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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:47:59 UTC

Update Date

2022-03-07 02:55:23 UTC

HMDB ID

HMDB0037548

Secondary Accession Numbers

HMDB37548

Metabolite Identification

Common Name

2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one

Description

2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one belongs to the class of organic compounds known as benzoxazinones. These are organic compounds containing a benzene fused to an oxazine ring (a six-member aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group. 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one has been detected, but not quantified in, several different foods, such as breakfast cereal, cereals and cereal products, corns (Zea mays), and fats and oils. This could make 2,4-dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one.

Structure

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

HMDB0037548
     RDKit          3D
2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one
 28 29  0  0  0  0  0  0  0  0999 V2000
   -3.5038   -2.0200    0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0895   -0.7080    0.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -0.3765    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474   -1.3224    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5938   -1.0044    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9905    0.2774    0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    1.2219   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    0.9059   -0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2977    1.8733   -0.4228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589    3.2071   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689    0.6036    0.0184 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398    1.8620   -0.2939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3415   -0.3903    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5400   -0.0860    0.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9056   -1.8100    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482   -2.1920   -1.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -1.9756    0.6574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6101   -2.0384    0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2656   -2.2594    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220   -2.7934   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0589   -2.3404    0.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    2.2154   -0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    3.2325   -1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6664    3.8031    0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7984    3.6951   -1.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5618    2.4663    0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014   -2.4063    0.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6618   -1.6405   -1.5693 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
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
  8  3  1  0
 17  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 12 26  1  0
 15 27  1  0
 16 28  1  0
M  END


  Mrv0541 05061309512D          

 17 18  0  0  0  0            999 V2000
   -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
    0.0000    0.0000    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
    0.7145   -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
   -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
    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    0.0000    0.0000 N   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
    2.8579   -1.6500    0.0000 O   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
   -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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15  1  1  0  0  0  0
 15  7  1  0  0  0  0
 16  2  1  0  0  0  0
 16  8  1  0  0  0  0
 17  6  1  0  0  0  0
 17 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037548

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C2N(O)C(=O)C(O)OC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO6/c1-15-7-3-5-6(4-8(7)16-2)17-10(13)9(12)11(5)14/h3-4,10,13-14H,1-2H3

> <INCHI_KEY>
VVCAIBZWJDJGJQ-UHFFFAOYSA-N

> <FORMULA>
C10H11NO6

> <MOLECULAR_WEIGHT>
241.1974

> <EXACT_MASS>
241.058637089

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
22.217016311967626

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-dihydroxy-6,7-dimethoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one

> <ALOGPS_LOGP>
0.08

> <JCHEM_LOGP>
-0.21226000233333356

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.817397442113975

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.708413916972128

> <JCHEM_PKA_STRONGEST_BASIC>
-4.476245170694502

> <JCHEM_POLAR_SURFACE_AREA>
88.46000000000002

> <JCHEM_REFRACTIVITY>
54.9337

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.90e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037548
     RDKit          3D
2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one
 28 29  0  0  0  0  0  0  0  0999 V2000
   -3.5038   -2.0200    0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0895   -0.7080    0.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -0.3765    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474   -1.3224    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5938   -1.0044    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9905    0.2774    0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    1.2219   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    0.9059   -0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2977    1.8733   -0.4228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589    3.2071   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689    0.6036    0.0184 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398    1.8620   -0.2939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3415   -0.3903    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5400   -0.0860    0.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9056   -1.8100    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482   -2.1920   -1.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -1.9756    0.6574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6101   -2.0384    0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2656   -2.2594    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220   -2.7934   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0589   -2.3404    0.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    2.2154   -0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    3.2325   -1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6664    3.8031    0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7984    3.6951   -1.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5618    2.4663    0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014   -2.4063    0.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6618   -1.6405   -1.5693 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
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
  8  3  1  0
 17  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 12 26  1  0
 15 27  1  0
 16 28  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  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   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  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.667   1.540   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
HETATM   17  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3    5    7                                                       
CONECT    4    6    8                                                       
CONECT    5    3    6   11                                                  
CONECT    6    4    5   17                                                  
CONECT    7    3    8   15                                                  
CONECT    8    4    7   16                                                  
CONECT    9   10   11   12                                                  
CONECT   10    9   13   17                                                  
CONECT   11    5    9   14                                                  
CONECT   12    9                                                            
CONECT   13   10                                                            
CONECT   14   11                                                            
CONECT   15    1    7                                                       
CONECT   16    2    8                                                       
CONECT   17    6   10                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0037548
HETATM    1  C1  UNL     1      -3.504  -2.020   0.542  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.090  -0.708   0.217  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.722  -0.377   0.167  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.747  -1.322   0.433  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.594  -1.004   0.385  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.990   0.277   0.067  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.004   1.222  -0.199  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.342   0.906  -0.152  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.298   1.873  -0.423  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.959   3.207  -0.755  1.00  0.00           C  
HETATM   11  N1  UNL     1       2.369   0.604   0.018  1.00  0.00           N  
HETATM   12  O3  UNL     1       2.740   1.862  -0.294  1.00  0.00           O  
HETATM   13  C9  UNL     1       3.341  -0.390   0.297  1.00  0.00           C  
HETATM   14  O4  UNL     1       4.540  -0.086   0.581  1.00  0.00           O  
HETATM   15  C10 UNL     1       2.906  -1.810   0.245  1.00  0.00           C  
HETATM   16  O5  UNL     1       2.948  -2.192  -1.113  1.00  0.00           O  
HETATM   17  O6  UNL     1       1.561  -1.976   0.657  1.00  0.00           O  
HETATM   18  H1  UNL     1      -4.610  -2.038   0.412  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.266  -2.259   1.594  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.022  -2.793  -0.094  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.059  -2.340   0.685  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.363   2.215  -0.444  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.091   3.232  -1.452  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.666   3.803   0.137  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.798   3.695  -1.292  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.562   2.466   0.487  1.00  0.00           H  
HETATM   27  H10 UNL     1       3.601  -2.406   0.860  1.00  0.00           H  
HETATM   28  H11 UNL     1       3.662  -1.641  -1.569  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   21
CONECT    5    6    6   17
CONECT    6    7   11
CONECT    7    8    8   22
CONECT    8    9
CONECT    9   10
CONECT   10   23   24   25
CONECT   11   12   13
CONECT   12   26
CONECT   13   14   14   15
CONECT   15   16   17   27
CONECT   16   28
END

HMDB0037548
     RDKit          3D
2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one
 28 29  0  0  0  0  0  0  0  0999 V2000
   -3.5038   -2.0200    0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0895   -0.7080    0.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -0.3765    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474   -1.3224    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5938   -1.0044    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9905    0.2774    0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    1.2219   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    0.9059   -0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2977    1.8733   -0.4228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589    3.2071   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689    0.6036    0.0184 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398    1.8620   -0.2939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3415   -0.3903    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5400   -0.0860    0.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9056   -1.8100    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482   -2.1920   -1.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -1.9756    0.6574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6101   -2.0384    0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2656   -2.2594    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220   -2.7934   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0589   -2.3404    0.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    2.2154   -0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    3.2325   -1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6664    3.8031    0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7984    3.6951   -1.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5618    2.4663    0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014   -2.4063    0.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6618   -1.6405   -1.5693 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
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
  8  3  1  0
 17  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 12 26  1  0
 15 27  1  0
 16 28  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one, 9ci	HMDB

Chemical Formula

C₁₀H₁₁NO₆

Average Molecular Weight

241.1974

Monoisotopic Molecular Weight

241.058637089

IUPAC Name

2,4-dihydroxy-6,7-dimethoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one

Traditional Name

2,4-dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3-one

CAS Registry Number

67467-45-2

SMILES

COC1=C(OC)C=C2N(O)C(=O)C(O)OC2=C1

InChI Identifier

InChI=1S/C10H11NO6/c1-15-7-3-5-6(4-8(7)16-2)17-10(13)9(12)11(5)14/h3-4,10,13-14H,1-2H3

InChI Key

VVCAIBZWJDJGJQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxazinones. These are organic compounds containing a benzene fused to an oxazine ring (a six-member aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxazines

Sub Class

Benzoxazinones

Direct Parent

Benzoxazinones

Alternative Parents

Substituents

Benzoxazinone
Benzomorpholine
Anisole
Alkyl aryl ether
Benzenoid
Oxazinane
Hemiacetal
Hydroxamic acid
Carboxylic acid derivative
Oxacycle
Azacycle
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037548)
Cytoplasm (HMDB: HMDB0037548)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037548)

Source

Exogenous

Food

Food (HMDB: HMDB0037548)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Corn (FooDB: FOOD00205)

Cereals and cereal products (FooDB: FOOD00858)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Poaceae (HMDB: HMDB0037548)

Not Available

Nutrient (HMDB: HMDB0037548)

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	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	7.9 g/L	ALOGPS
logP	0.08	ALOGPS
logP	-0.21	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	7.71	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	88.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	54.93 m³·mol⁻¹	ChemAxon
Polarizability	22.22 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]+	154.68	31661259
DarkChem	[M-H]-	152.863	31661259
DeepCCS	[M+H]+	151.865	30932474
DeepCCS	[M-H]-	149.507	30932474
DeepCCS	[M-2H]-	182.399	30932474
DeepCCS	[M+Na]+	157.958	30932474
AllCCS	[M+H]+	153.3	32859911
AllCCS	[M+H-H2O]+	149.4	32859911
AllCCS	[M+NH4]+	156.9	32859911
AllCCS	[M+Na]+	157.9	32859911
AllCCS	[M-H]-	152.0	32859911
AllCCS	[M+Na-2H]-	152.0	32859911
AllCCS	[M+HCOO]-	152.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one	COC1=C(OC)C=C2N(O)C(=O)C(O)OC2=C1	3597.6	Standard polar	33892256
2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one	COC1=C(OC)C=C2N(O)C(=O)C(O)OC2=C1	2088.1	Standard non polar	33892256
2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one	COC1=C(OC)C=C2N(O)C(=O)C(O)OC2=C1	2165.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one,1TMS,isomer #1	COC1=CC2=C(C=C1OC)N(O)C(=O)C(O[Si](C)(C)C)O2	2147.0	Semi standard non polar	33892256
2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one,1TBDMS,isomer #1	COC1=CC2=C(C=C1OC)N(O)C(=O)C(O[Si](C)(C)C(C)(C)C)O2	2418.4	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 - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w30-0930000000-a8cb2a3cf37cfe37f5d5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one GC-MS (1 TMS) - 70eV, Positive	splash10-007a-8970000000-19b3d250be08a3e589ac	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-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 - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 10V, Positive-QTOF	splash10-0006-0090000000-34d0e96344903aaea956	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 20V, Positive-QTOF	splash10-0006-0090000000-4e5647a8fc147a1da380	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 40V, Positive-QTOF	splash10-0f8i-7920000000-eae1804b1c926df03510	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 10V, Negative-QTOF	splash10-0006-0090000000-82c55ea91cd6bef128d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 20V, Negative-QTOF	splash10-006x-0590000000-1c183a6c4733d0b283ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 40V, Negative-QTOF	splash10-0a4i-9200000000-af1b981b7aedbbce6544	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 10V, Negative-QTOF	splash10-0006-0290000000-58a76d4fce69f5fbdc92	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 20V, Negative-QTOF	splash10-0006-0490000000-0a2df3907e8783804b4c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 40V, Negative-QTOF	splash10-0f7c-4920000000-cf6d12cdf3cf2b1808e7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 10V, Positive-QTOF	splash10-0006-0090000000-a2ee7662fb2c6a69236c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 20V, Positive-QTOF	splash10-006x-0290000000-62c1fafc3fcc77f100bc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 40V, Positive-QTOF	splash10-0udr-1900000000-63e39f8c85d7f8737e22	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB016630

KNApSAcK ID

Not Available

Chemspider ID

10280317

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14893473

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1861961

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 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one (HMDB0037548)

MOL for HMDB0037548 (2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one)

3D MOL for HMDB0037548 (2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one)

3D SDF for HMDB0037548 (2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one)

3D-SDF for HMDB0037548 (2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one)

PDB for HMDB0037548 (2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one)

3D PDB for HMDB0037548 (2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one)

SMILES for HMDB0037548 (2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one)

INCHI for HMDB0037548 (2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one)

Structure for HMDB0037548 (2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one)

3D Structure for HMDB0037548 (2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra