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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:18:19 UTC

Update Date

2021-09-26 22:56:55 UTC

HMDB ID

HMDB0247297

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7,8-Dihydroxyflavone

Description

7,8-dihydroxyflavone, also known as 7,8-DHF, belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). 7,8-dihydroxyflavone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 7,8-dihydroxyflavone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7,8-dihydroxyflavone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7,8-Dihydroxyflavone 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

HMDB0247297
     RDKit          3D
7,8-Dihydroxyflavone
 29 31  0  0  0  0  0  0  0  0999 V2000
    1.3274   -2.8148   -1.9485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9978   -1.8342   -1.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409   -1.4377   -1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6521   -0.3508   -0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0246    0.1025   -0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0316   -0.5502   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3559   -0.1089   -0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6404    0.9726    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6015    1.6014    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2968    1.1848    0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632    0.3188    0.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.0228    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4652    0.7101    0.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1055    1.7965    1.7428 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861    0.3719    0.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7530    1.1039    1.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -0.6981    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -1.4178   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086   -1.0910   -0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684   -2.0032   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8947   -1.4176   -1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1442   -0.6518   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6423    1.3087    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7706    2.4732    1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4803    1.7065    1.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1485    2.1186    1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4408    1.8901    2.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2564   -0.9826    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286   -2.2780   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 10  5  1  0
 19 12  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END


  Mrv1533004231521582D          

 19 21  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 O   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
    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
    2.8579    0.8250    0.0000 O   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 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 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
M  END
> <DATABASE_ID>
HMDB0247297

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C2C(=O)C=C(OC2=C1O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H

> <INCHI_KEY>
COCYGNDCWFKTMF-UHFFFAOYSA-N

> <FORMULA>
C15H10O4

> <MOLECULAR_WEIGHT>
254.241

> <EXACT_MASS>
254.057908802

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
25.668856886486374

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,8-dihydroxy-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
2.360254455333333

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.106272032301217

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.730161989501965

> <JCHEM_PKA_STRONGEST_BASIC>
-5.4264195179143

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
70.93300000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,8-dihydroxy-2-phenylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247297
     RDKit          3D
7,8-Dihydroxyflavone
 29 31  0  0  0  0  0  0  0  0999 V2000
    1.3274   -2.8148   -1.9485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9978   -1.8342   -1.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409   -1.4377   -1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6521   -0.3508   -0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0246    0.1025   -0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0316   -0.5502   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3559   -0.1089   -0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6404    0.9726    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6015    1.6014    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2968    1.1848    0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632    0.3188    0.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.0228    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4652    0.7101    0.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1055    1.7965    1.7428 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861    0.3719    0.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7530    1.1039    1.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -0.6981    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -1.4178   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086   -1.0910   -0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684   -2.0032   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8947   -1.4176   -1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1442   -0.6518   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6423    1.3087    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7706    2.4732    1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4803    1.7065    1.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1485    2.1186    1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4408    1.8901    2.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2564   -0.9826    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286   -2.2780   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 10  5  1  0
 19 12  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11    2   13                                                  
CONECT   13   12                                                            
CONECT   14    9   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0247297
HETATM    1  O1  UNL     1       1.327  -2.815  -1.949  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.998  -1.834  -1.240  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.341  -1.438  -1.138  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.652  -0.351  -0.344  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.025   0.102  -0.203  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.032  -0.550  -0.863  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.356  -0.109  -0.725  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.640   0.973   0.069  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.601   1.601   0.716  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.297   1.185   0.593  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.263   0.319   0.315  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.509  -0.023   0.242  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.465   0.710   0.956  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.106   1.797   1.743  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.786   0.372   0.897  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.753   1.104   1.613  1.00  0.00           O  
HETATM   17  C13 UNL     1       4.198  -0.698   0.132  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.256  -1.418  -0.570  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.909  -1.091  -0.524  1.00  0.00           C  
HETATM   20  H1  UNL     1      -1.068  -2.003  -1.688  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.895  -1.418  -1.514  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.144  -0.652  -1.266  1.00  0.00           H  
HETATM   23  H4  UNL     1      -5.642   1.309   0.176  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.771   2.473   1.365  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.480   1.706   1.123  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.149   2.119   1.845  1.00  0.00           H  
HETATM   27  H8  UNL     1       4.441   1.890   2.174  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.256  -0.983   0.074  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.529  -2.278  -1.195  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4    4   20
CONECT    4    5   11
CONECT    5    6    6   10
CONECT    6    7   21
CONECT    7    8    8   22
CONECT    8    9   23
CONECT    9   10   10   24
CONECT   10   25
CONECT   11   12
CONECT   12   13   13   19
CONECT   13   14   15
CONECT   14   26
CONECT   15   16   17   17
CONECT   16   27
CONECT   17   18   28
CONECT   18   19   19   29
END

HMDB0247297
     RDKit          3D
7,8-Dihydroxyflavone
 29 31  0  0  0  0  0  0  0  0999 V2000
    1.3274   -2.8148   -1.9485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9978   -1.8342   -1.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409   -1.4377   -1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6521   -0.3508   -0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0246    0.1025   -0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0316   -0.5502   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3559   -0.1089   -0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6404    0.9726    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6015    1.6014    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2968    1.1848    0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632    0.3188    0.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.0228    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4652    0.7101    0.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1055    1.7965    1.7428 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861    0.3719    0.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7530    1.1039    1.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -0.6981    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -1.4178   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086   -1.0910   -0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684   -2.0032   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8947   -1.4176   -1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1442   -0.6518   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6423    1.3087    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7706    2.4732    1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4803    1.7065    1.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1485    2.1186    1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4408    1.8901    2.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2564   -0.9826    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286   -2.2780   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 10  5  1  0
 19 12  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7,8-DHF	ChEBI
7,8-Dihydroxy-2-phenyl-4-benzopyrone	ChEBI
7,8-Dihydroxy-2-phenylchromone	ChEBI
78-Dihydroxyflavone	ChEMBL
78-Dihydroxy-flavone	ChEMBL
6,7-Dihydroxyflavone	MeSH

Chemical Formula

C₁₅H₁₀O₄

Average Molecular Weight

254.241

Monoisotopic Molecular Weight

254.057908802

IUPAC Name

7,8-dihydroxy-2-phenyl-4H-chromen-4-one

Traditional Name

7,8-dihydroxy-2-phenylchromen-4-one

CAS Registry Number

Not Available

SMILES

OC1=CC=C2C(=O)C=C(OC2=C1O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H

InChI Key

COCYGNDCWFKTMF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

7-hydroxyflavonoid
8-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.5	ALOGPS
logP	2.36	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.73	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.93 m³·mol⁻¹	ChemAxon
Polarizability	25.67 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]+	154.169	30932474
DeepCCS	[M-H]-	151.774	30932474
DeepCCS	[M-2H]-	184.834	30932474
DeepCCS	[M+Na]+	160.082	30932474
AllCCS	[M+H]+	156.9	32859911
AllCCS	[M+H-H2O]+	152.8	32859911
AllCCS	[M+NH4]+	160.7	32859911
AllCCS	[M+Na]+	161.8	32859911
AllCCS	[M-H]-	157.2	32859911
AllCCS	[M+Na-2H]-	156.4	32859911
AllCCS	[M+HCOO]-	155.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7,8-Dihydroxyflavone	OC1=CC=C2C(=O)C=C(OC2=C1O)C1=CC=CC=C1	3714.9	Standard polar	33892256
7,8-Dihydroxyflavone	OC1=CC=C2C(=O)C=C(OC2=C1O)C1=CC=CC=C1	2577.7	Standard non polar	33892256
7,8-Dihydroxyflavone	OC1=CC=C2C(=O)C=C(OC2=C1O)C1=CC=CC=C1	2657.3	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 - 7,8-Dihydroxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zor-0790000000-0aac883a80974eecee16	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8-Dihydroxyflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8-Dihydroxyflavone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8-Dihydroxyflavone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8-Dihydroxyflavone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8-Dihydroxyflavone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8-Dihydroxyflavone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8-Dihydroxyflavone GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroxyflavone LC-ESI-QFT 17V, positive-QTOF	splash10-0a4i-0090000000-9b5cd9dbcb9870d592ec	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroxyflavone LC-ESI-IT 17V, positive-QTOF	splash10-0a4i-0290000000-bfb9f8476ce360924821	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 10V, Positive-QTOF	splash10-0a4i-0090000000-5f473b218e27e0e84a47	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 10V, Negative-QTOF	splash10-0udi-0090000000-a8491b21c0ac520aa598	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 20V, Positive-QTOF	splash10-0a4i-0190000000-d89519e34db2f1af53a4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 40V, Positive-QTOF	splash10-0kdi-0900000000-2f8e75e011f3ed099a0c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 20V, Negative-QTOF	splash10-0udi-0190000000-7b86cb4f926da26dd3e6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 40V, Negative-QTOF	splash10-0uk9-0900000000-fa28edfa13716cdde88b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 10V, Positive-QTOF	splash10-0a4i-0090000000-53c0ed4bd78bfdffa6e9	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 20V, Positive-QTOF	splash10-0a4i-0090000000-66949a6771f09d289023	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 40V, Positive-QTOF	splash10-0zfs-5900000000-44da981f65ed9d85937e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 10V, Negative-QTOF	splash10-0udi-0090000000-c3dc6bb7297b1c55358f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 20V, Negative-QTOF	splash10-0udi-0090000000-d43c67d729c7419107e7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 40V, Negative-QTOF	splash10-0a6s-4900000000-a52a904434819799fcb1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 10V, Positive-QTOF	splash10-0a4i-0090000000-7547dcf3c2a7b5109737	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 20V, Positive-QTOF	splash10-0a4i-0090000000-7547dcf3c2a7b5109737	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 40V, Positive-QTOF	splash10-0pb9-0940000000-aae0b1dbf01a10a4952d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 10V, Negative-QTOF	splash10-0udi-0090000000-f98f68af9d26085c779f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 20V, Negative-QTOF	splash10-0udi-0090000000-03f3a9a78e689504e4f4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8-Dihydroxyflavone 40V, Negative-QTOF	splash10-0f6x-0920000000-ba0d53a026050ea90c1c	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

1809

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

7,8-Dihydroxyflavone

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

140464

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1504891

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 7,8-Dihydroxyflavone (HMDB0247297)

MOL for HMDB0247297 (7,8-Dihydroxyflavone)

3D MOL for HMDB0247297 (7,8-Dihydroxyflavone)

3D SDF for HMDB0247297 (7,8-Dihydroxyflavone)

3D-SDF for HMDB0247297 (7,8-Dihydroxyflavone)

PDB for HMDB0247297 (7,8-Dihydroxyflavone)

3D PDB for HMDB0247297 (7,8-Dihydroxyflavone)

SMILES for HMDB0247297 (7,8-Dihydroxyflavone)

INCHI for HMDB0247297 (7,8-Dihydroxyflavone)

Structure for HMDB0247297 (7,8-Dihydroxyflavone)

3D Structure for HMDB0247297 (7,8-Dihydroxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra