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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:29:40 UTC

Update Date

2022-03-07 02:55:15 UTC

HMDB ID

HMDB0037255

Secondary Accession Numbers

HMDB37255

Metabolite Identification

Common Name

5-Hydroxy-7-methoxy-6-methylflavone

Description

5-Hydroxy-7-methoxy-6-methylflavone belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 5-hydroxy-7-methoxy-6-methylflavone is considered to be a flavonoid. 5-Hydroxy-7-methoxy-6-methylflavone has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make 5-hydroxy-7-methoxy-6-methylflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5-Hydroxy-7-methoxy-6-methylflavone.

Structure

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

HMDB0037255
     RDKit          3D
5-Hydroxy-7-methoxy-6-methylflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.7738    2.2297    1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    0.9852    0.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9141    0.2644    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    0.7021    0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453   -0.0579   -0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533    0.4013    0.0431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7523   -0.2507   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0579    0.3282   -0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2206   -0.2939   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4717    0.2880   -0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5264    1.5065    0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3630    2.1475    0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    1.5584    0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507   -1.4559   -0.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771   -1.9914   -1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1002   -3.0901   -1.7503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8048   -1.2646   -0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841   -1.7382   -0.9614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247   -2.9564   -1.5852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1228   -0.9482   -0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5050   -1.4307   -0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939    2.9502    0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    2.0367    2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7222    2.7164    1.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4942    1.6564    0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2223   -1.2384   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3830   -0.2087   -0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4860    1.9677    0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914    3.1092    1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    2.0668    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4098   -2.0176   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2741   -3.2776   -1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8612   -1.3304   -1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2367   -0.8692   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -2.4948   -0.3750 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20  3  1  0
 17  5  2  0
 13  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 19 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END


  Mrv0541 05061309402D          

 21 23  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
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    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
    2.1434    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
    0.0000    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
   -0.7145    1.2375    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    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
    0.0000    3.3000    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    0.8250    0.0000 O   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
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 10  1  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  2  0  0  0  0
 17 10  2  0  0  0  0
 17 16  1  0  0  0  0
 18 12  2  0  0  0  0
 19 17  1  0  0  0  0
 20  2  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 21 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037255

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C(=O)C=C(O2)C2=CC=CC=C2)C(O)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O4/c1-10-13(20-2)9-15-16(17(10)19)12(18)8-14(21-15)11-6-4-3-5-7-11/h3-9,19H,1-2H3

> <INCHI_KEY>
QXJMWAGIFVRLTO-UHFFFAOYSA-N

> <FORMULA>
C17H14O4

> <MOLECULAR_WEIGHT>
282.2907

> <EXACT_MASS>
282.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.91762754450703

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-7-methoxy-6-methyl-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.90

> <JCHEM_LOGP>
3.6695699006666658

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.20498019461373

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.955056724593375

> <JCHEM_PKA_STRONGEST_BASIC>
-4.740673966783896

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
80.45649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methyltectochrysin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037255
     RDKit          3D
5-Hydroxy-7-methoxy-6-methylflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.7738    2.2297    1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    0.9852    0.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9141    0.2644    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    0.7021    0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453   -0.0579   -0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533    0.4013    0.0431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7523   -0.2507   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0579    0.3282   -0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2206   -0.2939   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4717    0.2880   -0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5264    1.5065    0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3630    2.1475    0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    1.5584    0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507   -1.4559   -0.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771   -1.9914   -1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1002   -3.0901   -1.7503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8048   -1.2646   -0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841   -1.7382   -0.9614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247   -2.9564   -1.5852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1228   -0.9482   -0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5050   -1.4307   -0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939    2.9502    0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    2.0367    2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7222    2.7164    1.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4942    1.6564    0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2223   -1.2384   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3830   -0.2087   -0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4860    1.9677    0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914    3.1092    1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    2.0668    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4098   -2.0176   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2741   -3.2776   -1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8612   -1.3304   -1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2367   -0.8692   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -2.4948   -0.3750 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20  3  1  0
 17  5  2  0
 13  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 19 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  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      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   20                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   11                                                       
CONECT    7    5   11                                                       
CONECT    8   12   14                                                       
CONECT    9   13   15                                                       
CONECT   10    1   13   17                                                  
CONECT   11    6    7   14                                                  
CONECT   12    8   16   18                                                  
CONECT   13    9   10   20                                                  
CONECT   14    8   11   21                                                  
CONECT   15    9   16   21                                                  
CONECT   16   12   15   17                                                  
CONECT   17   10   16   19                                                  
CONECT   18   12                                                            
CONECT   19   17                                                            
CONECT   20    2   13                                                       
CONECT   21   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0037255
HETATM    1  C1  UNL     1      -3.774   2.230   1.168  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.024   0.985   0.531  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.914   0.264   0.112  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.615   0.702   0.289  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.545  -0.058  -0.148  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.653   0.401   0.043  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.752  -0.251  -0.339  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.058   0.328  -0.090  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.221  -0.294  -0.459  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.472   0.288  -0.206  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.526   1.507   0.426  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.363   2.148   0.805  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.158   1.558   0.546  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.551  -1.456  -0.958  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.277  -1.991  -1.186  1.00  0.00           C  
HETATM   16  O3  UNL     1       0.100  -3.090  -1.750  1.00  0.00           O  
HETATM   17  C14 UNL     1      -0.805  -1.265  -0.766  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.084  -1.738  -0.961  1.00  0.00           C  
HETATM   19  O4  UNL     1      -2.325  -2.956  -1.585  1.00  0.00           O  
HETATM   20  C16 UNL     1      -3.123  -0.948  -0.510  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.505  -1.431  -0.706  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.294   2.950   0.442  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.084   2.037   2.023  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.722   2.716   1.493  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.494   1.656   0.780  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.222  -1.238  -0.950  1.00  0.00           H  
HETATM   27  H6  UNL     1       6.383  -0.209  -0.500  1.00  0.00           H  
HETATM   28  H7  UNL     1       6.486   1.968   0.628  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.391   3.109   1.304  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.254   2.067   0.846  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.410  -2.018  -1.284  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.274  -3.278  -1.715  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.861  -1.330  -1.750  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.237  -0.869  -0.070  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.598  -2.495  -0.375  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   25
CONECT    5    6   17   17
CONECT    6    7
CONECT    7    8   14   14
CONECT    8    9    9   13
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   30
CONECT   14   15   31
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   20   20
CONECT   19   32
CONECT   20   21
CONECT   21   33   34   35
END

HMDB0037255
     RDKit          3D
5-Hydroxy-7-methoxy-6-methylflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.7738    2.2297    1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    0.9852    0.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9141    0.2644    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    0.7021    0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453   -0.0579   -0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533    0.4013    0.0431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7523   -0.2507   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0579    0.3282   -0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2206   -0.2939   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4717    0.2880   -0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5264    1.5065    0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3630    2.1475    0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    1.5584    0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507   -1.4559   -0.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771   -1.9914   -1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1002   -3.0901   -1.7503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8048   -1.2646   -0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841   -1.7382   -0.9614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247   -2.9564   -1.5852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1228   -0.9482   -0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5050   -1.4307   -0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939    2.9502    0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    2.0367    2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7222    2.7164    1.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4942    1.6564    0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2223   -1.2384   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3830   -0.2087   -0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4860    1.9677    0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914    3.1092    1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    2.0668    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4098   -2.0176   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2741   -3.2776   -1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8612   -1.3304   -1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2367   -0.8692   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -2.4948   -0.3750 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20  3  1  0
 17  5  2  0
 13  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 19 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Hydroxy-7-methoxy-6-methyl-2-phenyl-4H-1-benzopyran-4-one	HMDB
5-Hydroxy-7-methoxy-6-methyl-2-phenyl-4H-chromen-4-one	HMDB
5-Hydroxy-7-methoxy-6-methylflavon	HMDB
6-Methyltectochrysin	HMDB

Chemical Formula

C₁₇H₁₄O₄

Average Molecular Weight

282.2907

Monoisotopic Molecular Weight

282.089208936

IUPAC Name

5-hydroxy-7-methoxy-6-methyl-2-phenyl-4H-chromen-4-one

Traditional Name

6-methyltectochrysin

CAS Registry Number

55969-57-8

SMILES

COC1=CC2=C(C(=O)C=C(O2)C2=CC=CC=C2)C(O)=C1C

InChI Identifier

InChI=1S/C17H14O4/c1-10-13(20-2)9-15-16(17(10)19)12(18)8-14(21-15)11-6-4-3-5-7-11/h3-9,19H,1-2H3

InChI Key

QXJMWAGIFVRLTO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

7-methoxyflavonoid-skeleton
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110171 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037255)
Cell membrane (HMDB: HMDB0037255)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037255)

Source

Exogenous

Exogenous (HMDB: HMDB0037255)

Food

Food (HMDB: HMDB0037255)

Tea

Endogenous

Plant

Plant (HMDB: HMDB0037255)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037255)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	176 - 179 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	9.68 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.041 g/L	ALOGPS
logP	3.9	ALOGPS
logP	3.67	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	80.46 m³·mol⁻¹	ChemAxon
Polarizability	29.92 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]+	165.259	30932474
DeepCCS	[M-H]-	162.901	30932474
DeepCCS	[M-2H]-	196.391	30932474
DeepCCS	[M+Na]+	171.618	30932474
AllCCS	[M+H]+	164.2	32859911
AllCCS	[M+H-H2O]+	160.3	32859911
AllCCS	[M+NH4]+	167.8	32859911
AllCCS	[M+Na]+	168.8	32859911
AllCCS	[M-H]-	166.7	32859911
AllCCS	[M+Na-2H]-	165.8	32859911
AllCCS	[M+HCOO]-	165.0	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. Predicted by Afia on May 17, 2022.	9.3 minutes	32390414
Predicted by Siyang on May 30, 2022	18.3712 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.85 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2963.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	588.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	248.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	349.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	514.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	699.1 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	896.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	162.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1668.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	623.6 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	1720.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	506.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	567.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	491.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	413.9 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	54.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy-7-methoxy-6-methylflavone	COC1=CC2=C(C(=O)C=C(O2)C2=CC=CC=C2)C(O)=C1C	3809.0	Standard polar	33892256
5-Hydroxy-7-methoxy-6-methylflavone	COC1=CC2=C(C(=O)C=C(O2)C2=CC=CC=C2)C(O)=C1C	2662.6	Standard non polar	33892256
5-Hydroxy-7-methoxy-6-methylflavone	COC1=CC2=C(C(=O)C=C(O2)C2=CC=CC=C2)C(O)=C1C	2763.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy-7-methoxy-6-methylflavone,1TMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C)=C1C)C(=O)C=C(C1=CC=CC=C1)O2	2871.1	Semi standard non polar	33892256
5-Hydroxy-7-methoxy-6-methylflavone,1TBDMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1C)C(=O)C=C(C1=CC=CC=C1)O2	3121.7	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-Hydroxy-7-methoxy-6-methylflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxr-0690000000-454578d4b16bdc573aae	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone GC-MS (1 TMS) - 70eV, Positive	splash10-0fer-4859000000-e07cdef742d394b23f1f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 10V, Positive-QTOF	splash10-001i-0090000000-a06247313e9e96d2adaf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 20V, Positive-QTOF	splash10-001i-0090000000-0b6cc55ab7a4e5673126	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 40V, Positive-QTOF	splash10-0uds-3960000000-f181736b117ff211db21	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 10V, Negative-QTOF	splash10-001i-0090000000-ad234c12ad902ccd07e3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 20V, Negative-QTOF	splash10-001i-0190000000-b9c130c1cdda4ed07060	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 40V, Negative-QTOF	splash10-0mmr-5960000000-460243923e5d67fbd690	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 10V, Positive-QTOF	splash10-001i-0090000000-a1ec03bfb8f05f85967d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 20V, Positive-QTOF	splash10-001i-0090000000-420a89e3d853567b9a9f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 40V, Positive-QTOF	splash10-0frf-0190000000-e1f24f0e6945a79d90c3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 10V, Negative-QTOF	splash10-001i-0090000000-c44152ffeae3c0a6087e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7-methoxy-6-methylflavone 20V, Negative-QTOF	splash10-00m0-0090000000-51c02e9c4bd546320b35	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

FDB016267

KNApSAcK ID

C00003986

Chemspider ID

328118

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

369599

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1859591

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 5-Hydroxy-7-methoxy-6-methylflavone (HMDB0037255)

MOL for HMDB0037255 (5-Hydroxy-7-methoxy-6-methylflavone)

3D MOL for HMDB0037255 (5-Hydroxy-7-methoxy-6-methylflavone)

3D SDF for HMDB0037255 (5-Hydroxy-7-methoxy-6-methylflavone)

3D-SDF for HMDB0037255 (5-Hydroxy-7-methoxy-6-methylflavone)

PDB for HMDB0037255 (5-Hydroxy-7-methoxy-6-methylflavone)

3D PDB for HMDB0037255 (5-Hydroxy-7-methoxy-6-methylflavone)

SMILES for HMDB0037255 (5-Hydroxy-7-methoxy-6-methylflavone)

INCHI for HMDB0037255 (5-Hydroxy-7-methoxy-6-methylflavone)

Structure for HMDB0037255 (5-Hydroxy-7-methoxy-6-methylflavone)

3D Structure for HMDB0037255 (5-Hydroxy-7-methoxy-6-methylflavone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra