Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:43 UTC

Update Date

2022-03-07 02:52:11 UTC

HMDB ID

HMDB0029492

Secondary Accession Numbers

HMDB29492

Metabolite Identification

Common Name

3,3',7-Trihydroxy-4'-methoxyflavone

Description

3,3',7-Trihydroxy-4'-methoxyflavone, also known as fisetin 4'-methyl ether, 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, 3,3',7-trihydroxy-4'-methoxyflavone is considered to be a flavonoid. Based on a literature review a significant number of articles have been published on 3,3',7-Trihydroxy-4'-methoxyflavone.

Structure

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

HMDB0029492
     RDKit          3D
3,3',7-Trihydroxy-4'-methoxyflavone
 34 36  0  0  0  0  0  0  0  0999 V2000
   -5.4704   -0.1391   -1.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0411    0.4928   -0.6480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7312    0.4114   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259   -0.3049   -0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235   -0.4124   -0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254    0.1899    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3976    0.0433    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1679   -0.1481   -0.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564   -0.2986   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1454   -0.4929   -1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104   -0.6494   -1.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2290   -0.8460   -2.6064 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1630   -0.6119   -0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5126   -0.4254    0.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1169   -0.2628    0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4288   -0.0752    2.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9918   -0.0364    3.2406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0057    0.0801    2.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3674    0.2451    3.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9194    0.8946    1.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2601    1.0030    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1553    1.7284    1.6951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1290    0.4444   -2.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5915   -0.1252   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1512   -1.1936   -1.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1517   -0.7896   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8265   -0.9884   -1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5869   -0.5147   -2.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5728   -0.0263   -3.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2379   -0.7364   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9666   -0.3864    1.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5359    0.3093    3.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6349    1.4281    2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8838    2.1932    2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 18  7  2  0
 15  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
M  END


  Mrv0541 02241208522D          

 22 24  0  0  0  0            999 V2000
   -3.5724   -0.2048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    0.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    1.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287    1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287    0.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -0.2048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301   -2.2689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    1.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    2.2689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1437   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1437   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 16  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 15  2  0  0  0  0
 10 11  1  0  0  0  0
 10 18  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029492

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1O)C1=C(O)C(=O)C2=CC=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O6/c1-21-12-5-2-8(6-11(12)18)16-15(20)14(19)10-4-3-9(17)7-13(10)22-16/h2-7,17-18,20H,1H3

> <INCHI_KEY>
QVYSSMFEUBQBEU-UHFFFAOYSA-N

> <FORMULA>
C16H12O6

> <MOLECULAR_WEIGHT>
300.2629

> <EXACT_MASS>
300.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
29.751391773021922

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.09

> <JCHEM_LOGP>
1.9557588416666665

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.199543240172435

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.320405356936181

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8219519996317297

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
79.36360000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fisetin 4'-methyl ether

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029492
     RDKit          3D
3,3',7-Trihydroxy-4'-methoxyflavone
 34 36  0  0  0  0  0  0  0  0999 V2000
   -5.4704   -0.1391   -1.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0411    0.4928   -0.6480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7312    0.4114   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259   -0.3049   -0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235   -0.4124   -0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254    0.1899    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3976    0.0433    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1679   -0.1481   -0.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564   -0.2986   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1454   -0.4929   -1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104   -0.6494   -1.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2290   -0.8460   -2.6064 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1630   -0.6119   -0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5126   -0.4254    0.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1169   -0.2628    0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4288   -0.0752    2.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9918   -0.0364    3.2406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0057    0.0801    2.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3674    0.2451    3.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9194    0.8946    1.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2601    1.0030    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1553    1.7284    1.6951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1290    0.4444   -2.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5915   -0.1252   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1512   -1.1936   -1.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1517   -0.7896   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8265   -0.9884   -1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5869   -0.5147   -2.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5728   -0.0263   -3.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2379   -0.7364   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9666   -0.3864    1.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5359    0.3093    3.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6349    1.4281    2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8838    2.1932    2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 18  7  2  0
 15  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  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      -6.668  -0.382   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.334   0.388   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.334   1.928   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.002   2.698   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.928   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.388   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.002  -0.382   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.332  -0.382   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000   0.388   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.335  -0.382   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.335  -1.925   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.670  -2.695   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.670  -4.235   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.335   2.695   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.000   1.925   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.332   2.698   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.332   4.235   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.670   0.385   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.002  -0.385   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.002  -1.925   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.336  -2.695   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.668  -1.925   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    2    6                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15    9   14   16                                                  
CONECT   16    5   15   17                                                  
CONECT   17   16                                                            
CONECT   18   10   19                                                       
CONECT   19   18   20                                                       
CONECT   20   12   19   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0029492
HETATM    1  C1  UNL     1      -5.470  -0.139  -1.836  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.041   0.493  -0.648  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.731   0.411  -0.214  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.826  -0.305  -0.963  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.524  -0.412  -0.571  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.025   0.190   0.602  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.398   0.043   0.828  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.168  -0.148  -0.246  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.456  -0.299  -0.238  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.145  -0.493  -1.447  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.510  -0.649  -1.411  1.00  0.00           C  
HETATM   12  O3  UNL     1       5.229  -0.846  -2.606  1.00  0.00           O  
HETATM   13  C10 UNL     1       5.163  -0.612  -0.199  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.513  -0.425   0.975  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.117  -0.263   0.967  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.429  -0.075   2.125  1.00  0.00           C  
HETATM   17  O4  UNL     1       2.992  -0.036   3.241  1.00  0.00           O  
HETATM   18  C14 UNL     1       1.006   0.080   2.024  1.00  0.00           C  
HETATM   19  O5  UNL     1       0.367   0.245   3.204  1.00  0.00           O  
HETATM   20  C15 UNL     1      -1.919   0.895   1.332  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.260   1.003   0.928  1.00  0.00           C  
HETATM   22  O6  UNL     1      -4.155   1.728   1.695  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.129   0.444  -2.739  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.592  -0.125  -1.824  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.151  -1.194  -1.894  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.152  -0.790  -1.874  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.826  -0.988  -1.182  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.587  -0.515  -2.374  1.00  0.00           H  
HETATM   29  H7  UNL     1       5.573  -0.026  -3.089  1.00  0.00           H  
HETATM   30  H8  UNL     1       6.238  -0.736  -0.185  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.967  -0.386   1.956  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.536   0.309   3.472  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.635   1.428   2.201  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.884   2.193   2.550  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   20
CONECT    7    8   18   18
CONECT    8    9
CONECT    9   10   10   15
CONECT   10   11   28
CONECT   11   12   13   13
CONECT   12   29
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   32
CONECT   20   21   21   33
CONECT   21   22
CONECT   22   34
END

HMDB0029492
     RDKit          3D
3,3',7-Trihydroxy-4'-methoxyflavone
 34 36  0  0  0  0  0  0  0  0999 V2000
   -5.4704   -0.1391   -1.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0411    0.4928   -0.6480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7312    0.4114   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259   -0.3049   -0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235   -0.4124   -0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254    0.1899    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3976    0.0433    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1679   -0.1481   -0.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564   -0.2986   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1454   -0.4929   -1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104   -0.6494   -1.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2290   -0.8460   -2.6064 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1630   -0.6119   -0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5126   -0.4254    0.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1169   -0.2628    0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4288   -0.0752    2.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9918   -0.0364    3.2406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0057    0.0801    2.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3674    0.2451    3.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9194    0.8946    1.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2601    1.0030    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1553    1.7284    1.6951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1290    0.4444   -2.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5915   -0.1252   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1512   -1.1936   -1.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1517   -0.7896   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8265   -0.9884   -1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5869   -0.5147   -2.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5728   -0.0263   -3.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2379   -0.7364   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9666   -0.3864    1.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5359    0.3093    3.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6349    1.4281    2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8838    2.1932    2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 18  7  2  0
 15  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fisetin 4'-methyl ether	HMDB

Chemical Formula

C₁₆H₁₂O₆

Average Molecular Weight

300.2629

Monoisotopic Molecular Weight

300.063388116

IUPAC Name

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

Traditional Name

fisetin 4'-methyl ether

CAS Registry Number

57396-72-2

SMILES

COC1=CC=C(C=C1O)C1=C(O)C(=O)C2=CC=C(O)C=C2O1

InChI Identifier

InChI=1S/C16H12O6/c1-21-12-5-2-8(6-11(12)18)16-15(20)14(19)10-4-3-9(17)7-13(10)22-16/h2-7,17-18,20H,1H3

InChI Key

QVYSSMFEUBQBEU-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

4p-methoxyflavonoid-skeleton
3-hydroxyflavone
3'-hydroxyflavonoid
3-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111569 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029492)
Cytoplasm (HMDB: HMDB0029492)

Source

Endogenous

Endogenous (HMDB: HMDB0029492)

Plant

Plant (HMDB: HMDB0029492)

Exogenous

Food

Food (HMDB: HMDB0029492)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	288 °C	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
Water Solubility	0.07 g/L	ALOGPS
logP	2.09	ALOGPS
logP	1.96	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.32	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.36 m³·mol⁻¹	ChemAxon
Polarizability	29.75 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]+	169.781	31661259
DarkChem	[M-H]-	172.262	31661259
DeepCCS	[M+H]+	169.335	30932474
DeepCCS	[M-H]-	166.977	30932474
DeepCCS	[M-2H]-	199.927	30932474
DeepCCS	[M+Na]+	175.428	30932474
AllCCS	[M+H]+	168.4	32859911
AllCCS	[M+H-H2O]+	164.7	32859911
AllCCS	[M+NH4]+	171.9	32859911
AllCCS	[M+Na]+	172.9	32859911
AllCCS	[M-H]-	168.4	32859911
AllCCS	[M+Na-2H]-	167.7	32859911
AllCCS	[M+HCOO]-	167.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,3',7-Trihydroxy-4'-methoxyflavone	COC1=CC=C(C=C1O)C1=C(O)C(=O)C2=CC=C(O)C=C2O1	4565.8	Standard polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone	COC1=CC=C(C=C1O)C1=C(O)C(=O)C2=CC=C(O)C=C2O1	2968.6	Standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone	COC1=CC=C(C=C1O)C1=C(O)C(=O)C2=CC=C(O)C=C2O1	3120.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,3',7-Trihydroxy-4'-methoxyflavone,1TMS,isomer #1	COC1=CC=C(C2=C(O)C(=O)C3=CC=C(O)C=C3O2)C=C1O[Si](C)(C)C	3133.7	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,1TMS,isomer #2	COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC=C(O)C=C3O2)C=C1O	3164.8	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,1TMS,isomer #3	COC1=CC=C(C2=C(O)C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1O	3226.8	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,2TMS,isomer #1	COC1=CC=C(C2=C(O)C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1O[Si](C)(C)C	3119.6	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,2TMS,isomer #2	COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC=C(O)C=C3O2)C=C1O[Si](C)(C)C	2996.8	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,2TMS,isomer #3	COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1O	3121.0	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,3TMS,isomer #1	COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1O[Si](C)(C)C	3009.3	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,1TBDMS,isomer #1	COC1=CC=C(C2=C(O)C(=O)C3=CC=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3394.2	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,1TBDMS,isomer #2	COC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC=C(O)C=C3O2)C=C1O	3461.2	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,1TBDMS,isomer #3	COC1=CC=C(C2=C(O)C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O	3480.4	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,2TBDMS,isomer #1	COC1=CC=C(C2=C(O)C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3673.2	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,2TBDMS,isomer #2	COC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3544.0	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,2TBDMS,isomer #3	COC1=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=C1O	3684.7	Semi standard non polar	33892256
3,3',7-Trihydroxy-4'-methoxyflavone,3TBDMS,isomer #1	COC1=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=C1O[Si](C)(C)C(C)(C)C	3770.2	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 - 3,3',7-Trihydroxy-4'-methoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0691000000-7754e602949bd5e29023	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone GC-MS (3 TMS) - 70eV, Positive	splash10-0fdo-2551960000-b775609fb51d919bd086	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 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 - 3,3',7-Trihydroxy-4'-methoxyflavone 40V, Positive-QTOF	splash10-01r6-1900000000-dda365072dac4c579519	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 10V, Positive-QTOF	splash10-03di-0901000000-9070a5529eee4d7e9eb8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 20V, Positive-QTOF	splash10-03di-0900000000-b9bfd903aefb6500d923	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 10V, Positive-QTOF	splash10-0udi-0009000000-4a4199d968e298be60f3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 20V, Positive-QTOF	splash10-0udi-0219000000-42f0cd92810eda71faf7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 40V, Positive-QTOF	splash10-00dr-6930000000-1b8b7142dc1eeae991aa	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 10V, Negative-QTOF	splash10-0002-0090000000-a62f94826b744ed2739d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 20V, Negative-QTOF	splash10-0002-0190000000-182a4d6bab0713796609	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 40V, Negative-QTOF	splash10-015i-2970000000-8f3d87bfed65d6db9d1c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 10V, Positive-QTOF	splash10-0udi-0009000000-545fc7c692e0abcd7966	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 20V, Positive-QTOF	splash10-0udi-0009000000-46be069e66138c2090c2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 40V, Positive-QTOF	splash10-0f79-2912000000-2762bf26844c78845980	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 10V, Negative-QTOF	splash10-0002-0090000000-eb99f2d673e3e28b8286	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 20V, Negative-QTOF	splash10-0002-0490000000-9340fbdd704e8b187ebf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',7-Trihydroxy-4'-methoxyflavone 40V, Negative-QTOF	splash10-05tr-1930000000-b7b425fa51142c3e2200	2021-09-23	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

FDB000625

KNApSAcK ID

C00004582

Chemspider ID

4527119

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5378244

PDB ID

Not Available

ChEBI ID

Not Available

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.. .

Showing metabocard for 3,3',7-Trihydroxy-4'-methoxyflavone (HMDB0029492)

MOL for HMDB0029492 (3,3',7-Trihydroxy-4'-methoxyflavone)

3D MOL for HMDB0029492 (3,3',7-Trihydroxy-4'-methoxyflavone)

3D SDF for HMDB0029492 (3,3',7-Trihydroxy-4'-methoxyflavone)

3D-SDF for HMDB0029492 (3,3',7-Trihydroxy-4'-methoxyflavone)

PDB for HMDB0029492 (3,3',7-Trihydroxy-4'-methoxyflavone)

3D PDB for HMDB0029492 (3,3',7-Trihydroxy-4'-methoxyflavone)

SMILES for HMDB0029492 (3,3',7-Trihydroxy-4'-methoxyflavone)

INCHI for HMDB0029492 (3,3',7-Trihydroxy-4'-methoxyflavone)

Structure for HMDB0029492 (3,3',7-Trihydroxy-4'-methoxyflavone)

3D Structure for HMDB0029492 (3,3',7-Trihydroxy-4'-methoxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra