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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:34:07 UTC

Update Date

2022-03-07 02:55:17 UTC

HMDB ID

HMDB0037331

Secondary Accession Numbers

HMDB37331

Metabolite Identification

Common Name

2',5,6-Trimethoxyflavone

Description

2',5,6-Trimethoxyflavone belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 2',5,6-trimethoxyflavone is considered to be a flavonoid. 2',5,6-Trimethoxyflavone has been detected, but not quantified in, pomes. This could make 2',5,6-trimethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2',5,6-Trimethoxyflavone.

Structure

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

HMDB0037331
     RDKit          3D
2',5,6-Trimethoxyflavone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.2016    2.7972   -0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    1.5658   -0.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4545    0.4683   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8245    0.4791   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5870   -0.6217    0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9548   -1.7800    0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5528   -1.7880    0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902   -0.6990    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269   -0.7151    0.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451   -1.8428    0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7465   -1.7697    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3813   -2.7777    0.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224   -0.6260    0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7967   -0.5541    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5013   -1.6887    0.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9132   -2.6609   -0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4480    0.6190   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8247    0.6669    0.0049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5461    1.8136   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935    1.7117   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3179    1.6150   -0.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6428    0.4591   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6650    0.3947   -0.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4121    3.4553   -0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4858    3.3618   -1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    2.7083   -1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3453    1.3910   -0.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6659   -0.5306    0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5069   -2.6669    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680   -2.7099    0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1212   -2.7699    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2233   -2.6209   -1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9256   -3.6822    0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527   -2.4954   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    2.6630    0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6350    1.6118   -0.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3279    2.1268   -1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    2.6289   -0.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124    2.4627   -0.6906 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  8  3  1  0
 23  9  1  0
 22 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END


  Mrv0541 05061309432D          

 23 25  0  0  0  0            999 V2000
    6.4302    1.2375    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
    2.8579    2.4750    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
    6.4302   -1.2375    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
    6.4302   -0.4125    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
    1.4289    0.0000    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
    3.5724    1.2375    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
    2.8579    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
    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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    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
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  2  0  0  0  0
 11  6  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  2  0  0  0  0
 13 11  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  2  0  0  0  0
 18 15  2  0  0  0  0
 18 17  1  0  0  0  0
 19 12  2  0  0  0  0
 20  1  1  0  0  0  0
 20 13  1  0  0  0  0
 21  2  1  0  0  0  0
 21 15  1  0  0  0  0
 22  3  1  0  0  0  0
 22 18  1  0  0  0  0
 23 14  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037331

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O5/c1-20-13-7-5-4-6-11(13)16-10-12(19)17-14(23-16)8-9-15(21-2)18(17)22-3/h4-10H,1-3H3

> <INCHI_KEY>
IQWXFMQSQNSHKI-UHFFFAOYSA-N

> <FORMULA>
C18H16O5

> <MOLECULAR_WEIGHT>
312.3166

> <EXACT_MASS>
312.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.43093538998397

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6-dimethoxy-2-(2-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
2.494371301666667

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.533965474943663

> <JCHEM_PKA_STRONGEST_BASIC>
-4.376258929415804

> <JCHEM_POLAR_SURFACE_AREA>
53.99000000000001

> <JCHEM_REFRACTIVITY>
86.36079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,6-dimethoxy-2-(2-methoxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037331
     RDKit          3D
2',5,6-Trimethoxyflavone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.2016    2.7972   -0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    1.5658   -0.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4545    0.4683   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8245    0.4791   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5870   -0.6217    0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9548   -1.7800    0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5528   -1.7880    0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902   -0.6990    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269   -0.7151    0.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451   -1.8428    0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7465   -1.7697    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3813   -2.7777    0.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224   -0.6260    0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7967   -0.5541    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5013   -1.6887    0.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9132   -2.6609   -0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4480    0.6190   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8247    0.6669    0.0049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5461    1.8136   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935    1.7117   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3179    1.6150   -0.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6428    0.4591   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6650    0.3947   -0.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4121    3.4553   -0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4858    3.3618   -1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    2.7083   -1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3453    1.3910   -0.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6659   -0.5306    0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5069   -2.6669    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680   -2.7099    0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1212   -2.7699    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2233   -2.6209   -1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9256   -3.6822    0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527   -2.4954   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    2.6630    0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6350    1.6118   -0.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3279    2.1268   -1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    2.6289   -0.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124    2.4627   -0.6906 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  8  3  1  0
 23  9  1  0
 22 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  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      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -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       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       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   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       8.002   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  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   11                                                       
CONECT    7    5   13                                                       
CONECT    8    9   14                                                       
CONECT    9    8   15                                                       
CONECT   10   12   16                                                       
CONECT   11    6   13   16                                                  
CONECT   12   10   17   19                                                  
CONECT   13    7   11   20                                                  
CONECT   14    8   17   23                                                  
CONECT   15    9   18   21                                                  
CONECT   16   10   11   23                                                  
CONECT   17   12   14   18                                                  
CONECT   18   15   17   22                                                  
CONECT   19   12                                                            
CONECT   20    1   13                                                       
CONECT   21    2   15                                                       
CONECT   22    3   18                                                       
CONECT   23   14   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0037331
HETATM    1  C1  UNL     1      -3.202   2.797  -0.915  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.692   1.566  -0.507  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.455   0.468  -0.180  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.825   0.479  -0.225  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.587  -0.622   0.103  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.955  -1.780   0.491  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.553  -1.788   0.536  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.790  -0.699   0.212  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.327  -0.715   0.261  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.645  -1.843   0.641  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.746  -1.770   0.659  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.381  -2.778   0.999  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.422  -0.626   0.315  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.797  -0.554   0.333  1.00  0.00           C  
HETATM   15  O3  UNL     1       3.501  -1.689   0.716  1.00  0.00           O  
HETATM   16  C13 UNL     1       3.913  -2.661  -0.222  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.448   0.619  -0.021  1.00  0.00           C  
HETATM   18  O4  UNL     1       4.825   0.667   0.005  1.00  0.00           O  
HETATM   19  C15 UNL     1       5.546   1.814  -0.339  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.693   1.712  -0.392  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.318   1.615  -0.402  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.643   0.459  -0.054  1.00  0.00           C  
HETATM   23  O5  UNL     1      -0.665   0.395  -0.073  1.00  0.00           O  
HETATM   24  H1  UNL     1      -3.412   3.455  -0.055  1.00  0.00           H  
HETATM   25  H2  UNL     1      -2.486   3.362  -1.574  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.147   2.708  -1.522  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.345   1.391  -0.531  1.00  0.00           H  
HETATM   28  H5  UNL     1      -6.666  -0.531   0.042  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.507  -2.667   0.757  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.068  -2.710   0.844  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.121  -2.770   0.922  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.223  -2.621  -1.084  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.926  -3.682   0.247  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.953  -2.495  -0.581  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.237   2.663   0.319  1.00  0.00           H  
HETATM   36  H13 UNL     1       6.635   1.612  -0.238  1.00  0.00           H  
HETATM   37  H14 UNL     1       5.328   2.127  -1.395  1.00  0.00           H  
HETATM   38  H15 UNL     1       3.198   2.629  -0.669  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.712   2.463  -0.691  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   29
CONECT    7    8    8   30
CONECT    8    9
CONECT    9   10   10   23
CONECT   10   11   31
CONECT   11   12   12   13
CONECT   13   14   14   22
CONECT   14   15   17
CONECT   15   16
CONECT   16   32   33   34
CONECT   17   18   20   20
CONECT   18   19
CONECT   19   35   36   37
CONECT   20   21   38
CONECT   21   22   22   39
CONECT   22   23
END

HMDB0037331
     RDKit          3D
2',5,6-Trimethoxyflavone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.2016    2.7972   -0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    1.5658   -0.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4545    0.4683   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8245    0.4791   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5870   -0.6217    0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9548   -1.7800    0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5528   -1.7880    0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902   -0.6990    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269   -0.7151    0.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451   -1.8428    0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7465   -1.7697    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3813   -2.7777    0.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224   -0.6260    0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7967   -0.5541    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5013   -1.6887    0.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9132   -2.6609   -0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4480    0.6190   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8247    0.6669    0.0049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5461    1.8136   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935    1.7117   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3179    1.6150   -0.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6428    0.4591   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6650    0.3947   -0.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4121    3.4553   -0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4858    3.3618   -1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    2.7083   -1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3453    1.3910   -0.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6659   -0.5306    0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5069   -2.6669    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680   -2.7099    0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1212   -2.7699    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2233   -2.6209   -1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9256   -3.6822    0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527   -2.4954   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    2.6630    0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6350    1.6118   -0.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3279    2.1268   -1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    2.6289   -0.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124    2.4627   -0.6906 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  8  3  1  0
 23  9  1  0
 22 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,6,2'-Trimethoxyflavone	HMDB

Chemical Formula

C₁₈H₁₆O₅

Average Molecular Weight

312.3166

Monoisotopic Molecular Weight

312.099773622

IUPAC Name

5,6-dimethoxy-2-(2-methoxyphenyl)-4H-chromen-4-one

Traditional Name

5,6-dimethoxy-2-(2-methoxyphenyl)chromen-4-one

CAS Registry Number

16266-97-0

SMILES

COC1=CC=CC=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC

InChI Identifier

InChI=1S/C18H16O5/c1-20-13-7-5-4-6-11(13)16-10-12(19)17-14(23-16)8-9-15(21-2)18(17)22-3/h4-10H,1-3H3

InChI Key

IQWXFMQSQNSHKI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

2p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
Flavone
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous ester
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110086 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037331)

Cellular substructure

Membrane (HMDB: HMDB0037331)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037331)

Source

Exogenous

Food

Food (HMDB: HMDB0037331)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Endogenous

Plant

Plant (HMDB: HMDB0037331)

Not Available

Nutrient (HMDB: HMDB0037331)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	124 - 125 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	17.99 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.22	ALOGPS
logP	2.49	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.53	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	86.36 m³·mol⁻¹	ChemAxon
Polarizability	32.43 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]+	172.729	31661259
DarkChem	[M-H]-	174.893	31661259
DeepCCS	[M+H]+	169.166	30932474
DeepCCS	[M-H]-	166.808	30932474
DeepCCS	[M-2H]-	200.406	30932474
DeepCCS	[M+Na]+	175.633	30932474
AllCCS	[M+H]+	172.3	32859911
AllCCS	[M+H-H2O]+	168.7	32859911
AllCCS	[M+NH4]+	175.7	32859911
AllCCS	[M+Na]+	176.7	32859911
AllCCS	[M-H]-	175.8	32859911
AllCCS	[M+Na-2H]-	175.2	32859911
AllCCS	[M+HCOO]-	174.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2',5,6-Trimethoxyflavone	COC1=CC=CC=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC	3936.2	Standard polar	33892256
2',5,6-Trimethoxyflavone	COC1=CC=CC=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC	2809.9	Standard non polar	33892256
2',5,6-Trimethoxyflavone	COC1=CC=CC=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC	2835.9	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 - 2',5,6-Trimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-02aj-0390000000-b56b1ee4addaad250f8a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',5,6-Trimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',5,6-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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone Linear Ion Trap , negative-QTOF	splash10-001i-0910000000-125b94f1c4719938832c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-0002-0090000000-15f761927d81a2fa0cad	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-00di-0009000000-e3a9c46e137f1028a898	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-00di-0019000000-4795011c280d8c9a2159	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone Linear Ion Trap , positive-QTOF	splash10-000i-0009000000-82ee373d5baded655869	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone , positive-QTOF	splash10-0lxt-0391000000-1bd28ac4ee4371d1d56e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 40V, Positive-QTOF	splash10-0pba-0490000000-5a7fc927db3289d897a2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 10V, Positive-QTOF	splash10-03di-0019000000-b99511603cf807897cec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 20V, Positive-QTOF	splash10-01ot-0094000000-b7ddeaa6a5df0fa50542	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 10V, Positive-QTOF	splash10-03di-0009000000-abfd1aabba9e38e358fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 20V, Positive-QTOF	splash10-03di-0019000000-e5716c2e204e2cbd0f3a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 40V, Positive-QTOF	splash10-0f89-4590000000-5754518232e765dc5346	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 10V, Negative-QTOF	splash10-03di-0009000000-6dc3b03211b327e9e060	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 20V, Negative-QTOF	splash10-03di-0039000000-0b9c0ccd11f5b14ef2ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 40V, Negative-QTOF	splash10-066r-3290000000-b72f2bfb1ae9202c875d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 10V, Negative-QTOF	splash10-03di-0009000000-9e6ca9a4e6c628b9d910	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 20V, Negative-QTOF	splash10-03di-0009000000-34af28d6ecc6395326d2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 40V, Negative-QTOF	splash10-00fr-0911000000-f4266f6b10036c480855	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 10V, Positive-QTOF	splash10-03di-0009000000-0c9c5e8761c67e87c624	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 20V, Positive-QTOF	splash10-03di-0009000000-0c9c5e8761c67e87c624	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',5,6-Trimethoxyflavone 40V, Positive-QTOF	splash10-01q9-0915000000-5edf02b6ae29d6055841	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

FDB016353

KNApSAcK ID

C00003813

Chemspider ID

22370322

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14484690

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1859901

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 2',5,6-Trimethoxyflavone (HMDB0037331)

MOL for HMDB0037331 (2',5,6-Trimethoxyflavone)

3D MOL for HMDB0037331 (2',5,6-Trimethoxyflavone)

3D SDF for HMDB0037331 (2',5,6-Trimethoxyflavone)

3D-SDF for HMDB0037331 (2',5,6-Trimethoxyflavone)

PDB for HMDB0037331 (2',5,6-Trimethoxyflavone)

3D PDB for HMDB0037331 (2',5,6-Trimethoxyflavone)

SMILES for HMDB0037331 (2',5,6-Trimethoxyflavone)

INCHI for HMDB0037331 (2',5,6-Trimethoxyflavone)

Structure for HMDB0037331 (2',5,6-Trimethoxyflavone)

3D Structure for HMDB0037331 (2',5,6-Trimethoxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra