NP-MRD: Showing NP-Card for (2R)-9'-oxo-delta-tocotrienol (NP0037247)

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Record Information

Version

2.0

Created at

2021-06-20 20:12:51 UTC

Updated at

2021-06-30 00:09:20 UTC

NP-MRD ID

NP0037247

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2R)-9'-oxo-delta-tocotrienol

Provided By

JEOL Database JEOL Logo

Description

(2R)-2beta,8-Dimethyl-2-[(3E)-4,8,12-trimethyl-9-oxo-3,7,11-tridecatrienyl]-3,4-dihydro-2H-1-benzopyran-6-ol belongs to the class of organic compounds known as tocotrienols. These are vitamin E derivatives containing an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocopherols that contain a saturated trimethyltridecyl chain. (2R)-9'-oxo-delta-tocotrienol is found in Sargassum micracanthum. (2R)-9'-oxo-delta-tocotrienol was first documented in 2008 (Iwashima, M., et al.). Based on a literature review very few articles have been published on (2R)-2beta,8-Dimethyl-2-[(3E)-4,8,12-trimethyl-9-oxo-3,7,11-tridecatrienyl]-3,4-dihydro-2H-1-benzopyran-6-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122123D          

 68 69  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202122123D          

 68 69  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0037247

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(O[C@](C([H])([H])[H])(C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(\C(=O)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C2([H])[H])C(=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H38O3/c1-19(2)12-13-25(29)21(4)11-7-9-20(3)10-8-15-27(6)16-14-23-18-24(28)17-22(5)26(23)30-27/h10-12,17-18,28H,7-9,13-16H2,1-6H3/b20-10+,21-11+/t27-/m1/s1

> <INCHI_KEY>
YCNIACRSUOOPLQ-ULHKSIKBSA-N

> <FORMULA>
C27H38O3

> <MOLECULAR_WEIGHT>
410.598

> <EXACT_MASS>
410.282095084

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
47.38154545442514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6E,10E)-13-[(2R)-6-hydroxy-2,8-dimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6,10-trimethyltrideca-2,6,10-trien-5-one

> <ALOGPS_LOGP>
6.75

> <JCHEM_LOGP>
7.596852676000001

> <ALOGPS_LOGS>
-5.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.435101615218493

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.141674433402594

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4739117168606715

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
128.53489999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.02e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E,10E)-13-[(2R)-6-hydroxy-2,8-dimethyl-3,4-dihydro-1-benzopyran-2-yl]-2,6,10-trimethyltrideca-2,6,10-trien-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 68 69  0  0  0  0  0  0  0  0999 V2000
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  2  1  1  0
 17 16  1  0
  2  3  1  0
 23 63  1  0
 26 65  1  0
 21 61  1  0
 21 62  1  0
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 20 60  1  0
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 17 54  1  0
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 12 46  1  0
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 11 45  1  0
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  1 31  1  0
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  3 34  1  0
  3 35  1  0
  3 36  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.385  -0.662   2.897  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.213  -1.513   3.312  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.631  -1.155   4.652  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.754  -2.492   2.508  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.623  -3.444   2.781  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.695  -2.895   2.247  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.411  -2.201   2.979  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.121  -3.164   0.819  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.509  -2.695   0.472  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.304  -3.760  -0.074  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.594  -3.983  -1.541  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.480  -3.409  -2.483  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.613  -1.897  -2.428  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.527  -1.358  -1.359  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.050  -1.114  -3.305  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.083   0.394  -3.318  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.518   0.910  -3.121  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.603   2.377  -2.610  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.918   3.324  -3.609  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.052   2.852  -2.411  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.765   2.036  -1.342  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.850   1.705  -0.199  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.369   1.061   0.930  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.516   0.666   1.951  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.036  -0.066   2.978  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.158   0.961   1.911  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.625   1.640   0.807  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.839   1.966   0.762  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.472   1.962  -0.266  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.879   2.522  -1.371  0.00  0.00           O+0
HETATM   31  H   UNK     0      -3.097   0.394   2.866  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.207  -0.777   3.611  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.764  -0.931   1.906  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.370  -1.327   5.441  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.736  -1.729   4.903  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.349  -0.097   4.668  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.252  -2.647   1.552  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.500  -3.632   3.854  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.837  -4.431   2.358  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.008  -3.388  -0.213  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.158  -2.635   1.351  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.466  -1.709   0.001  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.688  -4.095   0.217  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.653  -5.066  -1.706  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.566  -3.572  -1.833  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.227  -3.715  -3.507  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.452  -3.874  -2.278  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.308  -2.084  -1.109  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.964  -1.134  -0.449  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.052  -0.455  -1.681  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.671  -1.589  -4.064  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.572   0.810  -2.550  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.305   0.741  -4.283  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.067   0.818  -4.067  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.020   0.241  -2.412  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.988   4.364  -3.269  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.153   3.112  -3.694  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.370   3.256  -4.603  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.619   2.817  -3.349  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.042   3.901  -2.081  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.635   2.596  -0.978  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.135   1.101  -1.779  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.427   0.821   0.997  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.376  -0.767   3.187  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.516   0.657   2.732  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.987   3.026   0.528  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.343   1.357   0.007  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.319   1.779   1.728  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   34   35   36                                             
CONECT    4    5    2   37                                                  
CONECT    5    6    4   38   39                                             
CONECT    6    8    5    7                                                  
CONECT    7    6                                                            
CONECT    8   10    6    9                                                  
CONECT    9    8   40   41   42                                             
CONECT   10   11    8   43                                                  
CONECT   11   12   10   44   45                                             
CONECT   12   13   11   46   47                                             
CONECT   13   15   12   14                                                  
CONECT   14   13   48   49   50                                             
CONECT   15   16   13   51                                                  
CONECT   16   15   17   52   53                                             
CONECT   17   18   16   54   55                                             
CONECT   18   20   30   19   17                                             
CONECT   19   18   56   57   58                                             
CONECT   20   21   18   59   60                                             
CONECT   21   22   20   61   62                                             
CONECT   22   21   29   23                                                  
CONECT   23   24   22   63                                                  
CONECT   24   26   25   23                                                  
CONECT   25   24   64                                                       
CONECT   26   27   24   65                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   66   67   68                                             
CONECT   29   30   22   27                                                  
CONECT   30   29   18                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    3                                                            
CONECT   35    3                                                            
CONECT   36    3                                                            
CONECT   37    4                                                            
CONECT   38    5                                                            
CONECT   39    5                                                            
CONECT   40    9                                                            
CONECT   41    9                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   14                                                            
CONECT   49   14                                                            
CONECT   50   14                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
CONECT   53   16                                                            
CONECT   54   17                                                            
CONECT   55   17                                                            
CONECT   56   19                                                            
CONECT   57   19                                                            
CONECT   58   19                                                            
CONECT   59   20                                                            
CONECT   60   20                                                            
CONECT   61   21                                                            
CONECT   62   21                                                            
CONECT   63   23                                                            
CONECT   64   25                                                            
CONECT   65   26                                                            
CONECT   66   28                                                            
CONECT   67   28                                                            
CONECT   68   28                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  138    0
END

RDKit          3D

68 69  0  0  0  0  0  0  0  0999 V2000
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   -0.4800   -3.4086   -2.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6127   -1.8969   -2.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5267   -1.3582   -1.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -1.1143   -3.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0826    0.3941   -3.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
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 16 15  1  0
 27 26  2  0
 15 13  2  0
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 13 12  1  0
 29 30  1  0
 12 11  1  0
 22 21  1  0
 11 10  1  0
 21 20  1  0
 10  8  2  0
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  8  6  1  0
 18 30  1  0
  6  5  1  0
 29 22  2  0
  5  4  1  0
 24 25  1  0
  4  2  2  3
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 27 28  1  0
  6  7  2  0
 23 22  1  0
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  8  9  1  0
 29 27  1  0
  2  1  1  0
 17 16  1  0
  2  3  1  0
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 26 65  1  0
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 21 62  1  0
 20 59  1  0
 20 60  1  0
 25 64  1  0
 28 66  1  0
 28 67  1  0
 28 68  1  0
 17 54  1  0
 17 55  1  0
 16 52  1  0
 16 53  1  0
 15 51  1  0
 12 46  1  0
 12 47  1  0
 11 44  1  0
 11 45  1  0
 10 43  1  0
  5 38  1  0
  5 39  1  0
  4 37  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 19 56  1  0
 19 57  1  0
 19 58  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(2R)-2b,8-Dimethyl-2-[(3E)-4,8,12-trimethyl-9-oxo-3,7,11-tridecatrienyl]-3,4-dihydro-2H-1-benzopyran-6-ol	Generator
(2R)-2Β,8-dimethyl-2-[(3E)-4,8,12-trimethyl-9-oxo-3,7,11-tridecatrienyl]-3,4-dihydro-2H-1-benzopyran-6-ol	Generator

Chemical Formula

C₂₇H₃₈O₃

Average Mass

410.5980 Da

Monoisotopic Mass

410.28210 Da

IUPAC Name

(6E,10E)-13-[(2R)-6-hydroxy-2,8-dimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6,10-trimethyltrideca-2,6,10-trien-5-one

Traditional Name

(6E,10E)-13-[(2R)-6-hydroxy-2,8-dimethyl-3,4-dihydro-1-benzopyran-2-yl]-2,6,10-trimethyltrideca-2,6,10-trien-5-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(O[C@](C([H])([H])[H])(C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(\C(=O)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C2([H])[H])C(=C1[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C27H38O3/c1-19(2)12-13-25(29)21(4)11-7-9-20(3)10-8-15-27(6)16-14-23-18-24(28)17-22(5)26(23)30-27/h10-12,17-18,28H,7-9,13-16H2,1-6H3/b20-10+,21-11+/t27-/m1/s1

InChI Key

YCNIACRSUOOPLQ-ULHKSIKBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sargassum micracanthum	JEOL database	Iwashima, M., et al, Chem. Pharm. Bull. 56, 124 (2008)

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Tocotrienols

Alternative Parents

Substituents

Tocotrienol
Diterpenoid
Chromane
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Alpha-branched alpha,beta-unsaturated-ketone
Benzenoid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aldehyde
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.75	ALOGPS
logP	7.6	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	10.14	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	128.53 m³·mol⁻¹	ChemAxon
Polarizability	47.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27023244

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24796376

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Iwashima, M., et al. (2008). Iwashima, M., et al, Chem. Pharm. Bull. 56, 124 (2008). Chem. Pharm. Bull..

Showing NP-Card for (2R)-9'-oxo-delta-tocotrienol (NP0037247)

MOL for NP0037247 ((2R)-9'-oxo-delta-tocotrienol)

3D MOL for NP0037247 ((2R)-9'-oxo-delta-tocotrienol)

3D SDF for NP0037247 ((2R)-9'-oxo-delta-tocotrienol)

3D-SDF for NP0037247 ((2R)-9'-oxo-delta-tocotrienol)

PDB for NP0037247 ((2R)-9'-oxo-delta-tocotrienol)

3D PDB for NP0037247 ((2R)-9'-oxo-delta-tocotrienol)

SMILES for NP0037247 ((2R)-9'-oxo-delta-tocotrienol)

INCHI for NP0037247 ((2R)-9'-oxo-delta-tocotrienol)

Structure for NP0037247 ((2R)-9'-oxo-delta-tocotrienol)

3D Structure for NP0037247 ((2R)-9'-oxo-delta-tocotrienol)