NP-MRD: Showing NP-Card for beta-Tocopherol (NP0044301)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Show more...Show more...

Record Information

Version

2.0

Created at

2022-02-14 20:48:16 UTC

Updated at

2022-03-10 22:18:40 UTC

NP-MRD ID

NP0044301

Secondary Accession Numbers

None

Natural Product Identification

Common Name

beta-Tocopherol

Description

Beta-Tocopherol, also known as beta-tocopherol or 5,8-dimethyltocol, belongs to the class of organic compounds known as tocopherols. These are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain. Thus, beta-tocopherol is considered to be a quinone lipid molecule. Beta-Tocopherol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Beta-Tocopherol is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652309042000322D          

 30 31  0  0  0  0            999 V2000
 9967.2629 9973.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.1120 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.8260 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5397 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.2536 9972.6331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9972.9671 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9973.6804 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.3960 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.1093 9972.6331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9975.8228 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.5383 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.2517 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.9672 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9978.6806 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.9672 9971.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.1093 9971.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.2536 9971.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.1120 9972.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.8354 9971.3904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.2629 9970.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6865 9973.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9740 9972.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9740 9971.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6865 9971.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3991 9971.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3991 9972.6299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9967.2623 9973.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5497 9972.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5497 9971.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.2622 9971.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 17  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  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
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  1 27  1  0  0  0  0
 30 20  1  0  0  0  0
 29 19  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 26  2  1  0  0  0  0
 26 18  1  1  0  0  0
 22 27  2  0  0  0  0
 30 23  2  0  0  0  0
M  END

     RDKit          3D

 78 79  0  0  0  0  0  0  0  0999 V2000
   -5.1738    3.7905   -0.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8024    2.5224   -0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0319    2.5723   -1.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6107    1.4086   -2.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8651    1.4124   -2.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8982    0.2257   -1.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4742   -1.0654   -2.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6397    0.1923   -1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0778    1.3505   -0.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8324    1.3617   -0.1899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0846    0.1549    0.0725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5636   -0.4532    1.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6693    0.5133   -0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -0.4972   -0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176   -1.2453    1.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6366   -2.2510    1.2622 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5733   -2.9644    2.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9496   -1.5780    1.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2161   -0.5432    2.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5333    0.1054    1.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7050   -0.8311    1.8642 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8623   -1.5426    3.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0092   -0.0995    1.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0058    0.6606    0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7820   -0.2441   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859    0.5528   -2.1644 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6869    1.5784   -2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1299    1.1789   -2.4572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4297   -0.7934   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9123   -1.0835   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3463    3.6011    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7310    4.2851   -1.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9487    4.4647   -0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5642    3.4932   -1.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2337    0.5362   -2.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5690   -1.1216   -2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0365   -1.8916   -1.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2339   -1.3088   -3.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7681   -1.5416    1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054   -0.0175    1.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9852   -0.1923    2.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3827    1.3341    0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5240    1.0675   -1.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    0.0721   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5529   -1.1761   -0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3997   -0.5725    2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4720   -1.8147    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670   -3.0066    0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3366   -3.5970    2.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4296   -2.2563    3.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4471   -3.6184    2.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7585   -2.3520    1.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9794   -1.1149    0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1256   -0.9749    3.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438    0.2446    2.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7086    0.9868    2.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4818    0.5389    0.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6079   -1.5578    1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1147   -2.3502    3.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7545   -0.7913    4.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8527   -2.0364    3.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8646   -0.8030    1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1998    0.6095    2.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2435    1.4405    0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0270    1.1050    0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7843   -0.7366   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5539   -1.0338   -0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5011   -0.1726   -2.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8229    1.2488   -1.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875    1.8192   -3.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0431    2.5326   -1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0423    2.2767   -2.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5334    0.7183   -3.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8698    1.0023   -1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161   -0.2197   -2.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8464   -1.7055   -0.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0772   -1.7340   -1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1745   -1.6205   -0.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 28  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 16  1  0
 16 17  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 11 13  1  1
 11 12  1  0
 11 29  1  0
 29 30  1  0
 30  8  1  0
  8  6  2  0
  6  7  1  0
  6  4  1  0
  4  5  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  2  9  2  0
  9 10  1  0
 10 11  1  0
  9  8  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 26 68  1  6
 28 72  1  0
 28 73  1  0
 28 74  1  0
 25 66  1  0
 25 67  1  0
 24 64  1  0
 24 65  1  0
 23 62  1  0
 23 63  1  0
 21 58  1  6
 22 59  1  0
 22 60  1  0
 22 61  1  0
 20 56  1  0
 20 57  1  0
 19 54  1  0
 19 55  1  0
 18 52  1  0
 18 53  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 17 51  1  0
 15 46  1  0
 15 47  1  0
 14 44  1  0
 14 45  1  0
 13 42  1  0
 13 43  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  5 35  1  0
  3 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
M  END

  Mrv1652309042000322D          

 30 31  0  0  0  0            999 V2000
 9967.2629 9973.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.1120 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.8260 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5397 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.2536 9972.6331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9972.9671 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9973.6804 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.3960 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.1093 9972.6331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9975.8228 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.5383 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.2517 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.9672 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9978.6806 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.9672 9971.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.1093 9971.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.2536 9971.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.1120 9972.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.8354 9971.3904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.2629 9970.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6865 9973.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9740 9972.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9740 9971.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6865 9971.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3991 9971.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3991 9972.6299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9967.2623 9973.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5497 9972.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5497 9971.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.2622 9971.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 17  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  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
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  1 27  1  0  0  0  0
 30 20  1  0  0  0  0
 29 19  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 26  2  1  0  0  0  0
 26 18  1  1  0  0  0
 22 27  2  0  0  0  0
 30 23  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0044301

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=CC(C)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C28H48O2/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/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1

> <INCHI_KEY>
WGVKWNUPNGFDFJ-DQCZWYHMSA-N

> <FORMULA>
C28H48O2

> <MOLECULAR_WEIGHT>
416.6795

> <EXACT_MASS>
416.36543078

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
53.31756101824341

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol

> <ALOGPS_LOGP>
8.81

> <JCHEM_LOGP>
9.994295870666667

> <ALOGPS_LOGS>
-7.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.47268342050907

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852415884494152

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
130.33289999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.26e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-tocopherol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8605.5578617.895   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8610.8768616.355   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8612.2098615.582   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8613.5418616.355   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8614.8738615.582   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8616.2058616.355   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8617.5378615.582   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8618.8728616.355   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8620.2048615.582   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8621.5368616.355   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8622.8728615.582   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8624.2038616.355   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8625.5398615.582   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8626.8708616.355   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8625.5398614.045   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8620.2048614.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8614.8738614.045   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8610.8768614.816   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8602.8938613.262   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8605.5578611.719   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8608.2158616.344   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8606.8858615.576   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8606.8858614.040   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8608.2158613.272   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8609.5458614.040   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8609.5458615.576   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8605.5568616.344   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8604.2268615.575   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8604.2268614.040   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8605.5568613.272   0.000  0.00  0.00           C+0
CONECT    1   27                                                            
CONECT    2    3   26                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    9                                                            
CONECT   17    5                                                            
CONECT   18   26                                                            
CONECT   19   29                                                            
CONECT   20   30                                                            
CONECT   21   22   26                                                       
CONECT   22   23   21   27                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21    2   18                                             
CONECT   27   28    1   22                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   19                                                  
CONECT   30   29   20   23                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
(2R)-3,4-Dihydro-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol	ChEBI
5,8-Dimethyltocol	ChEBI
b-Tocopherol	Generator
Β-tocopherol	Generator
beta Tocopherol	HMDB
3,4-Dihydro-2,5,8-trimethyl-2-(4,8,12- trimethyltridecyl)-2H-1-benzopyran-6-ol	HMDB
b-Tocopherol skeleton	HMDB
Β-tocopherol skeleton	HMDB
Cumotocopherol	HMDB
DL-beta-Tocopherol	HMDB
DL-Β-tocopherol	HMDB
Neotocopherol	HMDB
p-Xylotocopherol	HMDB
beta-Tocopherol	MeSH
2,5,8-Trimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol	HMDB

Chemical Formula

C₂₈H₄₈O₂

Average Mass

416.6795 Da

Monoisotopic Mass

416.36543 Da

IUPAC Name

(2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol

Traditional Name

β-tocopherol

CAS Registry Number

148-03-8

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=CC(C)=C2O1

InChI Identifier

InChI=1S/C28H48O2/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/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1

InChI Key

WGVKWNUPNGFDFJ-DQCZWYHMSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	FooDB	USDA
Actinidia chinensis	FooDB	USDA
Agaricus bisporus	FooDB	FooDB
Agave	FooDB	USDA
Allium ampeloprasum	FooDB	FooDB
Allium ascalonicum	FooDB	FooDB
Allium cepa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium cepa L.	FooDB	FooDB
Allium fistulosum	FooDB	FooDB
Allium sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium schoenoprasum	FooDB	FooDB
Allium tuberosum	FooDB	FooDB
Aloysia triphylla	FooDB	FooDB
Alsophila podophylla	LOTUS Database	35616633
Amaranthus	FooDB	USDA
Amaranthus hypochondriacus L.	Plant	KNApSAcK
Amelanchier alnifolia	FooDB	FooDB
Anacardium occidentale	FooDB	FooDB
Ananas comosus	FooDB	USDA
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anethum graveolens	FooDB	FooDB
Angelica keiskei	FooDB	FooDB
Annona cherimola	FooDB	USDA
Annona muricata	FooDB	FooDB
Annona reticulata	FooDB	FooDB
Annona squamosa	FooDB	FooDB
Anser anser	FooDB	FooDB
Anthriscus cerefolium	FooDB	FooDB
Apium graveolens	FooDB	USDA
Apium graveolens var. dulce	FooDB	USDA
Apium graveolens var. rapaceum	FooDB	FooDB
Apium graveolens var. secalinum	FooDB	FooDB
Arabidopsis thaliana	Plant	KNApSAcK
Arachis hypogaea	FooDB	USDA
Arctium lappa	FooDB	FooDB
Armoracia rusticana	FooDB	FooDB
Artemisia dracunculus	FooDB	FooDB
Artemisia vulgaris	FooDB	FooDB
Artocarpus altilis	FooDB	FooDB
Artocarpus heterophyllus	FooDB	USDA
Asparagus officinalis	FooDB	USDA
Attalea speciosa	FooDB	FooDB
Auricularia auricula-judae	FooDB	FooDB
Auricularia polytricha	FooDB	FooDB
Avena sativa L.	FooDB	KNAPSACK
Averrhoa carambola	FooDB	FooDB
Basella alba	FooDB	FooDB
Benincasa hispida	FooDB	FooDB
Bertholletia excelsa	FooDB	FooDB
Beta vulgaris	FooDB	FooDB
Beta vulgaris ssp. cicla	FooDB	FooDB
Bison bison	FooDB	FooDB
Bixa orellana L.	Plant	KNApSAcK
Borago officinalis	FooDB	FooDB
Bos taurus	FooDB	USDA
Bos taurus X Bison bison	FooDB	FooDB
Botryococcus braunii	Plant	KNApSAcK
Brassica alboglabra	FooDB	FooDB
Brassica juncea	FooDB	FooDB
Brassica napus	FooDB	FooDB
Brassica napus var. napus	FooDB	USDA
Brassica oleracea	FooDB	FooDB
Brassica oleracea var. botrytis	FooDB	USDA
Brassica oleracea var. capitata	FooDB	USDA
Brassica oleracea var. gemmifera	FooDB	FooDB
Brassica oleracea var. gongylodes	FooDB	FooDB
Brassica oleracea var. italica	FooDB	USDA
Brassica oleracea var. sabauda	FooDB	FooDB
Brassica oleracea var. viridis	FooDB	FooDB
Brassica rapa	FooDB	FooDB
Brassica rapa ssp. chinensis	FooDB	FooDB
Brassica rapa var. pekinensis	FooDB	FooDB
Brassica rapa var. rapa	FooDB	FooDB
Brassica ruvo	FooDB	FooDB
Brosimum alicastrum	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Byrsonima crassifolia	FooDB	USDA
Cajanus cajan	FooDB	FooDB
Calophyllum inophyllum L.	Plant	KNApSAcK
Campanula medium	LOTUS Database	35616633
Canarium ovatum	FooDB	FooDB
Cannabis sativa	CannabisDB	Not Available
Cantharellus cibarius	FooDB	FooDB
Capparis spinosa	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Capsicum annuum	FooDB	All-Creatures
Capsicum annuum L.	FooDB	FooDB
Capsicum annuum var. annuum	FooDB	FooDB
Capsicum chinense	FooDB	FooDB
Capsicum pubescens	FooDB	FooDB
Carica papaya L.	FooDB	USDA
Caridea	FooDB	USDA
Carissa macrocarpa	FooDB	FooDB
Carthamus tinctorius	FooDB	FooDB
Carum carvi	FooDB	KNAPSACK
Carya	FooDB	FooDB
Carya illinoinensis	FooDB	USDA
Caryodendron orinocense	LOTUS Database	35616633
Castanea	FooDB	FooDB
Castanea crenata	FooDB	FooDB
Castanea mollissima	FooDB	FooDB
Castanea sativa	FooDB	FooDB
Ceratonia siliqua	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Chamaemelum nobile	FooDB	FooDB
Chamerion angustifolium	FooDB	FooDB
Chenopodium album	FooDB	FooDB
Chenopodium quinoa	FooDB	USDA
Chrysanthemum coronarium	FooDB	FooDB
Cicer arietinum	FooDB	FooDB
Cichlidae	FooDB	USDA
Cichorium endivia	FooDB	FooDB
Cichorium intybus	FooDB	FooDB
Cinnamomum	FooDB	USDA
Cinnamomum aromaticum	FooDB	FooDB
Cinnamomum verum	FooDB	FooDB
Cirsium	FooDB	FooDB
Citrullus lanatus	FooDB	USDA
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	FooDB
Citrus aurantiifolia	FooDB	FooDB
Citrus latifolia	FooDB	FooDB
Citrus limon	FooDB	FooDB
Citrus maxima	FooDB	FooDB
Citrus paradisi	FooDB	USDA
Citrus reticulata	FooDB	USDA
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	FooDB
Cocos nucifera	FooDB	KNAPSACK
Coffea arabica L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Coffea canephora	FooDB	USDA
Colocasia esculenta	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Corchorus olitorius	FooDB	FooDB
Coregonus	FooDB	USDA
Coriandrum sativum L.	FooDB	KNAPSACK
Corylus	FooDB	USDA
Corylus avellana	FooDB	USDA
Crataegus monogyna	LOTUS Database	35616633
Crateva religiosa	FooDB	FooDB
Crocus sativus	FooDB	FooDB
Cucumis melo	FooDB	USDA
Cucumis metuliferus	FooDB	FooDB
Cucumis sativus L.	FooDB	USDA
Cucurbita	FooDB	FooDB
Cucurbita maxima	FooDB	USDA
Cucurbita moschata	FooDB	FooDB
Cuminum cyminum	FooDB	FooDB
Cupania latifolia	LOTUS Database	35616633
Curcuma longa	FooDB	USDA
Cyathea podophylla	Plant	KNApSAcK
Cydonia oblonga	FooDB	FooDB
Cymbopogon citratus	FooDB	FooDB
Cynara cardunculus	FooDB	FooDB
Cynara scolymus	FooDB	FooDB
Daucus carota	FooDB	USDA
Daucus carota ssp. sativus	FooDB	USDA
Delphinium ajacis L.	Plant	KNApSAcK
Dimocarpus longan	FooDB	FooDB
Dioscorea	FooDB	FooDB
Dioscorea pentaphylla	FooDB	FooDB
Diospyros	FooDB	FooDB
Diospyros kaki	FooDB	FooDB
Diospyros virginiana	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Durio zibethinus	FooDB	FooDB
Dysphania ambrosioides	FooDB	FooDB
Elaeis	FooDB	USDA
Elaeis guineensis Jacq.	Plant	KNApSAcK
Eleocharis dulcis	FooDB	FooDB
Elettaria cardamomum	FooDB	FooDB
Empetrum nigrum	FooDB	FooDB
Equus caballus	FooDB	FooDB
Eragrostis tef	FooDB	USDA
Eriobotrya japonica	FooDB	FooDB
Eruca vesicaria subsp. Sativa	FooDB	FooDB
Eugenia javanica	FooDB	FooDB
Eugenia uniflora	FooDB	FooDB
Eutrema japonicum	FooDB	USDA
Fagopyrum esculentum	FooDB	FooDB
Fagopyrum tataricum	FooDB	FooDB
Fagus	FooDB	FooDB
Feijoa sellowiana	FooDB	USDA
Ficus carica	FooDB	USDA
Flammulina velutipes	FooDB	FooDB
Foeniculum vulgare	FooDB	KNAPSACK
Foeniculum vulgare L.	Plant	KNApSAcK
Fragaria x ananassa	FooDB	FooDB
Gadiformes	FooDB	USDA
Gadus	FooDB	USDA
Gadus macrocephalus	FooDB	USDA
Gadus morhua	FooDB	USDA
Gallus gallus	FooDB	USDA
Garcinia mangostana	FooDB	FooDB
Gaylussacia baccata	FooDB	FooDB
Gevuina avellana Mol.	Plant	KNApSAcK
Ginkgo biloba	FooDB	FooDB
Glycine max	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Gossypium	FooDB	FooDB
Grifola frondosa	FooDB	USDA
Hedysarum alpinum	FooDB	FooDB
Helianthus annuus L.	FooDB	FooDB
Helianthus tuberosus	FooDB	FooDB
Hevea brasiliensis Mull.Arg.	Plant	KNApSAcK
Hibiscus sabbariffa	FooDB	FooDB
Hippoglossus	FooDB	USDA
Hippoglossus hippoglossus	FooDB	USDA
Hippoglossus stenolepis	FooDB	USDA
Hippophae rhamnoides	FooDB	FooDB
Hoplostethus atlanticus	FooDB	USDA
Hordeum vulgare	FooDB	KNAPSACK
Hordeum vulgare L.	Plant	KNApSAcK
Hyssopus officinalis L.	FooDB	FooDB
Ictalurus punctatus	FooDB	USDA
Illicium verum	FooDB	FooDB
Ipomoea aquatica	FooDB	FooDB
Ipomoea batatas	FooDB	USDA
Juglans	FooDB	USDA
Juglans ailanthifolia	FooDB	FooDB
Juglans cinerea	FooDB	FooDB
Juglans nigra L.	FooDB	USDA
Juglans regia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lablab purpureus	FooDB	FooDB
Lactuca sativa	FooDB	USDA
Lagenaria siceraria	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Lathyrus sativus	FooDB	FooDB
Laurus nobilis L.	FooDB	FooDB
Lens culinaris	FooDB	USDA
Lentinus edodes	FooDB	FooDB
Lepidium sativum	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Levisticum officinale	FooDB	FooDB
Linum usitatissimum	FooDB	USDA
Litchi chinensis	FooDB	KNAPSACK
Litchi chinensis Sonn.	Plant	KNApSAcK
Luffa aegyptiaca	FooDB	FooDB
Lupinus	FooDB	FooDB
Lupinus albus	FooDB	FooDB
Macadamia	FooDB	USDA
Macadamia tetraphylla	FooDB	USDA
Malpighia emarginata	FooDB	FooDB
Malus	FooDB	FooDB
Malus pumila	FooDB	USDA
Mammea americana	FooDB	FooDB
Mangifera indica	FooDB	USDA
Manihot esculenta	FooDB	FooDB
Manilkara zapota	FooDB	FooDB
Maranta arundinacea	FooDB	FooDB
Matricaria recutita	FooDB	FooDB
Matteuccia struthiopteris	FooDB	FooDB
Medicago sativa	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Melanogrammus aeglefinus	FooDB	USDA
Meleagris gallopavo	FooDB	USDA
Melissa officinalis L.	FooDB	FooDB
Mentha	FooDB	FooDB
Mentha aquatica	FooDB	FooDB
Mentha arvensis	FooDB	FooDB
Mentha spicata	FooDB	FooDB
Mentha x piperita	FooDB	FooDB
Mespilus germanica	FooDB	FooDB
Metroxylon sagu	FooDB	FooDB
Microstomus kitt	FooDB	USDA
Momordica charantia	FooDB	FooDB
Morchellaceae	FooDB	FooDB
Morella rubra	FooDB	FooDB
Moringa oleifera	FooDB	FooDB
Morus	FooDB	FooDB
Morus nigra	FooDB	FooDB
Musa acuminata	FooDB	USDA
Musa x paradisiaca	FooDB	FooDB
Myrica	FooDB	FooDB
Myristica fragrans	FooDB	USDA
Mytilidae	FooDB	USDA
Mytilus edulis	FooDB	USDA
Nelumbo	FooDB	FooDB
Nelumbo nucifera	FooDB	FooDB
Nephelium lappaceum	FooDB	FooDB
Nicotiana tabacum L.	Plant	KNApSAcK
Numida meleagris	FooDB	FooDB
Nuphar lutea	FooDB	USDA
Ocimum basilicum	FooDB	USDA
Odocoileus	FooDB	FooDB
Oenothera biennis	FooDB	FooDB
Olea europaea	FooDB	USDA
Oncorhynchus gorbuscha	FooDB	USDA
Oncorhynchus keta	FooDB	USDA
Oncorhynchus kisutch	FooDB	USDA
Oncorhynchus mykiss	FooDB	USDA
Oncorhynchus nerka	FooDB	USDA
Oncorhynchus tshawytscha	FooDB	USDA
Opuntia	FooDB	FooDB
Opuntia cochenillifera	FooDB	FooDB
Opuntia macrorhiza	FooDB	FooDB
Origanum majorana	FooDB	FooDB
Origanum onites	FooDB	FooDB
Origanum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum X majoricum	FooDB	USDA
Oryctolagus	FooDB	FooDB
Oryza rufipogon	FooDB	USDA
Oryza sativa	FooDB	KNAPSACK
Oryza sativa L.	Plant	KNApSAcK
Osmeridae	FooDB	USDA
Ovis aries	FooDB	FooDB
Pachyrhizus erosus	FooDB	FooDB
Panax ginseng	FooDB	FooDB
Pangium edule	FooDB	FooDB
Panicum miliaceum	FooDB	USDA
Passiflora edulis	FooDB	FooDB
Pastinaca sativa	FooDB	FooDB
Pectinidae	FooDB	USDA
Pediomelum esculentum	FooDB	FooDB
Perideridia oregana	FooDB	FooDB
Persea americana	FooDB	USDA
Petasites japonicus	FooDB	FooDB
Petroselinum crispum	FooDB	USDA
Phaseolus coccineus	FooDB	FooDB
Phaseolus lunatus	FooDB	FooDB
Phaseolus vulgaris	FooDB	USDA
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Phoenix dactylifera	FooDB	FooDB
Photinia melanocarpa	FooDB	FooDB
Phyllostachys edulis	FooDB	FooDB
Physalis	FooDB	FooDB
Physalis philadelphica var. immaculata	FooDB	FooDB
Phytolacca americana	FooDB	FooDB
Pimenta dioica	FooDB	FooDB
Pimpinella anisum	FooDB	FooDB
Pinus	FooDB	USDA
Pinus edulis	FooDB	FooDB
Piper nigrum L.	FooDB	USDA
Pistacia vera	FooDB	USDA
Pisum sativum	FooDB	USDA
Pleuronectiformes	FooDB	USDA
Pleurotus ostreatus	FooDB	USDA
Pollachius	FooDB	USDA
Polygonum alpinum	FooDB	FooDB
Portulaca oleracea	FooDB	FooDB
Pouteria sapota	FooDB	USDA
Prunus armeniaca	FooDB	FooDB
Prunus avium	FooDB	FooDB
Prunus avium L.	FooDB	FooDB
Prunus cerasus	FooDB	FooDB
Prunus domestica	FooDB	USDA
Prunus dulcis	FooDB	USDA
Prunus persica	FooDB	FooDB
Prunus persica var. nucipersica	FooDB	USDA
Prunus persica var. persica	FooDB	FooDB
Prunus tomentosa	FooDB	FooDB
Prunus virginiana	FooDB	USDA
Psidium cattleianum	FooDB	FooDB
Psidium guajava	FooDB	FooDB
Psophocarpus tetragonolobus	FooDB	FooDB
Punica granatum	FooDB	FooDB
Pyrus communis	FooDB	FooDB
Pyrus pyrifolia	FooDB	FooDB
Quercus	FooDB	FooDB
Raphanus sativus	FooDB	USDA
Raphanus sativus var. longipinnatus	FooDB	USDA
Raphanus sativus var. sativus	FooDB	FooDB
Rheum rhabarbarum	FooDB	FooDB
Ribes aureum	FooDB	FooDB
Ribes glandulosum	FooDB	FooDB
Ribes nigrum	FooDB	FooDB
Ribes rubrum	FooDB	FooDB
Ribes uva-crispa	FooDB	FooDB
Rosa	FooDB	USDA
Rosmarinus officinalis L.	Plant	KNApSAcK
Rubus arcticus	FooDB	FooDB
Rubus chamaemorus	FooDB	FooDB
Rubus idaeus	FooDB	FooDB
Rubus occidentalis	FooDB	FooDB
Rubus spectabilis	FooDB	USDA
Rumex	FooDB	FooDB
Rumex acetosa	FooDB	FooDB
Rumex articus	FooDB	FooDB
Sagittaria latifolia	FooDB	FooDB
Salix pulchra	FooDB	FooDB
Salmo salar	FooDB	USDA
Salvia elegans	FooDB	FooDB
Salvia hispanica	FooDB	FooDB
Salvia officinalis	FooDB	FooDB
Salvia rosmarinus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sambucus nigra	FooDB	FooDB
Sambucus nigra L.	FooDB	FooDB
Satureja hortensis L.	FooDB	FooDB
Satureja montana	FooDB	FooDB
Scorzonera hispanica	FooDB	FooDB
Sebastes	FooDB	USDA
Sebastes alutus	FooDB	USDA
Sebastes viviparus	FooDB	USDA
Secale cereale	FooDB	FooDB
Sechium edule	FooDB	FooDB
Sesamum indicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sesbania bispinosa	FooDB	FooDB
Sinapis alba	FooDB	FooDB
Sisymbrium	FooDB	FooDB
Solanum lycopersicum	FooDB	USDA
Solanum lycopersicum var. cerasiforme	FooDB	FooDB
Solanum lycopersicum var. lycopersicum	FooDB	USDA
Solanum melongena	FooDB	FooDB
Solanum quitoense	FooDB	USDA
Solanum tuberosum	FooDB	USDA
Soleidae	FooDB	USDA
Sorbus aucuparia	FooDB	FooDB
Sorghum bicolor	FooDB	USDA
Spinacia oleracea	FooDB	USDA
Stenodus leucichthys	FooDB	USDA
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	USDA
Syzygium aromaticum	FooDB	USDA
Syzygium cumini	FooDB	FooDB
Syzygium jambos	FooDB	FooDB
Tamarindus indica	FooDB	FooDB
Taraxacum officinale	FooDB	FooDB
Tetragonia tetragonioides	FooDB	FooDB
Thelesperma	FooDB	FooDB
Thunnus albacares	FooDB	USDA
Thymus pulegioides	FooDB	FooDB
Thymus vulgaris	FooDB	FooDB
Tilia cordata	FooDB	FooDB
Tilia L.	FooDB	FooDB
Tragopogon porrifolius	FooDB	FooDB
Trigonella foenum-graecum	FooDB	FooDB
Triticum	FooDB	USDA
Triticum aestivum	FooDB	FooDB
Triticum durum	FooDB	FooDB
Triticum spelta	FooDB	USDA
Triticum turanicum	FooDB	USDA
Typha angustifolia	FooDB	FooDB
Vaccinium	FooDB	FooDB
Vaccinium angustifolium	FooDB	FooDB
Vaccinium angustifolium X Vaccinium corymbosum	FooDB	FooDB
Vaccinium arboreum	FooDB	FooDB
Vaccinium corymbosum	FooDB	FooDB
Vaccinium deliciosum	FooDB	FooDB
Vaccinium elliottii	FooDB	FooDB
Vaccinium macrocarpon	FooDB	KNAPSACK
Vaccinium myrtilloides	FooDB	FooDB
Vaccinium myrtillus	FooDB	FooDB
Vaccinium ovalifolium	FooDB	USDA
Vaccinium ovatum	FooDB	FooDB
Vaccinium oxycoccos	FooDB	FooDB
Vaccinium parvifolium	FooDB	FooDB
Vaccinium reticulatum	FooDB	FooDB
Vaccinium stamineum	FooDB	FooDB
Vaccinium uliginosum	FooDB	FooDB
Vaccinium vitis-idaea	FooDB	FooDB
Valerianella locusta	FooDB	FooDB
Vanilla	FooDB	FooDB
Verbena officinalis	FooDB	FooDB
Viburnum edule	FooDB	FooDB
Vicia faba	FooDB	FooDB
Vigna aconitifolia	FooDB	FooDB
Vigna angularis	FooDB	FooDB
Vigna mungo	FooDB	FooDB
Vigna radiata	FooDB	FooDB
Vigna umbellata	FooDB	FooDB
Vigna unguiculata	FooDB	FooDB
Vigna unguiculata ssp. cylindrica	FooDB	FooDB
Vigna unguiculata ssp. unguiculata	FooDB	FooDB
Vigna unguiculata var. sesquipedalis	FooDB	FooDB
Vitis	FooDB	USDA
Vitis aestivalis	FooDB	FooDB
Vitis labrusca	FooDB	FooDB
Vitis rotundifolia	FooDB	FooDB
Vitis vinifera L.	FooDB	KNAPSACK
Xanthosoma sagittifolium	FooDB	FooDB
Xiphias gladius	FooDB	USDA
Zea mays L.	FooDB	KNAPSACK
Zingiber officinale	FooDB	FooDB
Zizania	FooDB	FooDB
Zizania aquatica	FooDB	FooDB
Ziziphus zizyphus	FooDB	FooDB

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Tocopherols

Alternative Parents

Substituents

Tocopherol
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

tocopherol (CHEBI:47771 )
Vitamin E (LMPR02020059 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	8.81	ALOGPS
logP	9.99	ChemAxon
logS	-7.8	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	12	ChemAxon
Refractivity	130.33 m³·mol⁻¹	ChemAxon
Polarizability	53.32 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0006335

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

Not Available

PubChem Compound

6857447

PDB ID

Not Available

ChEBI ID

47771

Good Scents ID

Not Available

References

General References

Wilson GJ, Lin CY, Webster RD: Significant differences in the electrochemical behavior of the alpha-, beta-, gamma-, and delta-tocopherols (vitamin E). J Phys Chem B. 2006 Jun 15;110(23):11540-8. doi: 10.1021/jp0604802. [PubMed:16771430 ]
Adewuyi A, Oderinde RA, Rao BV, Prasad RB: Chemical composition and molecular speciation of the triacylglycerol of the oils of Lonchocarpus sericeus and Lonchocarpus cyanescens. Nat Prod Res. 2012;26(20):1954-6. doi: 10.1080/14786419.2011.643311. Epub 2011 Dec 14. [PubMed:22168240 ]
Negi BS, Dave BP, Agarwal YK: Evaluation of Antimicrobial Activity of Bauhinia purpurea Leaves Under In Vitro Conditions. Indian J Microbiol. 2012 Sep;52(3):360-5. doi: 10.1007/s12088-012-0264-0. Epub 2012 Mar 25. [PubMed:23997325 ]

Showing NP-Card for beta-Tocopherol (NP0044301)

MOL for NP0044301 (beta-Tocopherol)

3D MOL for NP0044301 (beta-Tocopherol)

3D SDF for NP0044301 (beta-Tocopherol)

3D-SDF for NP0044301 (beta-Tocopherol)

PDB for NP0044301 (beta-Tocopherol)

3D PDB for NP0044301 (beta-Tocopherol)

SMILES for NP0044301 (beta-Tocopherol)

INCHI for NP0044301 (beta-Tocopherol)

Structure for NP0044301 (beta-Tocopherol)

3D Structure for NP0044301 (beta-Tocopherol)