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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:08 UTC

Update Date

2022-03-07 02:52:42 UTC

HMDB ID

HMDB0030804

Secondary Accession Numbers

HMDB30804

Metabolite Identification

Common Name

2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one

Description

2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one, also known as 3',4',5,6-tetrahydroxy-7-methoxyflavone, belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one is considered to be a flavonoid lipid molecule. 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one has been detected, but not quantified in, fats and oils and sesames. This could make 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one a potential biomarker for the consumption of these foods.

Structure

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

HMDB0030804
     RDKit          3D
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.6944    2.2654    0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7782    0.8570   -0.0675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6335    0.0730   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3738    0.6204   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -0.1904   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375    0.3354   -0.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746   -0.3905   -0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747    0.2824    0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4081    1.6756    0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123    2.3200    0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8138    1.6276    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198    2.2788    0.3517 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125    0.2711    0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9966   -0.4485    0.0431 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -0.3622   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -1.7405   -0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848   -2.3252   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -3.5681   -0.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069   -1.5339   -0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6917   -2.0796   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7761   -3.4450   -0.5052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8283   -1.3034   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1170   -1.8106   -0.3768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3184    2.7711   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9642    2.5050    0.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6598    2.6926    0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2907    1.6773    0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805    2.2227    0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6450    3.4123    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1569    3.2571    0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619   -1.4563   -0.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -1.4381   -0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8754   -2.3440   -0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6396   -3.9160   -0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -2.7926   -0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
  7 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22  3  1  0
 19  5  2  0
 15  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 21 34  1  0
 23 35  1  0
M  END


  Mrv0541 05061305312D          

 23 25  0  0  0  0            999 V2000
    5.0013   -0.4125    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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
    0.0000    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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  7  2  1  0  0  0  0
  7  4  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  5  1  0  0  0  0
 11  5  2  0  0  0  0
 11  7  1  0  0  0  0
 12  6  2  0  0  0  0
 13  6  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  2  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22  1  1  0  0  0  0
 22 13  1  0  0  0  0
 23 11  1  0  0  0  0
 23 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030804

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O7/c1-22-13-6-12-14(16(21)15(13)20)10(19)5-11(23-12)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3

> <INCHI_KEY>
QWUHUBDKQQPMQG-UHFFFAOYSA-N

> <FORMULA>
C16H12O7

> <MOLECULAR_WEIGHT>
316.2623

> <EXACT_MASS>
316.058302738

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
30.698805999950174

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.2454525463333335

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.036860496471522

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.432255707326322

> <JCHEM_PKA_STRONGEST_BASIC>
-4.792950654946129

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
81.358

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pedalitin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030804
     RDKit          3D
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.6944    2.2654    0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7782    0.8570   -0.0675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6335    0.0730   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3738    0.6204   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -0.1904   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375    0.3354   -0.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746   -0.3905   -0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747    0.2824    0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4081    1.6756    0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123    2.3200    0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8138    1.6276    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198    2.2788    0.3517 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125    0.2711    0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9966   -0.4485    0.0431 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -0.3622   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -1.7405   -0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848   -2.3252   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -3.5681   -0.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069   -1.5339   -0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6917   -2.0796   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7761   -3.4450   -0.5052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8283   -1.3034   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1170   -1.8106   -0.3768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3184    2.7711   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9642    2.5050    0.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6598    2.6926    0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2907    1.6773    0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805    2.2227    0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6450    3.4123    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1569    3.2571    0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619   -1.4563   -0.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -1.4381   -0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8754   -2.3440   -0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6396   -3.9160   -0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -2.7926   -0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
  7 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22  3  1  0
 19  5  2  0
 15  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 21 34  1  0
 23 35  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       9.336  -0.770   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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2    3    7                                                       
CONECT    3    2    8                                                       
CONECT    4    7    9                                                       
CONECT    5   10   11                                                       
CONECT    6   12   13                                                       
CONECT    7    2    4   11                                                  
CONECT    8    3    9   17                                                  
CONECT    9    4    8   18                                                  
CONECT   10    5   14   19                                                  
CONECT   11    5    7   23                                                  
CONECT   12    6   14   23                                                  
CONECT   13    6   15   22                                                  
CONECT   14   10   12   16                                                  
CONECT   15   13   16   20                                                  
CONECT   16   14   15   21                                                  
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22    1   13                                                       
CONECT   23   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0030804
HETATM    1  C1  UNL     1      -4.694   2.265   0.094  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.778   0.857  -0.068  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.633   0.073  -0.129  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.374   0.620  -0.037  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.237  -0.190  -0.101  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.038   0.335  -0.013  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.075  -0.390  -0.068  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.375   0.282   0.039  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.408   1.676   0.197  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.612   2.320   0.299  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.814   1.628   0.249  1.00  0.00           C  
HETATM   12  O3  UNL     1       6.020   2.279   0.352  1.00  0.00           O  
HETATM   13  C10 UNL     1       4.813   0.271   0.096  1.00  0.00           C  
HETATM   14  O4  UNL     1       5.997  -0.448   0.043  1.00  0.00           O  
HETATM   15  C11 UNL     1       3.579  -0.362  -0.005  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.985  -1.741  -0.223  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.285  -2.325  -0.319  1.00  0.00           C  
HETATM   18  O5  UNL     1      -0.370  -3.568  -0.462  1.00  0.00           O  
HETATM   19  C14 UNL     1      -1.407  -1.534  -0.257  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.692  -2.080  -0.349  1.00  0.00           C  
HETATM   21  O6  UNL     1      -2.776  -3.445  -0.505  1.00  0.00           O  
HETATM   22  C16 UNL     1      -3.828  -1.303  -0.289  1.00  0.00           C  
HETATM   23  O7  UNL     1      -5.117  -1.811  -0.377  1.00  0.00           O  
HETATM   24  H1  UNL     1      -4.318   2.771  -0.817  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.964   2.505   0.903  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.660   2.693   0.433  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.291   1.677   0.084  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.481   2.223   0.237  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.645   3.412   0.423  1.00  0.00           H  
HETATM   30  H7  UNL     1       6.157   3.257   0.466  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.962  -1.456  -0.072  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.604  -1.438  -0.126  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.875  -2.344  -0.270  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.640  -3.916  -0.579  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.299  -2.793  -0.492  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   27
CONECT    5    6   19   19
CONECT    6    7
CONECT    7    8   16   16
CONECT    8    9    9   15
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   13
CONECT   12   30
CONECT   13   14   15   15
CONECT   14   31
CONECT   15   32
CONECT   16   17   33
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   21   22   22
CONECT   21   34
CONECT   22   23
CONECT   23   35
END

HMDB0030804
     RDKit          3D
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.6944    2.2654    0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7782    0.8570   -0.0675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6335    0.0730   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3738    0.6204   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -0.1904   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375    0.3354   -0.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746   -0.3905   -0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747    0.2824    0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4081    1.6756    0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123    2.3200    0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8138    1.6276    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198    2.2788    0.3517 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125    0.2711    0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9966   -0.4485    0.0431 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -0.3622   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -1.7405   -0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848   -2.3252   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -3.5681   -0.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069   -1.5339   -0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6917   -2.0796   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7761   -3.4450   -0.5052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8283   -1.3034   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1170   -1.8106   -0.3768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3184    2.7711   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9642    2.5050    0.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6598    2.6926    0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2907    1.6773    0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805    2.2227    0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6450    3.4123    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1569    3.2571    0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619   -1.4563   -0.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -1.4381   -0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8754   -2.3440   -0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6396   -3.9160   -0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -2.7926   -0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
  7 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22  3  1  0
 19  5  2  0
 15  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 21 34  1  0
 23 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-chromen-4-one	ChEBI
3',4',5,6-Tetrahydroxy-7-methoxyflavone	ChEBI
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one	ChEBI
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one, 9ci	HMDB
3',4',5,6-Tetrahydroxy-7-methoxy-flavone	HMDB
5,6,3',4'-Tetrahydroxy-7-methoxyflavone	HMDB

Chemical Formula

C₁₆H₁₂O₇

Average Molecular Weight

316.2623

Monoisotopic Molecular Weight

316.058302738

IUPAC Name

2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-chromen-4-one

Traditional Name

pedalitin

CAS Registry Number

22384-63-0

SMILES

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

InChI Identifier

InChI=1S/C16H12O7/c1-22-13-6-12-14(16(21)15(13)20)10(19)5-11(23-12)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3

InChI Key

QWUHUBDKQQPMQG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

7-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
6-hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Anisole
Catechol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monomethoxyflavone (CHEBI:7947 )
tetrahydroxyflavone (CHEBI:7947 )
flavones (C10119 )
Flavones and Flavonols (C10119 )
Flavones and Flavonols (LMPK12111231 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030804)
Cell membrane (HMDB: HMDB0030804)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030804)

Source

Endogenous

Endogenous (HMDB: HMDB0030804)

Plant

Plant (HMDB: HMDB0030804)

Exogenous

Food

Food (HMDB: HMDB0030804)

Herb and spice

Oilseed crop

Sesame (FooDB: FOOD00170)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0030804)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	300 - 301 °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	0.13 g/L	ALOGPS
logP	2.76	ALOGPS
logP	2.25	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	8.43	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.36 m³·mol⁻¹	ChemAxon
Polarizability	30.7 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]+	174.761	31661259
DarkChem	[M-H]-	176.561	31661259
DeepCCS	[M+H]+	176.243	30932474
DeepCCS	[M-H]-	173.885	30932474
DeepCCS	[M-2H]-	208.049	30932474
DeepCCS	[M+Na]+	183.276	30932474
AllCCS	[M+H]+	171.9	32859911
AllCCS	[M+H-H2O]+	168.3	32859911
AllCCS	[M+NH4]+	175.2	32859911
AllCCS	[M+Na]+	176.2	32859911
AllCCS	[M-H]-	171.3	32859911
AllCCS	[M+Na-2H]-	170.7	32859911
AllCCS	[M+HCOO]-	170.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	6.08 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4175 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.8 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1957.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	246.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	119.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	150.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	547.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	543.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	149.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	843.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	406.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1339.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	285.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	391.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	500.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	250.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	222.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one	COC1=C(O)C(O)=C2C(=O)C=C(OC2=C1)C1=CC(O)=C(O)C=C1	5001.8	Standard polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one	COC1=C(O)C(O)=C2C(=O)C=C(OC2=C1)C1=CC(O)=C(O)C=C1	3275.3	Standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one	COC1=C(O)C(O)=C2C(=O)C=C(OC2=C1)C1=CC(O)=C(O)C=C1	3353.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,1TMS,isomer #1	COC1=CC2=C(C(O)=C1O[Si](C)(C)C)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3358.0	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,1TMS,isomer #2	COC1=CC2=C(C(O[Si](C)(C)C)=C1O)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3421.0	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,1TMS,isomer #3	COC1=CC2=C(C(O)=C1O)C(=O)C=C(C1=CC=C(O)C(O[Si](C)(C)C)=C1)O2	3456.9	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,1TMS,isomer #4	COC1=CC2=C(C(O)=C1O)C(=O)C=C(C1=CC=C(O[Si](C)(C)C)C(O)=C1)O2	3483.6	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TMS,isomer #1	COC1=CC2=C(C(O)=C1O[Si](C)(C)C)C(=O)C=C(C1=CC=C(O[Si](C)(C)C)C(O)=C1)O2	3407.1	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TMS,isomer #2	COC1=CC2=C(C(O)=C1O[Si](C)(C)C)C(=O)C=C(C1=CC=C(O)C(O[Si](C)(C)C)=C1)O2	3386.0	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TMS,isomer #3	COC1=CC2=C(C(O[Si](C)(C)C)=C1O[Si](C)(C)C)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3219.9	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TMS,isomer #4	COC1=CC2=C(C(O[Si](C)(C)C)=C1O)C(=O)C=C(C1=CC=C(O[Si](C)(C)C)C(O)=C1)O2	3388.2	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TMS,isomer #5	COC1=CC2=C(C(O[Si](C)(C)C)=C1O)C(=O)C=C(C1=CC=C(O)C(O[Si](C)(C)C)=C1)O2	3368.1	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TMS,isomer #6	COC1=CC2=C(C(O)=C1O)C(=O)C=C(C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O2	3349.0	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,3TMS,isomer #1	COC1=CC2=C(C(O)=C1O[Si](C)(C)C)C(=O)C=C(C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O2	3266.6	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,3TMS,isomer #2	COC1=CC2=C(C(O[Si](C)(C)C)=C1O[Si](C)(C)C)C(=O)C=C(C1=CC=C(O[Si](C)(C)C)C(O)=C1)O2	3283.3	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,3TMS,isomer #3	COC1=CC2=C(C(O[Si](C)(C)C)=C1O[Si](C)(C)C)C(=O)C=C(C1=CC=C(O)C(O[Si](C)(C)C)=C1)O2	3259.8	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,3TMS,isomer #4	COC1=CC2=C(C(O[Si](C)(C)C)=C1O)C(=O)C=C(C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O2	3245.9	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,4TMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C)=C1O[Si](C)(C)C)C(=O)C=C(C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O2	3230.4	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,1TBDMS,isomer #1	COC1=CC2=C(C(O)=C1O[Si](C)(C)C(C)(C)C)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3611.9	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,1TBDMS,isomer #2	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3715.4	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,1TBDMS,isomer #3	COC1=CC2=C(C(O)=C1O)C(=O)C=C(C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)O2	3737.9	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,1TBDMS,isomer #4	COC1=CC2=C(C(O)=C1O)C(=O)C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)O2	3758.6	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TBDMS,isomer #1	COC1=CC2=C(C(O)=C1O[Si](C)(C)C(C)(C)C)C(=O)C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)O2	3883.6	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TBDMS,isomer #2	COC1=CC2=C(C(O)=C1O[Si](C)(C)C(C)(C)C)C(=O)C=C(C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)O2	3853.2	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TBDMS,isomer #3	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3785.5	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TBDMS,isomer #4	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O)C(=O)C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)O2	3927.6	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TBDMS,isomer #5	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O)C(=O)C=C(C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)O2	3903.8	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,2TBDMS,isomer #6	COC1=CC2=C(C(O)=C1O)C(=O)C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)O2	3898.0	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,3TBDMS,isomer #1	COC1=CC2=C(C(O)=C1O[Si](C)(C)C(C)(C)C)C(=O)C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)O2	4014.1	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,3TBDMS,isomer #2	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)C(=O)C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)O2	4044.6	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,3TBDMS,isomer #3	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)C(=O)C=C(C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)O2	3991.0	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,3TBDMS,isomer #4	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O)C(=O)C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)O2	4010.0	Semi standard non polar	33892256
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one,4TBDMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)C(=O)C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)O2	4115.7	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-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kr-0692000000-a7078c51afe7ad6525f9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one GC-MS (4 TMS) - 70eV, Positive	splash10-0a7r-2022090000-1d606be9c93cd3a52156	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 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 - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 10V, Positive-QTOF	splash10-014i-0029000000-0ac125b48c3d61543f38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 20V, Positive-QTOF	splash10-014i-0197000000-ec09a1d428fdad7b7b03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 40V, Positive-QTOF	splash10-0pb9-2790000000-1f82d5b37b3cc55244d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 10V, Negative-QTOF	splash10-014i-0019000000-6a6005e5b8cf1c4c39d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 20V, Negative-QTOF	splash10-014i-0189000000-dab47bf564143865e847	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 40V, Negative-QTOF	splash10-0a4r-6970000000-b41cc1b1bff6867e99f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 10V, Positive-QTOF	splash10-014i-0009000000-d4d9bcf99cd318117dc6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 20V, Positive-QTOF	splash10-014i-0009000000-31cd186a85b21b1ec847	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 40V, Positive-QTOF	splash10-0fk9-0394000000-0cb735aafd2a0ad5b1d6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 10V, Negative-QTOF	splash10-014i-0009000000-ad2963bbf6bb0a405a48	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one 20V, Negative-QTOF	splash10-0gi0-0049000000-9abe1832a51167823789	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

FDB002746

KNApSAcK ID

C00003886

Chemspider ID

Not Available

KEGG Compound ID

C10119

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

7947

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.. .

Enzymes

Enzyme Details

1. Catechol O-methyltransferase

General function:: Involved in magnesium ion binding
Specific function:: Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:: COMT
Uniprot ID:: P21964
Molecular weight:: 30036.77

Reactions

2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one → 5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one → 6-[4-(5,6-dihydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one → 6-[5-(5,6-dihydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one → 6-{[2-(3,4-dihydroxyphenyl)-6-hydroxy-7-methoxy-4-oxo-4H-chromen-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one → 6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4-oxo-4H-chromen-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Enzyme Details

3. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one → [5-(5,6-dihydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid	details

Showing metabocard for 2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one (HMDB0030804)

MOL for HMDB0030804 (2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one)

3D MOL for HMDB0030804 (2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one)

3D SDF for HMDB0030804 (2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one)

3D-SDF for HMDB0030804 (2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one)

PDB for HMDB0030804 (2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one)

3D PDB for HMDB0030804 (2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one)

SMILES for HMDB0030804 (2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one)

INCHI for HMDB0030804 (2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one)

Structure for HMDB0030804 (2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one)

3D Structure for HMDB0030804 (2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-methoxy-4H-1-benzopyran-4-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions