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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 01:45:16 UTC

Update Date

2022-09-22 18:34:27 UTC

HMDB ID

HMDB0040217

Secondary Accession Numbers

HMDB40217

Metabolite Identification

Common Name

3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol

Description

3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol has been detected, but not quantified in, fats and oils. This could make 3,4-dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol.

Structure

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

HMDB0040217
     RDKit          3D
3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol
 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.2977   -1.9024    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2359   -0.8924    0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0242   -1.3498   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7979   -2.7691   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0058   -0.4152   -0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2054    0.9231   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4172    1.3810    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    2.8463    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109    0.4496    0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6339    0.8875    1.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499    1.9131   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852    1.3667   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3649   -0.0924   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6623   -0.2974    1.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472   -0.5668   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -0.8529   -0.8600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691   -2.9159    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0600   -1.9313   -0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7623   -1.6475    1.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6494   -3.3794    0.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885   -3.1971   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0602   -2.9492   -1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012    2.9634    0.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876    3.1414    1.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625    3.4131   -0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978    0.2620    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079    2.5478   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9131    2.6271    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4618    1.5754   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9590    1.9262   -0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -1.2802    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -0.2866    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1955    0.4887    1.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4704   -0.1088   -0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313   -1.6645   -1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156   -0.2133   -2.3543 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  0
 13 15  1  0
 13 16  1  0
  9  2  1  0
 16  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
M  END


  Mrv0541 05061311422D          

 16 17  0  0  0  0            999 V2000
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 14  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040217

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(O)C(C)=C2CCC(C)(C)OC2=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O2/c1-8-9(2)13-11(10(3)12(8)15)6-7-14(4,5)16-13/h15H,6-7H2,1-5H3

> <INCHI_KEY>
SEBPXHSZHLFWRL-UHFFFAOYSA-N

> <FORMULA>
C14H20O2

> <MOLECULAR_WEIGHT>
220.3074

> <EXACT_MASS>
220.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.844265682599502

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2,5,7,8-pentamethyl-3,4-dihydro-2H-1-benzopyran-6-ol

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
4.233882261

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.80311762365108

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8512640634228195

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
66.59330000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,5,7,8-pentamethyl-3,4-dihydro-1-benzopyran-6-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040217
     RDKit          3D
3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol
 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.2977   -1.9024    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2359   -0.8924    0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0242   -1.3498   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7979   -2.7691   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0058   -0.4152   -0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2054    0.9231   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4172    1.3810    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    2.8463    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109    0.4496    0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6339    0.8875    1.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499    1.9131   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852    1.3667   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3649   -0.0924   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6623   -0.2974    1.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472   -0.5668   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -0.8529   -0.8600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691   -2.9159    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0600   -1.9313   -0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7623   -1.6475    1.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6494   -3.3794    0.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885   -3.1971   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0602   -2.9492   -1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012    2.9634    0.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876    3.1414    1.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625    3.4131   -0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978    0.2620    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079    2.5478   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9131    2.6271    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4618    1.5754   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9590    1.9262   -0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -1.2802    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -0.2866    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1955    0.4887    1.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4704   -0.1088   -0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313   -1.6645   -1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156   -0.2133   -2.3543 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  0
 13 15  1  0
 13 16  1  0
  9  2  1  0
 16  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.151   1.273   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.141   2.987   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   14                                                            
CONECT    5   14                                                            
CONECT    6    7   11                                                       
CONECT    7    6   14                                                       
CONECT    8    1    9   12                                                  
CONECT    9    2    8   13                                                  
CONECT   10    3   11   12                                                  
CONECT   11    6   10   13                                                  
CONECT   12    8   10   15                                                  
CONECT   13    9   11   16                                                  
CONECT   14    4    5    7   16                                             
CONECT   15   12                                                            
CONECT   16   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0040217
HETATM    1  C1  UNL     1      -3.298  -1.902   0.548  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.236  -0.892   0.316  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.024  -1.350  -0.158  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.798  -2.769  -0.420  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.006  -0.415  -0.384  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.205   0.923  -0.142  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.417   1.381   0.332  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.641   2.846   0.600  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.411   0.450   0.551  1.00  0.00           C  
HETATM   10  O1  UNL     1      -3.634   0.887   1.026  1.00  0.00           O  
HETATM   11  C10 UNL     1       0.850   1.913  -0.375  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.185   1.367  -0.732  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.365  -0.092  -0.465  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.662  -0.297   1.003  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.547  -0.567  -1.308  1.00  0.00           C  
HETATM   16  O2  UNL     1       1.220  -0.853  -0.860  1.00  0.00           O  
HETATM   17  H1  UNL     1      -2.869  -2.916   0.679  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.060  -1.931  -0.237  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.762  -1.648   1.531  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.649  -3.379   0.494  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.688  -3.197  -0.961  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.060  -2.949  -1.100  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.701   2.963   0.864  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.988   3.141   1.423  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.462   3.413  -0.344  1.00  0.00           H  
HETATM   26  H10 UNL     1      -4.398   0.262   1.205  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.508   2.548  -1.244  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.913   2.627   0.489  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.462   1.575  -1.807  1.00  0.00           H  
HETATM   30  H14 UNL     1       2.959   1.926  -0.144  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.262  -1.280   1.352  1.00  0.00           H  
HETATM   32  H16 UNL     1       3.742  -0.287   1.234  1.00  0.00           H  
HETATM   33  H17 UNL     1       2.195   0.489   1.644  1.00  0.00           H  
HETATM   34  H18 UNL     1       4.470  -0.109  -0.951  1.00  0.00           H  
HETATM   35  H19 UNL     1       3.531  -1.665  -1.303  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.316  -0.213  -2.354  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3    9
CONECT    3    4    5
CONECT    4   20   21   22
CONECT    5    6    6   16
CONECT    6    7   11
CONECT    7    8    9    9
CONECT    8   23   24   25
CONECT    9   10
CONECT   10   26
CONECT   11   12   27   28
CONECT   12   13   29   30
CONECT   13   14   15   16
CONECT   14   31   32   33
CONECT   15   34   35   36
END

HMDB0040217
     RDKit          3D
3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol
 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.2977   -1.9024    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2359   -0.8924    0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0242   -1.3498   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7979   -2.7691   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0058   -0.4152   -0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2054    0.9231   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4172    1.3810    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    2.8463    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109    0.4496    0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6339    0.8875    1.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499    1.9131   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852    1.3667   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3649   -0.0924   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6623   -0.2974    1.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472   -0.5668   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -0.8529   -0.8600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691   -2.9159    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0600   -1.9313   -0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7623   -1.6475    1.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6494   -3.3794    0.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885   -3.1971   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0602   -2.9492   -1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012    2.9634    0.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876    3.1414    1.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625    3.4131   -0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978    0.2620    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079    2.5478   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9131    2.6271    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4618    1.5754   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9590    1.9262   -0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -1.2802    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -0.2866    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1955    0.4887    1.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4704   -0.1088   -0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313   -1.6645   -1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156   -0.2133   -2.3543 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  0
 13 15  1  0
 13 16  1  0
  9  2  1  0
 16  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,2,5,7,8-Pentamethyl-benz[b]dihydropyran-6-ol	HMDB
3,4-dihydro-6-Hydroxy-2,2,5,7,8-pentamethyl-2H-1-benzopyran	HMDB
PMHC	HMDB
PMHCR	HMDB, MeSH

Chemical Formula

C₁₄H₂₀O₂

Average Molecular Weight

220.3074

Monoisotopic Molecular Weight

220.146329884

IUPAC Name

2,2,5,7,8-pentamethyl-3,4-dihydro-2H-1-benzopyran-6-ol

Traditional Name

2,2,5,7,8-pentamethyl-3,4-dihydro-1-benzopyran-6-ol

CAS Registry Number

950-99-2

SMILES

CC1=C(O)C(C)=C2CCC(C)(C)OC2=C1C

InChI Identifier

InChI=1S/C14H20O2/c1-8-9(2)13-11(10(3)12(8)15)6-7-14(4,5)16-13/h15H,6-7H2,1-5H3

InChI Key

SEBPXHSZHLFWRL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Alkyl aryl ether
Benzenoid
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040217)
Cell membrane (HMDB: HMDB0040217)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040217)

Source

Exogenous

Exogenous (HMDB: HMDB0040217)

Food

Food (HMDB: HMDB0040217)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0040217)

Biological role

Nutrient (HMDB: HMDB0040217)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	94 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.36 g/L	ALOGPS
logP	4.06	ALOGPS
logP	4.23	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.8	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	0	ChemAxon
Refractivity	66.59 m³·mol⁻¹	ChemAxon
Polarizability	25.84 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	150.001	31661259
DarkChem	[M-H]-	149.028	31661259
DeepCCS	[M+H]+	153.762	30932474
DeepCCS	[M-H]-	151.404	30932474
DeepCCS	[M-2H]-	184.734	30932474
DeepCCS	[M+Na]+	159.855	30932474
AllCCS	[M+H]+	147.7	32859911
AllCCS	[M+H-H2O]+	143.6	32859911
AllCCS	[M+NH4]+	151.4	32859911
AllCCS	[M+Na]+	152.5	32859911
AllCCS	[M-H]-	156.1	32859911
AllCCS	[M+Na-2H]-	156.2	32859911
AllCCS	[M+HCOO]-	156.4	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.	6.08 minutes	32390414
Predicted by Siyang on May 30, 2022	18.9748 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.46 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2120.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	630.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	251.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	383.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	340.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	970.9 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	952.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1594.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	580.8 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	1850.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	604.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	427.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	484.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	450.9 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	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol	CC1=C(O)C(C)=C2CCC(C)(C)OC2=C1C	2544.5	Standard polar	33892256
3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol	CC1=C(O)C(C)=C2CCC(C)(C)OC2=C1C	1758.7	Standard non polar	33892256
3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol	CC1=C(O)C(C)=C2CCC(C)(C)OC2=C1C	1799.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol,1TMS,isomer #1	CC1=C(C)C2=C(CCC(C)(C)O2)C(C)=C1O[Si](C)(C)C	1884.0	Semi standard non polar	33892256
3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol,1TBDMS,isomer #1	CC1=C(C)C2=C(CCC(C)(C)O2)C(C)=C1O[Si](C)(C)C(C)(C)C	2088.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol EI-B (Non-derivatized)	splash10-0300-4930000000-08d950865405837d6fca	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol EI-B (Non-derivatized)	splash10-0300-4930000000-08d950865405837d6fca	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pi0-0970000000-486069530a0f16d41bba	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol GC-MS (1 TMS) - 70eV, Positive	splash10-00b9-3590000000-ff60d04f4c95dfa40f3c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 10V, Positive-QTOF	splash10-00di-1590000000-f50a23f09a0ec36f9a24	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 20V, Positive-QTOF	splash10-014i-1910000000-38789dfdaa25f124ca50	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 40V, Positive-QTOF	splash10-066s-5900000000-5d42eec0e7c66161eadd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 10V, Negative-QTOF	splash10-014i-0190000000-6572ae6763c229bbb8a9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 20V, Negative-QTOF	splash10-02t9-1790000000-fd19f984645e879c8532	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 40V, Negative-QTOF	splash10-0gx1-2900000000-1c1b5afa1e733eeac908	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 10V, Negative-QTOF	splash10-014i-0090000000-b5ccca7192d7ca154168	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 20V, Negative-QTOF	splash10-014i-0090000000-eb7db85f558a01af52a8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 40V, Negative-QTOF	splash10-0i00-1930000000-03317b8c7f05b3051f8b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 10V, Positive-QTOF	splash10-00di-0290000000-5a3c01ef6819dd4e94e2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 20V, Positive-QTOF	splash10-00xr-1980000000-57f1d511120aeab1f2b8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol 40V, Positive-QTOF	splash10-02al-6900000000-1ac4790403284290fe6d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13111

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019929

KNApSAcK ID

Not Available

Chemspider ID

89875

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

99479

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol (HMDB0040217)

MOL for HMDB0040217 (3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol)

3D MOL for HMDB0040217 (3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol)

3D SDF for HMDB0040217 (3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol)

3D-SDF for HMDB0040217 (3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol)

PDB for HMDB0040217 (3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol)

3D PDB for HMDB0040217 (3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol)

SMILES for HMDB0040217 (3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol)

INCHI for HMDB0040217 (3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol)

Structure for HMDB0040217 (3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol)

3D Structure for HMDB0040217 (3,4-Dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra