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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:46:46 UTC

Update Date

2022-03-07 02:53:57 UTC

HMDB ID

HMDB0034004

Secondary Accession Numbers

HMDB34004

Metabolite Identification

Common Name

3,4',7-Trihydroxyflavone

Description

3,4',7-Trihydroxyflavone, also known as 5-deoxykaempferol, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, 3,4',7-trihydroxyflavone is considered to be a flavonoid. 3,4',7-Trihydroxyflavone is a bitter tasting compound. 3,4',7-Trihydroxyflavone has been detected, but not quantified in, a few different foods, such as chickpeas (Cicer arietinum), lentils (Lens culinaris), and pulses. This could make 3,4',7-trihydroxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3,4',7-Trihydroxyflavone.

Structure

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

HMDB0034004
     RDKit          3D
3,4',7-Trihydroxyflavone
 30 32  0  0  0  0  0  0  0  0999 V2000
   -2.1124   -1.8180    2.5609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268   -1.1374    1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2277   -1.1116    1.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5704   -1.8405    2.3151 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215   -0.3666    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7389   -0.2693    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1370    0.5466   -0.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4322    0.7313   -1.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259    0.1090   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    0.3206   -0.9636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0799   -0.6977    0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7451   -0.8823    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145    0.3151   -0.3171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7907    0.3402   -0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5464    1.0981   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9146    1.1249   -0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6576    1.9002   -1.9105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5274    0.4000   -0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7579   -0.3590    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3861   -0.3959    0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2728   -2.4100    3.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739    1.0567   -1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678    1.3706   -2.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2323    1.1043   -0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8640   -1.2002    1.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313   -1.5166    1.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0457    1.6683   -1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1945    2.4297   -2.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5959    0.4213    0.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2323   -0.9321    1.6504 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
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 12  6  1  0
 20 14  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  END

  Mrv0541 05061307292D          

 20 22  0  0  0  0            999 V2000
    2.8579   -2.4750    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
    3.5724   -2.8875    0.0000 C   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
   -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 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
    2.8579   -1.6500    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
    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  5  2  0  0  0  0
  8  1  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  7  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 13  2  0  0  0  0
 19 14  1  0  0  0  0
 20 12  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034004

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)15-14(19)13(18)11-6-5-10(17)7-12(11)20-15/h1-7,16-17,19H

> <INCHI_KEY>
OBWHQJYOOCRPST-UHFFFAOYSA-N

> <FORMULA>
C15H10O5

> <MOLECULAR_WEIGHT>
270.2369

> <EXACT_MASS>
270.05282343

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
26.695937843253994

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
2.1134301073333335

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.496724516241246

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.318397621402287

> <JCHEM_PKA_STRONGEST_BASIC>
-3.781296104684704

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
72.9004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7,4'-trihydroxyflavone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034004
     RDKit          3D
3,4',7-Trihydroxyflavone
 30 32  0  0  0  0  0  0  0  0999 V2000
   -2.1124   -1.8180    2.5609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268   -1.1374    1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2277   -1.1116    1.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5704   -1.8405    2.3151 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215   -0.3666    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7389   -0.2693    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1370    0.5466   -0.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4322    0.7313   -1.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259    0.1090   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    0.3206   -0.9636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0799   -0.6977    0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7451   -0.8823    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145    0.3151   -0.3171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7907    0.3402   -0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5464    1.0981   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9146    1.1249   -0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6576    1.9002   -1.9105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5274    0.4000   -0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7579   -0.3590    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3861   -0.3959    0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2728   -2.4100    3.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739    1.0567   -1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678    1.3706   -2.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2323    1.1043   -0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8640   -1.2002    1.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313   -1.5166    1.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0457    1.6683   -1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1945    2.4297   -2.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5959    0.4213    0.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2323   -0.9321    1.6504 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
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 12  6  1  0
 20 14  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  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       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   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       5.335  -3.080   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    3    8                                                       
CONECT    2    4    8                                                       
CONECT    3    1    9                                                       
CONECT    4    2    9                                                       
CONECT    5    6   10                                                       
CONECT    6    5   11                                                       
CONECT    7   10   12                                                       
CONECT    8    1    2   15                                                  
CONECT    9    3    4   16                                                  
CONECT   10    5    7   17                                                  
CONECT   11    6   12   13                                                  
CONECT   12    7   11   20                                                  
CONECT   13   11   14   18                                                  
CONECT   14   13   15   19                                                  
CONECT   15    8   14   20                                                  
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0034004
HETATM    1  O1  UNL     1      -2.112  -1.818   2.561  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.627  -1.137   1.645  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.228  -1.112   1.469  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.570  -1.840   2.315  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.322  -0.367   0.465  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.739  -0.269   0.196  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.137   0.547  -0.883  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.432   0.731  -1.250  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.426   0.109  -0.560  1.00  0.00           C  
HETATM   10  O3  UNL     1       5.737   0.321  -0.964  1.00  0.00           O  
HETATM   11  C8  UNL     1       4.080  -0.698   0.502  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.745  -0.882   0.873  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.514   0.315  -0.317  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.791   0.340  -0.218  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.546   1.098  -1.106  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.915   1.125  -1.000  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.658   1.900  -1.910  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.527   0.400  -0.015  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.758  -0.359   0.873  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.386  -0.396   0.779  1.00  0.00           C  
HETATM   21  H1  UNL     1       0.273  -2.410   3.070  1.00  0.00           H  
HETATM   22  H2  UNL     1       1.374   1.057  -1.454  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.668   1.371  -2.088  1.00  0.00           H  
HETATM   24  H4  UNL     1       6.232   1.104  -0.538  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.864  -1.200   1.061  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.531  -1.517   1.702  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.046   1.668  -1.883  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.195   2.430  -2.632  1.00  0.00           H  
HETATM   29  H9  UNL     1      -5.596   0.421   0.068  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.232  -0.932   1.650  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4    5    5
CONECT    4   21
CONECT    5    6   13
CONECT    6    7    7   12
CONECT    7    8   22
CONECT    8    9    9   23
CONECT    9   10   11
CONECT   10   24
CONECT   11   12   12   25
CONECT   12   26
CONECT   13   14
CONECT   14   15   15   20
CONECT   15   16   27
CONECT   16   17   18   18
CONECT   17   28
CONECT   18   19   29
CONECT   19   20   20   30
END

HMDB0034004
     RDKit          3D
3,4',7-Trihydroxyflavone
 30 32  0  0  0  0  0  0  0  0999 V2000
   -2.1124   -1.8180    2.5609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268   -1.1374    1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2277   -1.1116    1.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5704   -1.8405    2.3151 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215   -0.3666    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7389   -0.2693    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1370    0.5466   -0.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4322    0.7313   -1.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259    0.1090   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    0.3206   -0.9636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0799   -0.6977    0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7451   -0.8823    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145    0.3151   -0.3171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7907    0.3402   -0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5464    1.0981   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9146    1.1249   -0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6576    1.9002   -1.9105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5274    0.4000   -0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7579   -0.3590    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3861   -0.3959    0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2728   -2.4100    3.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739    1.0567   -1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678    1.3706   -2.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2323    1.1043   -0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8640   -1.2002    1.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313   -1.5166    1.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0457    1.6683   -1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1945    2.4297   -2.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5959    0.4213    0.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2323   -0.9321    1.6504 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
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 12  6  1  0
 20 14  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Deoxykaempferol	Kegg
3,7,4'-Trihydroxyflavone	Kegg
3,7,4-Trihydroxyflavone	HMDB
3,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	HMDB
4',7-Dihydroxyflavonol	HMDB
Resokaempferol	HMDB

Chemical Formula

C₁₅H₁₀O₅

Average Molecular Weight

270.2369

Monoisotopic Molecular Weight

270.05282343

IUPAC Name

3,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

Traditional Name

3,7,4'-trihydroxyflavone

CAS Registry Number

2034-65-3

SMILES

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

InChI Identifier

InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)15-14(19)13(18)11-6-5-10(17)7-12(11)20-15/h1-7,16-17,19H

InChI Key

OBWHQJYOOCRPST-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

trihydroxyflavone (CHEBI:27431 )
flavonols (C10037 )
Flavones and Flavonols (LMPK12111552 )

Ontology

Physiological effect

Organoleptic effect

Taste

Bitter

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034004)
Cytoplasm (HMDB: HMDB0034004)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034004)

Source

Exogenous

Exogenous (HMDB: HMDB0034004)

Food

Food (HMDB: HMDB0034004)

Pulse

Lentil

Lentils (FooDB: FOOD00098)

Pea

Chickpea (FooDB: FOOD00047)

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0034004)
Fabaceae (HMDB: HMDB0034004)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034004)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	310 °C	Not Available
Boiling Point	539.70 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	2636 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.490 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	2.29	ALOGPS
logP	2.11	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.32	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.9 m³·mol⁻¹	ChemAxon
Polarizability	26.7 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
DarkChem	[M+H]+	162.488	31661259
DarkChem	[M-H]-	161.741	31661259
DeepCCS	[M+H]+	166.18	30932474
DeepCCS	[M-H]-	163.822	30932474
DeepCCS	[M-2H]-	196.986	30932474
DeepCCS	[M+Na]+	172.273	30932474
AllCCS	[M+H]+	160.9	32859911
AllCCS	[M+H-H2O]+	156.9	32859911
AllCCS	[M+NH4]+	164.6	32859911
AllCCS	[M+Na]+	165.6	32859911
AllCCS	[M-H]-	160.5	32859911
AllCCS	[M+Na-2H]-	159.7	32859911
AllCCS	[M+HCOO]-	158.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4',7-Trihydroxyflavone	OC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O1)C=C(O)C=C2	4310.1	Standard polar	33892256
3,4',7-Trihydroxyflavone	OC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O1)C=C(O)C=C2	2517.4	Standard non polar	33892256
3,4',7-Trihydroxyflavone	OC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O1)C=C(O)C=C2	2971.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4',7-Trihydroxyflavone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)C3=CC=C(O)C=C3O2)C=C1	2987.1	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,1TMS,isomer #2	C[Si](C)(C)OC1=C(C2=CC=C(O)C=C2)OC2=CC(O)=CC=C2C1=O	2915.3	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=O)C(O)=C(C3=CC=C(O)C=C3)OC2=C1	3022.2	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1	3038.9	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC=C(O)C=C3O2)C=C1	2914.9	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC=C(O)C=C3)OC2=C1	2942.9	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1	2959.4	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)C3=CC=C(O)C=C3O2)C=C1	3234.9	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O)C=C2)OC2=CC(O)=CC=C2C1=O	3200.8	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(O)=C(C3=CC=C(O)C=C3)OC2=C1	3269.0	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1	3552.3	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC=C(O)C=C3O2)C=C1	3462.8	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC=C(O)C=C3)OC2=C1	3501.8	Semi standard non polar	33892256
3,4',7-Trihydroxyflavone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1	3735.0	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 - 3,4',7-Trihydroxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-0390000000-5b973fe7a053271b5116	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4',7-Trihydroxyflavone GC-MS (3 TMS) - 70eV, Positive	splash10-0229-3331900000-f5cf1969da2a7b21d9f6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4',7-Trihydroxyflavone 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 - 3,4',7-Trihydroxyflavone ESI-TOF 40V, Negative-QTOF	splash10-014i-0000900010-d52ae8e0a209847a9693	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone ESI-TOF 10V, Negative-QTOF	splash10-014i-0000900010-d52ae8e0a209847a9693	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone ESI-TOF 20V, Negative-QTOF	splash10-014i-0000900010-d52ae8e0a209847a9693	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone ESI-TOF 30V, Negative-QTOF	splash10-014i-0000900010-d52ae8e0a209847a9693	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone ESI-TOF , Negative-QTOF	splash10-014i-0090000000-e18e2a9b8ec8bedec0a2	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone ESI-TOF 40V, Negative-QTOF	splash10-00di-0190000000-bd42fd151c5c65b10c8c	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone ESI-TOF 10V, Negative-QTOF	splash10-014i-0090000000-0b575ed6e01323396383	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone ESI-TOF 20V, Negative-QTOF	splash10-014i-0090000000-1d425fce1f63dc47da17	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone ESI-TOF 30V, Negative-QTOF	splash10-01b9-0090000000-bfa2b00522d21af7ec25	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone ESI-TOF , Negative-QTOF	splash10-014i-0090000000-e18e2a9b8ec8bedec0a2	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone LC-ESI-QTOF , negative-QTOF	splash10-014i-0090000000-989ffc5845e8f9bd5f2d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone LC-ESI-QTOF , negative-QTOF	splash10-014i-0090000000-a2b48edfceeef700b694	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone LC-ESI-QTOF , negative-QTOF	splash10-02mj-0950000000-a4e210f822813b8da60f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone LC-ESI-TOF , negative-QTOF	splash10-00di-0190000000-bd42fd151c5c65b10c8c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone LC-ESI-TOF , negative-QTOF	splash10-014i-0090000000-0b575ed6e01323396383	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone LC-ESI-TOF , negative-QTOF	splash10-014i-0090000000-1d425fce1f63dc47da17	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone LC-ESI-TOF , negative-QTOF	splash10-01b9-0090000000-bfa2b00522d21af7ec25	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone LC-ESI-QTOF , positive-QTOF	splash10-00di-0090000000-f6bb577ab2272221326a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone LC-ESI-QTOF , positive-QTOF	splash10-00di-0090000000-c335211fc1cc65393cb5	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone 10V, Positive-QTOF	splash10-00di-0090000000-2520620bc236ae3dd3c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone 20V, Positive-QTOF	splash10-00di-0090000000-6d7cabe89d6fe163e6c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone 40V, Positive-QTOF	splash10-0fki-7970000000-f8f870899887201107f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone 10V, Negative-QTOF	splash10-014i-0090000000-137be497f4063a7b011b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone 20V, Negative-QTOF	splash10-014i-0190000000-c59f7d92f5a461097e1e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavone 40V, Negative-QTOF	splash10-0159-3950000000-212600c74324b35f8c3e	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

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

5281611

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1699011

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 3,4',7-Trihydroxyflavone (HMDB0034004)

MOL for HMDB0034004 (3,4',7-Trihydroxyflavone)

3D MOL for HMDB0034004 (3,4',7-Trihydroxyflavone)

3D SDF for HMDB0034004 (3,4',7-Trihydroxyflavone)

3D-SDF for HMDB0034004 (3,4',7-Trihydroxyflavone)

PDB for HMDB0034004 (3,4',7-Trihydroxyflavone)

3D PDB for HMDB0034004 (3,4',7-Trihydroxyflavone)

SMILES for HMDB0034004 (3,4',7-Trihydroxyflavone)

INCHI for HMDB0034004 (3,4',7-Trihydroxyflavone)

Structure for HMDB0034004 (3,4',7-Trihydroxyflavone)

3D Structure for HMDB0034004 (3,4',7-Trihydroxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra