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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:30 UTC

Update Date

2022-03-07 02:52:39 UTC

HMDB ID

HMDB0030699

Secondary Accession Numbers

HMDB30699

Metabolite Identification

Common Name

5,7-Dihydroxyisoflavone

Description

5,7-Dihydroxyisoflavone is found in nuts. 5,7-Dihydroxyisoflavone is isolated from hydrolysed flour of Arachis hypogaea (peanut) Mefenamic acid, an anthranilic acid derivative, is a member of the fenamate group of nonsteroidal anti-inflammatory drugs (NSAIDs). It exhibits anti-inflammatory, analgesic, and antipyretic activities. Similar to other NSAIDs, mefenamic acid inhibits prostaglandin synthetase

Structure

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

HMDB0030699
     RDKit          3D
5,7-Dihydroxyisoflavone
 29 31  0  0  0  0  0  0  0  0999 V2000
   -0.1768    1.7555   -0.1042 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2077    0.5832   -0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200   -0.4413   -0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1582   -0.2077   -0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426    0.7058   -1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1132    0.8666   -1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9492    0.1173   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3583   -0.8048    0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0044   -0.9484    0.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2099   -1.7250   -0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776   -1.9675   -0.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688   -0.9932    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242   -1.2474    0.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767   -0.2515    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -0.5632    0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8631    1.0592    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153    1.3320    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673    2.6284    0.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5699    0.3251   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    1.2961   -1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6076    1.5820   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158    0.2404   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0184   -1.3777    1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769   -1.6830    1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551   -2.6046   -0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6254   -2.2816    0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2121   -0.6852   -0.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5784    1.8934    0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208    3.3973    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19  2  1  0
  9  4  1  0
 19 12  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
M  END


  Mrv0541 05061305272D          

 19 21  0  0  0  0            999 V2000
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    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
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    3.5724    1.2375    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   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
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 14 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16 10  1  0  0  0  0
 17 12  1  0  0  0  0
 18 15  2  0  0  0  0
 19  8  1  0  0  0  0
 19 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030699

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C2C(OC=C(C2=O)C2=CC=CC=C2)=C1

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

> <INCHI_KEY>
PJJGZPJJTHBVMX-UHFFFAOYSA-N

> <FORMULA>
C15H10O4

> <MOLECULAR_WEIGHT>
254.2375

> <EXACT_MASS>
254.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
25.54102529278729

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-3-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.43

> <JCHEM_LOGP>
3.380437711333333

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.288652500802101

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.60820934956541

> <JCHEM_PKA_STRONGEST_BASIC>
-5.1790482621457

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
69.70200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-3-phenylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030699
     RDKit          3D
5,7-Dihydroxyisoflavone
 29 31  0  0  0  0  0  0  0  0999 V2000
   -0.1768    1.7555   -0.1042 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2077    0.5832   -0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200   -0.4413   -0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1582   -0.2077   -0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426    0.7058   -1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1132    0.8666   -1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9492    0.1173   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3583   -0.8048    0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0044   -0.9484    0.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2099   -1.7250   -0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776   -1.9675   -0.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688   -0.9932    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242   -1.2474    0.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767   -0.2515    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -0.5632    0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8631    1.0592    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153    1.3320    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673    2.6284    0.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5699    0.3251   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    1.2961   -1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6076    1.5820   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158    0.2404   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0184   -1.3777    1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769   -1.6830    1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551   -2.6046   -0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6254   -2.2816    0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2121   -0.6852   -0.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5784    1.8934    0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208    3.3973    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19  2  1  0
  9  4  1  0
 19 12  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  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      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    9                                                       
CONECT    5    3    9                                                       
CONECT    6   10   12                                                       
CONECT    7   10   13                                                       
CONECT    8   11   19                                                       
CONECT    9    4    5   11                                                  
CONECT   10    6    7   16                                                  
CONECT   11    8    9   15                                                  
CONECT   12    6   14   17                                                  
CONECT   13    7   14   19                                                  
CONECT   14   12   13   15                                                  
CONECT   15   11   14   18                                                  
CONECT   16   10                                                            
CONECT   17   12                                                            
CONECT   18   15                                                            
CONECT   19    8   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0030699
HETATM    1  O1  UNL     1      -0.177   1.756  -0.104  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.208   0.583  -0.083  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.720  -0.441  -0.130  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.158  -0.208  -0.205  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.743   0.706  -1.040  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.113   0.867  -1.050  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.949   0.117  -0.224  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.358  -0.805   0.618  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.004  -0.948   0.613  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.210  -1.725  -0.103  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.078  -1.968  -0.035  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.969  -0.993   0.010  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.324  -1.247   0.080  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.277  -0.251   0.129  1.00  0.00           C  
HETATM   15  O3  UNL     1       5.639  -0.563   0.200  1.00  0.00           O  
HETATM   16  C13 UNL     1       3.863   1.059   0.106  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.515   1.332   0.036  1.00  0.00           C  
HETATM   18  O4  UNL     1       2.067   2.628   0.011  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.570   0.325  -0.012  1.00  0.00           C  
HETATM   20  H1  UNL     1      -2.139   1.296  -1.684  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.608   1.582  -1.700  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.016   0.240  -0.231  1.00  0.00           H  
HETATM   23  H4  UNL     1      -5.018  -1.378   1.251  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.577  -1.683   1.289  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.855  -2.605  -0.135  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.625  -2.282   0.097  1.00  0.00           H  
HETATM   27  H8  UNL     1       6.212  -0.685  -0.626  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.578   1.893   0.143  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.721   3.397   0.045  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4   10   10
CONECT    4    5    5    9
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9    9   23
CONECT    9   24
CONECT   10   11   25
CONECT   11   12
CONECT   12   13   13   19
CONECT   13   14   26
CONECT   14   15   16   16
CONECT   15   27
CONECT   16   17   28
CONECT   17   18   19   19
CONECT   18   29
END

HMDB0030699
     RDKit          3D
5,7-Dihydroxyisoflavone
 29 31  0  0  0  0  0  0  0  0999 V2000
   -0.1768    1.7555   -0.1042 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2077    0.5832   -0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200   -0.4413   -0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1582   -0.2077   -0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426    0.7058   -1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1132    0.8666   -1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9492    0.1173   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3583   -0.8048    0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0044   -0.9484    0.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2099   -1.7250   -0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776   -1.9675   -0.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688   -0.9932    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242   -1.2474    0.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767   -0.2515    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -0.5632    0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8631    1.0592    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153    1.3320    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673    2.6284    0.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5699    0.3251   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    1.2961   -1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6076    1.5820   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158    0.2404   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0184   -1.3777    1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769   -1.6830    1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551   -2.6046   -0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6254   -2.2816    0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2121   -0.6852   -0.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5784    1.8934    0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208    3.3973    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19  2  1  0
  9  4  1  0
 19 12  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',3'-Dimethyl-2-diphenylaminecarboxylic acid	HMDB
2-((2,3-Dimethylphenyl)amino)-benzoic acid	HMDB
2-((2,3-Dimethylphenyl)amino)benzoic acid	HMDB
2-(2,3-dimethylanilino)Benzoic acid	HMDB
2-(2,3-Dimethylphenyl)amino-benzoic acid	HMDB
2-[(2,3-Dimethylphenyl)amino]-benzoic acid	HMDB
2-[(2,3-Dimethylphenyl)amino]benzoic acid	HMDB
5,7-Dihydroxy-3-phenyl-4H-1-benzopyran-4-one, 9ci	HMDB
Ac. mefenamico	HMDB
Acid, mefenamic	HMDB, MeSH
Acid, mefenaminic	HMDB
acido Mefenamico	HMDB
Acidum mefenamicum	HMDB
Antigen brand OF mefenamic acid	HMDB
apo Mefenamic	HMDB, MeSH
apo-Mefenamic	HMDB, MeSH
Apomefenamic	HMDB
Apotex brand OF mefenamic acid	HMDB
Aps brand OF mefenamic acid	HMDB
Ashbourne brand OF mefenamic acid	HMDB
Bafameritin-m	HMDB
Bafhameritin-m	HMDB
Bonabol	HMDB
Chemidex brand OF mefenamic acid	HMDB
Clonmel brand OF mefenamic acid	HMDB
Contraflam	HMDB, MeSH
Coslan	HMDB, MeSH
Dysman	HMDB, MeSH
Elan brand OF mefenamic acid	HMDB
Farmasierra brand OF mefenamic acid	HMDB
Fenamin	HMDB
First horizon brand OF mefenamic acid	HMDB
Forte, ponstan	HMDB
Lysalgo	HMDB
Mefac	HMDB, MeSH
Mefacit	HMDB, MeSH
Mefedolo	HMDB
Mefenamate	HMDB
Mefenamic acid	HMDB, MeSH
Mefenamic acid (JP15/usp/inn)	HMDB
Mefenaminic acid	HMDB, MeSH
Mefic	HMDB, MeSH
Mephenamic acid	HMDB
Mephenaminic acid	HMDB
Methenamic acid	HMDB
Mycasaal	HMDB
N-(2, 3-Dimethylphenyl)anthranilic acid	HMDB
N-(2,3-Dimethylphenyl)anthranilic acid	HMDB
N-(2,3-Xylyl)-2-aminobenzoic acid	HMDB
N-(2,3-Xylyl)-anthranilic acid	HMDB
N-(2,3-Xylyl)anthranilic acid	HMDB
N-2,3-Xylyl-anthranilic acid	HMDB
N-2,3-Xylylanthranilic acid	HMDB
Namphen	HMDB
Nu mefenamic	HMDB, MeSH
Nu pharm brand OF mefenamic acid	HMDB
Nu-mefenamic	HMDB, MeSH
Nu-pharm brand OF mefenamic acid	HMDB
Numefenamic	HMDB
Parke davis brand OF mefenamic acid	HMDB
Parkemed	HMDB, MeSH
Pfizer brand OF mefenamic acid	HMDB
Pharmascience brand OF mefenamic acid	HMDB
Pinalgesic	HMDB, MeSH
Pinewood brand OF mefenamic acid	HMDB
PMS Mefenamic acid	HMDB, MeSH
PMS-Mefenamic acid	HMDB, MeSH
Ponalar	HMDB, MeSH
Ponalgic	HMDB, MeSH
Ponmel	HMDB, MeSH
Ponstan	HMDB, MeSH
Ponstan forte	HMDB, MeSH
Ponstel	HMDB, MeSH
Ponstil	HMDB
Ponstyl	HMDB
Ponsyl	HMDB, MeSH
Pontal	HMDB, MeSH
Rolan	HMDB
Rowa brand OF mefenamic acid	HMDB
Tamany bonsan	HMDB
Tanston	HMDB
Vialidon	HMDB
Warner lambert brand OF mefenamic acid	HMDB
Warner-lambert brand OF mefenamic acid	HMDB

Chemical Formula

C₁₅H₁₀O₄

Average Molecular Weight

254.2375

Monoisotopic Molecular Weight

254.057908808

IUPAC Name

5,7-dihydroxy-3-phenyl-4H-chromen-4-one

Traditional Name

5,7-dihydroxy-3-phenylchromen-4-one

CAS Registry Number

4044-00-2

SMILES

OC1=CC(O)=C2C(OC=C(C2=O)C2=CC=CC=C2)=C1

InChI Identifier

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

InChI Key

PJJGZPJJTHBVMX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050160 )

Ontology

Physiological effect

Organoleptic effect

Taste

Bitter

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030699)
Cell membrane (HMDB: HMDB0030699)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030699)

Source

Exogenous

Exogenous (HMDB: HMDB0030699)

Food

Food (HMDB: HMDB0030699)

Nut

Peanut (FooDB: FOOD00016)
Nuts (FooDB: FOOD00869)

Endogenous

Endogenous (HMDB: HMDB0030699)

Plant

Plant (HMDB: HMDB0030699)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	205 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	152.284	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001472

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	3.43	ALOGPS
logP	3.38	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.61	ChemAxon
pKa (Strongest Basic)	-5.2	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	69.7 m³·mol⁻¹	ChemAxon
Polarizability	25.54 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]+	160.635	30932474
DeepCCS	[M-H]-	158.239	30932474
DeepCCS	[M-2H]-	191.22	30932474
DeepCCS	[M+Na]+	166.677	30932474
AllCCS	[M+H]+	157.0	32859911
AllCCS	[M+H-H2O]+	153.0	32859911
AllCCS	[M+NH4]+	160.8	32859911
AllCCS	[M+Na]+	161.9	32859911
AllCCS	[M-H]-	158.2	32859911
AllCCS	[M+Na-2H]-	157.4	32859911
AllCCS	[M+HCOO]-	156.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.9 minutes	32390414
Predicted by Siyang on May 30, 2022	13.6241 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.26 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2415.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	402.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	169.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	237.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	477.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	566.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	725.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	118.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1228.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	444.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1460.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	405.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	452.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	429.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	206.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	105.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,7-Dihydroxyisoflavone	OC1=CC(O)=C2C(OC=C(C2=O)C2=CC=CC=C2)=C1	3639.5	Standard polar	33892256
5,7-Dihydroxyisoflavone	OC1=CC(O)=C2C(OC=C(C2=O)C2=CC=CC=C2)=C1	2515.3	Standard non polar	33892256
5,7-Dihydroxyisoflavone	OC1=CC(O)=C2C(OC=C(C2=O)C2=CC=CC=C2)=C1	2581.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,7-Dihydroxyisoflavone,1TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=C2C(=O)C(C3=CC=CC=C3)=COC2=C1	2684.7	Semi standard non polar	33892256
5,7-Dihydroxyisoflavone,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C(C1=CC=CC=C1)=CO2	2650.8	Semi standard non polar	33892256
5,7-Dihydroxyisoflavone,2TMS,isomer #1	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=CC=C3)=COC2=C1	2630.4	Semi standard non polar	33892256
5,7-Dihydroxyisoflavone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(C3=CC=CC=C3)=COC2=C1	2943.5	Semi standard non polar	33892256
5,7-Dihydroxyisoflavone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C(C1=CC=CC=C1)=CO2	2911.2	Semi standard non polar	33892256
5,7-Dihydroxyisoflavone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=CC=C3)=COC2=C1	3100.3	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 - 5,7-Dihydroxyisoflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fb9-0590000000-e2ff2001e153e6cf7449	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dihydroxyisoflavone GC-MS (2 TMS) - 70eV, Positive	splash10-00fr-3429000000-b6b1b42102055591ce3c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dihydroxyisoflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dihydroxyisoflavone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone Linear Ion Trap , negative-QTOF	splash10-0aor-0890000000-cd3ff09fc3580b809662	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone Linear Ion Trap , positive-QTOF	splash10-0002-0940000000-95fc529c3e873aac5713	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 10V, Positive-QTOF	splash10-0a4i-0090000000-29e06e81d4c558ee48ef	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 20V, Positive-QTOF	splash10-0a4i-0090000000-59c5e3ac44232fff89f8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 40V, Positive-QTOF	splash10-0udr-5980000000-90b06001f89cd194ecc5	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 10V, Negative-QTOF	splash10-0udi-0090000000-9bc12677fe73322192b4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 20V, Negative-QTOF	splash10-0udi-0090000000-e3bcd05c9ccad6986565	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 40V, Negative-QTOF	splash10-0udi-2950000000-5486ae9d8cb7e66c3a34	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 10V, Negative-QTOF	splash10-0udi-0090000000-ff2e7266db5d933feb85	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 20V, Negative-QTOF	splash10-0udi-0090000000-19b080c226d8f95441d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 40V, Negative-QTOF	splash10-02t9-4970000000-a9fd6abf301dcf31ceb7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 10V, Positive-QTOF	splash10-0a4i-0090000000-88382720cb3b98a4d462	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 20V, Positive-QTOF	splash10-0a4i-0090000000-88382720cb3b98a4d462	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxyisoflavone 40V, Positive-QTOF	splash10-102i-2950000000-6047a831f7ef49c45bbf	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5377381

PDB ID

Not Available

ChEBI ID

1012277

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

5,7-Dihydroxyisoflavone → 3,4,5-trihydroxy-6-[(5-hydroxy-4-oxo-3-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid	details

Showing metabocard for 5,7-Dihydroxyisoflavone (HMDB0030699)

MOL for HMDB0030699 (5,7-Dihydroxyisoflavone)

3D MOL for HMDB0030699 (5,7-Dihydroxyisoflavone)

3D SDF for HMDB0030699 (5,7-Dihydroxyisoflavone)

3D-SDF for HMDB0030699 (5,7-Dihydroxyisoflavone)

PDB for HMDB0030699 (5,7-Dihydroxyisoflavone)

3D PDB for HMDB0030699 (5,7-Dihydroxyisoflavone)

SMILES for HMDB0030699 (5,7-Dihydroxyisoflavone)

INCHI for HMDB0030699 (5,7-Dihydroxyisoflavone)

Structure for HMDB0030699 (5,7-Dihydroxyisoflavone)

3D Structure for HMDB0030699 (5,7-Dihydroxyisoflavone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions