MiMeDB: Showing metabocard for (+)-Gama-Tocopherol (MMDBc0049735)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:41:12 UTC

Update Date

2024-04-30 20:38:41 UTC

Metabolite ID

MMDBc0049735

Metabolite Identification

Common Name

(+)-Gama-Tocopherol

Description

gamma-Tocopherol, also known as 7,8-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. They differ from tocotrienols which contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain. It is estimated that 50% of gamma-tocopherol is metabolized into gamma-CEHC and excreted into the urine. gamma-Tocopherol is the predominant form of vitamin E in plant seeds and derived products (e.g. nuts and vegetable oils). Unlike alpha-tocopherol, gamma-tocopherol inhibits cyclooxygenase activity and, therefore, exhibit anti-inflammatory properties (PMID: 11722951 ).

Structure

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


  Mrv1652309042000242D          

 30 31  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  1  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  1  0  0  0  0  0  0  0  0  0
10002.3704 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 9999.2242    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  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  1 21  1  0  0  0  0
 23 20  1  0  0  0  0
 22 19  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
 29 30  1  0  0  0  0
 25 26  1  0  0  0  0
 25 30  1  0  0  0  0
 30  2  1  0  0  0  0
 30 18  1  1  0  0  0
 26 21  2  0  0  0  0
 24 27  2  0  0  0  0
M  END

HMDB0001492
     RDKit          3D
gamma-Tocopherol
 78 79  0  0  0  0  0  0  0  0999 V2000
   -9.1098   -2.5454   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1948   -1.3944   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7291   -0.1610    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1169    0.0394    0.4005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8642    0.9024    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754    0.7692    0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9588   -0.4778   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8283   -1.5546   -0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2309   -2.8818   -0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5819   -0.5705   -0.1241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8880    0.4876   -0.7583 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1490    0.3418   -2.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3722    0.2946   -0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9561    0.2584    0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5484    0.0185    1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043    0.9889    0.6437 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5961    1.0194   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700    0.6929    1.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9790    1.4599    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7968    1.5719   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964    0.4327   -0.6137 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7344   -0.7409   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770   -0.1109    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    0.8714    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9442    0.4332    1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7752   -0.6763    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1004   -2.0154    0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5282   -0.3990   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3023    1.8490   -0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5725    1.9158    0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6241   -2.4473   -1.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5234   -3.5030   -0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8402   -2.6112    0.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7029   -0.7787    0.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2561    1.9001    0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7819   -3.3956   -1.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2085   -2.7148   -0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1739   -3.5260    0.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4168    0.9829   -2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9879   -0.7365   -2.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1542    0.7058   -2.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9542    1.1583   -1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1478   -0.6579   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3478    1.1843    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5578   -0.5795    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766    0.0056    2.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417   -1.0065    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1726    2.0530    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0660    0.1608   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084    0.9661   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782    1.9781   -1.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9114   -0.4280    1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.8447    2.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6639    2.5694    1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6668    1.3301    2.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2911    2.2058   -0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6608    2.3108    0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254    0.8487   -1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877   -0.4739   -2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4393   -1.5927   -1.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -1.2085   -0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -0.9207   -0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3335   -0.6328    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3110    1.7106    1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0314    1.4383   -0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5653    0.1421    2.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5571    1.3429    1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5889   -0.8194    1.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2024   -2.1220    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7860   -2.8440    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9552   -2.3343   -0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1782   -1.0899   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6191   -0.5802   -0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3930    0.6218   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5036    2.3968    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4571    2.4774   -1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3652    2.0132    1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1755    2.8364    0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 11 29  1  0
 29 30  1  0
  8  2  1  0
 30  6  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  6
 22 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
M  END


  Mrv1652309042000242D          

 30 31  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  1  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  1  0  0  0  0  0  0  0  0  0
10002.3704 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 9999.2242    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  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  1 21  1  0  0  0  0
 23 20  1  0  0  0  0
 22 19  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
 29 30  1  0  0  0  0
 25 26  1  0  0  0  0
 25 30  1  0  0  0  0
 30  2  1  0  0  0  0
 30 18  1  1  0  0  0
 26 21  2  0  0  0  0
 24 27  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049735

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=CC(O)=C(C)C(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)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1

> <INCHI_KEY>
QUEDXNHFTDJVIY-DQCZWYHMSA-N

> <FORMULA>
C28H48O2

> <MOLECULAR_WEIGHT>
416.6795

> <EXACT_MASS>
416.36543078

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
54.11729989786745

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,7,8-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>
-7.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.470460494566392

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852416276824041

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
130.33289999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.37e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gamma-tocopherol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001492
     RDKit          3D
gamma-Tocopherol
 78 79  0  0  0  0  0  0  0  0999 V2000
   -9.1098   -2.5454   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1948   -1.3944   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7291   -0.1610    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1169    0.0394    0.4005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8642    0.9024    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754    0.7692    0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9588   -0.4778   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8283   -1.5546   -0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2309   -2.8818   -0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5819   -0.5705   -0.1241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8880    0.4876   -0.7583 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1490    0.3418   -2.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3722    0.2946   -0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9561    0.2584    0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5484    0.0185    1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043    0.9889    0.6437 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5961    1.0194   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700    0.6929    1.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9790    1.4599    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7968    1.5719   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964    0.4327   -0.6137 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7344   -0.7409   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770   -0.1109    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    0.8714    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9442    0.4332    1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7752   -0.6763    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1004   -2.0154    0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5282   -0.3990   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3023    1.8490   -0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5725    1.9158    0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6241   -2.4473   -1.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5234   -3.5030   -0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8402   -2.6112    0.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7029   -0.7787    0.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2561    1.9001    0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7819   -3.3956   -1.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2085   -2.7148   -0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1739   -3.5260    0.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4168    0.9829   -2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9879   -0.7365   -2.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1542    0.7058   -2.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9542    1.1583   -1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1478   -0.6579   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3478    1.1843    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5578   -0.5795    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766    0.0056    2.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417   -1.0065    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1726    2.0530    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0660    0.1608   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084    0.9661   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782    1.9781   -1.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9114   -0.4280    1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.8447    2.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6639    2.5694    1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6668    1.3301    2.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2911    2.2058   -0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6608    2.3108    0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254    0.8487   -1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877   -0.4739   -2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4393   -1.5927   -1.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -1.2085   -0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -0.9207   -0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3335   -0.6328    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3110    1.7106    1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0314    1.4383   -0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5653    0.1421    2.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5571    1.3429    1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5889   -0.8194    1.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2024   -2.1220    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7860   -2.8440    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9552   -2.3343   -0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1782   -1.0899   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6191   -0.5802   -0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3930    0.6218   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5036    2.3968    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4571    2.4774   -1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3652    2.0132    1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1755    2.8364    0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 11 29  1  0
 29 30  1  0
  8  2  1  0
 30  6  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  6
 22 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
M  END

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    8655.1068666.762   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8660.4268665.219   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    8663.0918665.219   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    8665.7568665.219   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    8668.4248665.219   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    8671.0918665.219   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    8673.7558665.219   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    8676.4238665.219   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  C   UNK     0    8652.4428665.219   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0    8652.4428662.125   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0    8655.1058665.211   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8653.7728664.441   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8653.7728662.901   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8655.1058662.131   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0    8657.7658665.211   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0    8656.4328664.441   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8656.4328662.901   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8657.7658662.131   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8659.0998662.901   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8659.0998664.441   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2    3   30                                                       
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   30                                                            
CONECT   19   22                                                            
CONECT   20   23                                                            
CONECT   21   22    1   26                                                  
CONECT   22   21   23   19                                                  
CONECT   23   22   24   20                                                  
CONECT   24   23   27                                                       
CONECT   25   26   30                                                       
CONECT   26   27   25   21                                                  
CONECT   27   26   28   24                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25    2   18                                             
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0001492
HETATM    1  C1  UNL     1      -9.110  -2.545  -0.170  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.195  -1.394  -0.016  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.729  -0.161   0.260  1.00  0.00           C  
HETATM    4  O1  UNL     1     -10.117   0.039   0.400  1.00  0.00           O  
HETATM    5  C4  UNL     1      -7.864   0.902   0.401  1.00  0.00           C  
HETATM    6  C5  UNL     1      -6.475   0.769   0.274  1.00  0.00           C  
HETATM    7  C6  UNL     1      -5.959  -0.478  -0.004  1.00  0.00           C  
HETATM    8  C7  UNL     1      -6.828  -1.555  -0.147  1.00  0.00           C  
HETATM    9  C8  UNL     1      -6.231  -2.882  -0.444  1.00  0.00           C  
HETATM   10  O2  UNL     1      -4.582  -0.570  -0.124  1.00  0.00           O  
HETATM   11  C9  UNL     1      -3.888   0.488  -0.758  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.149   0.342  -2.264  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.372   0.295  -0.617  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.956   0.258   0.798  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.548   0.019   1.144  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.504   0.989   0.644  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.596   1.019  -0.828  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.770   0.693   1.376  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.979   1.460   1.174  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.797   1.572  -0.019  1.00  0.00           C  
HETATM   21  C19 UNL     1       4.496   0.433  -0.614  1.00  0.00           C  
HETATM   22  C20 UNL     1       3.734  -0.741  -1.111  1.00  0.00           C  
HETATM   23  C21 UNL     1       5.677  -0.111   0.195  1.00  0.00           C  
HETATM   24  C22 UNL     1       6.759   0.871   0.422  1.00  0.00           C  
HETATM   25  C23 UNL     1       7.944   0.433   1.186  1.00  0.00           C  
HETATM   26  C24 UNL     1       8.775  -0.676   0.709  1.00  0.00           C  
HETATM   27  C25 UNL     1       8.100  -2.015   0.576  1.00  0.00           C  
HETATM   28  C26 UNL     1       9.528  -0.399  -0.571  1.00  0.00           C  
HETATM   29  C27 UNL     1      -4.302   1.849  -0.344  1.00  0.00           C  
HETATM   30  C28 UNL     1      -5.572   1.916   0.432  1.00  0.00           C  
HETATM   31  H1  UNL     1      -9.624  -2.447  -1.170  1.00  0.00           H  
HETATM   32  H2  UNL     1      -8.523  -3.503  -0.206  1.00  0.00           H  
HETATM   33  H3  UNL     1      -9.840  -2.611   0.636  1.00  0.00           H  
HETATM   34  H4  UNL     1     -10.703  -0.779   0.286  1.00  0.00           H  
HETATM   35  H5  UNL     1      -8.256   1.900   0.622  1.00  0.00           H  
HETATM   36  H6  UNL     1      -6.782  -3.396  -1.263  1.00  0.00           H  
HETATM   37  H7  UNL     1      -5.208  -2.715  -0.834  1.00  0.00           H  
HETATM   38  H8  UNL     1      -6.174  -3.526   0.468  1.00  0.00           H  
HETATM   39  H9  UNL     1      -3.417   0.983  -2.756  1.00  0.00           H  
HETATM   40  H10 UNL     1      -3.988  -0.736  -2.492  1.00  0.00           H  
HETATM   41  H11 UNL     1      -5.154   0.706  -2.531  1.00  0.00           H  
HETATM   42  H12 UNL     1      -1.954   1.158  -1.180  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.148  -0.658  -1.117  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.348   1.184   1.345  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.558  -0.579   1.299  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.477   0.006   2.279  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.242  -1.006   0.810  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.173   2.053   0.972  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.066   0.161  -1.324  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.608   0.966  -1.266  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.178   1.978  -1.275  1.00  0.00           H  
HETATM   52  H22 UNL     1       1.911  -0.428   1.395  1.00  0.00           H  
HETATM   53  H23 UNL     1       1.510   0.845   2.517  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.664   2.569   1.408  1.00  0.00           H  
HETATM   55  H25 UNL     1       3.667   1.330   2.116  1.00  0.00           H  
HETATM   56  H26 UNL     1       3.291   2.206  -0.799  1.00  0.00           H  
HETATM   57  H27 UNL     1       4.661   2.311   0.297  1.00  0.00           H  
HETATM   58  H28 UNL     1       5.025   0.849  -1.547  1.00  0.00           H  
HETATM   59  H29 UNL     1       3.288  -0.474  -2.110  1.00  0.00           H  
HETATM   60  H30 UNL     1       4.439  -1.593  -1.393  1.00  0.00           H  
HETATM   61  H31 UNL     1       3.025  -1.208  -0.427  1.00  0.00           H  
HETATM   62  H32 UNL     1       6.087  -0.921  -0.480  1.00  0.00           H  
HETATM   63  H33 UNL     1       5.333  -0.633   1.106  1.00  0.00           H  
HETATM   64  H34 UNL     1       6.311   1.711   1.053  1.00  0.00           H  
HETATM   65  H35 UNL     1       7.031   1.438  -0.522  1.00  0.00           H  
HETATM   66  H36 UNL     1       7.565   0.142   2.218  1.00  0.00           H  
HETATM   67  H37 UNL     1       8.557   1.343   1.398  1.00  0.00           H  
HETATM   68  H38 UNL     1       9.589  -0.819   1.488  1.00  0.00           H  
HETATM   69  H39 UNL     1       7.202  -2.122   1.201  1.00  0.00           H  
HETATM   70  H40 UNL     1       8.786  -2.844   0.965  1.00  0.00           H  
HETATM   71  H41 UNL     1       7.955  -2.334  -0.493  1.00  0.00           H  
HETATM   72  H42 UNL     1       9.178  -1.090  -1.382  1.00  0.00           H  
HETATM   73  H43 UNL     1      10.619  -0.580  -0.486  1.00  0.00           H  
HETATM   74  H44 UNL     1       9.393   0.622  -0.943  1.00  0.00           H  
HETATM   75  H45 UNL     1      -3.504   2.397   0.217  1.00  0.00           H  
HETATM   76  H46 UNL     1      -4.457   2.477  -1.271  1.00  0.00           H  
HETATM   77  H47 UNL     1      -5.365   2.013   1.537  1.00  0.00           H  
HETATM   78  H48 UNL     1      -6.175   2.836   0.194  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3    8
CONECT    3    4    5
CONECT    4   34
CONECT    5    6    6   35
CONECT    6    7   30
CONECT    7    8    8   10
CONECT    8    9
CONECT    9   36   37   38
CONECT   10   11
CONECT   11   12   13   29
CONECT   12   39   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17   18   48
CONECT   17   49   50   51
CONECT   18   19   52   53
CONECT   19   20   54   55
CONECT   20   21   56   57
CONECT   21   22   23   58
CONECT   22   59   60   61
CONECT   23   24   62   63
CONECT   24   25   64   65
CONECT   25   26   66   67
CONECT   26   27   28   68
CONECT   27   69   70   71
CONECT   28   72   73   74
CONECT   29   30   75   76
CONECT   30   77   78
END

HMDB0001492
     RDKit          3D
gamma-Tocopherol
 78 79  0  0  0  0  0  0  0  0999 V2000
   -9.1098   -2.5454   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1948   -1.3944   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7291   -0.1610    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1169    0.0394    0.4005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8642    0.9024    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754    0.7692    0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9588   -0.4778   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8283   -1.5546   -0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2309   -2.8818   -0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5819   -0.5705   -0.1241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8880    0.4876   -0.7583 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1490    0.3418   -2.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3722    0.2946   -0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9561    0.2584    0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5484    0.0185    1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043    0.9889    0.6437 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5961    1.0194   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700    0.6929    1.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9790    1.4599    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7968    1.5719   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964    0.4327   -0.6137 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7344   -0.7409   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770   -0.1109    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    0.8714    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9442    0.4332    1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7752   -0.6763    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1004   -2.0154    0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5282   -0.3990   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3023    1.8490   -0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5725    1.9158    0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6241   -2.4473   -1.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5234   -3.5030   -0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8402   -2.6112    0.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7029   -0.7787    0.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2561    1.9001    0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7819   -3.3956   -1.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2085   -2.7148   -0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1739   -3.5260    0.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4168    0.9829   -2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9879   -0.7365   -2.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1542    0.7058   -2.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9542    1.1583   -1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1478   -0.6579   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3478    1.1843    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5578   -0.5795    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766    0.0056    2.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417   -1.0065    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1726    2.0530    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0660    0.1608   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084    0.9661   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782    1.9781   -1.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9114   -0.4280    1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.8447    2.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6639    2.5694    1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6668    1.3301    2.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2911    2.2058   -0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6608    2.3108    0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254    0.8487   -1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877   -0.4739   -2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4393   -1.5927   -1.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -1.2085   -0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -0.9207   -0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3335   -0.6328    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3110    1.7106    1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0314    1.4383   -0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5653    0.1421    2.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5571    1.3429    1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5889   -0.8194    1.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2024   -2.1220    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7860   -2.8440    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9552   -2.3343   -0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1782   -1.0899   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6191   -0.5802   -0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3930    0.6218   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5036    2.3968    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4571    2.4774   -1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3652    2.0132    1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1755    2.8364    0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 11 29  1  0
 29 30  1  0
  8  2  1  0
 30  6  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  6
 22 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
M  END

Synonyms

Value	Source
(+)-gamma-Tocopherol	ChEBI
(2R)-2,7,8-Trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol	ChEBI
(2R)-3,4-Dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol	ChEBI
(2R,4'r,8'r)-gamma-Tocopherol	ChEBI
(R,R,R)-gamma-Tocopherol	ChEBI
7,8-Dimethyltocol	ChEBI
D-gamma-Tocopherol	ChEBI
e308	ChEBI
RRR-gamma-Tocopherol	ChEBI
(+)-g-Tocopherol	Generator
(+)-Γ-tocopherol	Generator
(2R,4'r,8'r)-g-Tocopherol	Generator
(2R,4'r,8'r)-Γ-tocopherol	Generator
(R,R,R)-g-Tocopherol	Generator
(R,R,R)-Γ-tocopherol	Generator
D-g-Tocopherol	Generator
RRR-g-Tocopherol	Generator
RRR-Γ-tocopherol	Generator
g-Tocopherol	Generator
3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol	HMDB
(2R,4’R,8’r)-γ-tocopherol	HMDB
all-(R)-gamma-Tocopherol	HMDB
all-(R)-Γ-tocopherol	HMDB
gamma-Tocopherol	HMDB

Molecular Formula

C₂₈H₄₈O₂

Average Mass

416.6795

Monoisotopic Mass

416.36543078

IUPAC Name

(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol

Traditional Name

gamma-tocopherol

CAS Registry Number

Not Available

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=CC(O)=C(C)C(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)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1

InChI Key

QUEDXNHFTDJVIY-DQCZWYHMSA-N

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:18185 )
vitamin E (C02483 )
Vitamin E (LMPR02020060 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.4e-06 g/L	ALOGPS
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	54.12 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-00di-2290200000-ca2e59769b7f9d283302	2014-06-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-0udi-0100900000-866035964c66e6e4a63c	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, negative	splash10-014i-0000900000-92e50ec0b18c795338b0	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 16V, negative	splash10-014j-0400900000-1fb1b39165372804b2c1	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 19V, negative	splash10-0002-0900500000-42bb4a664eeebbe24ff8	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 24V, negative	splash10-0002-0900200000-e8897dc0cd8b10c11820	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 30V, negative	splash10-0002-0900100000-ea386123915e3fbbc82b	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 37V, negative	splash10-0002-0900000000-896627229022e40d2d4c	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 44V, negative	splash10-0002-0900000000-cc98083bdb10a92cc694	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 51V, negative	splash10-0002-0900000000-0c37948386f3f3e84231	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 58V, negative	splash10-006t-0900000000-82abe7b9bcb60c5e016f	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 64V, negative	splash10-006t-0900000000-8ebacaefdf6ce927eb8f	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 75V, negative	splash10-05fs-0900000000-6045c9c0b33abee0cf8c	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 85V, negative	splash10-0ab9-0900000000-814007aa4a0b534c8b92	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 96V, negative	splash10-0ab9-1900000000-7f6bf2020beb1db07038	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 109V, negative	splash10-0ab9-1900000000-da96e9792269933d640e	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-0udi-0200900000-b8c469956aa52f5cea7b	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-0udi-0200900000-c061dcce18ca02fdc7f8	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 29V, negative	splash10-03di-0900000000-eaab1ecd4d7ca06a99f6	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 29V, positive	splash10-014i-0911200000-794ce3ca05c79d17f851	2020-07-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-1842900000-c0a3ade1f225f3c78ac2	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-1910000000-db436d443f9dc640b979	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pb9-5930000000-1cbe4445929c9b90be47	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0110900000-23d01b80a965180b27d9	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014j-0931800000-70e6ff42d0190b91ef52	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-0932000000-e16b76b24d1cd56f30b1	2016-08-03	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Adipose Tissue
Blood
Breast Milk
Epidermis
Erythrocyte
Feces
Fibroblasts
Heart
Intestine
Leukocyte
Liver
Placenta
Platelet
Prostate
Skeletal Muscle

Tissue Locations

Adipose Tissue
Epidermis
Erythrocyte
Fibroblasts
Heart
Intestine
Leukocyte
Liver
Placenta
Platelet
Prostate
Skeletal Muscle

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0002411	(+)-Gama-Tocopherol	(+)-Gama-Tocopherol	Not Available	Gamma-Tocopherol (Vit. E) Transport	VMH	30371894
MMDBr0004244	Hydrogen Ion	13'-Hydroxy-gamma-tocopherol	Not Available	Leukotriene-B4 20-Monooxygenase	VMH	11997390
MMDBr0004245	Hydrogen Ion	13'-Hydroxy-gamma-tocopherol	Cytochrome p450, family 4, subfamily f, polypeptide 2	Leukotriene-B4 20-Monooxygenase	VMH	11997390
MMDBr0004341	(+)-Gama-Tocopherol	Gama-Tocopheroxyl Radical	Not Available	RE2704C	VMH	9789014
MMDBr0004412	Peroxynitrite	5-Nitro-Gama-Tocopherol	Not Available	RE2948C	VMH	11890747
MMDBr0010359	Gama-Tocopheroxyl Radical	(+)-Gama-Tocopherol	Not Available	HMR_6456	VMH	30371894
MMDBr0010360	(+)-Gama-Tocopherol	(+)-Gama-Tocopherol	Not Available	HMR_6463	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Endometrial cancer		Association	Human Blood	HMDB	19235557
Prostate cancer	Decreased	Association	Human Blood	HMDB	17823432

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Eukaryota/Fungi	Basidiomycota	8	Human feces
Eukaryota/Fungi	Ascomycota	2
Bacteria	Proteobacteria	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	6.2		3.6	8.4	uM	Adult (>18 years old)	Female	Endometrial cancer	HMDB	19235557
Human Blood	Detected and Quantified	2.3		2.2	2.43	uM	Adult (>18 years old)	Both	Prostate cancer	HMDB	17823432
Human Blood	Detected and Quantified	1.351				uM	Adolescent (13-18 years old)	Male	Normal	HMDB	19602831
Human Blood	Detected and Quantified	1.458				uM	Children (1-13 years old)	Female	Normal	HMDB	19602831
Human Blood	Detected and Quantified	1.469				uM	Adolescent (13-18 years old)	Female	Normal	HMDB	19602831
Human Blood	Detected and Quantified	1.473				uM	Children (1-13 years old)	Male	Normal	HMDB	19602831
Human Blood	Detected and Quantified	1.48				uM	Adult (>18 years old)	Female	Normal	HMDB	19371448
Human Blood	Detected and Quantified	1.63				uM	Adult (>18 years old)	Male	Normal	HMDB	19371448
Human Blood	Detected and Quantified	3.2				uM	Adult (>18 years old)	Female	Normal	HMDB	17116719
Human Blood	Detected and Quantified	3.7				uM	Adult (>18 years old)	Male	Normal	HMDB	17116719
Human Blood	Detected and Quantified	5.508				uM	Adult (>18 years old)	Female	Normal	HMDB	20332276
Human Blood	Detected and Quantified	0.00576	0.00240			uM	Adult (>18 years old)	Male	Normal	HMDB	11744516
Human Breast milk	Detected and Quantified	0.5430037	0.0966421			uM	Adult (>18 years old)	Female	Normal	HMDB	2388136
Human Blood	Detected and Quantified	1.29		0.63	2.63	uM	Adult (>18 years old)	Both	Normal	HMDB	16690736
Human Blood	Detected and Quantified	1.440	0.720			uM	Adult (>18 years old)	Female	Normal	HMDB	1512628
Human Blood	Detected and Quantified	1.440	0.790			uM	Adult (>18 years old)	Male	Normal	HMDB	1512628
Human Blood	Detected and Quantified	2.0159	0.696			uM	Adult (>18 years old)	Female	Normal	HMDB	10427874
Human Blood	Detected and Quantified	2.280	0.980			uM	Adolescent (13-18 years old)	Male	Normal	HMDB	12368412
Human Blood	Detected and Quantified	2.360	0.760			uM	Adolescent (13-18 years old)	Female	Normal	HMDB	12368412
Human Blood	Detected and Quantified	2.41		2.3	2.5	uM	Adult (>18 years old)	Both	Normal	HMDB	17823432
Human Blood	Detected and Quantified	2.600	0.100			uM	Adult (>18 years old)	Female	Normal	HMDB	11522560
Human Blood	Detected and Quantified	2.700	0.100			uM	Adult (>18 years old)	Female	Normal	HMDB	11522560
Human Blood	Detected and Quantified	2.700	0.100			uM	Adult (>18 years old)	Male	Normal	HMDB	11522560
Human Blood	Detected and Quantified	2.806	1.721			uM	Adult (>18 years old)	Female	Normal	HMDB	18813024
Human Blood	Detected and Quantified	29.0367	10.384			uM	Adult (>18 years old)	Female	Normal	HMDB	18813024
Human Blood	Detected and Quantified	36.920	11.540			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	39.100	11.940			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	4.0600	2.690			uM	Adult (>18 years old)	Male	Normal	HMDB	15051849
Human Blood	Detected and Quantified	4.440	3.0400			uM	Adult (>18 years old)	Male	Normal	HMDB	15051849
Human Blood	Detected and Quantified	4.500	3.0700			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	40.540	12.450			uM	Adult (>18 years old)	Female	Normal	HMDB	15051849
Human Blood	Detected and Quantified	41.120	14.950			uM	Adult (>18 years old)	Male	Normal	HMDB	15051849
Human Blood	Detected and Quantified	42.280	16.230			uM	Adult (>18 years old)	Female	Normal	HMDB	15051849
Human Blood	Detected and Quantified	42.380	14.790			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	43.650	17.390			uM	Adult (>18 years old)	Male	Normal	HMDB	15051849
Human Blood	Detected and Quantified	47.670	18.690			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	5.320	3.620			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	5.360	3.0700			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	5.390	2.880			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	5.600	3.0400			uM	Adult (>18 years old)	Female	Normal	HMDB	15051849
Human Blood	Detected and Quantified	5.970	3.510			uM	Adult (>18 years old)	Female	Normal	HMDB	15051849
Human Blood	Detected and Quantified	6.720	3.360			uM	Adult (>18 years old)	Both	Normal	HMDB	16755268
Human Blood	Detected and Quantified	7.2		3.8	11.7	uM	Adult (>18 years old)	Female	Normal	HMDB	19235557
Human Adipose tissue	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Erythrocyte	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Heart	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Leukocyte	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Both	Normal	HMDB	22411374
Human Feces	Detected but not Quantified						Infant (0-1 year old)	NULL	Normal	HMDB	24628373
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	22007635
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Not Specified	Normal	HMDB	24628373
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Not Specified	Normal	HMDB	24628373
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0001492

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

Gamma-Tocopherol

METLIN ID

Not Available

PubChem Compound

92729

PDB ID

Not Available

ChEBI ID

18185

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Chow CK: Distribution of tocopherols in human plasma and red blood cells. Am J Clin Nutr. 1975 Jul;28(7):756-60. doi: 10.1093/ajcn/28.7.756. [PubMed:1146729 ]
Sokol RJ, Heubi JE, Iannaccone S, Bove KE, Balistreri WF: Mechanism causing vitamin E deficiency during chronic childhood cholestasis. Gastroenterology. 1983 Nov;85(5):1172-82. [PubMed:6618108 ]
Kayden HJ, Hatam LJ, Traber MG: The measurement of nanograms of tocopherol from needle aspiration biopsies of adipose tissue: normal and abetalipoproteinemic subjects. J Lipid Res. 1983 May;24(5):652-6. [PubMed:6875389 ]
Guggenheim MA, Ringel SP, Silverman A, Grabert BE, Neville HE: Progressive neuromuscular disease in children with chronic cholestasis and vitamin E deficiency: clinical and muscle biopsy findings and treatment with alpha-tocopherol. Ann N Y Acad Sci. 1982;393:84-95. doi: 10.1111/j.1749-6632.1982.tb31235.x. [PubMed:6959572 ]
Leo MA, Rosman AS, Lieber CS: Differential depletion of carotenoids and tocopherol in liver disease. Hepatology. 1993 Jun;17(6):977-86. [PubMed:8514270 ]
Burton GW, Traber MG, Acuff RV, Walters DN, Kayden H, Hughes L, Ingold KU: Human plasma and tissue alpha-tocopherol concentrations in response to supplementation with deuterated natural and synthetic vitamin E. Am J Clin Nutr. 1998 Apr;67(4):669-84. doi: 10.1093/ajcn/67.4.669. [PubMed:9537614 ]
Yeum KJ, Ahn SH, Rupp de Paiva SA, Lee-Kim YC, Krinsky NI, Russell RM: Correlation between carotenoid concentrations in serum and normal breast adipose tissue of women with benign breast tumor or breast cancer. J Nutr. 1998 Nov;128(11):1920-6. doi: 10.1093/jn/128.11.1920. [PubMed:9808643 ]
Nair S, Norkus EP, Hertan H, Pitchumoni CS: Micronutrient antioxidants in gastric mucosa and serum in patients with gastritis and gastric ulcer: does Helicobacter pylori infection affect the mucosal levels? J Clin Gastroenterol. 2000 Jun;30(4):381-5. doi: 10.1097/00004836-200006000-00006. [PubMed:10875465 ]
Jiang Q, Christen S, Shigenaga MK, Ames BN: gamma-tocopherol, the major form of vitamin E in the US diet, deserves more attention. Am J Clin Nutr. 2001 Dec;74(6):714-22. doi: 10.1093/ajcn/74.6.714. [PubMed:11722951 ]
Zhan X, Wang SY, Wang L, Qu P: [Decreased peripheral nerve conduction velocity may be associated with lower-serum level of vitamin E in patients with infantile hepatitis syndrome]. Zhonghua Er Ke Za Zhi. 2004 May;42(5):362-6. [PubMed:15189696 ]
Vatassery GT, Adityanjee, Quach HT, Smith WE, Kuskowski MA, Melnyk D: Alpha and gamma tocopherols in cerebrospinal fluid and serum from older, male, human subjects. J Am Coll Nutr. 2004 Jun;23(3):233-8. doi: 10.1080/07315724.2004.10719366. [PubMed:15190048 ]
Hozyasz KK, Chelchowska M, Laskowska-Klita T: [Vitamin E levels in patients with celiac disease]. Med Wieku Rozwoj. 2003 Oct-Dec;7(4 Pt 2):593-604. [PubMed:15213374 ]
Jeanes YM, Hall WL, Proteggente AR, Lodge JK: Cigarette smokers have decreased lymphocyte and platelet alpha-tocopherol levels and increased excretion of the gamma-tocopherol metabolite gamma-carboxyethyl-hydroxychroman (gamma-CEHC). Free Radic Res. 2004 Aug;38(8):861-8. doi: 10.1080/10715760410001715149. [PubMed:15493460 ]
Kontush K, Schekatolina S: Vitamin E in neurodegenerative disorders: Alzheimer's disease. Ann N Y Acad Sci. 2004 Dec;1031:249-62. doi: 10.1196/annals.1331.025. [PubMed:15753151 ]
Ble-Castillo JL, Carmona-Diaz E, Mendez JD, Larios-Medina FJ, Medina-Santillan R, Cleva-Villanueva G, Diaz-Zagoya JC: Effect of alpha-tocopherol on the metabolic control and oxidative stress in female type 2 diabetics. Biomed Pharmacother. 2005 Jul;59(6):290-5. doi: 10.1016/j.biopha.2005.05.002. [PubMed:15932790 ]
Jeanes YM, Hall WL, Lodge JK: Comparative (2)H-labelled alpha-tocopherol biokinetics in plasma, lipoproteins, erythrocytes, platelets and lymphocytes in normolipidaemic males. Br J Nutr. 2005 Jul;94(1):92-9. doi: 10.1079/bjn20051434. [PubMed:16115338 ]
Reiter N, Jonsson B, Jansen E, Espersen K: [Vitamin E and excessive bleeding]. Ugeskr Laeger. 2005 Dec 5;167(49):4664-5. [PubMed:16336861 ]
Fischer CP, Hiscock NJ, Basu S, Vessby B, Kallner A, Sjoberg LB, Febbraio MA, Pedersen BK: Vitamin E isoform-specific inhibition of the exercise-induced heat shock protein 72 expression in humans. J Appl Physiol (1985). 2006 May;100(5):1679-87. doi: 10.1152/japplphysiol.00421.2005. Epub 2005 Dec 29. [PubMed:16384840 ]
Clarke MW, Ward NC, Wu JH, Hodgson JM, Puddey IB, Croft KD: Supplementation with mixed tocopherols increases serum and blood cell gamma-tocopherol but does not alter biomarkers of platelet activation in subjects with type 2 diabetes. Am J Clin Nutr. 2006 Jan;83(1):95-102. doi: 10.1093/ajcn/83.1.95. [PubMed:16400056 ]
Tauler P, Sureda A, Cases N, Aguilo A, Rodriguez-Marroyo JA, Villa G, Tur JA, Pons A: Increased lymphocyte antioxidant defences in response to exhaustive exercise do not prevent oxidative damage. J Nutr Biochem. 2006 Oct;17(10):665-71. doi: 10.1016/j.jnutbio.2005.10.013. Epub 2005 Nov 28. [PubMed:16481153 ]
Chelchowska M, Laskowska-Klita T, Leibschang J: [The effect of tobacco smoking during pregnancy on concentration of vitamin E in blood of mothers and their newborns in umbilical cord blood]. Ginekol Pol. 2006 Apr;77(4):263-8. [PubMed:16875031 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for (+)-Gama-Tocopherol (MMDBc0049735)

MOL for #<Metabolite:0x0000564af2ec8900>

3D MOL for #<Metabolite:0x0000564af2ec8900>

3D SDF for #<Metabolite:0x0000564af2ec8900>

3D-SDF for #<Metabolite:0x0000564af2ec8900>

PDB for #<Metabolite:0x0000564af2ec8900>

3D PDB for #<Metabolite:0x0000564af2ec8900>

SMILES for #<Metabolite:0x0000564af2ec8900>

INCHI for #<Metabolite:0x0000564af2ec8900>

Structure for #<Metabolite:0x0000564af2ec8900>

3D Structure for #<Metabolite:0x0000564af2ec8900>