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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:46:52 UTC

Update Date

2022-03-07 02:54:59 UTC

HMDB ID

HMDB0036620

Secondary Accession Numbers

HMDB36620

Metabolite Identification

Common Name

5,7-Dimethoxyflavone

Description

5,7-Dimethoxyflavone, also known as chrysin dimethyl ether, 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, 5,7-dimethoxyflavone is considered to be a flavonoid. 5,7-Dimethoxyflavone 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 5,7-dimethoxyflavone a potential biomarker for the consumption of these foods. 5,7-Dimethoxyflavone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 5,7-Dimethoxyflavone.

Structure

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

HMDB0036620
     RDKit          3D
5,7-Dimethoxyflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.4925   -3.5582   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7814   -2.2070   -0.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8441   -1.1868   -0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2839    0.1121   -0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    1.1944   -0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8414    2.4980   -0.5674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953    2.8262   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0564    0.9387   -0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1638    1.9846   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5482    3.1742   -0.3632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866    1.6699   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6320    0.3909    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0395    0.0619    0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -1.2503    0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7732   -1.5386    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -0.5314    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3464    0.7769    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9949    1.0433    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108   -0.5672    0.1281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680   -0.3463   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4968   -1.3733   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7598   -3.9637   -0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560   -3.6884    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4473   -4.1198   -0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3353    0.3094   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5762    2.5196   -1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728    3.9448   -0.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8492    2.4414    0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    2.5155   -0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7019   -2.0232    0.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1066   -2.5781    0.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7809   -0.7835    0.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544    1.5892    0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7460    2.1025    0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1341   -2.3777    0.0807 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
  5  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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 20  8  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
M  END


  Mrv0541 05061309142D          

 21 23  0  0  0  0            999 V2000
    0.0000    0.0000    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
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    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
    1.4289    0.8250    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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
    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
    2.1434    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
    2.8579    0.8250    0.0000 C   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
    0.7145   -0.4125    0.0000 O   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   -0.4125    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
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  2  0  0  0  0
 17 13  1  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 13  2  0  0  0  0
 19  1  1  0  0  0  0
 19 12  1  0  0  0  0
 20  2  1  0  0  0  0
 20 15  1  0  0  0  0
 21 14  1  0  0  0  0
 21 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036620

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC)=C2C(=O)C=C(OC2=C1)C1=CC=CC=C1

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

> <INCHI_KEY>
JRFZSUMZAUHNSL-UHFFFAOYSA-N

> <FORMULA>
C17H14O4

> <MOLECULAR_WEIGHT>
282.2907

> <EXACT_MASS>
282.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.855526253217707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dimethoxy-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.29

> <JCHEM_LOGP>
2.652042567333333

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.364721570861334

> <JCHEM_PKA_STRONGEST_BASIC>
-4.514411431675101

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
79.8976

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dimethoxyflavone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036620
     RDKit          3D
5,7-Dimethoxyflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.4925   -3.5582   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7814   -2.2070   -0.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8441   -1.1868   -0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2839    0.1121   -0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    1.1944   -0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8414    2.4980   -0.5674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953    2.8262   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0564    0.9387   -0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1638    1.9846   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5482    3.1742   -0.3632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866    1.6699   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6320    0.3909    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0395    0.0619    0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -1.2503    0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7732   -1.5386    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -0.5314    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3464    0.7769    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9949    1.0433    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108   -0.5672    0.1281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680   -0.3463   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4968   -1.3733   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7598   -3.9637   -0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560   -3.6884    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4473   -4.1198   -0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3353    0.3094   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5762    2.5196   -1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728    3.9448   -0.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8492    2.4414    0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    2.5155   -0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7019   -2.0232    0.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1066   -2.5781    0.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7809   -0.7835    0.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544    1.5892    0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7460    2.1025    0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1341   -2.3777    0.0807 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
  5  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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 20  8  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 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       0.000   0.000   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      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -2.310   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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
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   15                                                       
CONECT    9   12   16                                                       
CONECT   10   13   14                                                       
CONECT   11    6    7   14                                                  
CONECT   12    8    9   19                                                  
CONECT   13   10   17   18                                                  
CONECT   14   10   11   21                                                  
CONECT   15    8   17   20                                                  
CONECT   16    9   17   21                                                  
CONECT   17   13   15   16                                                  
CONECT   18   13                                                            
CONECT   19    1   12                                                       
CONECT   20    2   15                                                       
CONECT   21   14   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0036620
HETATM    1  C1  UNL     1      -3.493  -3.558  -0.085  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.781  -2.207  -0.243  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.844  -1.187  -0.228  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.284   0.112  -0.399  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.397   1.194  -0.396  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.841   2.498  -0.567  1.00  0.00           O  
HETATM    7  C5  UNL     1      -4.195   2.826  -0.755  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.056   0.939  -0.216  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.164   1.985  -0.209  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.548   3.174  -0.363  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.187   1.670  -0.023  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.632   0.391   0.147  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.040   0.062   0.341  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.448  -1.250   0.509  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.773  -1.539   0.690  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.726  -0.531   0.708  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.346   0.777   0.543  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.995   1.043   0.361  1.00  0.00           C  
HETATM   19  O4  UNL     1       0.711  -0.567   0.128  1.00  0.00           O  
HETATM   20  C16 UNL     1      -0.568  -0.346  -0.041  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.497  -1.373  -0.054  1.00  0.00           C  
HETATM   22  H1  UNL     1      -2.760  -3.964  -0.805  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.056  -3.688   0.940  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.447  -4.120  -0.071  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.335   0.309  -0.539  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.576   2.520  -1.754  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.273   3.945  -0.690  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.849   2.441   0.056  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.853   2.516  -0.023  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.702  -2.023   0.494  1.00  0.00           H  
HETATM   31  H10 UNL     1       5.107  -2.578   0.824  1.00  0.00           H  
HETATM   32  H11 UNL     1       6.781  -0.783   0.854  1.00  0.00           H  
HETATM   33  H12 UNL     1       6.054   1.589   0.551  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.746   2.102   0.235  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.134  -2.378   0.081  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   26   27   28
CONECT    8    9   20
CONECT    9   10   10   11
CONECT   11   12   12   29
CONECT   12   13   19
CONECT   13   14   14   18
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17   32
CONECT   17   18   18   33
CONECT   18   34
CONECT   19   20
CONECT   20   21   21
CONECT   21   35
END

HMDB0036620
     RDKit          3D
5,7-Dimethoxyflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.4925   -3.5582   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7814   -2.2070   -0.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8441   -1.1868   -0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2839    0.1121   -0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    1.1944   -0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8414    2.4980   -0.5674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953    2.8262   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0564    0.9387   -0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1638    1.9846   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5482    3.1742   -0.3632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866    1.6699   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6320    0.3909    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0395    0.0619    0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -1.2503    0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7732   -1.5386    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -0.5314    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3464    0.7769    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9949    1.0433    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108   -0.5672    0.1281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680   -0.3463   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4968   -1.3733   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7598   -3.9637   -0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560   -3.6884    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4473   -4.1198   -0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3353    0.3094   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5762    2.5196   -1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728    3.9448   -0.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8492    2.4414    0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    2.5155   -0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7019   -2.0232    0.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1066   -2.5781    0.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7809   -0.7835    0.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544    1.5892    0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7460    2.1025    0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1341   -2.3777    0.0807 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
  5  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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 20  8  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Chrysin dimethyl ether	ChEBI
Chrysin 5,7-dimethyl ether	Kegg
5,7-Dimethoxy-2-phenyl-4H-1-benzopyran-4-one	HMDB
5,7-Dimethoxy-flavone	HMDB
Chrysin dimethylether	HMDB
Chrysin dme	HMDB
Dimethylchrysin	HMDB
5,7-Dimethoxyflavone	ChEBI

Chemical Formula

C₁₇H₁₄O₄

Average Molecular Weight

282.2907

Monoisotopic Molecular Weight

282.089208936

IUPAC Name

5,7-dimethoxy-2-phenyl-4H-chromen-4-one

Traditional Name

5,7-dimethoxyflavone

CAS Registry Number

21392-57-4

SMILES

COC1=CC(OC)=C2C(=O)C=C(OC2=C1)C1=CC=CC=C1

InChI Identifier

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

InChI Key

JRFZSUMZAUHNSL-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dimethoxyflavone (CHEBI:3684 )
flavones (C10029 )
Flavones and Flavonols (C10029 )
Flavones and Flavonols (LMPK12110188 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036620)

Cellular substructure

Membrane (HMDB: HMDB0036620)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036620)

Source

Exogenous

Food

Food (HMDB: HMDB0036620)

Tea

Endogenous

Plant

Plant (HMDB: HMDB0036620)

Not Available

Nutrient (HMDB: HMDB0036620)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	154 °C	Not Available
Boiling Point	476.60 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	11.42 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.270 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	160.455	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001444

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	3.29	ALOGPS
logP	2.65	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	15.36	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.9 m³·mol⁻¹	ChemAxon
Polarizability	29.86 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]+	167.38	31661259
DarkChem	[M-H]-	169.314	31661259
DeepCCS	[M+H]+	164.617	30932474
DeepCCS	[M-H]-	162.259	30932474
DeepCCS	[M-2H]-	195.164	30932474
DeepCCS	[M+Na]+	170.71	30932474
AllCCS	[M+H]+	164.3	32859911
AllCCS	[M+H-H2O]+	160.4	32859911
AllCCS	[M+NH4]+	167.9	32859911
AllCCS	[M+Na]+	168.9	32859911
AllCCS	[M-H]-	167.6	32859911
AllCCS	[M+Na-2H]-	166.8	32859911
AllCCS	[M+HCOO]-	166.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,7-Dimethoxyflavone	COC1=CC(OC)=C2C(=O)C=C(OC2=C1)C1=CC=CC=C1	3831.1	Standard polar	33892256
5,7-Dimethoxyflavone	COC1=CC(OC)=C2C(=O)C=C(OC2=C1)C1=CC=CC=C1	2619.3	Standard non polar	33892256
5,7-Dimethoxyflavone	COC1=CC(OC)=C2C(=O)C=C(OC2=C1)C1=CC=CC=C1	2782.8	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 - 5,7-Dimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0890000000-42092025496e60f91eac	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone LC-ESI-qTof , Positive-QTOF	splash10-00di-0900000000-1177e616621f731f6c9d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , negative-QTOF	splash10-03di-0190000000-56264f09d165a4f86044	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-014i-0090000000-16a60e7200676e1e31cf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-0159-0090000000-2a053a4f139031963d8e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-0159-0090000000-2d56eb9c45b5be9aaf71	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-014i-0090000000-08ef247066924cf66eb6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-014i-0090000000-e94764cbdcd8be05ecd1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-0a4i-0019000000-4bb060d211ea525c39b1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-0a4i-0009000000-f82e9eb20061963d1f0a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-014i-0090000000-5fc7292331f1f76fc99a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-014i-0090000000-185f778a032930ee6111	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-0159-0090000000-acf0b9cd032726878492	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-0006-0090000000-ce3cf858295d5bfd1698	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone , positive-QTOF	splash10-00kr-0390000000-5c9b867185c06b44cefe	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 40V, Positive-QTOF	splash10-000i-0390000000-2cab9d8aad62d5e3eef0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 10V, Positive-QTOF	splash10-001i-0090000000-c2e10bf36e84171e4fbd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 20V, Positive-QTOF	splash10-001i-0090000000-7a2c1475b181f25f7d11	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 10V, Positive-QTOF	splash10-001i-0090000000-673cbfb0a8c5d3a60ee4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 20V, Positive-QTOF	splash10-001i-0090000000-7710cba540138e2d8e76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 40V, Positive-QTOF	splash10-0udi-4970000000-4e2deaa85c178a6d65ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 10V, Negative-QTOF	splash10-001i-0090000000-808c80b0816e46cfc4a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 20V, Negative-QTOF	splash10-001i-0090000000-df95679e3ff7d9bcbd23	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 40V, Negative-QTOF	splash10-0udi-2890000000-5f4873d8d5a30804f434	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 10V, Negative-QTOF	splash10-001i-0090000000-c44152ffeae3c0a6087e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyflavone 20V, Negative-QTOF	splash10-00m0-0090000000-51c02e9c4bd546320b35	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

88881

PDB ID

Not Available

ChEBI ID

3684

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1701471

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 5,7-Dimethoxyflavone (HMDB0036620)

MOL for HMDB0036620 (5,7-Dimethoxyflavone)

3D MOL for HMDB0036620 (5,7-Dimethoxyflavone)

3D SDF for HMDB0036620 (5,7-Dimethoxyflavone)

3D-SDF for HMDB0036620 (5,7-Dimethoxyflavone)

PDB for HMDB0036620 (5,7-Dimethoxyflavone)

3D PDB for HMDB0036620 (5,7-Dimethoxyflavone)

SMILES for HMDB0036620 (5,7-Dimethoxyflavone)

INCHI for HMDB0036620 (5,7-Dimethoxyflavone)

Structure for HMDB0036620 (5,7-Dimethoxyflavone)

3D Structure for HMDB0036620 (5,7-Dimethoxyflavone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra