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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:17:49 UTC

Update Date

2022-03-07 02:56:42 UTC

HMDB ID

HMDB0040719

Secondary Accession Numbers

HMDB40719

Metabolite Identification

Common Name

8-Hydroxy-4',5,7-trimethoxyflavone

Description

8-Hydroxy-4',5,7-trimethoxyflavone 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. Based on a literature review very few articles have been published on 8-Hydroxy-4',5,7-trimethoxyflavone.

Structure

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

HMDB0040719
     RDKit          3D
8-Hydroxy-4',5,7-trimethoxyflavone
 40 42  0  0  0  0  0  0  0  0999 V2000
    7.4307   -1.0355    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4946    0.0212    0.1360 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368   -0.1567    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448   -1.4036   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1501   -1.5354   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -0.4296    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9001   -0.5389    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2247   -1.7352   -0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1510   -1.7895   -0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7519   -2.8834   -0.2310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8526   -0.6137   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2405   -0.5703   -0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9445   -1.7412   -0.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371   -1.8361   -0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9083    0.6330    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2039    1.8356    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8294    3.0458    0.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2351    3.2149    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328    1.7753    0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1040    2.9494    0.2938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    0.5649    0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1625    0.5417    0.0973 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228    0.8118    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3093    0.9435    0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4139   -1.5442    1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -1.7705   -0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4351   -0.6329   -0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039   -2.2495   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7923   -2.5333   -0.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936   -2.6779   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6590   -2.8226   -0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7046   -1.8099    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8342   -1.0082   -0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887    0.6832    0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6303    2.7091   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5172    4.2831    0.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6058    2.7253    1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909    2.9340    0.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3585    1.7299    0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    1.9163    0.2831 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 22  7  1  0
 21 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  8 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 23 39  1  0
 24 40  1  0
M  END

  Mrv0541 05061312042D          

 24 26  0  0  0  0            999 V2000
   -1.4289   -2.4750    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
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    4.2868    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
   -0.7145   -1.2375    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    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
    3.5724   -0.4125    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    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
  6  4  1  0  0  0  0
  7  5  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  8  2  0  0  0  0
 13 10  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 12  2  0  0  0  0
 20 17  1  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 14  1  0  0  0  0
 23  3  1  0  0  0  0
 23 15  1  0  0  0  0
 24 13  1  0  0  0  0
 24 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040719

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C(O)=C(OC)C=C2OC

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

> <INCHI_KEY>
AGCLYKVLFZSTJI-UHFFFAOYSA-N

> <FORMULA>
C18H16O6

> <MOLECULAR_WEIGHT>
328.316

> <EXACT_MASS>
328.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
33.83111499589725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.35

> <JCHEM_LOGP>
2.19080598

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.658439864182473

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.036831160654208

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3634621957169095

> <JCHEM_POLAR_SURFACE_AREA>
74.22000000000001

> <JCHEM_REFRACTIVITY>
88.3417

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040719
     RDKit          3D
8-Hydroxy-4',5,7-trimethoxyflavone
 40 42  0  0  0  0  0  0  0  0999 V2000
    7.4307   -1.0355    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4946    0.0212    0.1360 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368   -0.1567    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448   -1.4036   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1501   -1.5354   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -0.4296    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9001   -0.5389    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2247   -1.7352   -0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1510   -1.7895   -0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7519   -2.8834   -0.2310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8526   -0.6137   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2405   -0.5703   -0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9445   -1.7412   -0.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371   -1.8361   -0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9083    0.6330    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2039    1.8356    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8294    3.0458    0.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2351    3.2149    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328    1.7753    0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1040    2.9494    0.2938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    0.5649    0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1625    0.5417    0.0973 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228    0.8118    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3093    0.9435    0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4139   -1.5442    1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -1.7705   -0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4351   -0.6329   -0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039   -2.2495   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7923   -2.5333   -0.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936   -2.6779   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6590   -2.8226   -0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7046   -1.8099    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8342   -1.0082   -0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887    0.6832    0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6303    2.7091   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5172    4.2831    0.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6058    2.7253    1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909    2.9340    0.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3585    1.7299    0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    1.9163    0.2831 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 22  7  1  0
 21 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  8 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 20 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      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001  -0.770   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   12   13                                                       
CONECT    9   14   15                                                       
CONECT   10    4    5   13                                                  
CONECT   11    6    7   21                                                  
CONECT   12    8   16   19                                                  
CONECT   13    8   10   24                                                  
CONECT   14    9   16   22                                                  
CONECT   15    9   17   23                                                  
CONECT   16   12   14   18                                                  
CONECT   17   15   18   20                                                  
CONECT   18   16   17   24                                                  
CONECT   19   12                                                            
CONECT   20   17                                                            
CONECT   21    1   11                                                       
CONECT   22    2   14                                                       
CONECT   23    3   15                                                       
CONECT   24   13   18                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0040719
HETATM    1  C1  UNL     1       7.431  -1.035   0.054  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.495   0.021   0.136  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.137  -0.157   0.102  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.545  -1.404  -0.018  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.150  -1.535  -0.048  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.343  -0.430   0.040  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.900  -0.539   0.011  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.225  -1.735  -0.103  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.151  -1.790  -0.126  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.752  -2.883  -0.231  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.853  -0.614  -0.031  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.240  -0.570  -0.046  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.945  -1.741  -0.158  1.00  0.00           O  
HETATM   14  C11 UNL     1      -5.337  -1.836  -0.185  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.908   0.633   0.052  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.204   1.836   0.168  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.829   3.046   0.267  1.00  0.00           O  
HETATM   18  C14 UNL     1      -5.235   3.215   0.265  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.833   1.775   0.180  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.104   2.949   0.294  1.00  0.00           O  
HETATM   21  C16 UNL     1      -1.146   0.565   0.082  1.00  0.00           C  
HETATM   22  O6  UNL     1       0.163   0.542   0.097  1.00  0.00           O  
HETATM   23  C17 UNL     1       2.923   0.812   0.159  1.00  0.00           C  
HETATM   24  C18 UNL     1       4.309   0.944   0.189  1.00  0.00           C  
HETATM   25  H1  UNL     1       7.414  -1.544   1.060  1.00  0.00           H  
HETATM   26  H2  UNL     1       7.177  -1.770  -0.726  1.00  0.00           H  
HETATM   27  H3  UNL     1       8.435  -0.633  -0.186  1.00  0.00           H  
HETATM   28  H4  UNL     1       5.204  -2.249  -0.085  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.792  -2.533  -0.143  1.00  0.00           H  
HETATM   30  H6  UNL     1       0.794  -2.678  -0.179  1.00  0.00           H  
HETATM   31  H7  UNL     1      -5.659  -2.823  -0.582  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.705  -1.810   0.871  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.834  -1.008  -0.718  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.989   0.683   0.043  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.630   2.709  -0.646  1.00  0.00           H  
HETATM   36  H12 UNL     1      -5.517   4.283   0.324  1.00  0.00           H  
HETATM   37  H13 UNL     1      -5.606   2.725   1.206  1.00  0.00           H  
HETATM   38  H14 UNL     1      -0.091   2.934   0.306  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.358   1.730   0.234  1.00  0.00           H  
HETATM   40  H16 UNL     1       4.773   1.916   0.283  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    8   22
CONECT    8    9   30
CONECT    9   10   10   11
CONECT   11   12   12   21
CONECT   12   13   15
CONECT   13   14
CONECT   14   31   32   33
CONECT   15   16   16   34
CONECT   16   17   19
CONECT   17   18
CONECT   18   35   36   37
CONECT   19   20   21   21
CONECT   20   38
CONECT   21   22
CONECT   23   24   24   39
CONECT   24   40
END

HMDB0040719
     RDKit          3D
8-Hydroxy-4',5,7-trimethoxyflavone
 40 42  0  0  0  0  0  0  0  0999 V2000
    7.4307   -1.0355    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4946    0.0212    0.1360 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368   -0.1567    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448   -1.4036   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1501   -1.5354   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -0.4296    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9001   -0.5389    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2247   -1.7352   -0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1510   -1.7895   -0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7519   -2.8834   -0.2310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8526   -0.6137   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2405   -0.5703   -0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9445   -1.7412   -0.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371   -1.8361   -0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9083    0.6330    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2039    1.8356    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8294    3.0458    0.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2351    3.2149    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328    1.7753    0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1040    2.9494    0.2938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    0.5649    0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1625    0.5417    0.0973 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228    0.8118    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3093    0.9435    0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4139   -1.5442    1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -1.7705   -0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4351   -0.6329   -0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039   -2.2495   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7923   -2.5333   -0.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936   -2.6779   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6590   -2.8226   -0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7046   -1.8099    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8342   -1.0082   -0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887    0.6832    0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6303    2.7091   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5172    4.2831    0.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6058    2.7253    1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909    2.9340    0.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3585    1.7299    0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    1.9163    0.2831 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 22  7  1  0
 21 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  8 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 20 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

8-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

8-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one

CAS Registry Number

21919-71-1

SMILES

COC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C(O)=C(OC)C=C2OC

InChI Identifier

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

InChI Key

AGCLYKVLFZSTJI-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040719)
Cell membrane (HMDB: HMDB0040719)

Source

Exogenous

Exogenous (HMDB: HMDB0040719)

Food

Food (HMDB: HMDB0040719)

Endogenous

Plant

Plant (HMDB: HMDB0040719)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040719)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	235 °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	0.023 g/L	ALOGPS
logP	3.35	ALOGPS
logP	2.19	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.04	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	74.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.34 m³·mol⁻¹	ChemAxon
Polarizability	33.83 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]+	177.375	31661259
DarkChem	[M-H]-	180.029	31661259
DeepCCS	[M+H]+	176.326	30932474
DeepCCS	[M-H]-	173.968	30932474
DeepCCS	[M-2H]-	208.161	30932474
DeepCCS	[M+Na]+	183.39	30932474
AllCCS	[M+H]+	176.4	32859911
AllCCS	[M+H-H2O]+	172.9	32859911
AllCCS	[M+NH4]+	179.6	32859911
AllCCS	[M+Na]+	180.5	32859911
AllCCS	[M-H]-	178.7	32859911
AllCCS	[M+Na-2H]-	178.1	32859911
AllCCS	[M+HCOO]-	177.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxy-4',5,7-trimethoxyflavone	COC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C(O)=C(OC)C=C2OC	4637.1	Standard polar	33892256
8-Hydroxy-4',5,7-trimethoxyflavone	COC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C(O)=C(OC)C=C2OC	3102.1	Standard non polar	33892256
8-Hydroxy-4',5,7-trimethoxyflavone	COC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C(O)=C(OC)C=C2OC	3292.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxy-4',5,7-trimethoxyflavone,1TMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=C(OC)C=C(OC)C(O[Si](C)(C)C)=C3O2)C=C1	3236.2	Semi standard non polar	33892256
8-Hydroxy-4',5,7-trimethoxyflavone,1TBDMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=C(OC)C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3O2)C=C1	3429.6	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 - 8-Hydroxy-4',5,7-trimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-0596000000-b3ab4353225996df9d53	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone GC-MS (1 TMS) - 70eV, Positive	splash10-0079-2239000000-0e5f28e4f2c220eb5d04	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-4',5,7-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 - 8-Hydroxy-4',5,7-trimethoxyflavone 10V, Positive-QTOF	splash10-004i-0019000000-345b51eeb485d43fe665	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone 20V, Positive-QTOF	splash10-004j-0159000000-d1bdd243ccfcb7f048df	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone 40V, Positive-QTOF	splash10-0btc-3951000000-875aeb7b735a9ce367ec	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone 10V, Negative-QTOF	splash10-004i-0009000000-29aed9086ce8717fd579	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone 20V, Negative-QTOF	splash10-004i-0039000000-d678720de5b445f2937e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone 40V, Negative-QTOF	splash10-053r-1390000000-a22b1fe33a6b31a6f40f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone 10V, Negative-QTOF	splash10-004i-0009000000-955868728229e2829941	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone 20V, Negative-QTOF	splash10-01u0-0049000000-88d12f5f34bfc8bf9fbc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone 10V, Positive-QTOF	splash10-004i-0009000000-469c8ff76acf89a49db2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone 20V, Positive-QTOF	splash10-004i-0009000000-b1d1da4246ee5f0dbb74	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-4',5,7-trimethoxyflavone 40V, Positive-QTOF	splash10-02ti-0293000000-f828c2a2c238620be39c	2021-09-24	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

FDB020527

KNApSAcK ID

Not Available

Chemspider ID

4476965

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318368

PDB ID

Not Available

ChEBI ID

174405

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 8-Hydroxy-4',5,7-trimethoxyflavone (HMDB0040719)

MOL for HMDB0040719 (8-Hydroxy-4',5,7-trimethoxyflavone)

3D MOL for HMDB0040719 (8-Hydroxy-4',5,7-trimethoxyflavone)

3D SDF for HMDB0040719 (8-Hydroxy-4',5,7-trimethoxyflavone)

3D-SDF for HMDB0040719 (8-Hydroxy-4',5,7-trimethoxyflavone)

PDB for HMDB0040719 (8-Hydroxy-4',5,7-trimethoxyflavone)

3D PDB for HMDB0040719 (8-Hydroxy-4',5,7-trimethoxyflavone)

SMILES for HMDB0040719 (8-Hydroxy-4',5,7-trimethoxyflavone)

INCHI for HMDB0040719 (8-Hydroxy-4',5,7-trimethoxyflavone)

Structure for HMDB0040719 (8-Hydroxy-4',5,7-trimethoxyflavone)

3D Structure for HMDB0040719 (8-Hydroxy-4',5,7-trimethoxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra