Hmdb loader

Showing metabocard for alpha-Tocopherol (HMDB0001893)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-03-08 13:03:03 UTC
Update Date2022-03-07 02:49:11 UTC
HMDB IDHMDB0001893
Secondary Accession Numbers
  • HMDB01893
Metabolite Identification
Common Namealpha-Tocopherol
Descriptionalpha-Tocopherol is traditionally recognized as the most active form of vitamin E in humans and is a powerful biological antioxidant. The measurement of "vitamin E" activity in international units (IU) was based on fertility enhancement by the prevention of spontaneous abortions in pregnant rats relative to alpha-Tocopherol. Natural vitamin E exists in eight different forms or isomers: four tocopherols and four tocotrienols. In foods, the most abundant sources of vitamin E are vegetable oils such as palm oil, sunflower, corn, soybean, and olive oil. Nuts, sunflower seeds, and wheat germ are also good sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001893 (alpha-Tocopherol)

  Mrv1652309272007332D          

 31 32  0  0  0  0            999 V2000
 9966.5252 9973.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3741 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.0880 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.8017 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9973.6577 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9975.7999 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 23  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001893 (alpha-Tocopherol)

HMDB0001893
     RDKit          3D
alpha-Tocopherol
 81 82  0  0  0  0  0  0  0  0999 V2000
   -8.7329    0.8985   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
Download

3D SDF for HMDB0001893 (alpha-Tocopherol)

  Mrv1652309272007332D          

 31 32  0  0  0  0            999 V2000
 9966.5252 9973.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3741 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.0880 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.8017 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5155 9971.8950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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 9972.9422 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9965.0978 9970.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5252 9969.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9486 9972.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9486 9970.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 21  1  0  0  0  0
  1 27  1  0  0  0  0
 22 26  1  0  0  0  0
 31 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001893

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1

> <INCHI_KEY>
GVJHHUAWPYXKBD-IEOSBIPESA-N

> <FORMULA>
C29H50O2

> <MOLECULAR_WEIGHT>
430.7061

> <EXACT_MASS>
430.381080844

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
55.288890556705496

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol

> <ALOGPS_LOGP>
8.84

> <JCHEM_LOGP>
10.507717260000002

> <ALOGPS_LOGS>
-7.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.802178125613777

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852614901775799

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
135.37409999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.04e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
VitaE

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001893 (alpha-Tocopherol)

HMDB0001893
     RDKit          3D
alpha-Tocopherol
 81 82  0  0  0  0  0  0  0  0999 V2000
   -8.7329    0.8985   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6262    0.5284   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3796    1.1071   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1379    2.1392   -1.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3303    0.7624   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5779   -0.2013    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8180   -0.8185    1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0130   -1.8470    2.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8133   -0.4374    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0730   -1.0533    0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5207   -0.6099    1.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4041    0.3697    1.9271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498    0.8209    0.5181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9438    1.8972    0.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497   -0.3829   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0840   -0.3145   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8776    0.3615   -2.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604   -0.0782   -1.6030 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7678   -1.5196   -1.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    0.2783   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2347   -0.1842    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027    0.4043   -0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -0.0534   -0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8463   -1.5465   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206    0.5324    0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5041    0.0902    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281    0.4915    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8982    0.0314    0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805   -1.4726    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3309    0.7091    2.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0887    1.3842   -0.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5235    1.9141   -2.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7899    0.2007   -2.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6882    0.8731   -1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6407    3.0902   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0576    2.3472   -2.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5473    1.8509   -2.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6473   -2.6974    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3688   -1.3467    2.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0260   -2.3232    2.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2569   -1.7511    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1706   -1.6428    1.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631   -0.6770    2.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169   -0.1351    2.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6485    1.2322    2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    1.5526    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6569    2.4799   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.7046    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480   -1.1107    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5366   -1.0023   -0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1430   -1.3952   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9771    0.1306   -2.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9048    1.4728   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749    0.2384   -3.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942    0.4987   -2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -1.6004   -3.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103   -1.8860   -1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247   -2.1165   -1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775   -0.2017    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8021    1.3648   -0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4047    0.2264    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230   -1.2819    0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168    1.5134   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280    0.0362   -1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3745    0.3701   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6744   -1.9856    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1382   -1.9562   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8578   -1.8712   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    0.3291    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536    1.6478    0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4764   -1.0118    1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7332    0.5581    2.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5771    1.5968    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3415    0.0088   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6127    0.3029    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5966   -1.7783    1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0934   -1.8583    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8956   -1.8396    0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0344    0.0975    2.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4149    0.8335    2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460    1.7107    2.1006 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  1  0
  7  9  2  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 13 31  1  0
  9  2  1  0
 31  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  6
 24 66  1  0
 24 67  1  0
 24 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 27 73  1  0
 27 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
M  END
Download

PDB for HMDB0001893 (alpha-Tocopherol)

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8604.1808616.517   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8609.4988614.978   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8610.8318614.204   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8612.1638614.978   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8613.4968614.204   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8614.8278614.978   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8616.1598614.204   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8617.4948614.978   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8618.8268614.204   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8620.1618614.978   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8621.4938614.204   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8622.8258614.978   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8624.1608614.204   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8625.4928614.978   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8624.1608612.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8618.8268612.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8613.4968612.667   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8609.4988613.438   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8601.5168614.978   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0    8601.5168611.884   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0    8604.1808610.342   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0    8606.8378614.966   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0    8606.8378611.894   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8608.1678612.662   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8608.1678614.198   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8605.5098614.198   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8604.1798614.966   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8602.8498614.198   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8602.8498612.662   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8604.1788611.894   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8605.5098612.662   0.000  0.00  0.00           C+0
CONECT    1   27                                                            
CONECT    2    3   25                                                       
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   25                                                            
CONECT   19   28                                                            
CONECT   20   29                                                            
CONECT   21   30                                                            
CONECT   22   25   26                                                       
CONECT   23   24   31                                                       
CONECT   24   23   25                                                       
CONECT   25   24   22   18    2                                             
CONECT   26   27   31   22                                                  
CONECT   27   26   28    1                                                  
CONECT   28   27   29   19                                                  
CONECT   29   28   30   20                                                  
CONECT   30   29   31   21                                                  
CONECT   31   30   26   23                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END
Download

3D PDB for HMDB0001893 (alpha-Tocopherol)

COMPND    HMDB0001893
HETATM    1  C1  UNL     1      -8.733   0.899  -1.740  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.626   0.528  -0.827  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.380   1.107  -0.896  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.138   2.139  -1.923  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.330   0.762  -0.038  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.578  -0.201   0.911  1.00  0.00           C  
HETATM    7  C7  UNL     1      -6.818  -0.819   1.025  1.00  0.00           C  
HETATM    8  C8  UNL     1      -7.013  -1.847   2.066  1.00  0.00           C  
HETATM    9  C9  UNL     1      -7.813  -0.437   0.151  1.00  0.00           C  
HETATM   10  O1  UNL     1      -9.073  -1.053   0.255  1.00  0.00           O  
HETATM   11  C10 UNL     1      -4.521  -0.610   1.845  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.404   0.370   1.927  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.950   0.821   0.518  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.944   1.897   0.774  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.550  -0.383  -0.225  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.084  -0.315  -1.610  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.878   0.362  -2.056  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.460  -0.078  -1.603  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.768  -1.520  -1.977  1.00  0.00           C  
HETATM   20  C19 UNL     1       0.848   0.278  -0.230  1.00  0.00           C  
HETATM   21  C20 UNL     1       2.235  -0.184   0.169  1.00  0.00           C  
HETATM   22  C21 UNL     1       3.303   0.404  -0.719  1.00  0.00           C  
HETATM   23  C22 UNL     1       4.686  -0.053  -0.332  1.00  0.00           C  
HETATM   24  C23 UNL     1       4.846  -1.547  -0.410  1.00  0.00           C  
HETATM   25  C24 UNL     1       5.121   0.532   0.971  1.00  0.00           C  
HETATM   26  C25 UNL     1       6.504   0.090   1.381  1.00  0.00           C  
HETATM   27  C26 UNL     1       7.528   0.492   0.370  1.00  0.00           C  
HETATM   28  C27 UNL     1       8.898   0.031   0.814  1.00  0.00           C  
HETATM   29  C28 UNL     1       8.880  -1.473   0.951  1.00  0.00           C  
HETATM   30  C29 UNL     1       9.331   0.709   2.094  1.00  0.00           C  
HETATM   31  O2  UNL     1      -4.089   1.384  -0.156  1.00  0.00           O  
HETATM   32  H1  UNL     1      -8.523   1.914  -2.133  1.00  0.00           H  
HETATM   33  H2  UNL     1      -8.790   0.201  -2.604  1.00  0.00           H  
HETATM   34  H3  UNL     1      -9.688   0.873  -1.179  1.00  0.00           H  
HETATM   35  H4  UNL     1      -6.641   3.090  -1.619  1.00  0.00           H  
HETATM   36  H5  UNL     1      -5.058   2.347  -2.022  1.00  0.00           H  
HETATM   37  H6  UNL     1      -6.547   1.851  -2.911  1.00  0.00           H  
HETATM   38  H7  UNL     1      -7.647  -2.697   1.742  1.00  0.00           H  
HETATM   39  H8  UNL     1      -7.369  -1.347   2.980  1.00  0.00           H  
HETATM   40  H9  UNL     1      -6.026  -2.323   2.332  1.00  0.00           H  
HETATM   41  H10 UNL     1      -9.257  -1.751   0.942  1.00  0.00           H  
HETATM   42  H11 UNL     1      -4.171  -1.643   1.618  1.00  0.00           H  
HETATM   43  H12 UNL     1      -4.963  -0.677   2.872  1.00  0.00           H  
HETATM   44  H13 UNL     1      -2.517  -0.135   2.364  1.00  0.00           H  
HETATM   45  H14 UNL     1      -3.648   1.232   2.547  1.00  0.00           H  
HETATM   46  H15 UNL     1      -1.103   1.553   1.420  1.00  0.00           H  
HETATM   47  H16 UNL     1      -1.657   2.480  -0.101  1.00  0.00           H  
HETATM   48  H17 UNL     1      -2.416   2.705   1.455  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.948  -1.111   0.414  1.00  0.00           H  
HETATM   50  H19 UNL     1      -3.537  -1.002  -0.291  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.143  -1.395  -2.002  1.00  0.00           H  
HETATM   52  H21 UNL     1      -2.977   0.131  -2.199  1.00  0.00           H  
HETATM   53  H22 UNL     1      -0.905   1.473  -1.987  1.00  0.00           H  
HETATM   54  H23 UNL     1      -0.875   0.238  -3.217  1.00  0.00           H  
HETATM   55  H24 UNL     1       1.194   0.499  -2.274  1.00  0.00           H  
HETATM   56  H25 UNL     1       0.804  -1.600  -3.104  1.00  0.00           H  
HETATM   57  H26 UNL     1       1.710  -1.886  -1.581  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.125  -2.117  -1.690  1.00  0.00           H  
HETATM   59  H28 UNL     1       0.178  -0.202   0.541  1.00  0.00           H  
HETATM   60  H29 UNL     1       0.802   1.365  -0.025  1.00  0.00           H  
HETATM   61  H30 UNL     1       2.405   0.226   1.188  1.00  0.00           H  
HETATM   62  H31 UNL     1       2.323  -1.282   0.257  1.00  0.00           H  
HETATM   63  H32 UNL     1       3.317   1.513  -0.678  1.00  0.00           H  
HETATM   64  H33 UNL     1       3.128   0.036  -1.759  1.00  0.00           H  
HETATM   65  H34 UNL     1       5.374   0.370  -1.122  1.00  0.00           H  
HETATM   66  H35 UNL     1       4.674  -1.986   0.599  1.00  0.00           H  
HETATM   67  H36 UNL     1       4.138  -1.956  -1.156  1.00  0.00           H  
HETATM   68  H37 UNL     1       5.858  -1.871  -0.728  1.00  0.00           H  
HETATM   69  H38 UNL     1       4.361   0.329   1.732  1.00  0.00           H  
HETATM   70  H39 UNL     1       5.154   1.648   0.833  1.00  0.00           H  
HETATM   71  H40 UNL     1       6.476  -1.012   1.488  1.00  0.00           H  
HETATM   72  H41 UNL     1       6.733   0.558   2.351  1.00  0.00           H  
HETATM   73  H42 UNL     1       7.577   1.597   0.289  1.00  0.00           H  
HETATM   74  H43 UNL     1       7.342   0.009  -0.614  1.00  0.00           H  
HETATM   75  H44 UNL     1       9.613   0.303   0.010  1.00  0.00           H  
HETATM   76  H45 UNL     1       8.597  -1.778   1.968  1.00  0.00           H  
HETATM   77  H46 UNL     1       8.093  -1.858   0.262  1.00  0.00           H  
HETATM   78  H47 UNL     1       9.896  -1.840   0.650  1.00  0.00           H  
HETATM   79  H48 UNL     1       9.034   0.098   2.965  1.00  0.00           H  
HETATM   80  H49 UNL     1      10.415   0.833   2.102  1.00  0.00           H  
HETATM   81  H50 UNL     1       8.846   1.711   2.101  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3    9
CONECT    3    4    5
CONECT    4   35   36   37
CONECT    5    6    6   31
CONECT    6    7   11
CONECT    7    8    9    9
CONECT    8   38   39   40
CONECT    9   10
CONECT   10   41
CONECT   11   12   42   43
CONECT   12   13   44   45
CONECT   13   14   15   31
CONECT   14   46   47   48
CONECT   15   16   49   50
CONECT   16   17   51   52
CONECT   17   18   53   54
CONECT   18   19   20   55
CONECT   19   56   57   58
CONECT   20   21   59   60
CONECT   21   22   61   62
CONECT   22   23   63   64
CONECT   23   24   25   65
CONECT   24   66   67   68
CONECT   25   26   69   70
CONECT   26   27   71   72
CONECT   27   28   73   74
CONECT   28   29   30   75
CONECT   29   76   77   78
CONECT   30   79   80   81
END
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SMILES for HMDB0001893 (alpha-Tocopherol)

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1
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INCHI for HMDB0001893 (alpha-Tocopherol)

InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1
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View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC29H50O2
Average Molecular Weight430.7061
Monoisotopic Molecular Weight430.381080844
IUPAC Name(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol
Traditional NameVitaE
CAS Registry Number59-02-9
SMILES
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1
InChI Identifier
InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1
InChI KeyGVJHHUAWPYXKBD-IEOSBIPESA-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassQuinone and hydroquinone lipids
Direct ParentTocopherols
Alternative Parents
Substituents
  • Tocopherol
  • Diterpenoid
  • 1-benzopyran
  • Benzopyran
  • Chromane
  • Alkyl aryl ether
  • Benzenoid
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Industrial applicationBiological role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point3 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available209.6http://allccs.zhulab.cn/database/detail?ID=AllCCS00000258
[M+H]+Not Available216.4http://allccs.zhulab.cn/database/detail?ID=AllCCS00000258
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Breast Milk
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Adipose Tissue
  • Bladder
  • Epidermis
  • Erythrocyte
  • Eye Lens
  • Fibroblasts
  • Intestine
  • Leukocyte
  • Liver
  • Neuron
  • Pancreas
  • Placenta
  • Platelet
  • Prostate
  • Skeletal Muscle
  • Spleen
  • Testis
Pathways
Normal Concentrations
Abnormal Concentrations
Associated Disorders and Diseases
Disease References
Endometrial cancer
  1. Jeong NH, Song ES, Lee JM, Lee KB, Kim MK, Yun YM, Lee JK, Son SK, Lee JP, Kim JH, Hur SY, Kwon YI: Preoperative levels of plasma micronutrients are related to endometrial cancer risk. Acta Obstet Gynecol Scand. 2009;88(4):434-9. doi: 10.1080/00016340902767187. [PubMed:19235557 ]
Abetalipoproteinemia
  1. Lazaro RP, Dentinger MP, Rodichok LD, Barron KD, Satya-Murti S: Muscle pathology in Bassen-Kornzweig syndrome and vitamin E deficiency. Am J Clin Pathol. 1986 Sep;86(3):378-87. [PubMed:2944375 ]
Cerebrotendinous xanthomatosis
  1. Siman-Tov T, Meiner V, Gadoth N: Could steroids mask the diagnosis of cerebrotendinous xanthomatosis? J Neurol Sci. 2006 Apr 15;243(1-2):83-6. Epub 2006 Jan 30. [PubMed:16445943 ]
Vitamin E deficiency
  1. Cavalier L, Ouahchi K, Kayden HJ, Di Donato S, Reutenauer L, Mandel JL, Koenig M: Ataxia with isolated vitamin E deficiency: heterogeneity of mutations and phenotypic variability in a large number of families. Am J Hum Genet. 1998 Feb;62(2):301-10. [PubMed:9463307 ]
Parkinson's disease
  1. Pappert EJ, Tangney CC, Goetz CG, Ling ZD, Lipton JW, Stebbins GT, Carvey PM: Alpha-tocopherol in the ventricular cerebrospinal fluid of Parkinson's disease patients: dose-response study and correlations with plasma levels. Neurology. 1996 Oct;47(4):1037-42. [PubMed:8857741 ]
Colorectal cancer
  1. 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 ]
  2. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  3. 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 ]
Associated OMIM IDs
DrugBank IDDB00163
Phenol Explorer Compound IDNot Available
FooDB IDFDB000565
KNApSAcK IDC00007366
Chemspider ID14265
KEGG Compound IDC02477
BioCyc IDALPHA-TOCOPHEROL
BiGG ID2296507
Wikipedia LinkAlpha-Tocopherol
METLIN ID6376
PubChem Compound14985
PDB IDNot Available
ChEBI ID18145
Food Biomarker OntologyNot Available
VMH IDAVITE1
MarkerDB IDMDB00000354
Good Scents IDrw1105941
References
Synthesis ReferenceMatsui, Makoto. Synthesis of a-tocopherol for the next century. Nihon Yukagakkaishi (1996), 45(9), 821-831.
Material Safety Data Sheet (MSDS)Not Available
General References

Only showing the first 10 proteins. There are 19 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Heme oxygenase 1
General function:
Involved in heme oxygenase (decyclizing) activity
Specific function:
Heme oxygenase cleaves the heme ring at the alpha methene bridge to form biliverdin. Biliverdin is subsequently converted to bilirubin by biliverdin reductase. Under physiological conditions, the activity of heme oxygenase is highest in the spleen, where senescent erythrocytes are sequestrated and destroyed.
Gene Name:
HMOX1
Uniprot ID:
P09601
Molecular weight:
32818.345
References
  1. Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]
Enzyme Details
2. Diacylglycerol kinase alpha
General function:
Involved in diacylglycerol kinase activity
Specific function:
Upon cell stimulation converts the second messenger diacylglycerol into phosphatidate, initiating the resynthesis of phosphatidylinositols and attenuating protein kinase C activity
Gene Name:
DGKA
Uniprot ID:
P23743
Molecular weight:
82629.5
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Enzyme Details
3. Glutamate--cysteine ligase catalytic subunit
General function:
Involved in glutamate-cysteine ligase activity
Specific function:
Not Available
Gene Name:
GCLC
Uniprot ID:
P48506
Molecular weight:
68629.42
References
  1. Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]
Enzyme Details
4. Glutathione S-transferase Mu 3
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. May govern uptake and detoxification of both endogenous compounds and xenobiotics at the testis and brain blood barriers.
Gene Name:
GSTM3
Uniprot ID:
P21266
Molecular weight:
26559.32
References
  1. Mustacich DJ, Gohil K, Bruno RS, Yan M, Leonard SW, Ho E, Cross CE, Traber MG: Alpha-tocopherol modulates genes involved in hepatic xenobiotic pathways in mice. J Nutr Biochem. 2009 Jun;20(6):469-76. doi: 10.1016/j.jnutbio.2008.05.007. Epub 2008 Sep 11. [PubMed:18789671 ]
Enzyme Details
5. Glutathione S-transferase omega-1
General function:
Involved in glutathione transferase activity
Specific function:
Exhibits glutathione-dependent thiol transferase and dehydroascorbate reductase activities. Has S-(phenacyl)glutathione reductase activity. Has also glutathione S-transferase activity. Participates in the biotransformation of inorganic arsenic and reduces monomethylarsonic acid (MMA) and dimethylarsonic acid.
Gene Name:
GSTO1
Uniprot ID:
P78417
Molecular weight:
27565.6
References
  1. Sampayo-Reyes A, Zakharyan RA: Tocopherol esters inhibit human glutathione S-transferase omega. Acta Biochim Pol. 2006;53(3):547-52. Epub 2006 Oct 1. [PubMed:17019444 ]
Enzyme Details
6. Glutathione S-transferase A2
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:
GSTA2
Uniprot ID:
P09210
Molecular weight:
25663.675
References
  1. Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]
Enzyme Details
7. Glutathione S-transferase P
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Regulates negatively CDK5 activity via p25/p35 translocation to prevent neurodegeneration.
Gene Name:
GSTP1
Uniprot ID:
P09211
Molecular weight:
23355.625
References
  1. Ralat LA, Colman RF: Identification of tyrosine 79 in the tocopherol binding site of glutathione S-transferase pi. Biochemistry. 2006 Oct 17;45(41):12491-9. [PubMed:17029404 ]
Enzyme Details
8. Serine palmitoyltransferase 1
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Serine palmitoyltransferase (SPT). The heterodimer formed with SPTLC2 or SPTLC3 constitutes the catalytic core. The composition of the serine palmitoyltransferase (SPT) complex determines the substrate preference. The SPTLC1-SPTLC2-SPTSSA complex shows a strong preference for C16-CoA substrate, while the SPTLC1-SPTLC3-SPTSSA isozyme uses both C14-CoA and C16-CoA as substrates, with a slight preference for C14-CoA. The SPTLC1-SPTLC2-SPTSSB complex shows a strong preference for C18-CoA substrate, while the SPTLC1-SPTLC3-SPTSSB isozyme displays an ability to use a broader range of acyl-CoAs, without apparent preference.
Gene Name:
SPTLC1
Uniprot ID:
O15269
Molecular weight:
52743.41
Enzyme Details
9. Arachidonate 5-lipoxygenase
General function:
Involved in metal ion binding
Specific function:
Catalyzes the first step in leukotriene biosynthesis, and thereby plays a role in inflammatory processes.
Gene Name:
ALOX5
Uniprot ID:
P09917
Molecular weight:
77982.595
References
  1. Taccone-Gallucci M, Manca-di-Villahermosa S, Battistini L, Stuffler RG, Tedesco M, Maccarrone M: N-3 PUFAs reduce oxidative stress in ESRD patients on maintenance HD by inhibiting 5-lipoxygenase activity. Kidney Int. 2006 Apr;69(8):1450-4. [PubMed:16531984 ]
Enzyme Details
10. Protein kinase C alpha type
General function:
Involved in protein serine/threonine kinase activity
Specific function:
PKC is activated by diacylglycerol which in turn phosphorylates a range of cellular proteins. PKC also serves as the receptor for phorbol esters, a class of tumor promoters
Gene Name:
PRKCA
Uniprot ID:
P17252
Molecular weight:
76763.5
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Azzi A, Boscoboinik D, Clement S, Marilley D, Ozer NK, Ricciarelli R, Tasinato A: Alpha-tocopherol as a modulator of smooth muscle cell proliferation. Prostaglandins Leukot Essent Fatty Acids. 1997 Oct;57(4-5):507-14. [PubMed:9430404 ]
  4. Sylvester PW, McIntyre BS, Gapor A, Briski KP: Vitamin E inhibition of normal mammary epithelial cell growth is associated with a reduction in protein kinase C(alpha) activation. Cell Prolif. 2001 Dec;34(6):347-57. [PubMed:11736999 ]
  5. Huang Y, Ishizuka T, Miura A, Kajita K, Ishizawa M, Kimura M, Yamamoto Y, Kawai Y, Morita H, Uno Y, Yasuda K: Effect of 1 alpha,25-dihydroxy vitamin D3 and vitamin E on insulin-induced glucose uptake in rat adipocytes. Diabetes Res Clin Pract. 2002 Mar;55(3):175-83. [PubMed:11850093 ]

Only showing the first 10 proteins. There are 19 proteins in total.

Show all enzymes and transporters