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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-05-23 00:55:35 UTC

Update Date

2022-03-07 02:49:31 UTC

HMDB ID

HMDB0006335

Secondary Accession Numbers

HMDB06335

Metabolite Identification

Common Name

beta-Tocopherol

Description

beta-Tocopherol is an antioxidant which is synthesized by photosynthetic organisms and plays an important role in human and animal nutrition. beta-Tocopherols can be oxidized in dry CH2Cl2 or CH3CN by one electron to form cation radicals that deprotonate to form the neutral phenoxyl radicals, which are then immediately further oxidized by one electron to the phenoxonium cations (an ECE electrochemical mechanism, where E signifies an electron transfer and C represents a chemical step, with the electrochemical mechanism having been determined by in situ spectroscopic analysis). The phenoxonium cation of beta-tocopherol is stable for several minutes (PMID: 16771430 ). beta-Tocopherol has been identified in the human placenta (PMID: 32033212 ).

Structure

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


  Mrv1652309042000322D          

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

HMDB0006335
     RDKit          3D
beta-Tocopherol
 78 79  0  0  0  0  0  0  0  0999 V2000
   -3.1095    2.2335    1.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4155    1.9723    1.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4680    2.8546    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6836    2.5673    0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7084    3.4920    0.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8634    1.4124    0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6068    0.7879    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5295   -0.1079    0.5267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7811   -1.3892   -0.0138 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.9433    1.4036    1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8647    2.0382    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3039    1.7189    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6366    3.5548    0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6819   -1.2744   -1.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8076   -2.4421   -2.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7632   -3.5859   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -3.1455    0.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8406   -2.9198   -0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8051    1.5165   -0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902    1.6823   -1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444    2.7572    1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    1.2314    1.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
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 30 78  1  0
M  END


  Mrv1652309042000322D          

 30 31  0  0  0  0            999 V2000
 9967.2629 9973.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.1120 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.8260 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5397 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.2536 9972.6331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9972.9671 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9973.6804 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.3960 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.1093 9972.6331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9975.8228 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.5383 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.2517 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.9672 9972.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9978.6806 9973.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9970.1120 9972.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.8354 9971.3904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.2629 9970.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6865 9973.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9740 9972.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006335

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1

> <INCHI_KEY>
WGVKWNUPNGFDFJ-DQCZWYHMSA-N

> <FORMULA>
C28H48O2

> <MOLECULAR_WEIGHT>
416.6795

> <EXACT_MASS>
416.36543078

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
53.31756101824341

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
8.81

> <JCHEM_LOGP>
9.994295870666667

> <ALOGPS_LOGS>
-7.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.47268342050907

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852415884494152

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
130.33289999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.26e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-tocopherol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006335
     RDKit          3D
beta-Tocopherol
 78 79  0  0  0  0  0  0  0  0999 V2000
   -3.1095    2.2335    1.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4155    1.9723    1.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4680    2.8546    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6836    2.5673    0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7084    3.4920    0.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8634    1.4124    0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1377    1.0606   -0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7993    0.5025   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6068    0.7879    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5295   -0.1079    0.5267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7811   -1.3892   -0.0138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4432   -2.3401    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455   -1.9052   -0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4171   -2.0022    0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1303   -2.5471    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6214   -1.8531   -1.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0233   -1.7112   -2.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -2.4943   -1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618   -2.4768   -0.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1707   -1.1066    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763   -0.2847   -0.5440 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1629   -0.8462   -1.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8876    1.1656   -0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029    1.6429    0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9433    1.4036    1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8647    2.0382    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3039    1.7189    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6366    3.5548    0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6819   -1.2744   -1.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0339   -0.7498   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326    2.6741    2.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6474    1.2196    2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3988    2.7665    1.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3293    3.7767    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5822    3.3037    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1946   -0.0701   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0267    1.4115   -0.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1135    1.3428   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631   -3.1162    0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7965   -2.8309    1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2457   -1.8262    1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6348   -2.8209   -1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1470   -1.0921   -1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978   -2.5290    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2567   -0.9450    0.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699   -3.6292   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181   -2.6872    0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7701   -0.7822   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3129   -0.6489   -2.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7731   -1.9181   -3.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8076   -2.4421   -2.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4648   -2.1493   -2.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632   -3.5859   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -3.1455    0.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8406   -2.9198   -0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7766   -1.2349    1.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2615   -0.5534    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1673   -0.3863   -1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9822   -1.7820   -1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6310   -0.1540   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8751   -1.1792   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051    1.5165   -0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902    1.6823   -1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444    2.7572    1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    1.2314    1.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1844    1.9452    2.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2633    0.3792    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.7131   -0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6187    2.1611    1.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3380    0.6015    0.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9905    1.9309   -0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6566    3.7480   -0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4625    4.0972   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5249    3.8309    1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8397   -2.3193   -1.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1954   -0.6328   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5274   -1.5338   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5776   -0.4931   -1.7706 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
  4  5  1  0
  4  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 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
  9  2  1  0
 30  8  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  7 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    8605.5578617.895   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8610.8768616.355   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8612.2098615.582   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8613.5418616.355   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8614.8738615.582   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8616.2058616.355   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8617.5378615.582   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8618.8728616.355   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8620.2048615.582   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8621.5368616.355   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8622.8728615.582   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8624.2038616.355   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8625.5398615.582   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8626.8708616.355   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8625.5398614.045   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8620.2048614.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8614.8738614.045   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8610.8768614.816   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8602.8938613.262   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8605.5578611.719   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8608.2158616.344   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8606.8858615.576   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8606.8858614.040   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8608.2158613.272   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8609.5458614.040   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8609.5458615.576   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8605.5568616.344   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8604.2268615.575   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8604.2268614.040   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8605.5568613.272   0.000  0.00  0.00           C+0
CONECT    1   27                                                            
CONECT    2    3   26                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    9                                                            
CONECT   17    5                                                            
CONECT   18   26                                                            
CONECT   19   29                                                            
CONECT   20   30                                                            
CONECT   21   22   26                                                       
CONECT   22   23   21   27                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21    2   18                                             
CONECT   27   28    1   22                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   19                                                  
CONECT   30   29   20   23                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0006335
HETATM    1  C1  UNL     1      -3.109   2.233   1.973  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.416   1.972   1.312  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.468   2.855   1.378  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.684   2.567   0.739  1.00  0.00           C  
HETATM    5  O1  UNL     1      -7.708   3.492   0.838  1.00  0.00           O  
HETATM    6  C5  UNL     1      -6.863   1.412   0.037  1.00  0.00           C  
HETATM    7  C6  UNL     1      -8.138   1.061  -0.651  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.799   0.502  -0.039  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.607   0.788   0.589  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.529  -0.108   0.527  1.00  0.00           O  
HETATM   11  C9  UNL     1      -3.781  -1.389  -0.014  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.443  -2.340   0.925  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.446  -1.905  -0.553  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.417  -2.002   0.505  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.130  -2.547   0.038  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.621  -1.853  -1.024  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.023  -1.711  -2.357  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.985  -2.494  -1.231  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.862  -2.477  -0.028  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.171  -1.107   0.511  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.876  -0.285  -0.544  1.00  0.00           C  
HETATM   22  C20 UNL     1       5.163  -0.846  -1.023  1.00  0.00           C  
HETATM   23  C21 UNL     1       3.888   1.166  -0.256  1.00  0.00           C  
HETATM   24  C22 UNL     1       4.503   1.643   0.993  1.00  0.00           C  
HETATM   25  C23 UNL     1       5.943   1.404   1.231  1.00  0.00           C  
HETATM   26  C24 UNL     1       6.865   2.038   0.217  1.00  0.00           C  
HETATM   27  C25 UNL     1       8.304   1.719   0.568  1.00  0.00           C  
HETATM   28  C26 UNL     1       6.637   3.555   0.241  1.00  0.00           C  
HETATM   29  C27 UNL     1      -4.682  -1.274  -1.252  1.00  0.00           C  
HETATM   30  C28 UNL     1      -6.034  -0.750  -0.824  1.00  0.00           C  
HETATM   31  H1  UNL     1      -3.233   2.674   2.983  1.00  0.00           H  
HETATM   32  H2  UNL     1      -2.647   1.220   2.161  1.00  0.00           H  
HETATM   33  H3  UNL     1      -2.399   2.766   1.335  1.00  0.00           H  
HETATM   34  H4  UNL     1      -5.329   3.777   1.937  1.00  0.00           H  
HETATM   35  H5  UNL     1      -8.582   3.304   0.382  1.00  0.00           H  
HETATM   36  H6  UNL     1      -8.195  -0.070  -0.642  1.00  0.00           H  
HETATM   37  H7  UNL     1      -9.027   1.411  -0.089  1.00  0.00           H  
HETATM   38  H8  UNL     1      -8.113   1.343  -1.703  1.00  0.00           H  
HETATM   39  H9  UNL     1      -4.963  -3.116   0.290  1.00  0.00           H  
HETATM   40  H10 UNL     1      -3.796  -2.831   1.650  1.00  0.00           H  
HETATM   41  H11 UNL     1      -5.246  -1.826   1.471  1.00  0.00           H  
HETATM   42  H12 UNL     1      -2.635  -2.821  -1.096  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.147  -1.092  -1.280  1.00  0.00           H  
HETATM   44  H14 UNL     1      -1.798  -2.529   1.433  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.257  -0.945   0.902  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.270  -3.629  -0.304  1.00  0.00           H  
HETATM   47  H17 UNL     1       0.518  -2.687   0.955  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.770  -0.782  -0.650  1.00  0.00           H  
HETATM   49  H19 UNL     1      -0.313  -0.649  -2.607  1.00  0.00           H  
HETATM   50  H20 UNL     1       0.773  -1.918  -3.154  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.808  -2.442  -2.600  1.00  0.00           H  
HETATM   52  H22 UNL     1       2.465  -2.149  -2.168  1.00  0.00           H  
HETATM   53  H23 UNL     1       1.763  -3.586  -1.432  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.449  -3.145   0.741  1.00  0.00           H  
HETATM   55  H25 UNL     1       3.841  -2.920  -0.339  1.00  0.00           H  
HETATM   56  H26 UNL     1       3.777  -1.235   1.421  1.00  0.00           H  
HETATM   57  H27 UNL     1       2.262  -0.553   0.794  1.00  0.00           H  
HETATM   58  H28 UNL     1       3.167  -0.386  -1.454  1.00  0.00           H  
HETATM   59  H29 UNL     1       4.982  -1.782  -1.662  1.00  0.00           H  
HETATM   60  H30 UNL     1       5.631  -0.154  -1.761  1.00  0.00           H  
HETATM   61  H31 UNL     1       5.875  -1.179  -0.270  1.00  0.00           H  
HETATM   62  H32 UNL     1       2.805   1.516  -0.235  1.00  0.00           H  
HETATM   63  H33 UNL     1       4.290   1.682  -1.164  1.00  0.00           H  
HETATM   64  H34 UNL     1       4.344   2.757   1.040  1.00  0.00           H  
HETATM   65  H35 UNL     1       3.930   1.231   1.860  1.00  0.00           H  
HETATM   66  H36 UNL     1       6.184   1.945   2.206  1.00  0.00           H  
HETATM   67  H37 UNL     1       6.263   0.379   1.410  1.00  0.00           H  
HETATM   68  H38 UNL     1       6.675   1.713  -0.815  1.00  0.00           H  
HETATM   69  H39 UNL     1       8.619   2.161   1.515  1.00  0.00           H  
HETATM   70  H40 UNL     1       8.338   0.602   0.709  1.00  0.00           H  
HETATM   71  H41 UNL     1       8.990   1.931  -0.272  1.00  0.00           H  
HETATM   72  H42 UNL     1       5.657   3.748  -0.240  1.00  0.00           H  
HETATM   73  H43 UNL     1       7.462   4.097  -0.241  1.00  0.00           H  
HETATM   74  H44 UNL     1       6.525   3.831   1.322  1.00  0.00           H  
HETATM   75  H45 UNL     1      -4.840  -2.319  -1.602  1.00  0.00           H  
HETATM   76  H46 UNL     1      -4.195  -0.633  -2.012  1.00  0.00           H  
HETATM   77  H47 UNL     1      -6.527  -1.534  -0.240  1.00  0.00           H  
HETATM   78  H48 UNL     1      -6.578  -0.493  -1.771  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3    9
CONECT    3    4   34
CONECT    4    5    6    6
CONECT    5   35
CONECT    6    7    8
CONECT    7   36   37   38
CONECT    8    9    9   30
CONECT    9   10
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

HMDB0006335
     RDKit          3D
beta-Tocopherol
 78 79  0  0  0  0  0  0  0  0999 V2000
   -3.1095    2.2335    1.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4155    1.9723    1.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4680    2.8546    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6836    2.5673    0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7084    3.4920    0.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8634    1.4124    0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1377    1.0606   -0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7993    0.5025   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6068    0.7879    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5295   -0.1079    0.5267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7811   -1.3892   -0.0138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4432   -2.3401    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455   -1.9052   -0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4171   -2.0022    0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1303   -2.5471    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6214   -1.8531   -1.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0233   -1.7112   -2.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -2.4943   -1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618   -2.4768   -0.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1707   -1.1066    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763   -0.2847   -0.5440 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1629   -0.8462   -1.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8876    1.1656   -0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029    1.6429    0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9433    1.4036    1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8647    2.0382    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3039    1.7189    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6366    3.5548    0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6819   -1.2744   -1.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0339   -0.7498   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326    2.6741    2.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6474    1.2196    2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3988    2.7665    1.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3293    3.7767    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5822    3.3037    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1946   -0.0701   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0267    1.4115   -0.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1135    1.3428   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631   -3.1162    0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7965   -2.8309    1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2457   -1.8262    1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6348   -2.8209   -1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1470   -1.0921   -1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978   -2.5290    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2567   -0.9450    0.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699   -3.6292   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181   -2.6872    0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7701   -0.7822   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3129   -0.6489   -2.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7731   -1.9181   -3.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8076   -2.4421   -2.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4648   -2.1493   -2.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632   -3.5859   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -3.1455    0.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8406   -2.9198   -0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7766   -1.2349    1.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2615   -0.5534    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1673   -0.3863   -1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9822   -1.7820   -1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6310   -0.1540   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8751   -1.1792   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051    1.5165   -0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902    1.6823   -1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444    2.7572    1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    1.2314    1.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1844    1.9452    2.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2633    0.3792    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.7131   -0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6187    2.1611    1.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3380    0.6015    0.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9905    1.9309   -0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6566    3.7480   -0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4625    4.0972   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5249    3.8309    1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8397   -2.3193   -1.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1954   -0.6328   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5274   -1.5338   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5776   -0.4931   -1.7706 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
  4  5  1  0
  4  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 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
  9  2  1  0
 30  8  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  7 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

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₂₈H₄₈O₂

Average Molecular Weight

416.6795

Monoisotopic Molecular Weight

416.36543078

IUPAC Name

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

Traditional Name

β-tocopherol

CAS Registry Number

148-03-8

SMILES

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

InChI Identifier

InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1

InChI Key

WGVKWNUPNGFDFJ-DQCZWYHMSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Tocopherols

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tocopherol (CHEBI:47771 )
Vitamin E (LMPR02020059 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 262184)

Organ

Placenta (HMDB: HMDB0006335)

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0006335)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Vegetable

Cabbage

Onion-family vegetable

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruit product

Fruit preserve (FooDB: FOOD00660)
Fruit salad (FooDB: FOOD00766)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
Walnut (FooDB: FOOD00608)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Bread products

Other bread product (FooDB: FOOD00805)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Soy

Soy bean (FooDB: FOOD00085)

Potato puffs (FooDB: FOOD00846)

Tex-mex cuisine

Chili (FooDB: FOOD00707)
Burrito (FooDB: FOOD00704)
Nachos (FooDB: FOOD00710)
Taco (FooDB: FOOD00708)

Levantine cuisine

Hummus (FooDB: FOOD00845)

Sandwich

Asian cuisine

Egg roll (FooDB: FOOD00717)

Latin american cuisine

Tamale (FooDB: FOOD00795)
Empanada (FooDB: FOOD00830)
Pupusa (FooDB: FOOD00829)
Arepa (FooDB: FOOD00831)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)
Pie crust (FooDB: FOOD00780)

Dressing

Salad dressing (FooDB: FOOD00645)

Sauce

Sauce (FooDB: FOOD00646)

Condiment

Ketchup (FooDB: FOOD00756)

Substitute

Cream substitute (FooDB: FOOD00713)

Beverage

Fermented beverage

Beer (FooDB: FOOD00268)

Other beverage

Nutritional beverage

Nutritional drink (FooDB: FOOD00754)

Aquatic origin

Mollusk

Blue mussel (FooDB: FOOD00304)
Marine mussel (FooDB: FOOD00587)
Bivalvia (Clam, Mussel, Oyster) (FooDB: FOOD00531)
Scallop (FooDB: FOOD00462)

Fish

Pacific cod (FooDB: FOOD00337)
Atlantic cod (FooDB: FOOD00338)
Hippoglossus (Common halibut) (FooDB: FOOD00375)
Pacific rockfish (FooDB: FOOD00426)
Orange roughy (FooDB: FOOD00448)
Pink salmon (FooDB: FOOD00450)
Sockeye salmon (FooDB: FOOD00453)
Sheefish (FooDB: FOOD00472)
Swordfish (FooDB: FOOD00487)
Yellowfin tuna (FooDB: FOOD00511)
Pollock (FooDB: FOOD00513)
Gadus (Common cod) (FooDB: FOOD00515)
Atlantic halibut (FooDB: FOOD00516)
Pacific halibut (FooDB: FOOD00517)
Flatfish (FooDB: FOOD00535)
Gadiformes (FooDB: FOOD00580)
Lemon sole (FooDB: FOOD00583)
Pacific ocean perch (FooDB: FOOD00598)
True sole (FooDB: FOOD00604)
Cichlidae (Tilapia) (FooDB: FOOD00699)
Haddock (FooDB: FOOD00374)
Norway haddock (FooDB: FOOD00588)
Rainbow trout (FooDB: FOOD00444)
Thunnus (FooDB: FOOD00607)
Whitefish (FooDB: FOOD00503)
European anchovy (FooDB: FOOD00362)
Channel catfish (FooDB: FOOD00324)
Painted comber (FooDB: FOOD00294)
Alaska pollock (FooDB: FOOD00497)
Atlantic salmon (FooDB: FOOD00455)
Chinook salmon (FooDB: FOOD00454)
Chum salmon (FooDB: FOOD00451)
Coho salmon (FooDB: FOOD00452)
Pacific sardine (FooDB: FOOD00461)
Albacore tuna (FooDB: FOOD00514)
Smelt (FooDB: FOOD00519)

Bivalvia

Clam (FooDB: FOOD00952)

Fish product

Other fish product (FooDB: FOOD00665)

Crustacean

Shrimp (FooDB: FOOD00533)
Blue crab (FooDB: FOOD00303)

Cetacean

Beluga whale (FooDB: FOOD00300)

Pinniped

Bearded seal (FooDB: FOOD00466)
Spotted seal (FooDB: FOOD00423)

Milk and milk product

Other milk product

Fermented milk product

Fermented milk

Buttermilk (FooDB: FOOD00692)

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)
Cow milk, pasteurized, vitamin A + D added, 0% fat (FooDB: FOOD00889)
Cow milk, pasteurized, vitamin A + D added, 1% fat (FooDB: FOOD00890)
Cow milk, pasteurized, vitamin A + D added, 2% fat (FooDB: FOOD00891)
Cow milk, pasteurized, vitamin D added, 3.25% fat (FooDB: FOOD00892)

Fat and oil

Animal fat

Lard (FooDB: FOOD00681)

Vegetable fat

Margarine-like spread (FooDB: FOOD00844)
Margarine (FooDB: FOOD00843)
Shortening (FooDB: FOOD00783)

Egg

Egg yolk (FooDB: FOOD00919)
Eggs (FooDB: FOOD00619)

Baby food

Baby food (FooDB: FOOD00668)

Unclassified food or beverage

Unclassified food or beverage (FooDB: FOOD00672)

Cocoa and cocoa product

Cocoa product

Chocolate (FooDB: FOOD00687)
Hot chocolate (FooDB: FOOD00688)

Snack

Confectionery

Dessert

Pastry (FooDB: FOOD00641)
Cake (FooDB: FOOD00636)
Pie (FooDB: FOOD00782)
Pudding (FooDB: FOOD00734)

Frozen dessert

Ice cream (FooDB: FOOD00624)

Candy

Other candy (FooDB: FOOD00679)
Candy bar (FooDB: FOOD00841)

Spread

Dulce de leche (FooDB: FOOD00714)

Milk dessert

Sweet custard (FooDB: FOOD00716)

Other confectionery

Icing (FooDB: FOOD00700)

Endogenous

Endogenous (HMDB: HMDB0006335)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	209.755	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001885
[M+H]+	Not Available	212.235	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001885

Predicted Molecular Properties

Property	Value	Source
Water Solubility	7.3e-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	53.32 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	202.709	31661259
DarkChem	[M-H]-	199.362	31661259
DeepCCS	[M+H]+	211.745	30932474
DeepCCS	[M-H]-	209.387	30932474
DeepCCS	[M-2H]-	242.271	30932474
DeepCCS	[M+Na]+	217.838	30932474
AllCCS	[M+H]+	213.1	32859911
AllCCS	[M+H-H2O]+	211.0	32859911
AllCCS	[M+NH4]+	215.0	32859911
AllCCS	[M+Na]+	215.5	32859911
AllCCS	[M-H]-	211.7	32859911
AllCCS	[M+Na-2H]-	214.3	32859911
AllCCS	[M+HCOO]-	217.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	10.68 minutes	32390414
Predicted by Siyang on May 30, 2022	34.2878 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.45 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3848.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	1112.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	429.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	600.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	832.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1873.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1529.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	119.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	3008.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	1046.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	3007.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1157.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	725.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	868.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	868.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Tocopherol	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=CC(C)=C2O1	3793.0	Standard polar	33892256
beta-Tocopherol	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=CC(C)=C2O1	3000.2	Standard non polar	33892256
beta-Tocopherol	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=CC(C)=C2O1	3097.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Tocopherol,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=C(C)C2=C1O[C@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC2	2999.6	Semi standard non polar	33892256
beta-Tocopherol,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=C(C)C2=C1O[C@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC2	3259.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - beta-Tocopherol GC-MS (1 TMS)	splash10-00di-1490200000-f75de727e16d87c65fba	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Tocopherol GC-MS (Non-derivatized)	splash10-00di-1490200000-f75de727e16d87c65fba	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Tocopherol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0lyo-6954200000-ffcf92e6a6e2f34dd922	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Tocopherol GC-MS (1 TMS) - 70eV, Positive	splash10-00di-5644900000-b5341f1bdc151c1a796b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Tocopherol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Tocopherol EI-EBEB (JMS-HX/HX 110A, JEOL) , Positive-QTOF	splash10-0gb9-3900600000-10f458ddcb7e7aa4df84	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Tocopherol n/a 29V, negative-QTOF	splash10-0f6t-0900600000-9a11a437c645252a72a5	2020-07-21	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 10V, Positive-QTOF	splash10-014i-0842900000-82c505b0548997aace83	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 20V, Positive-QTOF	splash10-0udi-1910000000-1b1a0fe2f352daa49e2c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 40V, Positive-QTOF	splash10-0pb9-4920000000-b63881a7743c06bdea15	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 10V, Negative-QTOF	splash10-014i-0100900000-2345f13b44d6c70d81e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 20V, Negative-QTOF	splash10-014j-0912800000-4e68210f69fcd3f6c374	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 40V, Negative-QTOF	splash10-00kk-0914000000-f6f5255b874c4fc7f4f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 10V, Negative-QTOF	splash10-014i-0000900000-a74b65a822c3cc7625b7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 20V, Negative-QTOF	splash10-014i-0201900000-2dcdf4f502cc6e57342d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 40V, Negative-QTOF	splash10-024m-2913100000-fb9e3e53715df460db95	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 10V, Positive-QTOF	splash10-014i-3113900000-16d3b372ee248c26f313	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 20V, Positive-QTOF	splash10-0aor-9213100000-65be5213a11752835e85	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Tocopherol 40V, Positive-QTOF	splash10-052g-9400000000-947da441c6df0de93bed	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Feces

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.20 (0.00-0.48) uM	Adult (>18 years old)	Both	Normal	262184	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

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

Wikipedia Link

METLIN ID

Not Available

PubChem Compound

6857447

PDB ID

Not Available

ChEBI ID

47771

Food Biomarker Ontology

Not Available

VMH ID

BVITE

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

John, Walter. Cumotocopherol, a new factor of the vitamin-E group. Z. physiol. Chem. (1937), 250 11-24. CAN 32:8751 AN 1938:8751

Material Safety Data Sheet (MSDS)

Not Available

General References

Wilson GJ, Lin CY, Webster RD: Significant differences in the electrochemical behavior of the alpha-, beta-, gamma-, and delta-tocopherols (vitamin E). J Phys Chem B. 2006 Jun 15;110(23):11540-8. [PubMed:16771430 ]
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 beta-Tocopherol (HMDB0006335)

MOL for HMDB0006335 (beta-Tocopherol)

3D MOL for HMDB0006335 (beta-Tocopherol)

3D SDF for HMDB0006335 (beta-Tocopherol)

3D-SDF for HMDB0006335 (beta-Tocopherol)

PDB for HMDB0006335 (beta-Tocopherol)

3D PDB for HMDB0006335 (beta-Tocopherol)

SMILES for HMDB0006335 (beta-Tocopherol)

INCHI for HMDB0006335 (beta-Tocopherol)

Structure for HMDB0006335 (beta-Tocopherol)

3D Structure for HMDB0006335 (beta-Tocopherol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra