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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:53:19 UTC

Update Date

2021-09-26 22:52:42 UTC

HMDB ID

HMDB0244751

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one

Description

2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one, also known as 2'-amino-3'-methoxyflavone or PD 98,059, belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. Based on a literature review a significant number of articles have been published on 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(2-amino-3-methoxyphenyl)-4h-1-benzopyran-4-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0244751
     RDKit          3D
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one
 33 35  0  0  0  0  0  0  0  0999 V2000
    5.6595    0.0244    0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3632   -0.4077    0.7627 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2508    0.1783    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4100    1.1957   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3127    1.7659   -1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    1.2864   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666    0.2528   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5154   -0.1369    0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9533   -1.1122    0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -1.4203    1.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6828   -2.3190    1.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2620   -0.7248    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6092   -0.9963    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5007   -0.2718   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0313    0.7090   -1.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776    0.9675   -1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7573    0.2455   -0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904    0.4943   -0.5390 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9669   -0.2936    0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932   -1.3436    1.4084 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9132   -0.1761   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8390    1.0882    0.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3547   -0.5556    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3829    1.5836   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4339    2.5719   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    1.7483   -1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2531   -1.6798    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9644   -1.7828    1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5748   -0.4484   -0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7648    1.2608   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005    1.7488   -1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8165   -1.0835    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9261   -2.3691    1.1297 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  7 19  2  0
 19 20  1  0
 19  3  1  0
 18  8  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 20 32  1  0
 20 33  1  0
M  END

  Mrv1652309102123532D          

 20 22  0  0  0  0            999 V2000
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   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
    1.4289    0.0000    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244751

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC(=C1N)C1=CC(=O)C2=CC=CC=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H13NO3/c1-19-14-8-4-6-11(16(14)17)15-9-12(18)10-5-2-3-7-13(10)20-15/h2-9H,17H2,1H3

> <INCHI_KEY>
QFWCYNPOPKQOKV-UHFFFAOYSA-N

> <FORMULA>
C16H13NO3

> <MOLECULAR_WEIGHT>
267.284

> <EXACT_MASS>
267.089543283

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.016420381439776

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-amino-3-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
1.980787879

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.62631131050069

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.626329446291173

> <JCHEM_PKA_STRONGEST_BASIC>
3.2241710197504463

> <JCHEM_POLAR_SURFACE_AREA>
61.55

> <JCHEM_REFRACTIVITY>
78.13480000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-amino-3-methoxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244751
     RDKit          3D
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one
 33 35  0  0  0  0  0  0  0  0999 V2000
    5.6595    0.0244    0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3632   -0.4077    0.7627 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2508    0.1783    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4100    1.1957   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3127    1.7659   -1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    1.2864   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666    0.2528   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5154   -0.1369    0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9533   -1.1122    0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -1.4203    1.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6828   -2.3190    1.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2620   -0.7248    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6092   -0.9963    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5007   -0.2718   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0313    0.7090   -1.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776    0.9675   -1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7573    0.2455   -0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904    0.4943   -0.5390 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9669   -0.2936    0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932   -1.3436    1.4084 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9132   -0.1761   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8390    1.0882    0.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3547   -0.5556    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3829    1.5836   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4339    2.5719   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    1.7483   -1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2531   -1.6798    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9644   -1.7828    1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5748   -0.4484   -0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7648    1.2608   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005    1.7488   -1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8165   -1.0835    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9261   -2.3691    1.1297 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  7 19  2  0
 19 20  1  0
 19  3  1  0
 18  8  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 20 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -3.080   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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+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  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   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  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    7   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   10                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0244751
HETATM    1  C1  UNL     1       5.660   0.024   0.477  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.363  -0.408   0.763  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.251   0.178   0.140  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.410   1.196  -0.770  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.313   1.766  -1.378  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.067   1.286  -1.045  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.867   0.253  -0.124  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.515  -0.137   0.116  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.953  -1.112   0.966  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.312  -1.420   1.134  1.00  0.00           C  
HETATM   11  O2  UNL     1      -2.683  -2.319   1.920  1.00  0.00           O  
HETATM   12  C10 UNL     1      -3.262  -0.725   0.423  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.609  -0.996   0.558  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.501  -0.272  -0.175  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.031   0.709  -1.028  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.678   0.968  -1.151  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.757   0.246  -0.418  1.00  0.00           C  
HETATM   18  O3  UNL     1      -1.490   0.494  -0.539  1.00  0.00           O  
HETATM   19  C16 UNL     1       1.967  -0.294   0.462  1.00  0.00           C  
HETATM   20  N1  UNL     1       1.893  -1.344   1.408  1.00  0.00           N  
HETATM   21  H1  UNL     1       5.913  -0.176  -0.589  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.839   1.088   0.702  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.355  -0.556   1.126  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.383   1.584  -1.042  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.434   2.572  -2.099  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.194   1.748  -1.536  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.253  -1.680   1.541  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.964  -1.783   1.244  1.00  0.00           H  
HETATM   29  H9  UNL     1      -6.575  -0.448  -0.103  1.00  0.00           H  
HETATM   30  H10 UNL     1      -5.765   1.261  -1.591  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.301   1.749  -1.830  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.816  -1.083   2.416  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.926  -2.369   1.130  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   24
CONECT    5    6    6   25
CONECT    6    7   26
CONECT    7    8   19   19
CONECT    8    9    9   18
CONECT    9   10   27
CONECT   10   11   11   12
CONECT   12   13   13   17
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18
CONECT   19   20
CONECT   20   32   33
END

HMDB0244751
     RDKit          3D
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one
 33 35  0  0  0  0  0  0  0  0999 V2000
    5.6595    0.0244    0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3632   -0.4077    0.7627 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2508    0.1783    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4100    1.1957   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3127    1.7659   -1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    1.2864   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666    0.2528   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5154   -0.1369    0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9533   -1.1122    0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -1.4203    1.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6828   -2.3190    1.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2620   -0.7248    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6092   -0.9963    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5007   -0.2718   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0313    0.7090   -1.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776    0.9675   -1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7573    0.2455   -0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904    0.4943   -0.5390 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9669   -0.2936    0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932   -1.3436    1.4084 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9132   -0.1761   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8390    1.0882    0.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3547   -0.5556    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3829    1.5836   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4339    2.5719   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    1.7483   -1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2531   -1.6798    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9644   -1.7828    1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5748   -0.4484   -0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7648    1.2608   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005    1.7488   -1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8165   -1.0835    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9261   -2.3691    1.1297 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  7 19  2  0
 19 20  1  0
 19  3  1  0
 18  8  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 20 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2'-Amino-3'-methoxyflavone	ChEBI
PD 98,059	ChEBI
PD 98059	ChEBI
PD-98059	ChEBI
PD98059	ChEBI
2-(2'-Amino-3'-methoxyphenyl)oxanaphthalen-4-one	HMDB

Chemical Formula

C₁₆H₁₃NO₃

Average Molecular Weight

267.284

Monoisotopic Molecular Weight

267.089543283

IUPAC Name

2-(2-amino-3-methoxyphenyl)-4H-chromen-4-one

Traditional Name

2-(2-amino-3-methoxyphenyl)chromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC=CC(=C1N)C1=CC(=O)C2=CC=CC=C2O1

InChI Identifier

InChI=1S/C16H13NO3/c1-19-14-8-4-6-11(16(14)17)15-9-12(18)10-5-2-3-7-13(10)20-15/h2-9H,17H2,1H3

InChI Key

QFWCYNPOPKQOKV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3'-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
Flavone
Chromone
Benzopyran
1-benzopyran
Aminophenyl ether
Methoxyaniline
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Aniline or substituted anilines
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Oxacycle
Ether
Organoheterocyclic compound
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic amine (CHEBI:77954 )
monomethoxyflavone (CHEBI:77954 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	2.89	ALOGPS
logP	1.98	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	15.63	ChemAxon
pKa (Strongest Basic)	3.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	61.55 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.13 m³·mol⁻¹	ChemAxon
Polarizability	28.02 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	160.414	30932474
DeepCCS	[M-H]-	158.056	30932474
DeepCCS	[M-2H]-	190.941	30932474
DeepCCS	[M+Na]+	166.507	30932474
AllCCS	[M+H]+	161.6	32859911
AllCCS	[M+H-H2O]+	157.6	32859911
AllCCS	[M+NH4]+	165.3	32859911
AllCCS	[M+Na]+	166.3	32859911
AllCCS	[M-H]-	164.5	32859911
AllCCS	[M+Na-2H]-	163.8	32859911
AllCCS	[M+HCOO]-	163.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one	COC1=CC=CC(=C1N)C1=CC(=O)C2=CC=CC=C2O1	3805.3	Standard polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one	COC1=CC=CC(=C1N)C1=CC(=O)C2=CC=CC=C2O1	2658.3	Standard non polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one	COC1=CC=CC(=C1N)C1=CC(=O)C2=CC=CC=C2O1	2783.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C	2879.3	Semi standard non polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C	2761.6	Standard non polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C	3334.4	Standard polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C)[Si](C)(C)C	2807.2	Semi standard non polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C)[Si](C)(C)C	2793.0	Standard non polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C)[Si](C)(C)C	3119.8	Standard polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TBDMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C(C)(C)C	3128.8	Semi standard non polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TBDMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C(C)(C)C	2946.4	Standard non polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TBDMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C(C)(C)C	3417.9	Standard polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TBDMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3285.9	Semi standard non polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TBDMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3189.8	Standard non polar	33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TBDMS,isomer #1	COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3264.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxs-0790000000-f20250827cbd6b8930fd	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-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-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 10V, Positive-QTOF	splash10-014i-0090000000-b1941e0de38584c2f6e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 20V, Positive-QTOF	splash10-014i-0090000000-02e4ce462a9804f7a3f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 40V, Positive-QTOF	splash10-0072-3970000000-d9c1c8e0c32db5944b02	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 10V, Negative-QTOF	splash10-014i-0090000000-9cefa405d1fd6dfe529c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 20V, Negative-QTOF	splash10-0gb9-0190000000-95288dfa1d8b1451b402	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 40V, Negative-QTOF	splash10-00rx-1950000000-6941c8de7b7883005d64	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4551

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4713

PDB ID

Not Available

ChEBI ID

77954

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one (HMDB0244751)

MOL for HMDB0244751 (2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one)

3D MOL for HMDB0244751 (2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one)

3D SDF for HMDB0244751 (2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one)

3D-SDF for HMDB0244751 (2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one)

PDB for HMDB0244751 (2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one)

3D PDB for HMDB0244751 (2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one)

SMILES for HMDB0244751 (2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one)

INCHI for HMDB0244751 (2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one)

Structure for HMDB0244751 (2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one)

3D Structure for HMDB0244751 (2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra