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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:02:56 UTC

Update Date

2022-03-07 02:51:26 UTC

HMDB ID

HMDB0012560

Secondary Accession Numbers

HMDB12560

Metabolite Identification

Common Name

13'-Hydroxy-alpha-tocotrienol

Description

13'-hydroxy-a-tocotrienol is the precursor of dehydrogenation to 13'-carboxy-alpha-tocotrienol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate. Tocotrienols are members of the vitamin E family. An essential nutrient for the body, vitamin E is made up of four tocopherols (alpha, beta, gamma, delta) and four tocotrienols (alpha, beta, gamma, delta).Chemically, vitamin E is an antioxidant. One model for the function of vitamin E in the body is that it protects cell membranes, active enzyme sites, and DNA from free radical damage. Tocotrienols are natural compounds found in select vegetable oils, wheat germ, barley, saw palmetto, and certain types of nuts and grains. This variant of vitamin E only occur at very low levels in nature. While the majority of research on vitamin E has focused on alpha-tocopherol, studies into tocotrienols account for less than 1% of all research into vitamin E.

Structure

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


  Mrv0541 02251208072D          

 32 33  0  0  1  0            999 V2000
   12.8895   -9.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4770  -10.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520  -10.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2395   -9.9083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8895  -11.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4770  -12.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8895  -12.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4770  -13.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520  -13.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8895  -14.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4770  -14.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8895  -15.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4770  -16.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520  -16.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8895  -17.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7145  -17.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1270  -17.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9520  -17.7676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.5395  -18.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9520  -16.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6665  -16.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3810  -16.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0955  -16.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0955  -15.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8099  -16.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5244  -16.5301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8099  -17.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5244  -18.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0955  -18.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0955  -19.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3810  -17.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6665  -18.1801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  5  2  0  0  0  0
  3  4  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
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  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
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 18 32  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 31  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

HMDB0012560
     RDKit          3D
13'-Hydroxy-alpha-tocotrienol
 76 77  0  0  0  0  0  0  0  0999 V2000
   -8.8803   -0.0233    1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0424    0.8841    0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7735    0.5464    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8497    1.3427   -0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6695    1.9048    0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802    0.9473    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4906    1.4483    1.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6965   -0.3647    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389   -1.2696    1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581   -2.0323   -0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9166   -2.9348    0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -4.0468    1.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254   -2.8190   -0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8616   -1.8143   -0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990   -1.0263   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489    0.0671   -0.9847 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3929    0.9853   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962   -0.4385   -2.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7536   -0.1810   -2.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849    0.1877   -0.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7489    0.0345   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5166   -0.5029   -1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3816    0.3679    0.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7369    0.2336    0.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6421    0.8788    1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2942    1.2491    2.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963    1.0276    1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4842    1.5665    2.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6600    0.6912    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.8393   -0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6984    2.0702   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7760    1.6878   -1.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2867   -0.1066    2.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0302   -1.0083    0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8698    0.4296    1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4452   -0.3392    0.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022    0.6579   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3929    2.0870   -1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1153    2.5344   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9728    2.5891    0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5517    1.1264    2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5412    1.1830    0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5504    2.5528    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4525   -0.8365   -0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1670   -1.9374    1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9128   -0.6821    1.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7843   -2.6995   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6816   -1.2842   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5246   -4.8371    1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3335   -3.6749    2.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2398   -4.5044    0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0521   -3.5447    0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475   -2.3781   -1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361   -1.1556   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810   -0.5292    0.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939   -1.6632    0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299    0.5705   -2.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.0443   -0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    2.0103   -1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438    0.0193   -3.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1472   -1.5561   -2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3097   -1.0840   -2.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0098    0.6273   -2.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5890   -0.3271   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2512   -1.5952   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0431   -0.0672   -2.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3699   -0.1243   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550    1.4641    2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7424    2.0592    3.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2834    0.3148    3.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916    1.0555    3.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7712    2.6319    2.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958    1.5617    2.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0610    2.8217   -0.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2240    2.6183    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3602    2.4696   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 16 15  1  1
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
  2 31  1  0
 31 32  1  0
 30 16  1  0
 29 20  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 17 57  1  0
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 24 67  1  0
 26 68  1  0
 26 69  1  0
 26 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 31 74  1  0
 31 75  1  0
 32 76  1  0
M  END


  Mrv0541 02251208072D          

 32 33  0  0  1  0            999 V2000
   12.8895   -9.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4770  -10.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520  -10.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2395   -9.9083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8895  -11.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4770  -12.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8895  -12.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4770  -13.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520  -13.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8895  -14.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4770  -14.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8895  -15.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4770  -16.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520  -16.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8895  -17.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7145  -17.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1270  -17.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9520  -17.7676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.5395  -18.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9520  -16.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6665  -16.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3810  -16.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0955  -16.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0955  -15.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8099  -16.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5244  -16.5301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8099  -17.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5244  -18.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0955  -18.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0955  -19.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3810  -17.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6665  -18.1801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  5  2  0  0  0  0
  3  4  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
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  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
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 18 32  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 31  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012560

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(CO)=C\CC\C(C)=C\CC\C(C)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C29H44O3/c1-20(13-9-14-22(3)19-30)11-8-12-21(2)15-10-17-29(7)18-16-26-25(6)27(31)23(4)24(5)28(26)32-29/h11,14-15,30-31H,8-10,12-13,16-19H2,1-7H3/b20-11+,21-15-,22-14-/t29-/m1/s1

> <INCHI_KEY>
OQCXIVSCFNNFEE-QFLITSPGSA-N

> <FORMULA>
C29H44O3

> <MOLECULAR_WEIGHT>
440.6579

> <EXACT_MASS>
440.329045274

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
55.011900015695666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(3Z,7E,11Z)-13-hydroxy-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-6-ol

> <ALOGPS_LOGP>
6.85

> <JCHEM_LOGP>
8.010207659333334

> <ALOGPS_LOGS>
-6.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.644017963269928

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.802139431113488

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0797068162575387

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
139.69879999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.29e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(3Z,7E,11Z)-13-hydroxy-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,5,7,8-tetramethyl-3,4-dihydro-1-benzopyran-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012560
     RDKit          3D
13'-Hydroxy-alpha-tocotrienol
 76 77  0  0  0  0  0  0  0  0999 V2000
   -8.8803   -0.0233    1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0424    0.8841    0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7735    0.5464    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8497    1.3427   -0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6695    1.9048    0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802    0.9473    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4906    1.4483    1.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6965   -0.3647    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389   -1.2696    1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581   -2.0323   -0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9166   -2.9348    0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -4.0468    1.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254   -2.8190   -0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8616   -1.8143   -0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990   -1.0263   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489    0.0671   -0.9847 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3929    0.9853   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962   -0.4385   -2.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7536   -0.1810   -2.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849    0.1877   -0.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7489    0.0345   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5166   -0.5029   -1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3816    0.3679    0.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7369    0.2336    0.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6421    0.8788    1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2942    1.2491    2.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963    1.0276    1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4842    1.5665    2.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6600    0.6912    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.8393   -0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6984    2.0702   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7760    1.6878   -1.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2867   -0.1066    2.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0302   -1.0083    0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8698    0.4296    1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4452   -0.3392    0.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022    0.6579   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3929    2.0870   -1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1153    2.5344   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9728    2.5891    0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5517    1.1264    2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5412    1.1830    0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5504    2.5528    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4525   -0.8365   -0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1670   -1.9374    1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9128   -0.6821    1.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7843   -2.6995   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6816   -1.2842   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5246   -4.8371    1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3335   -3.6749    2.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2398   -4.5044    0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0521   -3.5447    0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475   -2.3781   -1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361   -1.1556   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810   -0.5292    0.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939   -1.6632    0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299    0.5705   -2.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.0443   -0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    2.0103   -1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438    0.0193   -3.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1472   -1.5561   -2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3097   -1.0840   -2.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0098    0.6273   -2.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5890   -0.3271   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2512   -1.5952   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0431   -0.0672   -2.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3699   -0.1243   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550    1.4641    2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7424    2.0592    3.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2834    0.3148    3.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916    1.0555    3.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7712    2.6319    2.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958    1.5617    2.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0610    2.8217   -0.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2240    2.6183    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3602    2.4696   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 16 15  1  1
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
  2 31  1  0
 31 32  1  0
 30 16  1  0
 29 20  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 17 57  1  0
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 24 67  1  0
 26 68  1  0
 26 69  1  0
 26 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 31 74  1  0
 31 75  1  0
 32 76  1  0
M  END

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      24.060 -18.495   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.290 -19.829   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.750 -19.829   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      20.980 -18.495   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      24.060 -21.163   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.290 -22.497   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.060 -23.830   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.290 -25.164   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.750 -25.164   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.060 -26.498   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.290 -27.831   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.060 -29.165   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.290 -30.499   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.750 -30.499   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.060 -31.833   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.600 -31.833   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.370 -33.166   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.910 -33.166   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.140 -34.500   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.910 -31.626   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.244 -30.856   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.578 -31.626   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.912 -30.856   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      31.912 -29.316   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.245 -31.626   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      34.579 -30.856   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      33.245 -33.166   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      34.579 -33.936   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      31.912 -33.936   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      31.912 -35.476   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      30.578 -33.166   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      29.244 -33.936   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   32                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   22   29   32                                                  
CONECT   32   18   31                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

COMPND    HMDB0012560
HETATM    1  C1  UNL     1      -8.880  -0.023   1.246  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.042   0.884   0.361  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.774   0.546   0.188  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.850   1.343  -0.652  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.669   1.905   0.053  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.680   0.947   0.579  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.491   1.448   1.386  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.696  -0.365   0.431  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.639  -1.270   1.011  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.958  -2.032  -0.114  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.917  -2.935   0.360  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.288  -4.047   1.324  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.325  -2.819  -0.017  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.862  -1.814  -0.935  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.899  -1.026  -0.153  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.549   0.067  -0.985  1.00  0.00           C  
HETATM   17  C17 UNL     1       1.393   0.985  -1.413  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.296  -0.438  -2.159  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.754  -0.181  -2.208  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.385   0.188  -0.947  1.00  0.00           C  
HETATM   21  C21 UNL     1       6.749   0.035  -0.777  1.00  0.00           C  
HETATM   22  C22 UNL     1       7.517  -0.503  -1.922  1.00  0.00           C  
HETATM   23  C23 UNL     1       7.382   0.368   0.402  1.00  0.00           C  
HETATM   24  O1  UNL     1       8.737   0.234   0.622  1.00  0.00           O  
HETATM   25  C24 UNL     1       6.642   0.879   1.472  1.00  0.00           C  
HETATM   26  C25 UNL     1       7.294   1.249   2.759  1.00  0.00           C  
HETATM   27  C26 UNL     1       5.296   1.028   1.297  1.00  0.00           C  
HETATM   28  C27 UNL     1       4.484   1.567   2.412  1.00  0.00           C  
HETATM   29  C28 UNL     1       4.660   0.691   0.109  1.00  0.00           C  
HETATM   30  O2  UNL     1       3.305   0.839  -0.073  1.00  0.00           O  
HETATM   31  C29 UNL     1      -8.698   2.070  -0.217  1.00  0.00           C  
HETATM   32  O3  UNL     1      -9.776   1.688  -1.050  1.00  0.00           O  
HETATM   33  H1  UNL     1      -8.287  -0.107   2.200  1.00  0.00           H  
HETATM   34  H2  UNL     1      -9.030  -1.008   0.768  1.00  0.00           H  
HETATM   35  H3  UNL     1      -9.870   0.430   1.439  1.00  0.00           H  
HETATM   36  H4  UNL     1      -6.445  -0.339   0.698  1.00  0.00           H  
HETATM   37  H5  UNL     1      -5.402   0.658  -1.464  1.00  0.00           H  
HETATM   38  H6  UNL     1      -6.393   2.087  -1.265  1.00  0.00           H  
HETATM   39  H7  UNL     1      -4.115   2.534  -0.712  1.00  0.00           H  
HETATM   40  H8  UNL     1      -4.973   2.589   0.907  1.00  0.00           H  
HETATM   41  H9  UNL     1      -2.552   1.126   2.429  1.00  0.00           H  
HETATM   42  H10 UNL     1      -1.541   1.183   0.876  1.00  0.00           H  
HETATM   43  H11 UNL     1      -2.550   2.553   1.363  1.00  0.00           H  
HETATM   44  H12 UNL     1      -4.452  -0.837  -0.135  1.00  0.00           H  
HETATM   45  H13 UNL     1      -3.167  -1.937   1.712  1.00  0.00           H  
HETATM   46  H14 UNL     1      -1.913  -0.682   1.607  1.00  0.00           H  
HETATM   47  H15 UNL     1      -2.784  -2.700  -0.523  1.00  0.00           H  
HETATM   48  H16 UNL     1      -1.682  -1.284  -0.861  1.00  0.00           H  
HETATM   49  H17 UNL     1      -0.525  -4.837   1.285  1.00  0.00           H  
HETATM   50  H18 UNL     1      -1.334  -3.675   2.360  1.00  0.00           H  
HETATM   51  H19 UNL     1      -2.240  -4.504   0.976  1.00  0.00           H  
HETATM   52  H20 UNL     1       1.052  -3.545   0.389  1.00  0.00           H  
HETATM   53  H21 UNL     1       1.348  -2.378  -1.773  1.00  0.00           H  
HETATM   54  H22 UNL     1       0.136  -1.156  -1.423  1.00  0.00           H  
HETATM   55  H23 UNL     1       1.381  -0.529   0.688  1.00  0.00           H  
HETATM   56  H24 UNL     1       2.694  -1.663   0.245  1.00  0.00           H  
HETATM   57  H25 UNL     1       0.830   0.571  -2.256  1.00  0.00           H  
HETATM   58  H26 UNL     1       0.715   1.044  -0.538  1.00  0.00           H  
HETATM   59  H27 UNL     1       1.772   2.010  -1.608  1.00  0.00           H  
HETATM   60  H28 UNL     1       2.844   0.019  -3.087  1.00  0.00           H  
HETATM   61  H29 UNL     1       3.147  -1.556  -2.235  1.00  0.00           H  
HETATM   62  H30 UNL     1       5.310  -1.084  -2.600  1.00  0.00           H  
HETATM   63  H31 UNL     1       5.010   0.627  -2.955  1.00  0.00           H  
HETATM   64  H32 UNL     1       8.589  -0.327  -1.893  1.00  0.00           H  
HETATM   65  H33 UNL     1       7.251  -1.595  -1.984  1.00  0.00           H  
HETATM   66  H34 UNL     1       7.043  -0.067  -2.853  1.00  0.00           H  
HETATM   67  H35 UNL     1       9.370  -0.124  -0.069  1.00  0.00           H  
HETATM   68  H36 UNL     1       8.355   1.464   2.565  1.00  0.00           H  
HETATM   69  H37 UNL     1       6.742   2.059   3.254  1.00  0.00           H  
HETATM   70  H38 UNL     1       7.283   0.315   3.392  1.00  0.00           H  
HETATM   71  H39 UNL     1       4.692   1.055   3.381  1.00  0.00           H  
HETATM   72  H40 UNL     1       4.771   2.632   2.548  1.00  0.00           H  
HETATM   73  H41 UNL     1       3.396   1.562   2.173  1.00  0.00           H  
HETATM   74  H42 UNL     1      -8.061   2.822  -0.669  1.00  0.00           H  
HETATM   75  H43 UNL     1      -9.224   2.618   0.630  1.00  0.00           H  
HETATM   76  H44 UNL     1     -10.360   2.470  -1.221  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    3   31
CONECT    3    4   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7    8    8
CONECT    7   41   42   43
CONECT    8    9   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   13   13
CONECT   12   49   50   51
CONECT   13   14   52
CONECT   14   15   53   54
CONECT   15   16   55   56
CONECT   16   17   18   30
CONECT   17   57   58   59
CONECT   18   19   60   61
CONECT   19   20   62   63
CONECT   20   21   21   29
CONECT   21   22   23
CONECT   22   64   65   66
CONECT   23   24   25   25
CONECT   24   67
CONECT   25   26   27
CONECT   26   68   69   70
CONECT   27   28   29   29
CONECT   28   71   72   73
CONECT   29   30
CONECT   31   32   74   75
CONECT   32   76
END

HMDB0012560
     RDKit          3D
13'-Hydroxy-alpha-tocotrienol
 76 77  0  0  0  0  0  0  0  0999 V2000
   -8.8803   -0.0233    1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0424    0.8841    0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7735    0.5464    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8497    1.3427   -0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6695    1.9048    0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802    0.9473    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4906    1.4483    1.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6965   -0.3647    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389   -1.2696    1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581   -2.0323   -0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9166   -2.9348    0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -4.0468    1.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254   -2.8190   -0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8616   -1.8143   -0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990   -1.0263   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489    0.0671   -0.9847 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3929    0.9853   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962   -0.4385   -2.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7536   -0.1810   -2.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849    0.1877   -0.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7489    0.0345   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5166   -0.5029   -1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3816    0.3679    0.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7369    0.2336    0.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6421    0.8788    1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2942    1.2491    2.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963    1.0276    1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4842    1.5665    2.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6600    0.6912    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.8393   -0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6984    2.0702   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7760    1.6878   -1.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2867   -0.1066    2.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0302   -1.0083    0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8698    0.4296    1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4452   -0.3392    0.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022    0.6579   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3929    2.0870   -1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1153    2.5344   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9728    2.5891    0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5517    1.1264    2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5412    1.1830    0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5504    2.5528    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4525   -0.8365   -0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1670   -1.9374    1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9128   -0.6821    1.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7843   -2.6995   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6816   -1.2842   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5246   -4.8371    1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3335   -3.6749    2.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2398   -4.5044    0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0521   -3.5447    0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475   -2.3781   -1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361   -1.1556   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810   -0.5292    0.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939   -1.6632    0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299    0.5705   -2.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.0443   -0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    2.0103   -1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438    0.0193   -3.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1472   -1.5561   -2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3097   -1.0840   -2.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0098    0.6273   -2.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5890   -0.3271   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2512   -1.5952   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0431   -0.0672   -2.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3699   -0.1243   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550    1.4641    2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7424    2.0592    3.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2834    0.3148    3.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916    1.0555    3.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7712    2.6319    2.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958    1.5617    2.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0610    2.8217   -0.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2240    2.6183    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3602    2.4696   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 16 15  1  1
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
  2 31  1  0
 31 32  1  0
 30 16  1  0
 29 20  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 17 57  1  0
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 24 67  1  0
 26 68  1  0
 26 69  1  0
 26 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 31 74  1  0
 31 75  1  0
 32 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
13'-Hydroxy-a-tocotrienol	Generator
13'-Hydroxy-α-tocotrienol	Generator
13ohaTE	HMDB

Chemical Formula

C₂₉H₄₄O₃

Average Molecular Weight

440.6579

Monoisotopic Molecular Weight

440.329045274

IUPAC Name

(2R)-2-[(3Z,7E,11Z)-13-hydroxy-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-6-ol

Traditional Name

(2R)-2-[(3Z,7E,11Z)-13-hydroxy-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,5,7,8-tetramethyl-3,4-dihydro-1-benzopyran-6-ol

CAS Registry Number

Not Available

SMILES

C\C(CO)=C\CC\C(C)=C\CC\C(C)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C

InChI Identifier

InChI=1S/C29H44O3/c1-20(13-9-14-22(3)19-30)11-8-12-21(2)15-10-17-29(7)18-16-26-25(6)27(31)23(4)24(5)28(26)32-29/h11,14-15,30-31H,8-10,12-13,16-19H2,1-7H3/b20-11+,21-15-,22-14-/t29-/m1/s1

InChI Key

OQCXIVSCFNNFEE-QFLITSPGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tocotrienols. These are vitamin E derivatives containing an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocopherols that contain a saturated trimethyltridecyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Tocotrienols

Alternative Parents

Substituents

Tocotrienol
Diterpenoid
Long chain fatty alcohol
Chromane
Benzopyran
1-benzopyran
Fatty alcohol
Alkyl aryl ether
Fatty acyl
Benzenoid
Organoheterocyclic compound
Ether
Oxacycle
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0012560)
Cell membrane (HMDB: HMDB0012560)

Cellular substructure

Extracellular (HMDB: HMDB0012560)
Membrane (HMDB: HMDB0012560)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012560)

Source

Endogenous

Endogenous (HMDB: HMDB0012560)

Animal

Animal (HMDB: HMDB0012560)

Exogenous

Food

Food (HMDB: HMDB0012560)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0012560)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0012560)

Cellular process

Cell signaling (HMDB: HMDB0012560)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0012560)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0012560)

Nutrient

Nutrient (HMDB: HMDB0012560)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0012560)

Emulsifier (HMDB: HMDB0012560)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00043 g/L	ALOGPS
logP	6.85	ALOGPS
logP	8.01	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	10.8	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	139.7 m³·mol⁻¹	ChemAxon
Polarizability	55.01 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	207.797	31661259
DarkChem	[M-H]-	200.518	31661259
DeepCCS	[M+H]+	216.295	30932474
DeepCCS	[M-H]-	213.899	30932474
DeepCCS	[M-2H]-	246.782	30932474
DeepCCS	[M+Na]+	222.207	30932474
AllCCS	[M+H]+	217.7	32859911
AllCCS	[M+H-H2O]+	215.5	32859911
AllCCS	[M+NH4]+	219.7	32859911
AllCCS	[M+Na]+	220.2	32859911
AllCCS	[M-H]-	210.5	32859911
AllCCS	[M+Na-2H]-	212.4	32859911
AllCCS	[M+HCOO]-	214.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
13'-Hydroxy-alpha-tocotrienol	C\C(CO)=C\CC\C(C)=C\CC\C(C)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C	4216.6	Standard polar	33892256
13'-Hydroxy-alpha-tocotrienol	C\C(CO)=C\CC\C(C)=C\CC\C(C)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C	3431.7	Standard non polar	33892256
13'-Hydroxy-alpha-tocotrienol	C\C(CO)=C\CC\C(C)=C\CC\C(C)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C	3576.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
13'-Hydroxy-alpha-tocotrienol,1TMS,isomer #1	C/C(=C/CC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1)CC/C=C(\C)CC/C=C(/C)CO[Si](C)(C)C	3354.3	Semi standard non polar	33892256
13'-Hydroxy-alpha-tocotrienol,1TMS,isomer #2	C/C(=C/CC/C(C)=C/CC/C(C)=C\CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C)=C(C)C(C)=C2O1)CO	3371.9	Semi standard non polar	33892256
13'-Hydroxy-alpha-tocotrienol,2TMS,isomer #1	C/C(=C/CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)CC/C=C(/C)CO[Si](C)(C)C	3365.0	Semi standard non polar	33892256
13'-Hydroxy-alpha-tocotrienol,1TBDMS,isomer #1	C/C(=C/CC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1)CC/C=C(\C)CC/C=C(/C)CO[Si](C)(C)C(C)(C)C	3588.4	Semi standard non polar	33892256
13'-Hydroxy-alpha-tocotrienol,1TBDMS,isomer #2	C/C(=C/CC/C(C)=C/CC/C(C)=C\CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C(C)=C2O1)CO	3605.1	Semi standard non polar	33892256
13'-Hydroxy-alpha-tocotrienol,2TBDMS,isomer #1	C/C(=C/CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)CC/C=C(/C)CO[Si](C)(C)C(C)(C)C	3839.1	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 - 13'-Hydroxy-alpha-tocotrienol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1494700000-f173734009313705349b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13'-Hydroxy-alpha-tocotrienol GC-MS (2 TMS) - 70eV, Positive	splash10-01di-0254590000-f80dee238accdcff5fa0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13'-Hydroxy-alpha-tocotrienol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 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 - 13'-Hydroxy-alpha-tocotrienol 10V, Positive-QTOF	splash10-00r6-0522900000-f0a973aa229cc0e18057	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 20V, Positive-QTOF	splash10-014i-0910100000-01cd3475e51c622ef641	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 40V, Positive-QTOF	splash10-014i-1910000000-bf2f39b416dc83d44afd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 10V, Negative-QTOF	splash10-000i-0000900000-66e57cd8765e9e02ba8d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 20V, Negative-QTOF	splash10-06ri-0410900000-fb038a84c9fe65219c3a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 40V, Negative-QTOF	splash10-01pk-0924200000-80df0759bcd6643cf99f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 10V, Negative-QTOF	splash10-05fr-0000900000-299ff46aecbcb35eef14	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 20V, Negative-QTOF	splash10-0a4i-0513900000-ba8bc35ffb27ad020a18	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 40V, Negative-QTOF	splash10-0pbl-1359100000-dd581c07c01dc0d00e6f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 10V, Positive-QTOF	splash10-00kf-1249600000-bd452cc5c74a0595b8c2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 20V, Positive-QTOF	splash10-07vj-2398100000-357220cc09bf37811f38	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13'-Hydroxy-alpha-tocotrienol 40V, Positive-QTOF	splash10-0aor-7950000000-d161605aef70e137c675	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

FDB029126

KNApSAcK ID

Not Available

Chemspider ID

30776634

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481466

PDB ID

Not Available

ChEBI ID

145208

Food Biomarker Ontology

Not Available

VMH ID

CE7144

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 13'-Hydroxy-alpha-tocotrienol (HMDB0012560)

MOL for HMDB0012560 (13'-Hydroxy-alpha-tocotrienol)

3D MOL for HMDB0012560 (13'-Hydroxy-alpha-tocotrienol)

3D SDF for HMDB0012560 (13'-Hydroxy-alpha-tocotrienol)

3D-SDF for HMDB0012560 (13'-Hydroxy-alpha-tocotrienol)

PDB for HMDB0012560 (13'-Hydroxy-alpha-tocotrienol)

3D PDB for HMDB0012560 (13'-Hydroxy-alpha-tocotrienol)

SMILES for HMDB0012560 (13'-Hydroxy-alpha-tocotrienol)

INCHI for HMDB0012560 (13'-Hydroxy-alpha-tocotrienol)

Structure for HMDB0012560 (13'-Hydroxy-alpha-tocotrienol)

3D Structure for HMDB0012560 (13'-Hydroxy-alpha-tocotrienol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra