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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:34 UTC

Update Date

2022-03-07 02:52:17 UTC

HMDB ID

HMDB0029774

Secondary Accession Numbers

HMDB29774

Metabolite Identification

Common Name

7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran

Description

7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 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 very few articles have been published on 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran.

Structure

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

HMDB0029774
     RDKit          3D
7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran
 34 35  0  0  0  0  0  0  0  0999 V2000
    5.7149    1.2586   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3627    0.0279    0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1105   -0.4242    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9950    0.3743    0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2262    1.3922    1.3203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6065    0.0778    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5734    0.8685    0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531    0.6282    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1319   -0.4416   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273   -1.2330   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2215   -0.9740   -0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1961   -1.8107   -1.0611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4666   -0.6891   -0.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5334    0.0677   -0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2835    0.5887   -1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5421   -0.7999    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091    1.2020    0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8352    1.4371    1.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6712    1.2893   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1158    2.0663    0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7948    1.4201    0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -1.5201    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134   -0.4038   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710    1.6995    1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3671   -2.0751   -1.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9188   -2.5829   -1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788    1.3177   -1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -0.3060   -1.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2381    1.0661   -0.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1461   -0.1773    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680   -1.5941    1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1658   -1.3404   -0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878    1.8660    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066    2.2938    1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  2  0
 11  6  1  0
 18  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
 10 25  1  0
 12 26  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END


  Mrv0541 02241209032D          

 18 19  0  0  0  0            999 V2000
   -1.1106    0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1106    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964   -0.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3165    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3165    0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    1.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309   -0.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7438    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7438    0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309    1.3509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1320    1.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339    0.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8484    1.3661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338   -0.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5339   -0.0144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338   -1.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2345   -1.6110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5148   -1.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 13  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029774

> <DATABASE_NAME>
hmdb

> <SMILES>
COCC(=O)C1=C(O)C=C2OC(C)(C)C=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O4/c1-14(2)5-4-9-6-10(12(16)8-17-3)11(15)7-13(9)18-14/h4-7,15H,8H2,1-3H3

> <INCHI_KEY>
TZTBQYUROLBSLN-UHFFFAOYSA-N

> <FORMULA>
C14H16O4

> <MOLECULAR_WEIGHT>
248.2744

> <EXACT_MASS>
248.104859

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
26.741665660176068

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(7-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-2-methoxyethan-1-one

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
2.603829872666666

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.913107299316838

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.033054019485999

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9533301871617743

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
69.2885

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(7-hydroxy-2,2-dimethylchromen-6-yl)-2-methoxyethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029774
     RDKit          3D
7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran
 34 35  0  0  0  0  0  0  0  0999 V2000
    5.7149    1.2586   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3627    0.0279    0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1105   -0.4242    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9950    0.3743    0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2262    1.3922    1.3203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6065    0.0778    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5734    0.8685    0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531    0.6282    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1319   -0.4416   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273   -1.2330   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2215   -0.9740   -0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1961   -1.8107   -1.0611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4666   -0.6891   -0.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5334    0.0677   -0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2835    0.5887   -1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5421   -0.7999    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091    1.2020    0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8352    1.4371    1.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6712    1.2893   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1158    2.0663    0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7948    1.4201    0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -1.5201    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134   -0.4038   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710    1.6995    1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3671   -2.0751   -1.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9188   -2.5829   -1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788    1.3177   -1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -0.3060   -1.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2381    1.0661   -0.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1461   -0.1773    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680   -1.5941    1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1658   -1.3404   -0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878    1.8660    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066    2.2938    1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  2  0
 11  6  1  0
 18  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
 10 25  1  0
 12 26  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.073   1.754   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.073   0.212   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.740  -0.559   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.591   0.212   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.591   1.754   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.740   2.522   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.924  -0.559   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.255   0.212   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.255   1.754   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.924   2.522   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.980   3.007   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.730   1.358   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.450   2.550   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.610  -0.674   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.730  -0.027   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.610  -2.255   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.304  -3.007   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.961  -2.231   0.000  0.00  0.00           C+0
CONECT    1    2    6   13                                                  
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    5    9                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    1                                                            
CONECT   14    2   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0029774
HETATM    1  C1  UNL     1       5.715   1.259  -0.127  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.363   0.028   0.367  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.110  -0.424   0.057  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.995   0.374   0.571  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.226   1.392   1.320  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.606   0.078   0.277  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.573   0.868   0.793  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.753   0.628   0.545  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.132  -0.442  -0.252  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.127  -1.233  -0.771  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.222  -0.974  -0.508  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.196  -1.811  -1.061  1.00  0.00           O  
HETATM   13  O4  UNL     1      -2.467  -0.689  -0.506  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.533   0.068  -0.016  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.283   0.589  -1.239  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.542  -0.800   0.723  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.109   1.202   0.831  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.835   1.437   1.072  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.671   1.289  -1.248  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.116   2.066   0.307  1.00  0.00           H  
HETATM   21  H3  UNL     1       6.795   1.420   0.140  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.996  -1.520   0.315  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.013  -0.404  -1.071  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.871   1.700   1.413  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.367  -2.075  -1.395  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.919  -2.583  -1.637  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.679   1.318  -1.780  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.548  -0.306  -1.844  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.238   1.066  -0.926  1.00  0.00           H  
HETATM   30  H12 UNL     1      -5.146  -0.177   1.410  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.968  -1.594   1.281  1.00  0.00           H  
HETATM   32  H14 UNL     1      -5.166  -1.340  -0.018  1.00  0.00           H  
HETATM   33  H15 UNL     1      -3.888   1.866   1.269  1.00  0.00           H  
HETATM   34  H16 UNL     1      -1.607   2.294   1.706  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4   22   23
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   24
CONECT    8    9    9   18
CONECT    9   10   13
CONECT   10   11   11   25
CONECT   11   12
CONECT   12   26
CONECT   13   14
CONECT   14   15   16   17
CONECT   15   27   28   29
CONECT   16   30   31   32
CONECT   17   18   18   33
CONECT   18   34
END

HMDB0029774
     RDKit          3D
7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran
 34 35  0  0  0  0  0  0  0  0999 V2000
    5.7149    1.2586   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3627    0.0279    0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1105   -0.4242    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9950    0.3743    0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2262    1.3922    1.3203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6065    0.0778    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5734    0.8685    0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531    0.6282    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1319   -0.4416   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273   -1.2330   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2215   -0.9740   -0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1961   -1.8107   -1.0611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4666   -0.6891   -0.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5334    0.0677   -0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2835    0.5887   -1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5421   -0.7999    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091    1.2020    0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8352    1.4371    1.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6712    1.2893   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1158    2.0663    0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7948    1.4201    0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -1.5201    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134   -0.4038   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710    1.6995    1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3671   -2.0751   -1.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9188   -2.5829   -1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788    1.3177   -1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -0.3060   -1.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2381    1.0661   -0.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1461   -0.1773    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680   -1.5941    1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1658   -1.3404   -0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878    1.8660    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066    2.2938    1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  2  0
 11  6  1  0
 18  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
 10 25  1  0
 12 26  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₆O₄

Average Molecular Weight

248.2744

Monoisotopic Molecular Weight

248.104859

IUPAC Name

1-(7-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-2-methoxyethan-1-one

Traditional Name

1-(7-hydroxy-2,2-dimethylchromen-6-yl)-2-methoxyethanone

CAS Registry Number

22037-34-9

SMILES

COCC(=O)C1=C(O)C=C2OC(C)(C)C=CC2=C1

InChI Identifier

InChI=1S/C14H16O4/c1-14(2)5-4-9-6-10(12(16)8-17-3)11(15)7-13(9)18-14/h4-7,15H,8H2,1-3H3

InChI Key

TZTBQYUROLBSLN-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
Aryl ketone
Aryl alkyl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Vinylogous acid
Ketone
Ether
Dialkyl ether
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0029774)

Cellular substructure

Membrane (HMDB: HMDB0029774)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029774)

Source

Endogenous

Endogenous (HMDB: HMDB0029774)

Exogenous

Food

Food (HMDB: HMDB0029774)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	88 - 89 °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	0.4 g/L	ALOGPS
logP	2.59	ALOGPS
logP	2.6	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.03	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.29 m³·mol⁻¹	ChemAxon
Polarizability	26.74 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	159.329	31661259
DarkChem	[M-H]-	158.051	31661259
DeepCCS	[M+H]+	162.967	30932474
DeepCCS	[M-H]-	160.609	30932474
DeepCCS	[M-2H]-	193.495	30932474
DeepCCS	[M+Na]+	169.06	30932474
AllCCS	[M+H]+	155.8	32859911
AllCCS	[M+H-H2O]+	152.0	32859911
AllCCS	[M+NH4]+	159.4	32859911
AllCCS	[M+Na]+	160.5	32859911
AllCCS	[M-H]-	160.9	32859911
AllCCS	[M+Na-2H]-	161.0	32859911
AllCCS	[M+HCOO]-	161.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran	COCC(=O)C1=C(O)C=C2OC(C)(C)C=CC2=C1	2843.0	Standard polar	33892256
7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran	COCC(=O)C1=C(O)C=C2OC(C)(C)C=CC2=C1	1938.5	Standard non polar	33892256
7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran	COCC(=O)C1=C(O)C=C2OC(C)(C)C=CC2=C1	1962.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran,1TMS,isomer #1	COCC(=O)C1=CC2=C(C=C1O[Si](C)(C)C)OC(C)(C)C=C2	2001.3	Semi standard non polar	33892256
7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran,1TBDMS,isomer #1	COCC(=O)C1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OC(C)(C)C=C2	2257.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udj-2490000000-708b5bbde720c4fdb512	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran GC-MS (1 TMS) - 70eV, Positive	splash10-01vk-9383000000-915099c24d5a2cae7be2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 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 - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 10V, Positive-QTOF	splash10-0002-0090000000-2802b9c14f7bc8f8fe1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 20V, Positive-QTOF	splash10-00dj-7190000000-871d108718f79a617090	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 40V, Positive-QTOF	splash10-0hox-6920000000-c101d4c359ddd3c435fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 10V, Negative-QTOF	splash10-0002-1090000000-484a77a72d4e7ff68ca0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 20V, Negative-QTOF	splash10-0092-7590000000-9c10c9cafdf6295e01dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 40V, Negative-QTOF	splash10-0a6r-1910000000-ab2e3ed7f163f58c83a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 10V, Negative-QTOF	splash10-0002-0090000000-c5fa63cf0c2f460945a3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 20V, Negative-QTOF	splash10-0002-0390000000-c15962b58e10226efb7e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 40V, Negative-QTOF	splash10-0zir-0920000000-2f15ab7919f57e224310	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 10V, Positive-QTOF	splash10-014j-0090000000-d252158dd764f95f0052	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 20V, Positive-QTOF	splash10-014j-0290000000-f20ed676d4e848a40f09	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran 40V, Positive-QTOF	splash10-0f7t-3950000000-39d17d87ca56d1c521dc	2021-09-24	Wishart Lab	View Spectrum

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

FDB000981

KNApSAcK ID

Not Available

Chemspider ID

30776787

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750897

PDB ID

Not Available

ChEBI ID

174281

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 7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran (HMDB0029774)

MOL for HMDB0029774 (7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran)

3D MOL for HMDB0029774 (7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran)

3D SDF for HMDB0029774 (7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran)

3D-SDF for HMDB0029774 (7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran)

PDB for HMDB0029774 (7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran)

3D PDB for HMDB0029774 (7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran)

SMILES for HMDB0029774 (7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran)

INCHI for HMDB0029774 (7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran)

Structure for HMDB0029774 (7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran)

3D Structure for HMDB0029774 (7-Hydroxy-6-(methoxyacetyl)-2,2-dimethyl-2H-1-benzopyran)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra