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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:34:04 UTC

Update Date

2022-03-07 02:55:17 UTC

HMDB ID

HMDB0037330

Secondary Accession Numbers

HMDB37330

Metabolite Identification

Common Name

3',5,6-Trimethoxyflavone

Description

3',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, 3',5,6-trimethoxyflavone is considered to be a flavonoid. 3',5,6-Trimethoxyflavone has been detected, but not quantified in, pomes. This could make 3',5,6-trimethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3',5,6-Trimethoxyflavone.

Structure

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

HMDB0037330
     RDKit          3D
3',5,6-Trimethoxyflavone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -7.0880    0.0886    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7865    0.6138   -0.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843   -0.2133   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8638   -1.5728    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7816   -2.4353    0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -1.8921    0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2954   -0.5380   -0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -0.0648   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5748    1.2648   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7503    1.6673   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110    2.8637   -0.4131 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7285    0.6974   -0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632    1.0127   -0.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4368    2.3368   -0.4278 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6766    3.1795    0.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9975    0.0084   -0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3537    0.2793   -0.3082 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3258   -0.7270   -0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069   -1.3084   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2907   -1.6479   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3423   -0.6242   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0906   -0.9124   -0.0814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835    0.2996   -0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3257   -0.2534    1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2375   -0.7803   -0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8034    0.8824   -0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8410   -2.0374    0.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676   -3.5075    0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755   -2.5882    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530    2.0012   -0.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3668    4.2024    0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    2.8677    1.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7679    3.2151    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3877   -1.1932    0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414   -1.5424   -0.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3140   -0.2292   -0.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686   -2.0961   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930   -2.6866    0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2660    1.3699   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  7 23  2  0
 23  3  1  0
 22  8  1  0
 21 12  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
  9 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 23 39  1  0
M  END


  Mrv0541 05061309432D          

 23 25  0  0  0  0            999 V2000
    6.4302   -2.8875    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
    6.4302   -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
    6.4302   -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
    1.4289    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
    5.7158   -1.6500    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
    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   -2.4750    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
  8  7  2  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  2  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 17 13  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 13  2  0  0  0  0
 20  1  1  0  0  0  0
 20 12  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>
HMDB0037330

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
XRARMLJTDKCRRO-UHFFFAOYSA-N

> <FORMULA>
C18H16O5

> <MOLECULAR_WEIGHT>
312.3166

> <EXACT_MASS>
312.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.918800463526495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6-dimethoxy-2-(3-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.25

> <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>
14.886049746678449

> <JCHEM_PKA_STRONGEST_BASIC>
-4.364826114798312

> <JCHEM_POLAR_SURFACE_AREA>
53.99000000000001

> <JCHEM_REFRACTIVITY>
86.36079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,6-dimethoxy-2-(3-methoxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037330
     RDKit          3D
3',5,6-Trimethoxyflavone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -7.0880    0.0886    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7865    0.6138   -0.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843   -0.2133   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8638   -1.5728    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7816   -2.4353    0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -1.8921    0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2954   -0.5380   -0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -0.0648   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5748    1.2648   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7503    1.6673   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110    2.8637   -0.4131 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7285    0.6974   -0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632    1.0127   -0.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4368    2.3368   -0.4278 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6766    3.1795    0.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9975    0.0084   -0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3537    0.2793   -0.3082 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3258   -0.7270   -0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069   -1.3084   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2907   -1.6479   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3423   -0.6242   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0906   -0.9124   -0.0814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835    0.2996   -0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3257   -0.2534    1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2375   -0.7803   -0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8034    0.8824   -0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8410   -2.0374    0.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676   -3.5075    0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755   -2.5882    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530    2.0012   -0.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3668    4.2024    0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    2.8677    1.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7679    3.2151    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3877   -1.1932    0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414   -1.5424   -0.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3140   -0.2292   -0.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686   -2.0961   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930   -2.6866    0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2660    1.3699   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  7 23  2  0
 23  3  1  0
 22  8  1  0
 21 12  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
  9 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 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      12.003  -5.390   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      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003  -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       2.667   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      10.669  -3.080   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       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  -4.620   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   11                                                       
CONECT    6    4   12                                                       
CONECT    7    8   14                                                       
CONECT    8    7   15                                                       
CONECT    9   11   12                                                       
CONECT   10   13   16                                                       
CONECT   11    5    9   16                                                  
CONECT   12    6    9   20                                                  
CONECT   13   10   17   19                                                  
CONECT   14    7   17   23                                                  
CONECT   15    8   18   21                                                  
CONECT   16   10   11   23                                                  
CONECT   17   13   14   18                                                  
CONECT   18   15   17   22                                                  
CONECT   19   13                                                            
CONECT   20    1   12                                                       
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    HMDB0037330
HETATM    1  C1  UNL     1      -7.088   0.089   0.015  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.786   0.614  -0.060  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.684  -0.213  -0.020  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.864  -1.573   0.095  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.782  -2.435   0.138  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.529  -1.892   0.063  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.295  -0.538  -0.053  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.916  -0.065  -0.125  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.575   1.265  -0.242  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.750   1.667  -0.307  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.111   2.864  -0.413  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.729   0.697  -0.253  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.063   1.013  -0.311  1.00  0.00           C  
HETATM   14  O3  UNL     1       3.437   2.337  -0.428  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.677   3.179   0.677  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.998   0.008  -0.253  1.00  0.00           C  
HETATM   17  O4  UNL     1       5.354   0.279  -0.308  1.00  0.00           O  
HETATM   18  C14 UNL     1       6.326  -0.727  -0.251  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.607  -1.308  -0.136  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.291  -1.648  -0.076  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.342  -0.624  -0.136  1.00  0.00           C  
HETATM   22  O5  UNL     1       0.091  -0.912  -0.081  1.00  0.00           O  
HETATM   23  C18 UNL     1      -3.383   0.300  -0.094  1.00  0.00           C  
HETATM   24  H1  UNL     1      -7.326  -0.253   1.043  1.00  0.00           H  
HETATM   25  H2  UNL     1      -7.237  -0.780  -0.658  1.00  0.00           H  
HETATM   26  H3  UNL     1      -7.803   0.882  -0.321  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.841  -2.037   0.156  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.868  -3.507   0.227  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.676  -2.588   0.098  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.353   2.001  -0.282  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.367   4.202   0.422  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.158   2.868   1.592  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.768   3.215   0.893  1.00  0.00           H  
HETATM   34  H11 UNL     1       6.388  -1.193   0.775  1.00  0.00           H  
HETATM   35  H12 UNL     1       6.141  -1.542  -0.955  1.00  0.00           H  
HETATM   36  H13 UNL     1       7.314  -0.229  -0.440  1.00  0.00           H  
HETATM   37  H14 UNL     1       4.369  -2.096  -0.091  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.993  -2.687   0.016  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.266   1.370  -0.184  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   29
CONECT    7    8   23   23
CONECT    8    9    9   22
CONECT    9   10   30
CONECT   10   11   11   12
CONECT   12   13   13   21
CONECT   13   14   16
CONECT   14   15
CONECT   15   31   32   33
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   34   35   36
CONECT   19   20   37
CONECT   20   21   21   38
CONECT   21   22
CONECT   23   39
END

HMDB0037330
     RDKit          3D
3',5,6-Trimethoxyflavone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -7.0880    0.0886    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7865    0.6138   -0.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843   -0.2133   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8638   -1.5728    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7816   -2.4353    0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -1.8921    0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2954   -0.5380   -0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -0.0648   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5748    1.2648   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7503    1.6673   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110    2.8637   -0.4131 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7285    0.6974   -0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632    1.0127   -0.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4368    2.3368   -0.4278 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6766    3.1795    0.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9975    0.0084   -0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3537    0.2793   -0.3082 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3258   -0.7270   -0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069   -1.3084   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2907   -1.6479   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3423   -0.6242   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0906   -0.9124   -0.0814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835    0.2996   -0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3257   -0.2534    1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2375   -0.7803   -0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8034    0.8824   -0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8410   -2.0374    0.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676   -3.5075    0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755   -2.5882    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530    2.0012   -0.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3668    4.2024    0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    2.8677    1.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7679    3.2151    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3877   -1.1932    0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414   -1.5424   -0.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3140   -0.2292   -0.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686   -2.0961   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930   -2.6866    0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2660    1.3699   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  7 23  2  0
 23  3  1  0
 22  8  1  0
 21 12  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
  9 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 23 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,6,3'-Trimethoxyflavone	HMDB

Chemical Formula

C₁₈H₁₆O₅

Average Molecular Weight

312.3166

Monoisotopic Molecular Weight

312.099773622

IUPAC Name

5,6-dimethoxy-2-(3-methoxyphenyl)-4H-chromen-4-one

Traditional Name

5,6-dimethoxy-2-(3-methoxyphenyl)chromen-4-one

CAS Registry Number

17182-55-7

SMILES

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

InChI Identifier

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

InChI Key

XRARMLJTDKCRRO-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

3p-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 (LMPK12110104 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037330)

Cellular substructure

Membrane (HMDB: HMDB0037330)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037330)

Source

Exogenous

Food

Food (HMDB: HMDB0037330)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Endogenous

Plant

Plant (HMDB: HMDB0037330)

Not Available

Nutrient (HMDB: HMDB0037330)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	126 - 127 °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	3.25	ALOGPS
logP	2.49	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.89	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	32.92 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]+	173.86	31661259
DarkChem	[M-H]-	174.708	31661259
DeepCCS	[M+H]+	172.04	30932474
DeepCCS	[M-H]-	169.682	30932474
DeepCCS	[M-2H]-	203.552	30932474
DeepCCS	[M+Na]+	178.779	30932474
AllCCS	[M+H]+	172.8	32859911
AllCCS	[M+H-H2O]+	169.2	32859911
AllCCS	[M+NH4]+	176.2	32859911
AllCCS	[M+Na]+	177.2	32859911
AllCCS	[M-H]-	176.0	32859911
AllCCS	[M+Na-2H]-	175.4	32859911
AllCCS	[M+HCOO]-	174.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3',5,6-Trimethoxyflavone	COC1=CC=CC(=C1)C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC	4136.5	Standard polar	33892256
3',5,6-Trimethoxyflavone	COC1=CC=CC(=C1)C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC	2862.8	Standard non polar	33892256
3',5,6-Trimethoxyflavone	COC1=CC=CC(=C1)C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC	2911.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3',5,6-Trimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-02aj-0390000000-29cbae7eb289b531f3aa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',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 - 3',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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 10V, Positive-QTOF	splash10-03di-0009000000-8373a32eb37437933f27	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 20V, Positive-QTOF	splash10-03di-0009000000-76c528e04fa71cd233cf	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 40V, Positive-QTOF	splash10-0f89-5590000000-518cbda4abf9da0fe136	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 10V, Negative-QTOF	splash10-03di-0009000000-ff3e2538fd9a233e6a35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 20V, Negative-QTOF	splash10-03di-0019000000-c731c1b4cec3bdc5d519	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 40V, Negative-QTOF	splash10-0kcr-3590000000-1ab86f712e653a4798a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 10V, Negative-QTOF	splash10-03di-0009000000-9e6ca9a4e6c628b9d910	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 20V, Negative-QTOF	splash10-03di-0009000000-34af28d6ecc6395326d2	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 40V, Negative-QTOF	splash10-00fr-0911000000-f4266f6b10036c480855	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 10V, Positive-QTOF	splash10-03di-0009000000-0c9c5e8761c67e87c624	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 20V, Positive-QTOF	splash10-03di-0009000000-0c9c5e8761c67e87c624	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5,6-Trimethoxyflavone 40V, Positive-QTOF	splash10-01q9-0915000000-5edf02b6ae29d6055841	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016352

KNApSAcK ID

C00003814

Chemspider ID

24843194

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257599

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',5,6-Trimethoxyflavone (HMDB0037330)

MOL for HMDB0037330 (3',5,6-Trimethoxyflavone)

3D MOL for HMDB0037330 (3',5,6-Trimethoxyflavone)

3D SDF for HMDB0037330 (3',5,6-Trimethoxyflavone)

3D-SDF for HMDB0037330 (3',5,6-Trimethoxyflavone)

PDB for HMDB0037330 (3',5,6-Trimethoxyflavone)

3D PDB for HMDB0037330 (3',5,6-Trimethoxyflavone)

SMILES for HMDB0037330 (3',5,6-Trimethoxyflavone)

INCHI for HMDB0037330 (3',5,6-Trimethoxyflavone)

Structure for HMDB0037330 (3',5,6-Trimethoxyflavone)

3D Structure for HMDB0037330 (3',5,6-Trimethoxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra