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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:36 UTC

Update Date

2022-03-07 02:52:35 UTC

HMDB ID

HMDB0030554

Secondary Accession Numbers

HMDB30554

Metabolite Identification

Common Name

epsilon-Tocopherol

Description

epsilon-Tocopherol 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. Based on a literature review a small amount of articles have been published on epsilon-Tocopherol.

Structure

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


  Mrv0541 02241214262D          

 30 31  0  0  0  0            999 V2000
   -5.7175    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7175   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026   -0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2891   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2891    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026    0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742   -0.8257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8608   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8608    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742    0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026   -1.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4323    0.8271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026    1.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4310   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7134   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4283   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2877   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0026   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7175   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4323   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1445    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7175    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  8 27  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 28  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 29  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 30  1  0  0  0  0
M  END

HMDB0030554
     RDKit          3D
epsilon-Tocopherol
 72 73  0  0  0  0  0  0  0  0999 V2000
    7.9643   -1.9591    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0736   -2.7697    0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5170   -4.1039   -0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8978   -2.3198   -0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546   -0.9792    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1896   -1.0316    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938    0.3206    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853    1.1495    2.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886    0.8073    1.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2064    2.1732    1.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042    3.1250    0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344    2.8379   -0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914    3.7735   -1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1314    1.8480   -0.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368    1.7035   -1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167    1.8246   -0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997    0.8925    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214    0.9545    1.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    1.2924    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4703    1.1185   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3629   -0.2881   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4355   -0.8670   -1.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6756   -0.0798   -1.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3607   -2.1698   -1.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4495   -2.6971   -2.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2044   -2.8838   -1.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1540   -2.3043   -1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -3.0733   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2028   -0.9953   -0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122   -0.4582    0.1120 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1546   -0.9986    0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9258   -2.4755    1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4855   -1.6830    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7050   -4.6773   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2861   -3.9162   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0401   -4.6771    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2323   -2.9232   -0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2265   -0.5095    1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2503   -0.3622   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -1.4838    0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3390   -1.6851    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492    2.1181    1.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2622    1.4390    3.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6268    0.6079    2.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9935    0.1530    0.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576    2.0283    2.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125    2.6239    2.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078    4.1933    0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935    3.0846   -0.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5258    4.2176   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1762    4.6606   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6682    3.2984   -2.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    1.1741    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508    2.3969   -1.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1533    0.6848   -1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2834    1.6466   -1.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    2.8580   -0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0899    0.8408    2.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    0.0560    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8481    1.9117    2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4776    2.3994    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8788    0.7673    1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2689    1.8037   -1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4971    1.3141    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5141    1.0154   -1.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5071   -0.4513   -1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9819   -0.2261   -2.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3138   -2.2192   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1288   -3.9120   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287   -3.5774   -1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1421   -2.4632   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -3.8938   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 17  1  0
 29 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 23 65  1  0
 23 66  1  0
 23 67  1  0
 25 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END


  Mrv0541 02241214262D          

 30 31  0  0  0  0            999 V2000
   -5.7175    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7175   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026   -0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2891   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2891    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026    0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742   -0.8257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8608   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8608    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742    0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026   -1.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4323    0.8271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026    1.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4310   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7134   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4283   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2877   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0026   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7175   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4323   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1445    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7175    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  8 27  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 28  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 29  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030554

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=C(C)C(O)=CC(C)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+

> <INCHI_KEY>
FGYKUFVNYVMTAM-NTZRDTQNSA-N

> <FORMULA>
C28H42O2

> <MOLECULAR_WEIGHT>
410.6319

> <EXACT_MASS>
410.318480588

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
52.144990102416365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
7.71

> <JCHEM_LOGP>
8.777557426666668

> <ALOGPS_LOGS>
-6.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.472645241174147

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852470234333428

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
132.8829

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.41e-04 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030554
     RDKit          3D
epsilon-Tocopherol
 72 73  0  0  0  0  0  0  0  0999 V2000
    7.9643   -1.9591    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0736   -2.7697    0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5170   -4.1039   -0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8978   -2.3198   -0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546   -0.9792    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1896   -1.0316    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938    0.3206    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853    1.1495    2.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886    0.8073    1.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2064    2.1732    1.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042    3.1250    0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344    2.8379   -0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914    3.7735   -1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1314    1.8480   -0.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368    1.7035   -1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167    1.8246   -0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997    0.8925    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214    0.9545    1.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    1.2924    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4703    1.1185   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3629   -0.2881   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4355   -0.8670   -1.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6756   -0.0798   -1.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3607   -2.1698   -1.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4495   -2.6971   -2.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2044   -2.8838   -1.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1540   -2.3043   -1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -3.0733   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2028   -0.9953   -0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122   -0.4582    0.1120 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1546   -0.9986    0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9258   -2.4755    1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4855   -1.6830    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7050   -4.6773   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2861   -3.9162   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0401   -4.6771    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2323   -2.9232   -0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2265   -0.5095    1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2503   -0.3622   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -1.4838    0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3390   -1.6851    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492    2.1181    1.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2622    1.4390    3.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6268    0.6079    2.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9935    0.1530    0.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576    2.0283    2.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125    2.6239    2.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078    4.1933    0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935    3.0846   -0.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5258    4.2176   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1762    4.6606   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6682    3.2984   -2.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    1.1741    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508    2.3969   -1.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1533    0.6848   -1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2834    1.6466   -1.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    2.8580   -0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0899    0.8408    2.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    0.0560    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8481    1.9117    2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4776    2.3994    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8788    0.7673    1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2689    1.8037   -1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4971    1.3141    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5141    1.0154   -1.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5071   -0.4513   -1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9819   -0.2261   -2.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3138   -2.2192   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1288   -3.9120   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287   -3.5774   -1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1421   -2.4632   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -3.8938   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 17  1  0
 29 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 23 65  1  0
 23 66  1  0
 23 67  1  0
 25 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -10.673   0.773   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.673  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.338  -1.541   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.006  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.006   0.773   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.338   1.541   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.672  -1.541   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.340  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.340   0.773   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.672   1.541   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.338  -3.084   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0     -12.007   1.544   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -9.338   3.084   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.006  -1.539   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.671  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.337  -1.539   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.003  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.332  -1.539   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.666  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -1.539   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.669  -1.539   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.004  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.338  -1.539   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.673  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.007  -1.539   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.003   0.001   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.003   0.773   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.335   0.773   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.673   0.773   0.000  0.00  0.00           C+0
CONECT    1    2    6   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5   13                                                  
CONECT    7    4    8                                                       
CONECT    8    7    9   14   27                                             
CONECT    9    8   10                                                       
CONECT   10    5    9                                                       
CONECT   11    3                                                            
CONECT   12    1                                                            
CONECT   13    6                                                            
CONECT   14    8   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25                                                            
CONECT   27    8                                                            
CONECT   28   17                                                            
CONECT   29   21                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0030554
HETATM    1  C1  UNL     1       7.964  -1.959   1.154  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.074  -2.770   0.303  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.517  -4.104  -0.153  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.898  -2.320  -0.053  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.455  -0.979   0.405  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.190  -1.032   1.229  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.794   0.321   1.653  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.685   1.149   2.482  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.589   0.807   1.273  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.206   2.173   1.711  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.904   3.125   0.618  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.734   2.838  -0.228  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.491   3.774  -1.379  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.131   1.848  -0.087  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.237   1.704  -1.019  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.617   1.825  -0.525  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.100   0.893   0.517  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.321   0.954   1.815  1.00  0.00           C  
HETATM   19  C19 UNL     1      -4.523   1.292   0.846  1.00  0.00           C  
HETATM   20  C20 UNL     1      -5.470   1.119  -0.290  1.00  0.00           C  
HETATM   21  C21 UNL     1      -5.363  -0.288  -0.782  1.00  0.00           C  
HETATM   22  C22 UNL     1      -6.435  -0.867  -1.455  1.00  0.00           C  
HETATM   23  C23 UNL     1      -7.676  -0.080  -1.697  1.00  0.00           C  
HETATM   24  C24 UNL     1      -6.361  -2.170  -1.909  1.00  0.00           C  
HETATM   25  O1  UNL     1      -7.449  -2.697  -2.569  1.00  0.00           O  
HETATM   26  C25 UNL     1      -5.204  -2.884  -1.684  1.00  0.00           C  
HETATM   27  C26 UNL     1      -4.154  -2.304  -1.020  1.00  0.00           C  
HETATM   28  C27 UNL     1      -2.890  -3.073  -0.770  1.00  0.00           C  
HETATM   29  C28 UNL     1      -4.203  -0.995  -0.552  1.00  0.00           C  
HETATM   30  O2  UNL     1      -3.112  -0.458   0.112  1.00  0.00           O  
HETATM   31  H1  UNL     1       8.155  -0.999   0.623  1.00  0.00           H  
HETATM   32  H2  UNL     1       8.926  -2.475   1.378  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.486  -1.683   2.131  1.00  0.00           H  
HETATM   34  H4  UNL     1       6.705  -4.677  -0.642  1.00  0.00           H  
HETATM   35  H5  UNL     1       8.286  -3.916  -0.958  1.00  0.00           H  
HETATM   36  H6  UNL     1       8.040  -4.677   0.639  1.00  0.00           H  
HETATM   37  H7  UNL     1       5.232  -2.923  -0.688  1.00  0.00           H  
HETATM   38  H8  UNL     1       6.227  -0.510   1.045  1.00  0.00           H  
HETATM   39  H9  UNL     1       5.250  -0.362  -0.498  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.401  -1.484   0.624  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.339  -1.685   2.124  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.949   2.118   1.976  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.262   1.439   3.460  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.627   0.608   2.684  1.00  0.00           H  
HETATM   45  H15 UNL     1       1.993   0.153   0.664  1.00  0.00           H  
HETATM   46  H16 UNL     1       1.358   2.028   2.423  1.00  0.00           H  
HETATM   47  H17 UNL     1       3.013   2.624   2.360  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.908   4.193   0.955  1.00  0.00           H  
HETATM   49  H19 UNL     1       2.794   3.085  -0.089  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.526   4.218  -1.257  1.00  0.00           H  
HETATM   51  H21 UNL     1       1.176   4.661  -1.335  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.668   3.298  -2.343  1.00  0.00           H  
HETATM   53  H23 UNL     1       0.006   1.174   0.743  1.00  0.00           H  
HETATM   54  H24 UNL     1      -1.151   2.397  -1.909  1.00  0.00           H  
HETATM   55  H25 UNL     1      -1.153   0.685  -1.511  1.00  0.00           H  
HETATM   56  H26 UNL     1      -3.283   1.647  -1.426  1.00  0.00           H  
HETATM   57  H27 UNL     1      -2.906   2.858  -0.212  1.00  0.00           H  
HETATM   58  H28 UNL     1      -3.090   0.841   2.640  1.00  0.00           H  
HETATM   59  H29 UNL     1      -1.673   0.056   1.965  1.00  0.00           H  
HETATM   60  H30 UNL     1      -1.848   1.912   2.021  1.00  0.00           H  
HETATM   61  H31 UNL     1      -4.478   2.399   1.066  1.00  0.00           H  
HETATM   62  H32 UNL     1      -4.879   0.767   1.756  1.00  0.00           H  
HETATM   63  H33 UNL     1      -5.269   1.804  -1.112  1.00  0.00           H  
HETATM   64  H34 UNL     1      -6.497   1.314   0.115  1.00  0.00           H  
HETATM   65  H35 UNL     1      -7.514   1.015  -1.602  1.00  0.00           H  
HETATM   66  H36 UNL     1      -8.507  -0.451  -1.074  1.00  0.00           H  
HETATM   67  H37 UNL     1      -7.982  -0.226  -2.762  1.00  0.00           H  
HETATM   68  H38 UNL     1      -8.314  -2.219  -2.755  1.00  0.00           H  
HETATM   69  H39 UNL     1      -5.129  -3.912  -2.035  1.00  0.00           H  
HETATM   70  H40 UNL     1      -2.529  -3.577  -1.682  1.00  0.00           H  
HETATM   71  H41 UNL     1      -2.142  -2.463  -0.263  1.00  0.00           H  
HETATM   72  H42 UNL     1      -3.185  -3.894  -0.059  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9    9
CONECT    8   42   43   44
CONECT    9   10   45
CONECT   10   11   46   47
CONECT   11   12   48   49
CONECT   12   13   14   14
CONECT   13   50   51   52
CONECT   14   15   53
CONECT   15   16   54   55
CONECT   16   17   56   57
CONECT   17   18   19   30
CONECT   18   58   59   60
CONECT   19   20   61   62
CONECT   20   21   63   64
CONECT   21   22   22   29
CONECT   22   23   24
CONECT   23   65   66   67
CONECT   24   25   26   26
CONECT   25   68
CONECT   26   27   69
CONECT   27   28   29   29
CONECT   28   70   71   72
CONECT   29   30
END

HMDB0030554
     RDKit          3D
epsilon-Tocopherol
 72 73  0  0  0  0  0  0  0  0999 V2000
    7.9643   -1.9591    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0736   -2.7697    0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5170   -4.1039   -0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8978   -2.3198   -0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546   -0.9792    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1896   -1.0316    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938    0.3206    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853    1.1495    2.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886    0.8073    1.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2064    2.1732    1.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042    3.1250    0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344    2.8379   -0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914    3.7735   -1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1314    1.8480   -0.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368    1.7035   -1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167    1.8246   -0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997    0.8925    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214    0.9545    1.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    1.2924    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4703    1.1185   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3629   -0.2881   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4355   -0.8670   -1.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6756   -0.0798   -1.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3607   -2.1698   -1.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4495   -2.6971   -2.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2044   -2.8838   -1.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1540   -2.3043   -1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -3.0733   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2028   -0.9953   -0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122   -0.4582    0.1120 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1546   -0.9986    0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9258   -2.4755    1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4855   -1.6830    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7050   -4.6773   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2861   -3.9162   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0401   -4.6771    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2323   -2.9232   -0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2265   -0.5095    1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2503   -0.3622   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -1.4838    0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3390   -1.6851    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492    2.1181    1.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2622    1.4390    3.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6268    0.6079    2.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9935    0.1530    0.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576    2.0283    2.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125    2.6239    2.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078    4.1933    0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935    3.0846   -0.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5258    4.2176   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1762    4.6606   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6682    3.2984   -2.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    1.1741    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508    2.3969   -1.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1533    0.6848   -1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2834    1.6466   -1.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    2.8580   -0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0899    0.8408    2.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    0.0560    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8481    1.9117    2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4776    2.3994    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8788    0.7673    1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2689    1.8037   -1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4971    1.3141    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5141    1.0154   -1.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5071   -0.4513   -1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9819   -0.2261   -2.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3138   -2.2192   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1288   -3.9120   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287   -3.5774   -1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1421   -2.4632   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -3.8938   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 17  1  0
 29 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 23 65  1  0
 23 66  1  0
 23 67  1  0
 25 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-beta-Tocotrienol	HMDB
3,4-dihydro-2,5,8-Trimethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-4H-1-benzopyran-6-ol, 9ci	HMDB
beta-Tocotrienol	HMDB
D-beta-Tocotrienol	HMDB
e-Tocopherol	HMDB
epsilon-Tokoferol	HMDB
Tocotrienol, beta	HMDB

Chemical Formula

C₂₈H₄₂O₂

Average Molecular Weight

410.6319

Monoisotopic Molecular Weight

410.318480588

IUPAC Name

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

Traditional Name

2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-1-benzopyran-6-ol

CAS Registry Number

490-23-3

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=C(C)C(O)=CC(C)=C2O1

InChI Identifier

InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+

InChI Key

FGYKUFVNYVMTAM-NTZRDTQNSA-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
1-benzopyran
Benzopyran
Chromane
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0030554)
Cell membrane (HMDB: HMDB0030554)

Cellular substructure

Extracellular (HMDB: HMDB0030554)
Membrane (HMDB: HMDB0030554)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030554)

Source

Endogenous

Endogenous (HMDB: HMDB0030554)

Plant

Plant (HMDB: HMDB0030554)
Poaceae (HMDB: HMDB0030554)

Animal

Animal (HMDB: HMDB0030554)

Exogenous

Food

Food (HMDB: HMDB0030554)

Fruit

Tropical fruit

Kiwi (FooDB: FOOD00004)
Pineapple (FooDB: FOOD00012)
Papaya (FooDB: FOOD00041)
Mango (FooDB: FOOD00106)
Banana (FooDB: FOOD00208)
Cherimoya (FooDB: FOOD00326)
Coconut (FooDB: FOOD00336)
Jackfruit (FooDB: FOOD00384)
Mamey sapote (FooDB: FOOD00459)
Feijoa (FooDB: FOOD00544)
Nance (FooDB: FOOD00788)
Naranjilla (FooDB: FOOD00789)

Citrus

Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Clementine (FooDB: FOOD00959)

Other fruit

Fig (FooDB: FOOD00081)

Pome

Apple (FooDB: FOOD00105)

Berry

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)

Cabbage

Broccoli (FooDB: FOOD00034)
Kale (FooDB: FOOD00390)
Cabbage (FooDB: FOOD00851)

Root vegetable

Tuber

Sweet potato (FooDB: FOOD00092)

Leaf vegetable

Fruit vegetable

Stalk vegetable

Celery stalks (FooDB: FOOD00215)

Other vegetable

Okra (FooDB: FOOD00420)
Agave (FooDB: FOOD00563)

Mushroom

Oyster mushroom (FooDB: FOOD00553)
Maitake (FooDB: FOOD00555)

Quinoa (FooDB: FOOD00441)

Cereal and cereal product

Cereal

Oat (FooDB: FOOD00022)
Red rice (FooDB: FOOD00235)
Spelt (FooDB: FOOD00479)
Oriental wheat (FooDB: FOOD00539)
Barley (FooDB: FOOD00088)
Corn (FooDB: FOOD00205)
Rice (FooDB: FOOD00125)
Rye (FooDB: FOOD00169)

Leavened bread

Rye bread (FooDB: FOOD00809)

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Gourd

Watermelon (FooDB: FOOD00052)
Cucumber (FooDB: FOOD00065)

Nut

Pulse

Lentil

Lentils (FooDB: FOOD00098)

Green lentil (FooDB: FOOD00970)

Aquatic origin

Mollusk

Blue mussel (FooDB: FOOD00304)
Marine mussel (FooDB: FOOD00587)

Fish

Pacific cod (FooDB: FOOD00337)
Atlantic cod (FooDB: FOOD00338)
Hippoglossus (Common halibut) (FooDB: FOOD00375)
Pacific rockfish (FooDB: FOOD00426)
Orange roughy (FooDB: FOOD00448)
Pink salmon (FooDB: FOOD00450)
Sockeye salmon (FooDB: FOOD00453)
Sheefish (FooDB: FOOD00472)
Swordfish (FooDB: FOOD00487)
Yellowfin tuna (FooDB: FOOD00511)
Pollock (FooDB: FOOD00513)
Gadus (Common cod) (FooDB: FOOD00515)
Atlantic halibut (FooDB: FOOD00516)
Pacific halibut (FooDB: FOOD00517)
Flatfish (FooDB: FOOD00535)
Gadiformes (FooDB: FOOD00580)
Lemon sole (FooDB: FOOD00583)
Pacific ocean perch (FooDB: FOOD00598)
True sole (FooDB: FOOD00604)
Cichlidae (Tilapia) (FooDB: FOOD00699)
Haddock (FooDB: FOOD00374)
Norway haddock (FooDB: FOOD00588)

Bivalvia

Clam (FooDB: FOOD00952)

Milk and milk product

Other milk product

Fermented milk product

Fat and oil

Animal fat

Lard (FooDB: FOOD00681)

Fats and oils (FooDB: FOOD00864)

Egg

Egg yolk (FooDB: FOOD00919)

Animal origin

Poultry

Turkey (FooDB: FOOD00494)
Chicken (FooDB: FOOD00329)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0030554)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0030554)

Cellular process

Cell signaling (HMDB: HMDB0030554)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0030554)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0030554)

Nutrient

Nutrient (HMDB: HMDB0030554)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030554)

Emulsifier (HMDB: HMDB0030554)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	528.80 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1.9e-06 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	10.300 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00034 g/L	ALOGPS
logP	7.71	ALOGPS
logP	8.78	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	10.47	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	132.88 m³·mol⁻¹	ChemAxon
Polarizability	52.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	201.261	31661259
DarkChem	[M-H]-	198.537	31661259
DeepCCS	[M+H]+	207.33	30932474
DeepCCS	[M-H]-	204.972	30932474
DeepCCS	[M-2H]-	239.158	30932474
DeepCCS	[M+Na]+	214.709	30932474
AllCCS	[M+H]+	212.2	32859911
AllCCS	[M+H-H2O]+	209.9	32859911
AllCCS	[M+NH4]+	214.4	32859911
AllCCS	[M+Na]+	215.0	32859911
AllCCS	[M-H]-	203.3	32859911
AllCCS	[M+Na-2H]-	204.5	32859911
AllCCS	[M+HCOO]-	206.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
epsilon-Tocopherol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=C(C)C(O)=CC(C)=C2O1	3917.3	Standard polar	33892256
epsilon-Tocopherol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=C(C)C(O)=CC(C)=C2O1	3115.5	Standard non polar	33892256
epsilon-Tocopherol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=C(C)C(O)=CC(C)=C2O1	3191.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
epsilon-Tocopherol,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CCC1(C)CCC2=C(C)C(O[Si](C)(C)C)=CC(C)=C2O1	3056.5	Semi standard non polar	33892256
epsilon-Tocopherol,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CCC1(C)CCC2=C(C)C(O[Si](C)(C)C(C)(C)C)=CC(C)=C2O1	3298.8	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 - epsilon-Tocopherol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4m-5798000000-00dd4525651fc177e951	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - epsilon-Tocopherol GC-MS (1 TMS) - 70eV, Positive	splash10-014i-5434900000-85391e976c6e3529caf9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - epsilon-Tocopherol 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 - epsilon-Tocopherol 10V, Positive-QTOF	splash10-0ik9-0952700000-7524f89e3462231cb52e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 20V, Positive-QTOF	splash10-0udi-0910000000-6d66e948f992b6e42cd6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 40V, Positive-QTOF	splash10-0udi-3920000000-29bb8cecbdac809b288f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 10V, Negative-QTOF	splash10-0a4i-0110900000-6a239cf4b07b9f14e75f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 20V, Negative-QTOF	splash10-0a4j-0912700000-9c65ffb712687bda26b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 40V, Negative-QTOF	splash10-00kv-0913000000-c128ad6f380c6d78896b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 10V, Positive-QTOF	splash10-08fs-5295600000-3bfc02b37a4593b13820	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 20V, Positive-QTOF	splash10-0uea-5294000000-ae28d521dc2d81eedcbc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 40V, Positive-QTOF	splash10-0006-9810000000-531b56b228fcd8f26c8d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 10V, Negative-QTOF	splash10-0a4i-0000900000-01a5cd11479be7bee1be	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 20V, Negative-QTOF	splash10-0a4i-0413900000-97ec96c3367baaea24cc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - epsilon-Tocopherol 40V, Negative-QTOF	splash10-004i-2906100000-01f29bb3928daac42af8	2021-09-24	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

9844470

PDB ID

Not Available

ChEBI ID

351876

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1679271

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 epsilon-Tocopherol (HMDB0030554)

MOL for HMDB0030554 (epsilon-Tocopherol)

3D MOL for HMDB0030554 (epsilon-Tocopherol)

3D SDF for HMDB0030554 (epsilon-Tocopherol)

3D-SDF for HMDB0030554 (epsilon-Tocopherol)

PDB for HMDB0030554 (epsilon-Tocopherol)

3D PDB for HMDB0030554 (epsilon-Tocopherol)

SMILES for HMDB0030554 (epsilon-Tocopherol)

INCHI for HMDB0030554 (epsilon-Tocopherol)

Structure for HMDB0030554 (epsilon-Tocopherol)

3D Structure for HMDB0030554 (epsilon-Tocopherol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra