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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:17:56 UTC

Update Date

2021-09-26 22:56:54 UTC

HMDB ID

HMDB0247290

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7,4'-Dihydroxyflavone

Description

7,4'-Dihydroxyflavone, also known as 7,4'-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). Thus, 7,4'-dihydroxyflavone is considered to be a flavonoid. 7,4'-Dihydroxyflavone is found, on average, in the highest concentration within broad beans (Vicia faba). 7,4'-Dihydroxyflavone has also been detected, but not quantified in, alfalfas (Medicago sativa) and fenugreeks (Trigonella foenum-graecum). This could make 7,4'-dihydroxyflavone a potential biomarker for the consumption of these foods. 7,4'-Dihydroxyflavone is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 7,4'-Dihydroxyflavone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7,4'-dihydroxyflavone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7,4'-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

HMDB0247290
     RDKit          3D
7,4'-Dihydroxyflavone
 29 31  0  0  0  0  0  0  0  0999 V2000
   -1.6602   -2.9417    1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167   -1.8740    1.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -1.6066    0.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4345   -0.4506    0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8272   -0.0930    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8843   -0.8811    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -0.4786    0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868    0.7231   -0.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7827    1.1402   -0.7561 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4049    1.5078   -0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1115    1.1191   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5042    0.3856   -0.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7878    0.1942    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7354    1.1131   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0721    0.8906   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0517    1.8116   -0.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5477   -0.2589    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6016   -1.1740    0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2533   -0.9610    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7830   -2.3203    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6989   -1.8386    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0174   -1.1312    0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1927    0.8828   -1.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6374    2.4651   -1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833    1.7752   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109    2.0246   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2966    2.5005    0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6135   -0.4368    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9393   -2.0870    1.3087 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
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 11  5  1  0
 19 13  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END

  Mrv0541 02241221062D          

 19 21  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 O   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   -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
    0.0000    0.0000    0.0000 O   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
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    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    0.8250    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 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  2  2  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  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  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  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247290

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2

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

> <INCHI_KEY>
LCAWNFIFMLXZPQ-UHFFFAOYSA-N

> <FORMULA>
C15H10O4

> <MOLECULAR_WEIGHT>
254.2375

> <EXACT_MASS>
254.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
25.876914790292602

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
2.360254455333333

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.727638311693386

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.503358653828508

> <JCHEM_PKA_STRONGEST_BASIC>
-5.371463367361416

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
70.933

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,4'-dihydroxyflavone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247290
     RDKit          3D
7,4'-Dihydroxyflavone
 29 31  0  0  0  0  0  0  0  0999 V2000
   -1.6602   -2.9417    1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167   -1.8740    1.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -1.6066    0.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4345   -0.4506    0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8272   -0.0930    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8843   -0.8811    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -0.4786    0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868    0.7231   -0.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7827    1.1402   -0.7561 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4049    1.5078   -0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1115    1.1191   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5042    0.3856   -0.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7878    0.1942    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7354    1.1131   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0721    0.8906   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0517    1.8116   -0.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5477   -0.2589    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6016   -1.1740    0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2533   -0.9610    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7830   -2.3203    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6989   -1.8386    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0174   -1.1312    0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1927    0.8828   -1.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6374    2.4651   -1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833    1.7752   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109    2.0246   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2966    2.5005    0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6135   -0.4368    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9393   -2.0870    1.3087 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
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 11  5  1  0
 19 13  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   0.000   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      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    8                                                       
CONECT   15    4   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18    3                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0247290
HETATM    1  O1  UNL     1      -1.660  -2.942   1.626  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.317  -1.874   1.079  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.045  -1.607   0.881  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.434  -0.451   0.288  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.827  -0.093   0.044  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.884  -0.881   0.386  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.202  -0.479   0.124  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.487   0.723  -0.487  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.783   1.140  -0.756  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.405   1.508  -0.827  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.112   1.119  -0.572  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.504   0.386  -0.084  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.788   0.194   0.072  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.735   1.113  -0.340  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.072   0.891  -0.166  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.052   1.812  -0.578  1.00  0.00           O  
HETATM   17  C13 UNL     1      -4.548  -0.259   0.428  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.602  -1.174   0.839  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.253  -0.961   0.669  1.00  0.00           C  
HETATM   20  H1  UNL     1       0.783  -2.320   1.201  1.00  0.00           H  
HETATM   21  H2  UNL     1       2.699  -1.839   0.871  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.017  -1.131   0.410  1.00  0.00           H  
HETATM   23  H4  UNL     1       6.193   0.883  -1.656  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.637   2.465  -1.314  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.283   1.775  -0.859  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.411   2.025  -0.809  1.00  0.00           H  
HETATM   27  H8  UNL     1      -5.297   2.500   0.149  1.00  0.00           H  
HETATM   28  H9  UNL     1      -5.614  -0.437   0.567  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.939  -2.087   1.309  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4    4   20
CONECT    4    5   12
CONECT    5    6    6   11
CONECT    6    7   21
CONECT    7    8    8   22
CONECT    8    9   10
CONECT    9   23
CONECT   10   11   11   24
CONECT   11   25
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   26
CONECT   15   16   17   17
CONECT   16   27
CONECT   17   18   28
CONECT   18   19   19   29
END

HMDB0247290
     RDKit          3D
7,4'-Dihydroxyflavone
 29 31  0  0  0  0  0  0  0  0999 V2000
   -1.6602   -2.9417    1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167   -1.8740    1.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -1.6066    0.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4345   -0.4506    0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8272   -0.0930    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8843   -0.8811    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -0.4786    0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868    0.7231   -0.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7827    1.1402   -0.7561 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4049    1.5078   -0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1115    1.1191   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5042    0.3856   -0.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7878    0.1942    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7354    1.1131   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0721    0.8906   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0517    1.8116   -0.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5477   -0.2589    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6016   -1.1740    0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2533   -0.9610    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7830   -2.3203    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6989   -1.8386    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0174   -1.1312    0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1927    0.8828   -1.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6374    2.4651   -1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833    1.7752   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109    2.0246   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2966    2.5005    0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6135   -0.4368    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9393   -2.0870    1.3087 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
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 11  5  1  0
 19 13  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 11 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
4',7-Dihydroxyflavone	HMDB
7-Hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one	HMDB
7,4'-DHF	MeSH

Chemical Formula

C₁₅H₁₀O₄

Average Molecular Weight

254.2375

Monoisotopic Molecular Weight

254.057908808

IUPAC Name

7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

Traditional Name

7,4'-dihydroxyflavone

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2

InChI Identifier

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

InChI Key

LCAWNFIFMLXZPQ-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dihydroxyflavone (CHEBI:29503 )
flavones (C12123 )
Flavones and Flavonols (C12123 )
Flavones and Flavonols (LMPK12110035 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0247290)

Food

Herb and spice

Herb

Alfalfa (FooDB: FOOD00286)
Fenugreek (FooDB: FOOD00186)

Pulse

Bean

Broad bean (FooDB: FOOD00197)

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	3.34	ALOGPS
logP	2.36	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	6.5	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	25.88 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]+	163.269	30932474
DeepCCS	[M-H]-	160.911	30932474
DeepCCS	[M-2H]-	193.797	30932474
DeepCCS	[M+Na]+	169.363	30932474
AllCCS	[M+H]+	157.2	32859911
AllCCS	[M+H-H2O]+	153.1	32859911
AllCCS	[M+NH4]+	161.0	32859911
AllCCS	[M+Na]+	162.1	32859911
AllCCS	[M-H]-	157.8	32859911
AllCCS	[M+Na-2H]-	157.0	32859911
AllCCS	[M+HCOO]-	156.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7,4'-Dihydroxyflavone	OC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2	4193.9	Standard polar	33892256
7,4'-Dihydroxyflavone	OC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2	2793.0	Standard non polar	33892256
7,4'-Dihydroxyflavone	OC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2	3070.0	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 - 7,4'-Dihydroxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0h00-0390000000-cee3c25b0d2bf1773cb1	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxyflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxyflavone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxyflavone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxyflavone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxyflavone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxyflavone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-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 - 7,4'-Dihydroxyflavone ESI-TOF 25V, Negative-QTOF	splash10-014i-0900000000-216e9e03d44bbd3942e9	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone ESI-TOF , Negative-QTOF	splash10-0udi-0090000000-1fb548eb7f20c05416c0	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 25V, Positive-QTOF	splash10-0uxr-0980000000-74577388025ab56b4991	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 6V, Positive-QTOF	splash10-0a4i-0190000000-3fc314ff627bfed34a73	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 10V, Positive-QTOF	splash10-0a4i-0090000000-bb5f1bfe26e3142d6869	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 20V, Positive-QTOF	splash10-0a4i-0090000000-3174bc4d592178ee8722	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 40V, Positive-QTOF	splash10-0550-8960000000-953d0c79b0e76ef828de	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 10V, Negative-QTOF	splash10-0udi-0090000000-69c6046bc6f16a46ebcc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 20V, Negative-QTOF	splash10-0udi-0090000000-a3118a1fe836b36cac57	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 40V, Negative-QTOF	splash10-0gbi-4950000000-a47ecd4eee599326aef1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 10V, Positive-QTOF	splash10-0a4i-0090000000-7547dcf3c2a7b5109737	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 20V, Positive-QTOF	splash10-0a4i-0090000000-7547dcf3c2a7b5109737	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 40V, Positive-QTOF	splash10-052r-0930000000-c0ba3dc7bd94ffbc151b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 10V, Negative-QTOF	splash10-0udi-0090000000-f98f68af9d26085c779f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 20V, Negative-QTOF	splash10-0udi-0090000000-03f3a9a78e689504e4f4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxyflavone 40V, Negative-QTOF	splash10-0a4i-0920000000-67a02a2adb14a68f3876	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

4',7-Dihydroxyflavone

METLIN ID

Not Available

PubChem Compound

5282073

PDB ID

Not Available

ChEBI ID

29503

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1701051

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 7,4'-Dihydroxyflavone (HMDB0247290)

MOL for HMDB0247290 (7,4'-Dihydroxyflavone)

3D MOL for HMDB0247290 (7,4'-Dihydroxyflavone)

3D SDF for HMDB0247290 (7,4'-Dihydroxyflavone)

3D-SDF for HMDB0247290 (7,4'-Dihydroxyflavone)

PDB for HMDB0247290 (7,4'-Dihydroxyflavone)

3D PDB for HMDB0247290 (7,4'-Dihydroxyflavone)

SMILES for HMDB0247290 (7,4'-Dihydroxyflavone)

INCHI for HMDB0247290 (7,4'-Dihydroxyflavone)

Structure for HMDB0247290 (7,4'-Dihydroxyflavone)

3D Structure for HMDB0247290 (7,4'-Dihydroxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra