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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:01 UTC

Update Date

2023-02-21 17:20:48 UTC

HMDB ID

HMDB0031553

Secondary Accession Numbers

HMDB31553

Metabolite Identification

Common Name

6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran

Description

6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran, also known as a,2,2-trimethyl-2H-1-benzopyran-6-methanol, 9CI or demethoxyencecalinol, 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. Based on a literature review a significant number of articles have been published on 6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran.

Structure

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

HMDB0031553
     RDKit          3D
6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran
 31 32  0  0  0  0  0  0  0  0999 V2000
    4.5185   -0.5571   -0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6248    0.0896    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483    1.4673    0.3385 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1928   -0.1414    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7420   -1.0628   -0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952   -1.2370   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671   -0.4971   -0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    0.4189    0.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2621    0.6012    0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601    1.2174    1.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439    1.0326    1.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8863    0.0598    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459   -0.9958    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8500    0.7331   -0.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997   -0.6647   -0.6052 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535   -0.3600   -1.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5306   -0.1038   -0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5274   -1.6561   -0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8962   -0.3202    1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6951    1.7063   -0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575   -1.6439   -1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -1.9565   -1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5573    1.3431    1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977    1.9542    1.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0230    1.6468    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1497   -1.5522    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1241   -1.6578   -0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6345   -0.5078    1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3367    1.5641   -0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    1.0487   -1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6523    0.0312   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  9  4  1  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 13 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
M  END


  Mrv0541 05061305592D          

 15 16  0  0  0  0            999 V2000
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559    1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
  9  1  1  0  0  0  0
 10  4  1  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  5  1  0  0  0  0
 12 11  2  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031553

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)C1=CC2=C(OC(C)(C)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O2/c1-9(14)10-4-5-12-11(8-10)6-7-13(2,3)15-12/h4-9,14H,1-3H3

> <INCHI_KEY>
ICIIMFRGWJJFIH-UHFFFAOYSA-N

> <FORMULA>
C13H16O2

> <MOLECULAR_WEIGHT>
204.2649

> <EXACT_MASS>
204.115029756

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.19841401428954

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2,2-dimethyl-2H-chromen-6-yl)ethan-1-ol

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
2.523094475333333

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.796610412804565

> <JCHEM_PKA_STRONGEST_BASIC>
-2.887762605439282

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
61.68610000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(2,2-dimethylchromen-6-yl)ethanol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031553
     RDKit          3D
6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran
 31 32  0  0  0  0  0  0  0  0999 V2000
    4.5185   -0.5571   -0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6248    0.0896    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483    1.4673    0.3385 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1928   -0.1414    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7420   -1.0628   -0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952   -1.2370   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671   -0.4971   -0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    0.4189    0.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2621    0.6012    0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601    1.2174    1.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439    1.0326    1.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8863    0.0598    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459   -0.9958    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8500    0.7331   -0.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997   -0.6647   -0.6052 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535   -0.3600   -1.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5306   -0.1038   -0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5274   -1.6561   -0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8962   -0.3202    1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6951    1.7063   -0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575   -1.6439   -1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -1.9565   -1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5573    1.3431    1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977    1.9542    1.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0230    1.6468    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1497   -1.5522    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1241   -1.6578   -0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6345   -0.5078    1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3367    1.5641   -0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    1.0487   -1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6523    0.0312   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  9  4  1  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 13 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  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      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.518   3.583   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.528   5.297   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4    5   10                                                       
CONECT    5    4   12                                                       
CONECT    6    7   11                                                       
CONECT    7    6   13                                                       
CONECT    8   10   11                                                       
CONECT    9    1   10   14                                                  
CONECT   10    4    8    9                                                  
CONECT   11    6    8   12                                                  
CONECT   12    5   11   15                                                  
CONECT   13    2    3    7   15                                             
CONECT   14    9                                                            
CONECT   15   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0031553
HETATM    1  C1  UNL     1       4.519  -0.557  -0.734  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.625   0.090   0.298  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.848   1.467   0.339  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.193  -0.141   0.029  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.742  -1.063  -0.882  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.395  -1.237  -1.093  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.567  -0.497  -0.401  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.106   0.419   0.505  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.262   0.601   0.724  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.060   1.217   1.254  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.344   1.033   1.035  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.886   0.060   0.071  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.746  -0.996   0.789  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.850   0.733  -0.908  1.00  0.00           C  
HETATM   15  O2  UNL     1      -1.900  -0.665  -0.605  1.00  0.00           O  
HETATM   16  H1  UNL     1       4.154  -0.360  -1.774  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.531  -0.104  -0.684  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.527  -1.656  -0.581  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.896  -0.320   1.290  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.695   1.706  -0.071  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.457  -1.644  -1.427  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.001  -1.956  -1.806  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.557   1.343   1.456  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.698   1.954   1.983  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.023   1.647   1.612  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.150  -1.552   1.520  1.00  0.00           H  
HETATM   27  H12 UNL     1      -4.124  -1.658  -0.039  1.00  0.00           H  
HETATM   28  H13 UNL     1      -4.635  -0.508   1.221  1.00  0.00           H  
HETATM   29  H14 UNL     1      -4.337   1.564  -0.369  1.00  0.00           H  
HETATM   30  H15 UNL     1      -3.326   1.049  -1.830  1.00  0.00           H  
HETATM   31  H16 UNL     1      -4.652   0.031  -1.217  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20
CONECT    4    5    5    9
CONECT    5    6   21
CONECT    6    7    7   22
CONECT    7    8   15
CONECT    8    9    9   10
CONECT    9   23
CONECT   10   11   11   24
CONECT   11   12   25
CONECT   12   13   14   15
CONECT   13   26   27   28
CONECT   14   29   30   31
END

HMDB0031553
     RDKit          3D
6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran
 31 32  0  0  0  0  0  0  0  0999 V2000
    4.5185   -0.5571   -0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6248    0.0896    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483    1.4673    0.3385 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1928   -0.1414    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7420   -1.0628   -0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952   -1.2370   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671   -0.4971   -0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    0.4189    0.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2621    0.6012    0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601    1.2174    1.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439    1.0326    1.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8863    0.0598    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459   -0.9958    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8500    0.7331   -0.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997   -0.6647   -0.6052 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535   -0.3600   -1.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5306   -0.1038   -0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5274   -1.6561   -0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8962   -0.3202    1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6951    1.7063   -0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575   -1.6439   -1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -1.9565   -1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5573    1.3431    1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977    1.9542    1.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0230    1.6468    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1497   -1.5522    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1241   -1.6578   -0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6345   -0.5078    1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3367    1.5641   -0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    1.0487   -1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6523    0.0312   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  9  4  1  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 13 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a,2,2-Trimethyl-2H-1-benzopyran-6-methanol, 9ci	HMDB
alpha,2,2-Trimethyl-2H-1-benzopyran-6-methanol	HMDB
Demethoxyencecalinol	HMDB

Chemical Formula

C₁₃H₁₆O₂

Average Molecular Weight

204.2649

Monoisotopic Molecular Weight

204.115029756

IUPAC Name

1-(2,2-dimethyl-2H-chromen-6-yl)ethan-1-ol

Traditional Name

1-(2,2-dimethylchromen-6-yl)ethanol

CAS Registry Number

71822-00-9

SMILES

CC(O)C1=CC2=C(OC(C)(C)C=C2)C=C1

InChI Identifier

InChI=1S/C13H16O2/c1-9(14)10-4-5-12-11(8-10)6-7-13(2,3)15-12/h4-9,14H,1-3H3

InChI Key

ICIIMFRGWJJFIH-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
Secondary alcohol
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031553)
Cell membrane (HMDB: HMDB0031553)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031553)

Source

Endogenous

Endogenous (HMDB: HMDB0031553)

Exogenous

Food

Food (HMDB: HMDB0031553)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0031553)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	3.19	ALOGPS
logP	2.52	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	14.8	ChemAxon
pKa (Strongest Basic)	-2.9	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	1	ChemAxon
Refractivity	61.69 m³·mol⁻¹	ChemAxon
Polarizability	23.2 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]+	147.138	31661259
DarkChem	[M-H]-	145.782	31661259
DeepCCS	[M+H]+	150.691	30932474
DeepCCS	[M-H]-	148.318	30932474
DeepCCS	[M-2H]-	181.42	30932474
DeepCCS	[M+Na]+	156.769	30932474
AllCCS	[M+H]+	145.3	32859911
AllCCS	[M+H-H2O]+	141.0	32859911
AllCCS	[M+NH4]+	149.2	32859911
AllCCS	[M+Na]+	150.4	32859911
AllCCS	[M-H]-	150.9	32859911
AllCCS	[M+Na-2H]-	151.2	32859911
AllCCS	[M+HCOO]-	151.6	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.	5.68 minutes	32390414
Predicted by Siyang on May 30, 2022	12.022 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.94 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	23.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2083.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	330.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	155.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	89.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	481.5 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	501.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	101.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1057.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	375.6 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	1046.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	377.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	349.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	376.3 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	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran	CC(O)C1=CC2=C(OC(C)(C)C=C2)C=C1	2356.4	Standard polar	33892256
6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran	CC(O)C1=CC2=C(OC(C)(C)C=C2)C=C1	1569.6	Standard non polar	33892256
6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran	CC(O)C1=CC2=C(OC(C)(C)C=C2)C=C1	1633.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran,1TMS,isomer #1	CC(O[Si](C)(C)C)C1=CC=C2OC(C)(C)C=CC2=C1	1606.1	Semi standard non polar	33892256
6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C1=CC=C2OC(C)(C)C=CC2=C1	1895.8	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008165

KNApSAcK ID

C00054141

Chemspider ID

137575

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

156221

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 6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran (HMDB0031553)

MOL for HMDB0031553 (6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran)

3D MOL for HMDB0031553 (6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran)

3D SDF for HMDB0031553 (6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran)

3D-SDF for HMDB0031553 (6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran)

PDB for HMDB0031553 (6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran)

3D PDB for HMDB0031553 (6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran)

SMILES for HMDB0031553 (6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran)

INCHI for HMDB0031553 (6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran)

Structure for HMDB0031553 (6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran)

3D Structure for HMDB0031553 (6-(1-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized