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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:14:07 UTC

Update Date

2022-03-07 02:57:04 UTC

HMDB ID

HMDB0041544

Secondary Accession Numbers

HMDB41544

Metabolite Identification

Common Name

7-Hydroxy-3,4',8-trimethoxyflavone

Description

7-Hydroxy-3,4',8-trimethoxyflavone belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. 7-Hydroxy-3,4',8-trimethoxyflavone has been detected, but not quantified in, pulses. This could make 7-hydroxy-3,4',8-trimethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 7-Hydroxy-3,4',8-trimethoxyflavone.

Structure

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

HMDB0041544
     RDKit          3D
7-Hydroxy-3,4',8-trimethoxyflavone
 40 42  0  0  0  0  0  0  0  0999 V2000
    5.3931    0.8493    2.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2260   -0.0484    1.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9874   -0.1648    1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863   -1.0281   -0.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5319   -1.1329   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734   -0.3858   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.4096   -0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508    0.5271   -0.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840    0.6015   -0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8205    1.6117   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2553    2.5368    0.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841    2.1882    1.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1210    1.7364   -0.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9434    2.7749   -0.2667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6555    0.8252   -1.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8521   -0.1947   -2.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5234   -0.3125   -1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -1.3131   -2.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315   -2.1606   -2.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3673   -1.3431   -1.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4129   -2.4056   -2.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3701   -3.6537   -1.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271    0.4759    0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9397    0.5898    1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487    1.9171    2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5659    0.6600    3.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3431    0.7100    3.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125   -1.6270   -0.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4334   -1.7951   -1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9635    1.1709    2.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    2.9402    2.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4861    2.0939    2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190    3.4265    0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6725    0.8621   -1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2323   -0.9271   -2.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020   -3.4935   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3475   -4.3266   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3618   -4.1504   -1.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9174    1.0951    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0481    1.2795    2.2623 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
 10 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 20  7  2  0
 17  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
M  END


  Mrv0541 05061312442D          

 24 26  0  0  0  0            999 V2000
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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    2.4750    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
   -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
    3.5724    2.0625    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
   -1.4289    0.8250    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 10  4  2  0  0  0  0
 10  5  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  1  0  0  0  0
 14 12  1  0  0  0  0
 15 10  1  0  0  0  0
 16 12  2  0  0  0  0
 17 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 18 15  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  2  0  0  0  0
 21  1  1  0  0  0  0
 21 11  1  0  0  0  0
 22  2  1  0  0  0  0
 22 17  1  0  0  0  0
 23  3  1  0  0  0  0
 23 18  1  0  0  0  0
 24 15  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041544

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C(OC)=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)15-18(23-3)14(20)12-8-9-13(19)17(22-2)16(12)24-15/h4-9,19H,1-3H3

> <INCHI_KEY>
JMDFEVHVJUQIKK-UHFFFAOYSA-N

> <FORMULA>
C18H16O6

> <MOLECULAR_WEIGHT>
328.316

> <EXACT_MASS>
328.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
33.503793530692406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-3,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.49

> <JCHEM_LOGP>
2.2144802869999998

> <ALOGPS_LOGS>
-4.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.8902222474288255

> <JCHEM_PKA_STRONGEST_BASIC>
-4.416754143433249

> <JCHEM_POLAR_SURFACE_AREA>
74.22000000000001

> <JCHEM_REFRACTIVITY>
88.5971

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-3,8-dimethoxy-2-(4-methoxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041544
     RDKit          3D
7-Hydroxy-3,4',8-trimethoxyflavone
 40 42  0  0  0  0  0  0  0  0999 V2000
    5.3931    0.8493    2.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2260   -0.0484    1.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9874   -0.1648    1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863   -1.0281   -0.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5319   -1.1329   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734   -0.3858   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.4096   -0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508    0.5271   -0.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840    0.6015   -0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8205    1.6117   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2553    2.5368    0.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841    2.1882    1.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1210    1.7364   -0.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9434    2.7749   -0.2667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6555    0.8252   -1.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8521   -0.1947   -2.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5234   -0.3125   -1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -1.3131   -2.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315   -2.1606   -2.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3673   -1.3431   -1.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4129   -2.4056   -2.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3701   -3.6537   -1.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271    0.4759    0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9397    0.5898    1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487    1.9171    2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5659    0.6600    3.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3431    0.7100    3.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125   -1.6270   -0.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4334   -1.7951   -1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9635    1.1709    2.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    2.9402    2.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4861    2.0939    2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190    3.4265    0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6725    0.8621   -1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2323   -0.9271   -2.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020   -3.4935   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3475   -4.3266   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3618   -4.1504   -1.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9174    1.0951    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0481    1.2795    2.2623 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
 10 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 20  7  2  0
 17  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  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       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   4.620   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       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    6   10                                                       
CONECT    5    7   10                                                       
CONECT    6    4   11                                                       
CONECT    7    5   11                                                       
CONECT    8    9   12                                                       
CONECT    9    8   13                                                       
CONECT   10    4    5   15                                                  
CONECT   11    6    7   21                                                  
CONECT   12    8   14   16                                                  
CONECT   13    9   17   19                                                  
CONECT   14   12   18   20                                                  
CONECT   15   10   18   24                                                  
CONECT   16   12   17   24                                                  
CONECT   17   13   16   22                                                  
CONECT   18   14   15   23                                                  
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21    1   11                                                       
CONECT   22    2   17                                                       
CONECT   23    3   18                                                       
CONECT   24   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0041544
HETATM    1  C1  UNL     1       5.393   0.849   2.732  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.226  -0.048   1.656  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.987  -0.165   1.022  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.786  -1.028  -0.030  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.532  -1.133  -0.657  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.473  -0.386  -0.246  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.119  -0.410  -0.762  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.751   0.527  -0.387  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.984   0.601  -0.787  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.820   1.612  -0.346  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.255   2.537   0.550  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.384   2.188   1.930  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.121   1.736  -0.734  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.943   2.775  -0.267  1.00  0.00           O  
HETATM   15  C11 UNL     1      -4.656   0.825  -1.608  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.852  -0.195  -2.069  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.523  -0.312  -1.665  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.693  -1.313  -2.100  1.00  0.00           C  
HETATM   19  O5  UNL     1      -2.131  -2.161  -2.892  1.00  0.00           O  
HETATM   20  C15 UNL     1      -0.367  -1.343  -1.632  1.00  0.00           C  
HETATM   21  O6  UNL     1       0.413  -2.406  -2.119  1.00  0.00           O  
HETATM   22  C16 UNL     1       0.370  -3.654  -1.398  1.00  0.00           C  
HETATM   23  C17 UNL     1       1.727   0.476   0.824  1.00  0.00           C  
HETATM   24  C18 UNL     1       2.940   0.590   1.444  1.00  0.00           C  
HETATM   25  H1  UNL     1       5.249   1.917   2.411  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.566   0.660   3.475  1.00  0.00           H  
HETATM   27  H3  UNL     1       6.343   0.710   3.254  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.613  -1.627  -0.367  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.433  -1.795  -1.480  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.963   1.171   2.115  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.897   2.940   2.560  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.486   2.094   2.130  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.519   3.426   0.374  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.672   0.862  -1.957  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.232  -0.927  -2.753  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.102  -3.494  -0.340  1.00  0.00           H  
HETATM   37  H13 UNL     1      -0.347  -4.327  -1.909  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.362  -4.150  -1.426  1.00  0.00           H  
HETATM   39  H15 UNL     1       0.917   1.095   1.191  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.048   1.280   2.262  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   28
CONECT    5    6    6   29
CONECT    6    7   23
CONECT    7    8   20   20
CONECT    8    9
CONECT    9   10   10   17
CONECT   10   11   13
CONECT   11   12
CONECT   12   30   31   32
CONECT   13   14   15   15
CONECT   14   33
CONECT   15   16   34
CONECT   16   17   17   35
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22
CONECT   22   36   37   38
CONECT   23   24   24   39
CONECT   24   40
END

HMDB0041544
     RDKit          3D
7-Hydroxy-3,4',8-trimethoxyflavone
 40 42  0  0  0  0  0  0  0  0999 V2000
    5.3931    0.8493    2.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2260   -0.0484    1.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9874   -0.1648    1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863   -1.0281   -0.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5319   -1.1329   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734   -0.3858   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.4096   -0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508    0.5271   -0.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840    0.6015   -0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8205    1.6117   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2553    2.5368    0.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841    2.1882    1.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1210    1.7364   -0.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9434    2.7749   -0.2667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6555    0.8252   -1.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8521   -0.1947   -2.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5234   -0.3125   -1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -1.3131   -2.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315   -2.1606   -2.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3673   -1.3431   -1.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4129   -2.4056   -2.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3701   -3.6537   -1.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271    0.4759    0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9397    0.5898    1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487    1.9171    2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5659    0.6600    3.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3431    0.7100    3.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125   -1.6270   -0.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4334   -1.7951   -1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9635    1.1709    2.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    2.9402    2.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4861    2.0939    2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190    3.4265    0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6725    0.8621   -1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2323   -0.9271   -2.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020   -3.4935   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3475   -4.3266   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3618   -4.1504   -1.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9174    1.0951    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0481    1.2795    2.2623 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
 10 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 20  7  2  0
 17  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₆

Average Molecular Weight

328.316

Monoisotopic Molecular Weight

328.094688244

IUPAC Name

7-hydroxy-3,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

7-hydroxy-3,8-dimethoxy-2-(4-methoxyphenyl)chromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C(OC)=C(O)C=C2

InChI Identifier

InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)15-18(23-3)14(20)12-8-9-13(19)17(22-2)16(12)24-15/h4-9,19H,1-3H3

InChI Key

JMDFEVHVJUQIKK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041544)

Cellular substructure

Membrane (HMDB: HMDB0041544)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041544)

Source

Exogenous

Food

Food (HMDB: HMDB0041544)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0041544)
Fabaceae (HMDB: HMDB0041544)

Not Available

Nutrient (HMDB: HMDB0041544)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	187.5 - 188 °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	0.021 g/L	ALOGPS
logP	3.49	ALOGPS
logP	2.21	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.89	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	74.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.6 m³·mol⁻¹	ChemAxon
Polarizability	33.5 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]+	177.49	31661259
DarkChem	[M-H]-	176.253	31661259
DeepCCS	[M+H]+	181.223	30932474
DeepCCS	[M-H]-	178.865	30932474
DeepCCS	[M-2H]-	213.066	30932474
DeepCCS	[M+Na]+	188.379	30932474
AllCCS	[M+H]+	175.8	32859911
AllCCS	[M+H-H2O]+	172.3	32859911
AllCCS	[M+NH4]+	179.1	32859911
AllCCS	[M+Na]+	180.0	32859911
AllCCS	[M-H]-	178.3	32859911
AllCCS	[M+Na-2H]-	177.7	32859911
AllCCS	[M+HCOO]-	177.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxy-3,4',8-trimethoxyflavone	COC1=CC=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C(OC)=C(O)C=C2	4364.8	Standard polar	33892256
7-Hydroxy-3,4',8-trimethoxyflavone	COC1=CC=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C(OC)=C(O)C=C2	2965.4	Standard non polar	33892256
7-Hydroxy-3,4',8-trimethoxyflavone	COC1=CC=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C(OC)=C(O)C=C2	2932.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxy-3,4',8-trimethoxyflavone,1TMS,isomer #1	COC1=CC=C(C2=C(OC)C(=O)C3=CC=C(O[Si](C)(C)C)C(OC)=C3O2)C=C1	3033.4	Semi standard non polar	33892256
7-Hydroxy-3,4',8-trimethoxyflavone,1TBDMS,isomer #1	COC1=CC=C(C2=C(OC)C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)C=C1	3275.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w2j-0596000000-6b9f4600f5d795eef3ab	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone GC-MS (1 TMS) - 70eV, Positive	splash10-05g0-1139000000-737c77aa8a69376b9de8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 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 - 7-Hydroxy-3,4',8-trimethoxyflavone 10V, Positive-QTOF	splash10-004i-0009000000-e39d6c87ea08cb8e54c6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 20V, Positive-QTOF	splash10-004i-0229000000-f04458d923484f532742	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 40V, Positive-QTOF	splash10-0a4r-5930000000-b2ada50b3ec3b75a1feb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 10V, Negative-QTOF	splash10-004i-0009000000-391a7021c6b8542e9040	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 20V, Negative-QTOF	splash10-004i-0119000000-9c0bed0ca78812667187	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 40V, Negative-QTOF	splash10-0bta-2950000000-d1f1aa902e101722cc65	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 10V, Negative-QTOF	splash10-004i-0009000000-2db7bb79bae11200ac57	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 20V, Negative-QTOF	splash10-004i-0319000000-fcbcedccc33ab758b081	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 40V, Negative-QTOF	splash10-066r-1911000000-4d621842b03b9a79dadf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 10V, Positive-QTOF	splash10-004i-0009000000-469c8ff76acf89a49db2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 20V, Positive-QTOF	splash10-004i-0009000000-81279fc1f09d32a2842a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,4',8-trimethoxyflavone 40V, Positive-QTOF	splash10-014i-1912000000-d1e2c2fbab1d25fcb5e5	2021-09-25	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

FDB021524

KNApSAcK ID

Not Available

Chemspider ID

8767733

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10592359

PDB ID

Not Available

ChEBI ID

174408

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 7-Hydroxy-3,4',8-trimethoxyflavone (HMDB0041544)

MOL for HMDB0041544 (7-Hydroxy-3,4',8-trimethoxyflavone)

3D MOL for HMDB0041544 (7-Hydroxy-3,4',8-trimethoxyflavone)

3D SDF for HMDB0041544 (7-Hydroxy-3,4',8-trimethoxyflavone)

3D-SDF for HMDB0041544 (7-Hydroxy-3,4',8-trimethoxyflavone)

PDB for HMDB0041544 (7-Hydroxy-3,4',8-trimethoxyflavone)

3D PDB for HMDB0041544 (7-Hydroxy-3,4',8-trimethoxyflavone)

SMILES for HMDB0041544 (7-Hydroxy-3,4',8-trimethoxyflavone)

INCHI for HMDB0041544 (7-Hydroxy-3,4',8-trimethoxyflavone)

Structure for HMDB0041544 (7-Hydroxy-3,4',8-trimethoxyflavone)

3D Structure for HMDB0041544 (7-Hydroxy-3,4',8-trimethoxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra