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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:23:24 UTC

Update Date

2022-03-07 02:53:48 UTC

HMDB ID

HMDB0033639

Secondary Accession Numbers

HMDB33639

Metabolite Identification

Common Name

3',4',5'-Trimethoxyflavone

Description

3',4',5'-Trimethoxyflavone belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Thus, 3',4',5'-trimethoxyflavone is considered to be a flavonoid. 3',4',5'-Trimethoxyflavone has been detected, but not quantified in, several different foods, such as herbal tea, teas (Camellia sinensis), black tea, green tea, and herbs and spices. This could make 3',4',5'-trimethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3',4',5'-Trimethoxyflavone.

Structure

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

HMDB0033639
     RDKit          3D
3',4',5'-Trimethoxyflavone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.2051   -2.4476   -2.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6113   -1.5424   -1.1394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583   -0.8222   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2927   -0.9845   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -0.2801   -0.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767   -0.4357   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5602   -1.2973   -1.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9285   -1.4448   -1.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377   -2.2452   -2.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -0.6706   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1471   -0.7684   -1.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9870    0.0034   -0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202    0.8779    0.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1582    0.9601    0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627    0.1864    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788    0.2642    0.3386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7866    0.6155    0.9256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0973    0.8059    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607    1.6841    2.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7280    2.4942    2.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0262    0.0732    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3768    0.2202    0.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1901    1.1684    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713   -3.2279   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0411   -2.9473   -2.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616   -1.9126   -2.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0538   -1.6970   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8898   -1.9038   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4797   -1.4621   -1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0480   -0.0902   -0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2027    1.4882    1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376    1.6378    1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0507    1.1876    1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3025    3.4275    3.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453    1.9635    3.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987    2.8042    2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1792    0.7110   -0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3868    2.0635    0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7264    1.5429   -0.8165 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  5 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 16  6  1  0
 15 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  1  0
 23 37  1  0
 23 38  1  0
 23 39  1  0
M  END


  Mrv0541 05061307152D          

 23 25  0  0  0  0            999 V2000
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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
    6.4302   -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
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    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
 11  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  6  2  0  0  0  0
 13 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14  7  2  0  0  0  0
 14 12  1  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  2  0  0  0  0
 18 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 13  2  0  0  0  0
 20  1  1  0  0  0  0
 20 16  1  0  0  0  0
 21  2  1  0  0  0  0
 21 17  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 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033639

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC(OC)=C1OC)C1=CC(=O)C2=CC=CC=C2O1

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

> <INCHI_KEY>
QCXAJQVDUHKDEL-UHFFFAOYSA-N

> <FORMULA>
C18H16O5

> <MOLECULAR_WEIGHT>
312.3166

> <EXACT_MASS>
312.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.874356121910054

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
2.494371301666667

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.541194545399868

> <JCHEM_PKA_STRONGEST_BASIC>
-4.401056206961653

> <JCHEM_POLAR_SURFACE_AREA>
53.99000000000001

> <JCHEM_REFRACTIVITY>
86.36079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4,5-trimethoxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033639
     RDKit          3D
3',4',5'-Trimethoxyflavone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.2051   -2.4476   -2.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6113   -1.5424   -1.1394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583   -0.8222   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2927   -0.9845   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -0.2801   -0.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767   -0.4357   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5602   -1.2973   -1.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9285   -1.4448   -1.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377   -2.2452   -2.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -0.6706   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1471   -0.7684   -1.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9870    0.0034   -0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202    0.8779    0.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1582    0.9601    0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627    0.1864    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788    0.2642    0.3386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7866    0.6155    0.9256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0973    0.8059    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607    1.6841    2.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7280    2.4942    2.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0262    0.0732    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3768    0.2202    0.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1901    1.1684    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713   -3.2279   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0411   -2.9473   -2.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616   -1.9126   -2.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0538   -1.6970   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8898   -1.9038   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4797   -1.4621   -1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0480   -0.0902   -0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2027    1.4882    1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376    1.6378    1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0507    1.1876    1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3025    3.4275    3.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453    1.9635    3.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987    2.8042    2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1792    0.7110   -0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3868    2.0635    0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7264    1.5429   -0.8165 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  5 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 16  6  1  0
 15 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  1  0
 23 37  1  0
 23 38  1  0
 23 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      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -2.310   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       5.335   1.540   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       5.335   0.000   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      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003  -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      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      13.337  -3.080   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   12                                                       
CONECT    7    5   14                                                       
CONECT    8   11   16                                                       
CONECT    9   11   17                                                       
CONECT   10   13   15                                                       
CONECT   11    8    9   15                                                  
CONECT   12    6   13   14                                                  
CONECT   13   10   12   19                                                  
CONECT   14    7   12   23                                                  
CONECT   15   10   11   23                                                  
CONECT   16    8   18   20                                                  
CONECT   17    9   18   21                                                  
CONECT   18   16   17   22                                                  
CONECT   19   13                                                            
CONECT   20    1   16                                                       
CONECT   21    2   17                                                       
CONECT   22    3   18                                                       
CONECT   23   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0033639
HETATM    1  C1  UNL     1      -3.205  -2.448  -2.129  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.611  -1.542  -1.139  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.658  -0.822  -0.451  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.293  -0.985  -0.729  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.346  -0.280  -0.057  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.077  -0.436  -0.332  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.560  -1.297  -1.282  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.928  -1.445  -1.544  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.338  -2.245  -2.424  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.781  -0.671  -0.791  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.147  -0.768  -1.001  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.987   0.003  -0.249  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.520   0.878   0.713  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.158   0.960   0.906  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.263   0.186   0.156  1.00  0.00           C  
HETATM   16  O3  UNL     1       1.979   0.264   0.339  1.00  0.00           O  
HETATM   17  C14 UNL     1      -0.787   0.616   0.926  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.097   0.806   1.229  1.00  0.00           C  
HETATM   19  O4  UNL     1      -2.561   1.684   2.195  1.00  0.00           O  
HETATM   20  C16 UNL     1      -1.728   2.494   2.988  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.026   0.073   0.525  1.00  0.00           C  
HETATM   22  O5  UNL     1      -4.377   0.220   0.786  1.00  0.00           O  
HETATM   23  C18 UNL     1      -5.190   1.168   0.112  1.00  0.00           C  
HETATM   24  H1  UNL     1      -2.571  -3.228  -1.634  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.041  -2.947  -2.637  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.562  -1.913  -2.859  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.054  -1.697  -1.502  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.890  -1.904  -1.872  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.480  -1.462  -1.761  1.00  0.00           H  
HETATM   30  H7  UNL     1       7.048  -0.090  -0.431  1.00  0.00           H  
HETATM   31  H8  UNL     1       6.203   1.488   1.306  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.738   1.638   1.656  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.051   1.188   1.474  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.302   3.427   3.209  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.545   1.964   3.941  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.799   2.804   2.477  1.00  0.00           H  
HETATM   37  H14 UNL     1      -6.179   0.711  -0.086  1.00  0.00           H  
HETATM   38  H15 UNL     1      -5.387   2.064   0.750  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.726   1.543  -0.817  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   27
CONECT    5    6   17   17
CONECT    6    7    7   16
CONECT    7    8   28
CONECT    8    9    9   10
CONECT   10   11   11   15
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16
CONECT   17   18   33
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   34   35   36
CONECT   21   22
CONECT   22   23
CONECT   23   37   38   39
END

HMDB0033639
     RDKit          3D
3',4',5'-Trimethoxyflavone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.2051   -2.4476   -2.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6113   -1.5424   -1.1394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583   -0.8222   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2927   -0.9845   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -0.2801   -0.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767   -0.4357   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5602   -1.2973   -1.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9285   -1.4448   -1.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377   -2.2452   -2.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -0.6706   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1471   -0.7684   -1.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9870    0.0034   -0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202    0.8779    0.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1582    0.9601    0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627    0.1864    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788    0.2642    0.3386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7866    0.6155    0.9256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0973    0.8059    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607    1.6841    2.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7280    2.4942    2.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0262    0.0732    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3768    0.2202    0.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1901    1.1684    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713   -3.2279   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0411   -2.9473   -2.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616   -1.9126   -2.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0538   -1.6970   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8898   -1.9038   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4797   -1.4621   -1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0480   -0.0902   -0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2027    1.4882    1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376    1.6378    1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0507    1.1876    1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3025    3.4275    3.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453    1.9635    3.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987    2.8042    2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1792    0.7110   -0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3868    2.0635    0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7264    1.5429   -0.8165 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  5 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 16  6  1  0
 15 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  1  0
 23 37  1  0
 23 38  1  0
 23 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,4,5-Trimethoxyphenyl)-4H-1-benzopyran-4-one	HMDB
2-(3,4,5-Trimethoxyphenyl)-4H-chromen-4-one	HMDB
3',4',5'-Trimethoxyflavone	MeSH

Chemical Formula

C₁₈H₁₆O₅

Average Molecular Weight

312.3166

Monoisotopic Molecular Weight

312.099773622

IUPAC Name

2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one

Traditional Name

2-(3,4,5-trimethoxyphenyl)chromen-4-one

CAS Registry Number

67858-30-4

SMILES

COC1=CC(=CC(OC)=C1OC)C1=CC(=O)C2=CC=CC=C2O1

InChI Identifier

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

InChI Key

QCXAJQVDUHKDEL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

4'-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110112 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033639)

Cellular substructure

Membrane (HMDB: HMDB0033639)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033639)

Source

Exogenous

Food

Food (HMDB: HMDB0033639)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033639)

Not Available

Nutrient (HMDB: HMDB0033639)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	175 - 176 °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	0.011 g/L	ALOGPS
logP	3.22	ALOGPS
logP	2.49	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	15.54	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	32.87 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]+	174.417	31661259
DarkChem	[M-H]-	176.01	31661259
DeepCCS	[M+H]+	170.46	30932474
DeepCCS	[M-H]-	168.102	30932474
DeepCCS	[M-2H]-	201.115	30932474
DeepCCS	[M+Na]+	176.554	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]-	176.0	32859911
AllCCS	[M+Na-2H]-	175.4	32859911
AllCCS	[M+HCOO]-	175.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3',4',5'-Trimethoxyflavone	COC1=CC(=CC(OC)=C1OC)C1=CC(=O)C2=CC=CC=C2O1	3985.8	Standard polar	33892256
3',4',5'-Trimethoxyflavone	COC1=CC(=CC(OC)=C1OC)C1=CC(=O)C2=CC=CC=C2O1	2810.5	Standard non polar	33892256
3',4',5'-Trimethoxyflavone	COC1=CC(=CC(OC)=C1OC)C1=CC(=O)C2=CC=CC=C2O1	2866.8	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 - 3',4',5'-Trimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0692000000-2bd0313c50473245de10	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4',5'-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 - 3',4',5'-Trimethoxyflavone 10V, Positive-QTOF	splash10-03di-0009000000-1021ab8ed09f6d05dc53	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 20V, Positive-QTOF	splash10-03di-0009000000-cefcbbe924a006268dd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 40V, Positive-QTOF	splash10-01vo-7971000000-a3e003af9a5dbafab953	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 10V, Negative-QTOF	splash10-03di-0009000000-e150b0d47f2c0bf5515e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 20V, Negative-QTOF	splash10-03di-0019000000-d177e4930de86a4f92e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 40V, Negative-QTOF	splash10-0690-2970000000-dda3cc61af78a5c0bcc8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 10V, Positive-QTOF	splash10-03di-0009000000-64a73f4ec836d12c6d5e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 20V, Positive-QTOF	splash10-03di-0039000000-f2c32cc874f4e5648be5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 40V, Positive-QTOF	splash10-00di-0190000000-b0d91d9849641096d43c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 10V, Negative-QTOF	splash10-03di-0019000000-99cdb3fd2f8a2684beae	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 20V, Negative-QTOF	splash10-0002-0093000000-2e055e8e55e42e72aa64	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxyflavone 40V, Negative-QTOF	splash10-044i-0296000000-b14b0ff98112b13473b3	2021-09-23	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

FDB011738

KNApSAcK ID

C00013299

Chemspider ID

294321

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

332208

PDB ID

Not Available

ChEBI ID

Not Available

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 3',4',5'-Trimethoxyflavone (HMDB0033639)

MOL for HMDB0033639 (3',4',5'-Trimethoxyflavone)

3D MOL for HMDB0033639 (3',4',5'-Trimethoxyflavone)

3D SDF for HMDB0033639 (3',4',5'-Trimethoxyflavone)

3D-SDF for HMDB0033639 (3',4',5'-Trimethoxyflavone)

PDB for HMDB0033639 (3',4',5'-Trimethoxyflavone)

3D PDB for HMDB0033639 (3',4',5'-Trimethoxyflavone)

SMILES for HMDB0033639 (3',4',5'-Trimethoxyflavone)

INCHI for HMDB0033639 (3',4',5'-Trimethoxyflavone)

Structure for HMDB0033639 (3',4',5'-Trimethoxyflavone)

3D Structure for HMDB0033639 (3',4',5'-Trimethoxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra