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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:59:59 UTC

Update Date

2021-09-24 10:59:59 UTC

HMDB ID

HMDB0304597

Secondary Accession Numbers

None

Metabolite Identification

Common Name

beta-tocotrienol

Description

beta-tocotrienol, also known as 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 significant number of articles have been published on beta-tocotrienol.

Structure

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


  Mrv1652304202018432D          

 30 31  0  0  1  0            999 V2000
   -0.3062   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0207   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7351   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0207    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4111   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4111    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1255    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6966    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9821    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2676    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8387    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1241    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4097    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6952    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6952   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9807    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2663    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8372    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
 29 28  1  0  0  0  0
 29  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  2  2  0  0  0  0
  4  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  6  2  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
 11  9  2  0  0  0  0
 11  5  1  0  0  0  0
 29 12  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  1  0  0  0
M  END

HMDB0304597
     RDKit          3D
beta-tocotrienol
 72 73  0  0  0  0  0  0  0  0999 V2000
    8.8909    0.2976    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8611    0.1802   -0.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9728    0.7395   -1.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8590   -0.4141   -1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7412   -0.9726   -0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835   -0.2533   -1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2839   -0.7113   -0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8560   -2.1460   -0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5687    0.1301    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3780   -0.3502    1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    0.3551    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -0.0771    1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404   -1.4427    1.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    0.8143    2.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9922    0.5675    2.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1139    1.4314    2.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330    1.2324    0.9128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4933    1.4668   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6330    2.2855    0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3532    2.0668   -0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7039    0.6417   -0.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6992    0.3690   -1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4048    1.4636   -2.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0333   -0.9553   -1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0283   -1.2533   -2.8941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3697   -1.9365   -1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826   -1.6646   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6991   -2.7534    0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0374   -0.3362   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0397   -0.0820    0.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9968    0.8445    0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7709    0.8881    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9013   -0.7053    1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7303    0.7321   -2.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8870    0.1579   -1.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1364    1.8099   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8344   -0.5023   -2.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9363   -0.8077    0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071   -2.0628   -0.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6357    0.8166   -0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3370   -0.3402   -2.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9219   -2.5560    0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5591   -2.7412   -1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8503   -2.2675   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8534    1.1637    0.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2384   -1.4269    0.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6017   -0.2813    2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2813    1.4385    0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9864    0.2513   -0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -1.8778    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6618   -1.5360    1.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -2.0898    0.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942    1.8528    2.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2805   -0.4791    2.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    0.9339    3.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8894    2.5284    2.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0515    1.2853    2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6808    2.1449    0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634    0.4853   -0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810    1.9578   -1.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3327    2.3361    1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0549    3.2502    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8596    2.5333   -1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221    2.6455   -0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2672    0.9939   -3.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8653    2.1402   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7226    2.0142   -3.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3357   -2.1768   -3.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6391   -2.9710   -1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8131   -2.6886    1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6009   -2.6352    0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560   -3.7522   -0.0332 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
 17 16  1  1
 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


  Mrv1652304202018432D          

 30 31  0  0  1  0            999 V2000
   -0.3062   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0207   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7351   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0207    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4111   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4111    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1255    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6966    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9821    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2676    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8387    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1241    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4097    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6952    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6952   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9807    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2663    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8372    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
 29 28  1  0  0  0  0
 29  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  2  2  0  0  0  0
  4  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  6  2  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
 11  9  2  0  0  0  0
 11  5  1  0  0  0  0
 29 12  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0304597

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(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+/t28-/m1/s1

> <INCHI_KEY>
FGYKUFVNYVMTAM-WAZJVIJMSA-N

> <FORMULA>
C28H42O2

> <MOLECULAR_WEIGHT>
410.642

> <EXACT_MASS>
410.318480592

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
52.53823825677026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-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>
10.472645241173256

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852470234332536

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
132.88289999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.41e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β tocotrienol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0304597
     RDKit          3D
beta-tocotrienol
 72 73  0  0  0  0  0  0  0  0999 V2000
    8.8909    0.2976    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8611    0.1802   -0.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9728    0.7395   -1.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8590   -0.4141   -1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7412   -0.9726   -0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835   -0.2533   -1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2839   -0.7113   -0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8560   -2.1460   -0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5687    0.1301    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3780   -0.3502    1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    0.3551    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -0.0771    1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404   -1.4427    1.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    0.8143    2.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9922    0.5675    2.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1139    1.4314    2.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330    1.2324    0.9128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4933    1.4668   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6330    2.2855    0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3532    2.0668   -0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7039    0.6417   -0.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6992    0.3690   -1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4048    1.4636   -2.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0333   -0.9553   -1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0283   -1.2533   -2.8941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3697   -1.9365   -1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826   -1.6646   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6991   -2.7534    0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0374   -0.3362   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0397   -0.0820    0.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9968    0.8445    0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7709    0.8881    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9013   -0.7053    1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7303    0.7321   -2.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8870    0.1579   -1.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1364    1.8099   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8344   -0.5023   -2.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9363   -0.8077    0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071   -2.0628   -0.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6357    0.8166   -0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3370   -0.3402   -2.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9219   -2.5560    0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5591   -2.7412   -1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8503   -2.2675   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8534    1.1637    0.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2384   -1.4269    0.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6017   -0.2813    2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2813    1.4385    0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9864    0.2513   -0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -1.8778    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6618   -1.5360    1.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -2.0898    0.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942    1.8528    2.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2805   -0.4791    2.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    0.9339    3.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8894    2.5284    2.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0515    1.2853    2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6808    2.1449    0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634    0.4853   -0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810    1.9578   -1.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3327    2.3361    1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0549    3.2502    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8596    2.5333   -1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221    2.6455   -0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2672    0.9939   -3.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8653    2.1402   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7226    2.0142   -3.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3357   -2.1768   -3.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6391   -2.9710   -1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8131   -2.6886    1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6009   -2.6352    0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560   -3.7522   -0.0332 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
 17 16  1  1
 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                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      -0.572  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.572  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.429  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.096  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.762  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.905  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.239  -1.540   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.905   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.572   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.572   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.762   0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.096   1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      19.434  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.434   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.768   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.100   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.767   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.433   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.099   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.099  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.766   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.432   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.098   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.764   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.764  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.431   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.097   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.763   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.429   0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.429   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    5    6                                                  
CONECT    3   29    4                                                       
CONECT    4    3    5                                                       
CONECT    5    2    4   11                                                  
CONECT    6    2    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5   12                                                  
CONECT   12   29   11                                                       
CONECT   13   14                                                            
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   29   27                                                       
CONECT   29   28    3   12   30                                             
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0304597
HETATM    1  C1  UNL     1       8.891   0.298   0.519  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.861   0.180  -0.953  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.973   0.739  -1.751  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.859  -0.414  -1.559  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.741  -0.973  -0.716  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.483  -0.253  -1.155  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.284  -0.711  -0.400  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.856  -2.146  -0.453  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.569   0.130   0.333  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.378  -0.350   1.077  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.121   0.355   0.659  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.085  -0.077   1.358  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.640  -1.443   1.361  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.780   0.814   2.071  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.992   0.567   2.823  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.114   1.431   2.329  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.533   1.232   0.913  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.493   1.467  -0.125  1.00  0.00           C  
HETATM   19  C19 UNL     1      -4.633   2.286   0.665  1.00  0.00           C  
HETATM   20  C20 UNL     1      -5.353   2.067  -0.631  1.00  0.00           C  
HETATM   21  C21 UNL     1      -5.704   0.642  -0.854  1.00  0.00           C  
HETATM   22  C22 UNL     1      -6.699   0.369  -1.770  1.00  0.00           C  
HETATM   23  C23 UNL     1      -7.405   1.464  -2.521  1.00  0.00           C  
HETATM   24  C24 UNL     1      -7.033  -0.955  -1.980  1.00  0.00           C  
HETATM   25  O1  UNL     1      -8.028  -1.253  -2.894  1.00  0.00           O  
HETATM   26  C25 UNL     1      -6.370  -1.936  -1.277  1.00  0.00           C  
HETATM   27  C26 UNL     1      -5.383  -1.665  -0.369  1.00  0.00           C  
HETATM   28  C27 UNL     1      -4.699  -2.753   0.363  1.00  0.00           C  
HETATM   29  C28 UNL     1      -5.037  -0.336  -0.149  1.00  0.00           C  
HETATM   30  O2  UNL     1      -4.040  -0.082   0.771  1.00  0.00           O  
HETATM   31  H1  UNL     1       7.997   0.844   0.895  1.00  0.00           H  
HETATM   32  H2  UNL     1       9.771   0.888   0.850  1.00  0.00           H  
HETATM   33  H3  UNL     1       8.901  -0.705   1.007  1.00  0.00           H  
HETATM   34  H4  UNL     1       9.730   0.732  -2.837  1.00  0.00           H  
HETATM   35  H5  UNL     1      10.887   0.158  -1.520  1.00  0.00           H  
HETATM   36  H6  UNL     1      10.136   1.810  -1.449  1.00  0.00           H  
HETATM   37  H7  UNL     1       7.834  -0.502  -2.643  1.00  0.00           H  
HETATM   38  H8  UNL     1       6.936  -0.808   0.351  1.00  0.00           H  
HETATM   39  H9  UNL     1       6.707  -2.063  -0.913  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.636   0.817  -0.938  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.337  -0.340  -2.245  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.922  -2.556   0.582  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.559  -2.741  -1.062  1.00  0.00           H  
HETATM   44  H14 UNL     1       2.850  -2.267  -0.905  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.853   1.164   0.388  1.00  0.00           H  
HETATM   46  H16 UNL     1       2.238  -1.427   0.847  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.602  -0.281   2.139  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.281   1.438   0.820  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.986   0.251  -0.453  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.471  -1.878   2.383  1.00  0.00           H  
HETATM   51  H21 UNL     1      -1.662  -1.536   1.021  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.031  -2.090   0.682  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.394   1.853   2.103  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.280  -0.479   2.972  1.00  0.00           H  
HETATM   55  H25 UNL     1      -1.786   0.934   3.879  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.889   2.528   2.495  1.00  0.00           H  
HETATM   57  H27 UNL     1      -4.052   1.285   2.948  1.00  0.00           H  
HETATM   58  H28 UNL     1      -1.681   2.145   0.141  1.00  0.00           H  
HETATM   59  H29 UNL     1      -2.163   0.485  -0.528  1.00  0.00           H  
HETATM   60  H30 UNL     1      -2.981   1.958  -1.026  1.00  0.00           H  
HETATM   61  H31 UNL     1      -5.333   2.336   1.518  1.00  0.00           H  
HETATM   62  H32 UNL     1      -4.055   3.250   0.548  1.00  0.00           H  
HETATM   63  H33 UNL     1      -4.860   2.533  -1.507  1.00  0.00           H  
HETATM   64  H34 UNL     1      -6.322   2.645  -0.536  1.00  0.00           H  
HETATM   65  H35 UNL     1      -8.267   0.994  -3.056  1.00  0.00           H  
HETATM   66  H36 UNL     1      -7.865   2.140  -1.756  1.00  0.00           H  
HETATM   67  H37 UNL     1      -6.723   2.014  -3.174  1.00  0.00           H  
HETATM   68  H38 UNL     1      -8.336  -2.177  -3.111  1.00  0.00           H  
HETATM   69  H39 UNL     1      -6.639  -2.971  -1.449  1.00  0.00           H  
HETATM   70  H40 UNL     1      -4.813  -2.689   1.458  1.00  0.00           H  
HETATM   71  H41 UNL     1      -3.601  -2.635   0.155  1.00  0.00           H  
HETATM   72  H42 UNL     1      -4.956  -3.752  -0.033  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

HMDB0304597
     RDKit          3D
beta-tocotrienol
 72 73  0  0  0  0  0  0  0  0999 V2000
    8.8909    0.2976    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8611    0.1802   -0.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9728    0.7395   -1.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8590   -0.4141   -1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7412   -0.9726   -0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835   -0.2533   -1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2839   -0.7113   -0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8560   -2.1460   -0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5687    0.1301    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3780   -0.3502    1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    0.3551    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -0.0771    1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404   -1.4427    1.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    0.8143    2.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9922    0.5675    2.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1139    1.4314    2.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330    1.2324    0.9128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4933    1.4668   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6330    2.2855    0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3532    2.0668   -0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7039    0.6417   -0.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6992    0.3690   -1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4048    1.4636   -2.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0333   -0.9553   -1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0283   -1.2533   -2.8941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3697   -1.9365   -1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826   -1.6646   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6991   -2.7534    0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0374   -0.3362   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0397   -0.0820    0.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9968    0.8445    0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7709    0.8881    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9013   -0.7053    1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7303    0.7321   -2.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8870    0.1579   -1.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1364    1.8099   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8344   -0.5023   -2.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9363   -0.8077    0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071   -2.0628   -0.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6357    0.8166   -0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3370   -0.3402   -2.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9219   -2.5560    0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5591   -2.7412   -1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8503   -2.2675   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8534    1.1637    0.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2384   -1.4269    0.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6017   -0.2813    2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2813    1.4385    0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9864    0.2513   -0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -1.8778    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6618   -1.5360    1.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -2.0898    0.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942    1.8528    2.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2805   -0.4791    2.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    0.9339    3.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8894    2.5284    2.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0515    1.2853    2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6808    2.1449    0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634    0.4853   -0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810    1.9578   -1.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3327    2.3361    1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0549    3.2502    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8596    2.5333   -1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221    2.6455   -0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2672    0.9939   -3.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8653    2.1402   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7226    2.0142   -3.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3357   -2.1768   -3.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6391   -2.9710   -1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8131   -2.6886    1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6009   -2.6352    0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560   -3.7522   -0.0332 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
 17 16  1  1
 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
(2R)-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	ChEBI
(2R)-3,4-Dihydro-2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-2H-1-benzopyran-6-ol	ChEBI
epsilon-Tocopherol	ChEBI
b-Tocotrienol	Generator
Β-tocotrienol	Generator
Tocotrienol, beta	MeSH

Chemical Formula

C₂₈H₄₂O₂

Average Molecular Weight

410.642

Monoisotopic Molecular Weight

410.318480592

IUPAC Name

(2R)-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

β tocotrienol

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(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+/t28-/m1/s1

InChI Key

FGYKUFVNYVMTAM-WAZJVIJMSA-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

tocotrienol (CHEBI:33275 )
vitamin E (CHEBI:33275 )
vitamin E (C14154 )
Vitamin E (LMPR02020055 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
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	52.54 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
AllCCS	[M+H]+	212.226	32859911
AllCCS	[M+H-H2O]+	209.906	32859911
AllCCS	[M+Na]+	214.982	32859911
AllCCS	[M+NH4]+	214.368	32859911
AllCCS	[M-H]-	203.331	32859911
AllCCS	[M+Na-2H]-	204.499	32859911
AllCCS	[M+HCOO]-	205.959	32859911
DeepCCS	[M+H]+	206.593	30932474
DeepCCS	[M-H]-	204.235	30932474
DeepCCS	[M-2H]-	237.922	30932474
DeepCCS	[M+Na]+	213.15	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	28.0317 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.17 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3754.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	784.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	340.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	399.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	308.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1299.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1203.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2471.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	898.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1944.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	934.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	558.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	347.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	683.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.9 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - beta-tocotrienol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	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 - beta-tocotrienol 10V, Positive-QTOF	splash10-0ik9-0953700000-679a9e7cde06b8041c1d	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 20V, Positive-QTOF	splash10-0udi-0910000000-5f3d866b596b9668865c	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 40V, Positive-QTOF	splash10-0udi-3920000000-1f0bed7750783c90d5fb	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 10V, Negative-QTOF	splash10-0a4i-0100900000-92c5057e89790923496e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 20V, Negative-QTOF	splash10-0a4j-0913800000-148c621b1474c5814b9a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 40V, Negative-QTOF	splash10-00kv-0913000000-e9e1ce7ceacdd30b4606	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 10V, Positive-QTOF	splash10-08fs-5295600000-3bfc02b37a4593b13820	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 20V, Positive-QTOF	splash10-0uea-5294000000-ae28d521dc2d81eedcbc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 40V, Positive-QTOF	splash10-0006-9810000000-531b56b228fcd8f26c8d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 10V, Negative-QTOF	splash10-0a4i-0000900000-01a5cd11479be7bee1be	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 20V, Negative-QTOF	splash10-0a4i-0313900000-671badef05a7051e5a8e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-tocotrienol 40V, Negative-QTOF	splash10-004i-2906100000-01f29bb3928daac42af8	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

BiGG ID

Not Available

Wikipedia Link

Beta-Tocotrienol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

33275

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

Not Available

Showing metabocard for beta-tocotrienol (HMDB0304597)

MOL for HMDB0304597 (beta-tocotrienol)

3D MOL for HMDB0304597 (beta-tocotrienol)

3D SDF for HMDB0304597 (beta-tocotrienol)

3D-SDF for HMDB0304597 (beta-tocotrienol)

PDB for HMDB0304597 (beta-tocotrienol)

3D PDB for HMDB0304597 (beta-tocotrienol)

SMILES for HMDB0304597 (beta-tocotrienol)

INCHI for HMDB0304597 (beta-tocotrienol)

Structure for HMDB0304597 (beta-tocotrienol)

3D Structure for HMDB0304597 (beta-tocotrienol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra