   3.116   0.071  1.00  0.00           H  
HETATM   75  H31 UNL     1      -3.620   2.521   1.710  1.00  0.00           H  
HETATM   76  H32 UNL     1      -2.264   3.614   1.122  1.00  0.00           H  
HETATM   77  H33 UNL     1      -3.740   0.096  -0.113  1.00  0.00           H  
HETATM   78  H34 UNL     1      -2.578   0.446  -1.491  1.00  0.00           H  
HETATM   79  H35 UNL     1      -3.845   1.608  -1.011  1.00  0.00           H  
HETATM   80  H36 UNL     1      -2.275   2.106   3.093  1.00  0.00           H  
HETATM   81  H37 UNL     1      -3.459   0.850   2.602  1.00  0.00           H  
HETATM   82  H38 UNL     1      -0.837   0.193   4.127  1.00  0.00           H  
HETATM   83  H39 UNL     1      -1.144  -1.351   5.790  1.00  0.00           H  
HETATM   84  H40 UNL     1      -2.477  -0.769   6.807  1.00  0.00           H  
HETATM   85  H41 UNL     1      -2.671  -2.255   5.725  1.00  0.00           H  
HETATM   86  H42 UNL     1      -4.521   0.692   4.282  1.00  0.00           H  
HETATM   87  H43 UNL     1      -4.616  -1.099   3.809  1.00  0.00           H  
HETATM   88  H44 UNL     1      -4.723  -0.599   5.494  1.00  0.00           H  
HETATM   89  H45 UNL     1       0.737  -2.322  -1.893  1.00  0.00           H  
HETATM   90  H46 UNL     1       1.675  -3.928  -3.411  1.00  0.00           H  
HETATM   91  H47 UNL     1       1.481  -5.974  -4.607  1.00  0.00           H  
HETATM   92  H48 UNL     1      -2.727  -6.838  -2.672  1.00  0.00           H  
HETATM   93  H49 UNL     1      -2.665  -4.782  -1.387  1.00  0.00           H  
HETATM   94  H50 UNL     1       1.864  -2.556   0.147  1.00  0.00           H  
CONECT    1    2    2   45   46
CONECT    2    3    4
CONECT    3   47   48   49
CONECT    4    5   10   50
CONECT    5    6   51   52
CONECT    6    7    7   53
CONECT    7    8    9
CONECT    8   54   55   56
CONECT    9   57   58   59
CONECT   10   11   60   61
CONECT   11   12   41   43
CONECT   12   13   62   63
CONECT   13   14   19   64
CONECT   14   15   65   66
CONECT   15   16   16   67
CONECT   16   17   18
CONECT   17   68   69   70
CONECT   18   71   72   73
CONECT   19   20   21   22
CONECT   20   74   75   76
CONECT   21   77   78   79
CONECT   22   23   28   43
CONECT   23   24   80   81
CONECT   24   25   25   82
CONECT   25   26   27
CONECT   26   83   84   85
CONECT   27   86   87   88
CONECT   28   29   29   30
CONECT   30   31   41   41
CONECT   31   32   32   33
CONECT   33   34   34   40
CONECT   34   35   89
CONECT   35   36   36   90
CONECT   36   37   38
CONECT   37   91
CONECT   38   39   40   40
CONECT   39   92
CONECT   40   93
CONECT   41   42
CONECT   42   94
CONECT   43   44   44
END

HMDB0039154
     RDKit          3D
(-)-Guttiferone E
 94 96  0  0  0  0  0  0  0  0999 V2000
    4.3474    1.8100   -1.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244    0.8974   -1.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7119    0.3807   -2.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1751    0.3310   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3919    0.6341    0.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948    0.0036    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2791   -0.8756    1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8211   -1.2069    2.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5051   -1.5511    0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9950    0.5553    0.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003    0.2762    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607    1.0173   -0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0069    2.0676   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2403    2.7986   -1.6928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096    3.8815   -1.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1953    3.9165   -2.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3920    2.8843   -3.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953    5.0540   -2.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795    1.5685    0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343    2.7793    0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    0.8523   -0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.7074    1.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3622    1.0698    2.7951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903    0.2488    3.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464   -0.4047    4.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548   -1.2514    5.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2212   -0.3744    4.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338   -0.6992    1.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837   -1.2103    1.5924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983   -1.4833    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6366   -2.5461   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9161   -2.7673   -0.2510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0634   -3.4071   -1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1462   -3.2011   -2.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7166   -4.1049   -2.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395   -5.2456   -3.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -6.1548   -4.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1765   -5.4842   -2.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355   -6.6488   -3.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7117   -4.5983   -1.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -1.1828    0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730   -2.2316    0.5841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175    0.8177    1.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369    1.2956    2.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092    2.2417   -0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5986    2.1762   -2.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -0.4079   -2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4485   -0.0022   -3.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691    1.2096   -3.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3448   -0.8461   -0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591    1.7204    1.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1349    0.2081    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9568    0.2080   -0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7272   -0.3078    3.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199   -1.8849    2.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8154   -1.6671    2.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3080   -1.7577   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3931   -0.9097    0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6313   -2.5316    1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    0.0437    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0201    1.6495    1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9074    1.7042   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003    0.4109   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4560    2.7894    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2395    3.2921   -1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4379    2.0417   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387    4.6837   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2767    1.8514   -3.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7023    3.1497   -4.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4154    2.9726   -4.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3972    5.3845   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1491    4.7242   -3.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7216    5.8676   -3.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191    3.1158    0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    2.5213    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2645    3.6140    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7401    0.0964   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5784    0.4459   -1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449    1.6079   -1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    2.1065    3.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4587    0.8497    2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8369    0.1929    4.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1436   -1.3513    5.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4770   -0.7688    6.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707   -2.2548    5.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5209    0.6916    4.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161   -1.0993    3.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230   -0.5994    5.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7374   -2.3222   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6748   -3.9278   -3.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812   -5.9744   -4.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7268   -6.8384   -2.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6654   -4.7822   -1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -2.5559    0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
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 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  3
 25 26  1  0
 25 27  1  0
 22 28  1  0
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 41 42  1  0
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 41 11  1  0
 43 11  1  0
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  1 45  1  0
  1 46  1  0
  3 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  5 51  1  0
  5 52  1  0
  6 53  1  0
  8 54  1  0
  8 55  1  0
  8 56  1  0
  9 57  1  0
  9 58  1  0
  9 59  1  0
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 34 89  1  0
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 37 91  1  0
 39 92  1  0
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 42 94  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Camboginol	HMDB
Garcinol	HMDB

Chemical Formula

C₃₈H₅₀O₆

Average Molecular Weight

602.8

Monoisotopic Molecular Weight

602.360739332

IUPAC Name

3-(3,4-dihydroxybenzoyl)-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-1,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

Traditional Name

3-(3,4-dihydroxybenzoyl)-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-1,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

CAS Registry Number

78824-30-3

SMILES

CC(C)=CCC(CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC(O)=C(O)C=C3)=C1O)C2=O)C(C)=C

InChI Identifier

InChI=1S/C38H50O6/c1-22(2)11-13-27(25(7)8)20-37-21-28(15-12-23(3)4)36(9,10)38(35(37)44,18-17-24(5)6)34(43)31(33(37)42)32(41)26-14-16-29(39)30(40)19-26/h11-12,14,16-17,19,27-28,39-40,42H,7,13,15,18,20-21H2,1-6,8-10H3

InChI Key

QDKLRKZQSOQWJQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Bicyclic monoterpenoid
Benzoyl
Catechol
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Cyclohexenone
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Enol
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039154)

Source

Endogenous

Endogenous (HMDB: HMDB0039154)

Plant

Plant (HMDB: HMDB0039154)

Animal

Animal (HMDB: HMDB0039154)

Exogenous

Food

Food (HMDB: HMDB0039154)

Fruit

Fruits (FooDB: FOOD00871)

Tropical fruit

Mundu (FooDB: FOOD00897)

Exogenous (HMDB: HMDB0039154)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039154)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039154)

Lipid metabolism pathway (HMDB: HMDB0039154)

Cellular process

Cell signaling (HMDB: HMDB0039154)

Biochemical process

Lipid transport (HMDB: HMDB0039154)

Role

Biological role

Energy source (HMDB: HMDB0039154)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039154)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	132 °C	Not Available
Boiling Point	711.31 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1.9e-08 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	11.546 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	6.24	ALOGPS
logP	9.14	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	2.31	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	180.58 m³·mol⁻¹	ChemAxon
Polarizability	67.77 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	280.813	30932474
DeepCCS	[M+Na]+	255.034	30932474
AllCCS	[M+H]+	242.6	32859911
AllCCS	[M+H-H2O]+	241.4	32859911
AllCCS	[M+NH4]+	243.8	32859911
AllCCS	[M+Na]+	244.1	32859911
AllCCS	[M-H]-	254.2	32859911
AllCCS	[M+Na-2H]-	257.0	32859911
AllCCS	[M+HCOO]-	260.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.77 minutes	32390414
Predicted by Siyang on May 30, 2022	22.9587 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.55 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4456.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	391.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	300.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	198.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1113.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1061.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	114.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1918.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	931.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1872.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	653.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	675.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	99.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	218.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Guttiferone E	CC(C)=CCC(CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC(O)=C(O)C=C3)=C1O)C2=O)C(C)=C	5573.1	Standard polar	33892256
(-)-Guttiferone E	CC(C)=CCC(CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC(O)=C(O)C=C3)=C1O)C2=O)C(C)=C	3842.6	Standard non polar	33892256
(-)-Guttiferone E	CC(C)=CCC(CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC(O)=C(O)C=C3)=C1O)C2=O)C(C)=C	3978.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Guttiferone E,1TMS,isomer #1	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O)C(O[Si](C)(C)C)=C3)=C1O)C2=O	4347.4	Semi standard non polar	33892256
(-)-Guttiferone E,1TMS,isomer #2	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O[Si](C)(C)C)C(O)=C3)=C1O)C2=O	4323.5	Semi standard non polar	33892256
(-)-Guttiferone E,1TMS,isomer #3	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O)C(O)=C3)=C1O[Si](C)(C)C)C2=O	4129.7	Semi standard non polar	33892256
(-)-Guttiferone E,2TMS,isomer #1	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=C1O)C2=O	4314.3	Semi standard non polar	33892256
(-)-Guttiferone E,2TMS,isomer #2	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O)C(O[Si](C)(C)C)=C3)=C1O[Si](C)(C)C)C2=O	4188.0	Semi standard non polar	33892256
(-)-Guttiferone E,2TMS,isomer #3	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O[Si](C)(C)C)C(O)=C3)=C1O[Si](C)(C)C)C2=O	4182.4	Semi standard non polar	33892256
(-)-Guttiferone E,3TMS,isomer #1	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=C1O[Si](C)(C)C)C2=O	4192.6	Semi standard non polar	33892256
(-)-Guttiferone E,1TBDMS,isomer #1	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)=C1O)C2=O	4575.8	Semi standard non polar	33892256
(-)-Guttiferone E,1TBDMS,isomer #2	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)=C1O)C2=O	4563.0	Semi standard non polar	33892256
(-)-Guttiferone E,1TBDMS,isomer #3	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O)C(O)=C3)=C1O[Si](C)(C)C(C)(C)C)C2=O	4396.6	Semi standard non polar	33892256
(-)-Guttiferone E,2TBDMS,isomer #1	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)=C1O)C2=O	4728.4	Semi standard non polar	33892256
(-)-Guttiferone E,2TBDMS,isomer #2	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)=C1O[Si](C)(C)C(C)(C)C)C2=O	4639.4	Semi standard non polar	33892256
(-)-Guttiferone E,2TBDMS,isomer #3	C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)=C1O[Si](C)(C)C(C)(C)C)C2=O	4636.5	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 - (-)-Guttiferone E GC-MS (Non-derivatized) - 70eV, Positive	splash10-001r-2200290000-742b2ed510ad9a09d6fb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (1 TMS) - 70eV, Positive	splash10-0ab9-3100109000-6928f2adf3207f56a762	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Guttiferone E GC-MS ("(-)-Guttiferone E,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-20	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 - (-)-Guttiferone E 10V, Positive-QTOF	splash10-0w2i-0100193000-bd784c1c3fb3e95265e2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 20V, Positive-QTOF	splash10-000j-0300390000-78454ee2a526c4ce6aff	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 40V, Positive-QTOF	splash10-000i-4400970000-155a63413366ea3b7e2c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 10V, Negative-QTOF	splash10-0udi-0000229000-783255779fc6b119100d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 20V, Negative-QTOF	splash10-014r-0602932000-dc058411b84c1d1a94e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 40V, Negative-QTOF	splash10-052r-1937770000-9b47e15e2f36375b2490	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 10V, Positive-QTOF	splash10-0udi-1000359000-1879f19e712e6ef43b73	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 20V, Positive-QTOF	splash10-00ls-9101110000-832db351d5e91db4ad6b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 40V, Positive-QTOF	splash10-0006-9000000000-d82b6805643a3e13780f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 10V, Negative-QTOF	splash10-0udi-0100009000-efa4e07e2be8b8b96cd3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 20V, Negative-QTOF	splash10-0udi-0100249000-ee95d8b69b8adbdd5111	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Guttiferone E 40V, Negative-QTOF	splash10-004i-1209410000-f28e875c197ce2889045	2021-09-22	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1511341

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 (-)-Guttiferone E (HMDB0039154)

MOL for HMDB0039154 ((-)-Guttiferone E)

3D MOL for HMDB0039154 ((-)-Guttiferone E)

3D SDF for HMDB0039154 ((-)-Guttiferone E)

3D-SDF for HMDB0039154 ((-)-Guttiferone E)

PDB for HMDB0039154 ((-)-Guttiferone E)

3D PDB for HMDB0039154 ((-)-Guttiferone E)

SMILES for HMDB0039154 ((-)-Guttiferone E)

INCHI for HMDB0039154 ((-)-Guttiferone E)

Structure for HMDB0039154 ((-)-Guttiferone E)

3D Structure for HMDB0039154 ((-)-Guttiferone E)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra