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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:08 UTC

Update Date

2022-03-07 02:52:23 UTC

HMDB ID

HMDB0030008

Secondary Accession Numbers

HMDB30008

Metabolite Identification

Common Name

delta-Tocotrienol

Description

delta-Tocotrienol, also known as 8-methyltocotrienol, 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. They differ from tocopherols that contain a saturated trimethyltridecyl chain. Thus, delta-tocotrienol is considered to be a quinone lipid molecule. delta-Tocotrienol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. delta-Tocotrienol is found in American cranberry and palm oil. It is a nutriceutical with anticancer properties and a positive influence on the blood lipid profile.

Structure

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


  Mrv1652309272007312D          

 29 30  0  0  0  0            999 V2000
 9993.807010000.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6567 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3706 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0846 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7985 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5120 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.2257 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.9413 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6548 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3683 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.0839 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.7974 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.5130 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.2265 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.5130 9997.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6548 9997.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7985 9997.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6567 9998.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3794 9997.5669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.8064 9999.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0920 9998.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0919 9997.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.8063 9997.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.2315 9999.2202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5170 9998.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5170 9997.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.2315 9997.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9459 9997.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9459 9998.8077    0.0000 C   0  0  1  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  2  0  0  0  0
  5  6  1  0  0  0  0
  5 17  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
  1 20  1  0  0  0  0
 22 19  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  0  0  0  0
 29  2  1  0  0  0  0
 29 18  1  1  0  0  0
 25 20  2  0  0  0  0
 23 26  2  0  0  0  0
M  END

HMDB0030008
     RDKit          3D
delta-Tocotrienol
 69 70  0  0  0  0  0  0  0  0999 V2000
   10.7316    0.3181   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2938    0.6729    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8702    2.0927   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4004   -0.2454    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9746    0.1213    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1308   -0.6577   -0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6868   -0.2946   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2452    1.1042   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7870   -1.1952    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433   -0.8012    0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -1.5847   -0.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.2899   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7958   -1.9911   -1.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368   -0.4342    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161   -0.0084    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8432   -0.6528   -0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246    0.0624    0.1524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9880    1.5167   -0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3473   -0.1425    1.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6552   -0.7303    2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7544   -0.2644    1.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0210    0.0068    1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0204    0.4150    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2698    0.6777    1.4023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7959    0.5532   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5495    0.2802   -1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2779    0.4201   -2.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5098   -0.1304   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256   -0.4208   -0.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0104   -0.4803    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3167    1.2158    0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9459    0.0126   -1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1023    2.1700   -0.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4262    2.4835    0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7408    2.7216   -0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7263   -1.2782    0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6268   -0.1202    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8370    1.1957    0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4332   -0.3762   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2925   -1.7271   -0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872    1.1907   -1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8530    1.5562    0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1123    1.7154   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0404   -2.2181    0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426    0.2969    0.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0754   -1.0432    1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838   -1.2061   -1.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7322   -2.6615   -0.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1029   -2.7510   -2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -2.6139   -1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0888   -1.3474   -2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4613    0.0203    0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937    1.1242    0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    0.0185    1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781   -0.6350   -1.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -1.7002    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4970    1.5606   -1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4398    2.0985    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0262    1.9194   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722   -0.8215    2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2217    0.8165    2.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5465   -1.8574    1.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8335   -0.4557    3.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1830   -0.1074    2.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4906    1.6087    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5840    0.8689   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9164   -0.5406   -2.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4677    1.1749   -2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1814    0.7743   -3.0227 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  6
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 17  1  0
 28 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 24 65  1  0
 25 66  1  0
 27 67  1  0
 27 68  1  0
 27 69  1  0
M  END


  Mrv1652309272007312D          

 29 30  0  0  0  0            999 V2000
 9993.807010000.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6567 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3706 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0846 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7985 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5120 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.2257 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.9413 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6548 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3683 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.0839 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.7974 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.5130 9998.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.2265 9999.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.5130 9997.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6548 9997.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7985 9997.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6567 9998.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3794 9997.5669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.8064 9999.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0920 9998.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0919 9997.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.8063 9997.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.2315 9999.2202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5170 9998.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5170 9997.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.2315 9997.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9459 9997.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9459 9998.8077    0.0000 C   0  0  1  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  2  0  0  0  0
  5  6  1  0  0  0  0
  5 17  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
  1 20  1  0  0  0  0
 22 19  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  0  0  0  0
 29  2  1  0  0  0  0
 29 18  1  1  0  0  0
 25 20  2  0  0  0  0
 23 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030008

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h10,12,14,18-19,28H,7-9,11,13,15-17H2,1-6H3/b21-12+,22-14+/t27-/m1/s1

> <INCHI_KEY>
ODADKLYLWWCHNB-LDYBVBFYSA-N

> <FORMULA>
C27H40O2

> <MOLECULAR_WEIGHT>
396.615

> <EXACT_MASS>
396.302830528

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
50.40674075001006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,8-dimethyl-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>
8.264136037333332

> <ALOGPS_LOGS>
-5.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.141674654384879

> <JCHEM_PKA_STRONGEST_BASIC>
-4.85227174738162

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
127.84169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.93e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
delta tocotrienol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030008
     RDKit          3D
delta-Tocotrienol
 69 70  0  0  0  0  0  0  0  0999 V2000
   10.7316    0.3181   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2938    0.6729    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8702    2.0927   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4004   -0.2454    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9746    0.1213    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1308   -0.6577   -0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6868   -0.2946   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2452    1.1042   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7870   -1.1952    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433   -0.8012    0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -1.5847   -0.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.2899   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7958   -1.9911   -1.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368   -0.4342    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161   -0.0084    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8432   -0.6528   -0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246    0.0624    0.1524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9880    1.5167   -0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3473   -0.1425    1.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6552   -0.7303    2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7544   -0.2644    1.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0210    0.0068    1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0204    0.4150    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2698    0.6777    1.4023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7959    0.5532   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5495    0.2802   -1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2779    0.4201   -2.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5098   -0.1304   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256   -0.4208   -0.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0104   -0.4803    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3167    1.2158    0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9459    0.0126   -1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1023    2.1700   -0.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4262    2.4835    0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7408    2.7216   -0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7263   -1.2782    0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6268   -0.1202    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8370    1.1957    0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4332   -0.3762   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2925   -1.7271   -0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872    1.1907   -1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8530    1.5562    0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1123    1.7154   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0404   -2.2181    0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426    0.2969    0.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0754   -1.0432    1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838   -1.2061   -1.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7322   -2.6615   -0.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1029   -2.7510   -2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -2.6139   -1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0888   -1.3474   -2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4613    0.0203    0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937    1.1242    0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    0.0185    1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781   -0.6350   -1.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -1.7002    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4970    1.5606   -1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4398    2.0985    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0262    1.9194   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722   -0.8215    2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2217    0.8165    2.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5465   -1.8574    1.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8335   -0.4557    3.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1830   -0.1074    2.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4906    1.6087    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5840    0.8689   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9164   -0.5406   -2.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4677    1.1749   -2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1814    0.7743   -3.0227 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  6
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 17  1  0
 28 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 24 65  1  0
 25 66  1  0
 27 67  1  0
 27 68  1  0
 27 69  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8655.1068666.762   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8660.4268665.218   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8661.7588664.445   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8663.0918665.218   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.4248664.445   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8665.7568665.218   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8667.0888664.445   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8668.4248665.218   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8669.7568664.445   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8671.0878665.218   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8672.4238664.445   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8673.7558665.218   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8675.0918664.445   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8676.4238665.218   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8675.0918662.907   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8669.7568662.907   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8664.4248662.907   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8660.4268663.679   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8652.4428662.125   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8655.1058665.211   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8653.7728664.441   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8653.7728662.901   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8655.1058662.131   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8657.7658665.211   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8656.4328664.441   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8656.4328662.901   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8657.7658662.131   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8659.0998662.901   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8659.0998664.441   0.000  0.00  0.00           C+0
CONECT    1   20                                                            
CONECT    2    3   29                                                       
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   29                                                            
CONECT   19   22                                                            
CONECT   20   21    1   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   19                                                  
CONECT   23   22   26                                                       
CONECT   24   25   29                                                       
CONECT   25   26   24   20                                                  
CONECT   26   25   27   23                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24    2   18                                             
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

COMPND    HMDB0030008
HETATM    1  C1  UNL     1      10.732   0.318  -0.116  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.294   0.673   0.061  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.870   2.093  -0.125  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.400  -0.245   0.379  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.975   0.121   0.552  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.131  -0.658  -0.445  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.687  -0.295  -0.279  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.245   1.104  -0.464  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.787  -1.195   0.031  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.343  -0.801   0.192  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.563  -1.585  -0.813  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.080  -1.290  -0.748  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.796  -1.991  -1.740  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.337  -0.434   0.141  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.716  -0.008   0.376  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.843  -0.653  -0.299  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.125   0.062   0.152  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.988   1.517  -0.211  1.00  0.00           C  
HETATM   19  C19 UNL     1      -4.347  -0.143   1.587  1.00  0.00           C  
HETATM   20  C20 UNL     1      -5.655  -0.730   2.002  1.00  0.00           C  
HETATM   21  C21 UNL     1      -6.754  -0.264   1.134  1.00  0.00           C  
HETATM   22  C22 UNL     1      -8.021   0.007   1.688  1.00  0.00           C  
HETATM   23  C23 UNL     1      -9.020   0.415   0.824  1.00  0.00           C  
HETATM   24  O1  UNL     1     -10.270   0.678   1.402  1.00  0.00           O  
HETATM   25  C24 UNL     1      -8.796   0.553  -0.521  1.00  0.00           C  
HETATM   26  C25 UNL     1      -7.550   0.280  -1.022  1.00  0.00           C  
HETATM   27  C26 UNL     1      -7.278   0.420  -2.483  1.00  0.00           C  
HETATM   28  C27 UNL     1      -6.510  -0.130  -0.214  1.00  0.00           C  
HETATM   29  O2  UNL     1      -5.226  -0.421  -0.653  1.00  0.00           O  
HETATM   30  H1  UNL     1      11.010  -0.480   0.611  1.00  0.00           H  
HETATM   31  H2  UNL     1      11.317   1.216   0.183  1.00  0.00           H  
HETATM   32  H3  UNL     1      10.946   0.013  -1.148  1.00  0.00           H  
HETATM   33  H4  UNL     1       8.102   2.170  -0.918  1.00  0.00           H  
HETATM   34  H5  UNL     1       8.426   2.483   0.814  1.00  0.00           H  
HETATM   35  H6  UNL     1       9.741   2.722  -0.396  1.00  0.00           H  
HETATM   36  H7  UNL     1       8.726  -1.278   0.511  1.00  0.00           H  
HETATM   37  H8  UNL     1       6.627  -0.120   1.587  1.00  0.00           H  
HETATM   38  H9  UNL     1       6.837   1.196   0.351  1.00  0.00           H  
HETATM   39  H10 UNL     1       6.433  -0.376  -1.471  1.00  0.00           H  
HETATM   40  H11 UNL     1       6.292  -1.727  -0.297  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.487   1.191  -1.287  1.00  0.00           H  
HETATM   42  H13 UNL     1       3.853   1.556   0.476  1.00  0.00           H  
HETATM   43  H14 UNL     1       5.112   1.715  -0.774  1.00  0.00           H  
HETATM   44  H15 UNL     1       4.040  -2.218   0.178  1.00  0.00           H  
HETATM   45  H16 UNL     1       2.243   0.297   0.063  1.00  0.00           H  
HETATM   46  H17 UNL     1       2.075  -1.043   1.237  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.884  -1.206  -1.826  1.00  0.00           H  
HETATM   48  H19 UNL     1       1.732  -2.662  -0.757  1.00  0.00           H  
HETATM   49  H20 UNL     1      -0.103  -2.751  -2.242  1.00  0.00           H  
HETATM   50  H21 UNL     1      -1.563  -2.614  -1.295  1.00  0.00           H  
HETATM   51  H22 UNL     1      -1.089  -1.347  -2.589  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.461   0.020   0.800  1.00  0.00           H  
HETATM   53  H24 UNL     1      -1.694   1.124   0.165  1.00  0.00           H  
HETATM   54  H25 UNL     1      -1.927   0.019   1.504  1.00  0.00           H  
HETATM   55  H26 UNL     1      -2.878  -0.635  -1.384  1.00  0.00           H  
HETATM   56  H27 UNL     1      -3.007  -1.700   0.119  1.00  0.00           H  
HETATM   57  H28 UNL     1      -3.497   1.561  -1.203  1.00  0.00           H  
HETATM   58  H29 UNL     1      -3.440   2.098   0.556  1.00  0.00           H  
HETATM   59  H30 UNL     1      -5.026   1.919  -0.362  1.00  0.00           H  
HETATM   60  H31 UNL     1      -3.572  -0.821   2.073  1.00  0.00           H  
HETATM   61  H32 UNL     1      -4.222   0.817   2.176  1.00  0.00           H  
HETATM   62  H33 UNL     1      -5.546  -1.857   1.928  1.00  0.00           H  
HETATM   63  H34 UNL     1      -5.833  -0.456   3.077  1.00  0.00           H  
HETATM   64  H35 UNL     1      -8.183  -0.107   2.755  1.00  0.00           H  
HETATM   65  H36 UNL     1     -10.491   1.609   1.737  1.00  0.00           H  
HETATM   66  H37 UNL     1      -9.584   0.869  -1.163  1.00  0.00           H  
HETATM   67  H38 UNL     1      -6.916  -0.541  -2.920  1.00  0.00           H  
HETATM   68  H39 UNL     1      -6.468   1.175  -2.572  1.00  0.00           H  
HETATM   69  H40 UNL     1      -8.181   0.774  -3.023  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    4
CONECT    3   33   34   35
CONECT    4    5   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8    9    9
CONECT    8   41   42   43
CONECT    9   10   44
CONECT   10   11   45   46
CONECT   11   12   47   48
CONECT   12   13   14   14
CONECT   13   49   50   51
CONECT   14   15   52
CONECT   15   16   53   54
CONECT   16   17   55   56
CONECT   17   18   19   29
CONECT   18   57   58   59
CONECT   19   20   60   61
CONECT   20   21   62   63
CONECT   21   22   22   28
CONECT   22   23   64
CONECT   23   24   25   25
CONECT   24   65
CONECT   25   26   66
CONECT   26   27   28   28
CONECT   27   67   68   69
CONECT   28   29
END

HMDB0030008
     RDKit          3D
delta-Tocotrienol
 69 70  0  0  0  0  0  0  0  0999 V2000
   10.7316    0.3181   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2938    0.6729    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8702    2.0927   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4004   -0.2454    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9746    0.1213    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1308   -0.6577   -0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6868   -0.2946   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2452    1.1042   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7870   -1.1952    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433   -0.8012    0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -1.5847   -0.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.2899   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7958   -1.9911   -1.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368   -0.4342    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161   -0.0084    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8432   -0.6528   -0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246    0.0624    0.1524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9880    1.5167   -0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3473   -0.1425    1.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6552   -0.7303    2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7544   -0.2644    1.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0210    0.0068    1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0204    0.4150    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2698    0.6777    1.4023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7959    0.5532   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5495    0.2802   -1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2779    0.4201   -2.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5098   -0.1304   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256   -0.4208   -0.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0104   -0.4803    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3167    1.2158    0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9459    0.0126   -1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1023    2.1700   -0.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4262    2.4835    0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7408    2.7216   -0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7263   -1.2782    0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6268   -0.1202    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8370    1.1957    0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4332   -0.3762   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2925   -1.7271   -0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872    1.1907   -1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8530    1.5562    0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1123    1.7154   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0404   -2.2181    0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426    0.2969    0.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0754   -1.0432    1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838   -1.2061   -1.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7322   -2.6615   -0.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1029   -2.7510   -2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -2.6139   -1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0888   -1.3474   -2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4613    0.0203    0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937    1.1242    0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    0.0185    1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781   -0.6350   -1.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -1.7002    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4970    1.5606   -1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4398    2.0985    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0262    1.9194   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722   -0.8215    2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2217    0.8165    2.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5465   -1.8574    1.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8335   -0.4557    3.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1830   -0.1074    2.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4906    1.6087    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5840    0.8689   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9164   -0.5406   -2.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4677    1.1749   -2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1814    0.7743   -3.0227 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  6
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 17  1  0
 28 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 24 65  1  0
 25 66  1  0
 27 67  1  0
 27 68  1  0
 27 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2R)-2,8-Dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol	ChEBI
Δ-tocotrienol	Generator
Tocotrienol, delta	HMDB
(2R)-3,4-Dihydro-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrien-1-yl]-2H-1-benzopyran-6-ol	HMDB
(R)-delta-Tocotrienol	HMDB
(R)-Δ-tocotrienol	HMDB
8-Methyltocotrienol	HMDB
D-delta-Tocotrienol	HMDB
D-Δ-tocotrienol	HMDB
delta-Tocotrienol	HMDB

Chemical Formula

C₂₇H₄₀O₂

Average Molecular Weight

396.615

Monoisotopic Molecular Weight

396.302830528

IUPAC Name

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

Traditional Name

delta tocotrienol

CAS Registry Number

25612-59-3

SMILES

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

InChI Identifier

InChI=1S/C27H40O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h10,12,14,18-19,28H,7-9,11,13,15-17H2,1-6H3/b21-12+,22-14+/t27-/m1/s1

InChI Key

ODADKLYLWWCHNB-LDYBVBFYSA-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:33276 )
vitamin E (CHEBI:33276 )
vitamin E (C14156 )
Vitamin E (LMPR02020056 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	517.30 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	6.9e-06 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	9.840 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00049 g/L	ALOGPS
logP	7.71	ALOGPS
logP	8.26	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	10.14	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	127.84 m³·mol⁻¹	ChemAxon
Polarizability	50.41 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
DeepCCS	[M+H]+	200.673	30932474
DeepCCS	[M-H]-	198.315	30932474
DeepCCS	[M-2H]-	232.289	30932474
DeepCCS	[M+Na]+	207.518	30932474
AllCCS	[M+H]+	209.3	32859911
AllCCS	[M+H-H2O]+	206.8	32859911
AllCCS	[M+NH4]+	211.5	32859911
AllCCS	[M+Na]+	212.2	32859911
AllCCS	[M-H]-	200.8	32859911
AllCCS	[M+Na-2H]-	202.0	32859911
AllCCS	[M+HCOO]-	203.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
delta-Tocotrienol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCC2=CC(O)=CC(C)=C2O1	3921.7	Standard polar	33892256
delta-Tocotrienol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCC2=CC(O)=CC(C)=C2O1	3042.1	Standard non polar	33892256
delta-Tocotrienol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCC2=CC(O)=CC(C)=C2O1	3116.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
delta-Tocotrienol,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC[C@]1(C)CCC2=CC(O[Si](C)(C)C)=CC(C)=C2O1	2963.4	Semi standard non polar	33892256
delta-Tocotrienol,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC[C@]1(C)CCC2=CC(O[Si](C)(C)C(C)(C)C)=CC(C)=C2O1	3204.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - delta-Tocotrienol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 10V, Positive-QTOF	splash10-000b-0729000000-bdb3f601da6568da91fe	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 20V, Positive-QTOF	splash10-000i-1910000000-abbd9af3e2be0c682cfe	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 40V, Positive-QTOF	splash10-000i-3920000000-7d0b193d8a3c3a3a5967	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 10V, Negative-QTOF	splash10-0002-0109000000-5ada9ae99b1c0f7f1258	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 20V, Negative-QTOF	splash10-000b-0709000000-22c37c4db5a8d82525ff	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 40V, Negative-QTOF	splash10-002r-0913000000-c3d3a5ed1080b2af167f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 10V, Negative-QTOF	splash10-0002-0009000000-6a4833272e2724162c45	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 20V, Negative-QTOF	splash10-000j-0916000000-9b31c3c1cdaceab36ab0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 40V, Negative-QTOF	splash10-01t9-1913000000-c21cc59c09a4319fdf57	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 10V, Positive-QTOF	splash10-0002-4297000000-0ab38ee133d435f0f5d5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 20V, Positive-QTOF	splash10-00li-5490000000-6c3f81f0aef0bd5e6754	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tocotrienol 40V, Positive-QTOF	splash10-005c-8900000000-1b24b2b5c3b9fee9a43a	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

BiGG ID

Not Available

Wikipedia Link

Tocotrienol

METLIN ID

Not Available

PubChem Compound

5282350

PDB ID

Not Available

ChEBI ID

33276

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1679291

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 delta-Tocotrienol (HMDB0030008)

MOL for HMDB0030008 (delta-Tocotrienol)

3D MOL for HMDB0030008 (delta-Tocotrienol)

3D SDF for HMDB0030008 (delta-Tocotrienol)

3D-SDF for HMDB0030008 (delta-Tocotrienol)

PDB for HMDB0030008 (delta-Tocotrienol)

3D PDB for HMDB0030008 (delta-Tocotrienol)

SMILES for HMDB0030008 (delta-Tocotrienol)

INCHI for HMDB0030008 (delta-Tocotrienol)

Structure for HMDB0030008 (delta-Tocotrienol)

3D Structure for HMDB0030008 (delta-Tocotrienol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra