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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:03:41 UTC

Update Date

2022-03-07 02:56:59 UTC

HMDB ID

HMDB0041379

Secondary Accession Numbers

HMDB41379

Metabolite Identification

Common Name

2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one

Description

2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 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. 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make 2,3-dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one.

Structure

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

HMDB0041379
     RDKit          3D
2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.6639    0.4084   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0447   -0.6130    0.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6591   -0.6213    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251   -1.6133    1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486   -1.6721    1.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776   -0.7144    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255    0.2935    0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932    0.3230    0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027    1.2763   -0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2144    1.9766   -1.5003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369    1.3745   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201    1.8456    1.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2459   -0.0685   -0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667   -0.0236    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684   -0.7246   -1.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4682   -0.7087    0.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4690    0.2028   -1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7533    0.3111    0.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636    1.3901    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848   -2.3629    1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1403   -2.4498    2.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550    1.1128   -0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3316    1.9997   -0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5790    1.7584    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2099    0.8962   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6684    0.0392    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2252   -0.9531    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1150    0.0627   -2.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446   -1.1962   -1.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7803   -1.5496   -1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  8  3  1  0
 16  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  5 21  1  0
  8 22  1  0
 11 23  1  0
 12 24  1  0
 14 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
M  END

  Mrv0541 05061312382D          

 16 17  0  0  0  0            999 V2000
    2.9559   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -2.0127    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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    1.4289    0.0000    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15  3  1  0  0  0  0
 15  7  1  0  0  0  0
 16  9  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041379

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(OC(C)(C)C(O)C2=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O4/c1-12(2)11(14)10(13)8-6-7(15-3)4-5-9(8)16-12/h4-6,11,14H,1-3H3

> <INCHI_KEY>
YTGHSHJESKKQEY-UHFFFAOYSA-N

> <FORMULA>
C12H14O4

> <MOLECULAR_WEIGHT>
222.2372

> <EXACT_MASS>
222.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
22.70924941693736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-6-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
1.1358857946666663

> <ALOGPS_LOGS>
-1.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.13582539197564

> <JCHEM_PKA_STRONGEST_BASIC>
-4.051470448775253

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
57.922700000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-6-methoxy-2,2-dimethyl-3H-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041379
     RDKit          3D
2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.6639    0.4084   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0447   -0.6130    0.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6591   -0.6213    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251   -1.6133    1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486   -1.6721    1.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776   -0.7144    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255    0.2935    0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932    0.3230    0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027    1.2763   -0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2144    1.9766   -1.5003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369    1.3745   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201    1.8456    1.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2459   -0.0685   -0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667   -0.0236    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684   -0.7246   -1.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4682   -0.7087    0.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4690    0.2028   -1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7533    0.3111    0.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636    1.3901    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848   -2.3629    1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1403   -2.4498    2.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550    1.1128   -0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3316    1.9997   -0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5790    1.7584    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2099    0.8962   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6684    0.0392    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2252   -0.9531    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1150    0.0627   -2.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446   -1.1962   -1.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7803   -1.5496   -1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  8  3  1  0
 16  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  5 21  1  0
  8 22  1  0
 11 23  1  0
 12 24  1  0
 14 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
 15 30  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       5.518  -2.043   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.528  -3.757   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   15                                                            
CONECT    4    5    7                                                       
CONECT    5    4    9                                                       
CONECT    6    7    8                                                       
CONECT    7    4    6   15                                                  
CONECT    8    6    9   10                                                  
CONECT    9    5    8   16                                                  
CONECT   10    8   11   13                                                  
CONECT   11   10   12   14                                                  
CONECT   12    1    2   11   16                                             
CONECT   13   10                                                            
CONECT   14   11                                                            
CONECT   15    3    7                                                       
CONECT   16    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0041379
HETATM    1  C1  UNL     1       4.664   0.408  -0.138  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.045  -0.613   0.621  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.659  -0.621   0.669  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.025  -1.613   1.408  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.649  -1.672   1.491  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.078  -0.714   0.818  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.525   0.294   0.069  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.893   0.323   0.007  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.303   1.276  -0.619  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.214   1.977  -1.500  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.737   1.374  -0.211  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.720   1.846   1.117  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.246  -0.068  -0.147  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.667  -0.024   0.313  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.068  -0.725  -1.493  1.00  0.00           C  
HETATM   16  O4  UNL     1      -1.468  -0.709   0.856  1.00  0.00           O  
HETATM   17  H1  UNL     1       4.469   0.203  -1.228  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.753   0.311   0.018  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.264   1.390   0.163  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.585  -2.363   1.935  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.140  -2.450   2.071  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.355   1.113  -0.580  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.332   2.000  -0.876  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.579   1.758   1.563  1.00  0.00           H  
HETATM   25  H9  UNL     1      -4.210   0.896  -0.036  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.668   0.039   1.422  1.00  0.00           H  
HETATM   27  H11 UNL     1      -4.225  -0.953   0.060  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.115   0.063  -2.281  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.045  -1.196  -1.473  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.780  -1.550  -1.668  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   20
CONECT    5    6    6   21
CONECT    6    7   16
CONECT    7    8    8    9
CONECT    8   22
CONECT    9   10   10   11
CONECT   11   12   13   23
CONECT   12   24
CONECT   13   14   15   16
CONECT   14   25   26   27
CONECT   15   28   29   30
END

HMDB0041379
     RDKit          3D
2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.6639    0.4084   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0447   -0.6130    0.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6591   -0.6213    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251   -1.6133    1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486   -1.6721    1.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776   -0.7144    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255    0.2935    0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932    0.3230    0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027    1.2763   -0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2144    1.9766   -1.5003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369    1.3745   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201    1.8456    1.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2459   -0.0685   -0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667   -0.0236    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684   -0.7246   -1.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4682   -0.7087    0.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4690    0.2028   -1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7533    0.3111    0.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636    1.3901    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848   -2.3629    1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1403   -2.4498    2.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550    1.1128   -0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3316    1.9997   -0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5790    1.7584    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2099    0.8962   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6684    0.0392    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2252   -0.9531    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1150    0.0627   -2.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446   -1.1962   -1.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7803   -1.5496   -1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  8  3  1  0
 16  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  5 21  1  0
  8 22  1  0
 11 23  1  0
 12 24  1  0
 14 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄O₄

Average Molecular Weight

222.2372

Monoisotopic Molecular Weight

222.089208936

IUPAC Name

3-hydroxy-6-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

3-hydroxy-6-methoxy-2,2-dimethyl-3H-1-benzopyran-4-one

CAS Registry Number

31298-69-8

SMILES

COC1=CC2=C(OC(C)(C)C(O)C2=O)C=C1

InChI Identifier

InChI=1S/C12H14O4/c1-12(2)11(14)10(13)8-6-7(15-3)4-5-9(8)16-12/h4-6,11,14H,1-3H3

InChI Key

YTGHSHJESKKQEY-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
Chromone
Anisole
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Benzenoid
Secondary alcohol
Ketone
Ether
Oxacycle
Organic oxide
Organooxygen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041379)
Cytoplasm (HMDB: HMDB0041379)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041379)

Source

Exogenous

Exogenous (HMDB: HMDB0041379)

Food

Food (HMDB: HMDB0041379)

Plant (HMDB: HMDB0041379)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041379)

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	7.28 g/L	ALOGPS
logP	1.55	ALOGPS
logP	1.14	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	12.14	ChemAxon
pKa (Strongest Basic)	-4.1	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	1	ChemAxon
Refractivity	57.92 m³·mol⁻¹	ChemAxon
Polarizability	22.71 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]+	151.542	31661259
DarkChem	[M-H]-	151.987	31661259
DeepCCS	[M+H]+	154.922	30932474
DeepCCS	[M-H]-	152.564	30932474
DeepCCS	[M-2H]-	185.45	30932474
DeepCCS	[M+Na]+	161.015	30932474
AllCCS	[M+H]+	149.1	32859911
AllCCS	[M+H-H2O]+	145.0	32859911
AllCCS	[M+NH4]+	152.8	32859911
AllCCS	[M+Na]+	153.9	32859911
AllCCS	[M-H]-	152.3	32859911
AllCCS	[M+Na-2H]-	152.5	32859911
AllCCS	[M+HCOO]-	152.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one	COC1=CC2=C(OC(C)(C)C(O)C2=O)C=C1	2792.5	Standard polar	33892256
2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one	COC1=CC2=C(OC(C)(C)C(O)C2=O)C=C1	1834.5	Standard non polar	33892256
2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one	COC1=CC2=C(OC(C)(C)C(O)C2=O)C=C1	1760.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one,1TMS,isomer #1	COC1=CC=C2OC(C)(C)C(O[Si](C)(C)C)C(=O)C2=C1	1831.9	Semi standard non polar	33892256
2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one,1TBDMS,isomer #1	COC1=CC=C2OC(C)(C)C(O[Si](C)(C)C(C)(C)C)C(=O)C2=C1	2077.1	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 - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kfx-1920000000-ef0893ef74fee965ab28	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-9450000000-3f8fe3a819c30e79de90	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 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 - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 10V, Positive-QTOF	splash10-00di-1290000000-a3f6529d07a0431f557d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 20V, Positive-QTOF	splash10-0pi9-1930000000-d8d2d0012d456f8b15b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 40V, Positive-QTOF	splash10-05g1-9300000000-3b2a2634400f733ee1d4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 10V, Negative-QTOF	splash10-00di-1190000000-c16eab359c800821329b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 20V, Negative-QTOF	splash10-00di-4590000000-8eb7de3784cd01d2bb9a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 40V, Negative-QTOF	splash10-0ab9-6900000000-344a61087ed65d8e978b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 10V, Positive-QTOF	splash10-00di-0090000000-82064793a732d8c034b4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 20V, Positive-QTOF	splash10-00di-0950000000-71008244854946c1a6bd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 40V, Positive-QTOF	splash10-0kfx-4900000000-ef15c1dd44ad21c9545b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 10V, Negative-QTOF	splash10-00di-0190000000-5c2a774a8e6fec8b0de6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 20V, Negative-QTOF	splash10-0fki-1940000000-3e5aaebe7598857f4734	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one 40V, Negative-QTOF	splash10-0a70-2910000000-6d0a877355810d6b1f37	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB021310

KNApSAcK ID

C00053920

Chemspider ID

35015168

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72800869

PDB ID

Not Available

ChEBI ID

174140

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 2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one (HMDB0041379)

MOL for HMDB0041379 (2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one)

3D MOL for HMDB0041379 (2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one)

3D SDF for HMDB0041379 (2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one)

3D-SDF for HMDB0041379 (2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one)

PDB for HMDB0041379 (2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one)

3D PDB for HMDB0041379 (2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one)

SMILES for HMDB0041379 (2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one)

INCHI for HMDB0041379 (2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one)

Structure for HMDB0041379 (2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one)

3D Structure for HMDB0041379 (2,3-Dihydro-3-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra