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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 20:11:19 UTC

Update Date

2021-09-23 20:11:20 UTC

HMDB ID

HMDB0302731

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Methoxy-7-methylquercetin

Description

6-methoxy-7-methylquercetin, also known as eupatoletin, is a member of the class of compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, 6-methoxy-7-methylquercetin is considered to be a flavonoid lipid molecule. 6-methoxy-7-methylquercetin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-methoxy-7-methylquercetin can be found in german camomile, which makes 6-methoxy-7-methylquercetin a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302731
     RDKit          3D
6-Methoxy-7-methylquercetin
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.8113   -2.8290   -1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926   -1.4702   -1.1973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1146   -0.5700   -0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054   -0.9761   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8269   -0.0841   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012   -0.4559   -0.2346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147    0.3319    0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266   -0.2709    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8789   -1.6309   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0986   -2.2341   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2463   -1.5334    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4816   -2.1830    0.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1378   -0.2213    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2754    0.5169    0.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777    0.3870    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1261    1.6277    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0755    2.5252    0.7756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1891    2.1276    0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344    3.3164    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1730    1.2553   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4818    1.6679   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8751    2.9421    0.0990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4690    0.7210   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7685    1.1593   -0.6458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5972    1.0812    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483   -2.8616   -2.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1495   -3.2752   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7723   -3.3738   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287   -1.9880   -0.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9880   -2.1836   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1907   -3.2774   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2867   -1.6420    0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054    1.5020    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8592    1.4183    0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598    3.4766    0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4870    3.7717    0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9805    0.9240    1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2982    0.2433    0.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1268    2.0655    0.5674 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
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 20  5  2  0
 15  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 22 36  1  0
 25 37  1  0
 25 38  1  0
 25 39  1  0
M  END


  Mrv0541 02241220422D          

 25 27  0  0  0  0            999 V2000
   -7.1203    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    2.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    4.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335    3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    0.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5492    2.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203    0.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    4.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190    4.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    1.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5492    1.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5493    0.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2637    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  8 17  2  0  0  0  0
  2 18  1  0  0  0  0
  4 19  1  0  0  0  0
 12 20  1  0  0  0  0
 16 21  1  0  0  0  0
  9 22  1  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302731

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C(O)=C1OC)C(=O)C(O)=C(O2)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O8/c1-23-11-6-10-12(14(21)17(11)24-2)13(20)15(22)16(25-10)7-3-4-8(18)9(19)5-7/h3-6,18-19,21-22H,1-2H3

> <INCHI_KEY>
WYKWHSPRHPZRCR-UHFFFAOYSA-N

> <FORMULA>
C17H14O8

> <MOLECULAR_WEIGHT>
346.2883

> <EXACT_MASS>
346.068867424

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
33.68799911890211

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
2.1445222543333333

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.091894745316742

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.179125071526839

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9820868127628026

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
87.80770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
eupatolitin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302731
     RDKit          3D
6-Methoxy-7-methylquercetin
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.8113   -2.8290   -1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926   -1.4702   -1.1973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1146   -0.5700   -0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054   -0.9761   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8269   -0.0841   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012   -0.4559   -0.2346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147    0.3319    0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266   -0.2709    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8789   -1.6309   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0986   -2.2341   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2463   -1.5334    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4816   -2.1830    0.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1378   -0.2213    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2754    0.5169    0.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777    0.3870    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1261    1.6277    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0755    2.5252    0.7756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1891    2.1276    0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344    3.3164    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1730    1.2553   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4818    1.6679   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8751    2.9421    0.0990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4690    0.7210   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7685    1.1593   -0.6458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5972    1.0812    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483   -2.8616   -2.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1495   -3.2752   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7723   -3.3738   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287   -1.9880   -0.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9880   -2.1836   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1907   -3.2774   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2867   -1.6420    0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054    1.5020    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8592    1.4183    0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598    3.4766    0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4870    3.7717    0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9805    0.9240    1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2982    0.2433    0.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1268    2.0655    0.5674 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
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 20  5  2  0
 15  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 22 36  1  0
 25 37  1  0
 25 38  1  0
 25 39  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -13.291   5.476   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.625   4.706   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.625   3.166   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.291   2.396   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.957   3.166   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.957   4.706   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -10.624   5.476   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -10.624   2.396   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.290   3.166   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.290   4.706   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.956   5.476   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.623   7.786   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.956   7.016   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.623   4.706   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.289   5.476   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.289   7.016   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -10.624   0.856   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0     -15.959   5.476   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0     -13.291   0.856   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -6.623   9.326   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -3.955   7.786   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -7.956   2.396   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -15.959   2.396   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -15.959   0.856   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -17.292   4.706   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5   19                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   17                                                  
CONECT    9    8   10   22                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   20                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   21                                                  
CONECT   17    8                                                            
CONECT   18    2   25                                                       
CONECT   19    4                                                            
CONECT   20   12                                                            
CONECT   21   16                                                            
CONECT   22    9                                                            
CONECT   23    3   24                                                       
CONECT   24   23                                                            
CONECT   25   18                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0302731
HETATM    1  C1  UNL     1      -3.811  -2.829  -1.493  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.093  -1.470  -1.197  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.115  -0.570  -0.818  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.805  -0.976  -0.713  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.827  -0.084  -0.335  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.401  -0.456  -0.235  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.415   0.332   0.122  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.727  -0.271   0.179  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.879  -1.631  -0.138  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.099  -2.234  -0.096  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.246  -1.533   0.260  1.00  0.00           C  
HETATM   12  O3  UNL     1       6.482  -2.183   0.292  1.00  0.00           O  
HETATM   13  C10 UNL     1       5.138  -0.221   0.571  1.00  0.00           C  
HETATM   14  O4  UNL     1       6.275   0.517   0.935  1.00  0.00           O  
HETATM   15  C11 UNL     1       3.878   0.387   0.525  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.126   1.628   0.401  1.00  0.00           C  
HETATM   17  O5  UNL     1       2.075   2.525   0.776  1.00  0.00           O  
HETATM   18  C13 UNL     1      -0.189   2.128   0.319  1.00  0.00           C  
HETATM   19  O6  UNL     1      -0.434   3.316   0.578  1.00  0.00           O  
HETATM   20  C14 UNL     1      -1.173   1.255  -0.055  1.00  0.00           C  
HETATM   21  C15 UNL     1      -2.482   1.668  -0.158  1.00  0.00           C  
HETATM   22  O7  UNL     1      -2.875   2.942   0.099  1.00  0.00           O  
HETATM   23  C16 UNL     1      -3.469   0.721  -0.551  1.00  0.00           C  
HETATM   24  O8  UNL     1      -4.768   1.159  -0.646  1.00  0.00           O  
HETATM   25  C17 UNL     1      -5.597   1.081   0.485  1.00  0.00           C  
HETATM   26  H1  UNL     1      -3.248  -2.862  -2.449  1.00  0.00           H  
HETATM   27  H2  UNL     1      -3.150  -3.275  -0.726  1.00  0.00           H  
HETATM   28  H3  UNL     1      -4.772  -3.374  -1.594  1.00  0.00           H  
HETATM   29  H4  UNL     1      -1.529  -1.988  -0.922  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.988  -2.184  -0.417  1.00  0.00           H  
HETATM   31  H6  UNL     1       4.191  -3.277  -0.343  1.00  0.00           H  
HETATM   32  H7  UNL     1       7.287  -1.642   0.555  1.00  0.00           H  
HETATM   33  H8  UNL     1       6.205   1.502   1.171  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.859   1.418   0.780  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.960   3.477   0.995  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.487   3.772   0.368  1.00  0.00           H  
HETATM   37  H12 UNL     1      -4.980   0.924   1.411  1.00  0.00           H  
HETATM   38  H13 UNL     1      -6.298   0.243   0.369  1.00  0.00           H  
HETATM   39  H14 UNL     1      -6.127   2.065   0.567  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   29
CONECT    5    6   20   20
CONECT    6    7
CONECT    7    8   16   16
CONECT    8    9    9   15
CONECT    9   10   30
CONECT   10   11   11   31
CONECT   11   12   13
CONECT   12   32
CONECT   13   14   15   15
CONECT   14   33
CONECT   15   34
CONECT   16   17   18
CONECT   17   35
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   23   23
CONECT   22   36
CONECT   23   24
CONECT   24   25
CONECT   25   37   38   39
END

HMDB0302731
     RDKit          3D
6-Methoxy-7-methylquercetin
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.8113   -2.8290   -1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926   -1.4702   -1.1973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1146   -0.5700   -0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054   -0.9761   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8269   -0.0841   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012   -0.4559   -0.2346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147    0.3319    0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266   -0.2709    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8789   -1.6309   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0986   -2.2341   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2463   -1.5334    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4816   -2.1830    0.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1378   -0.2213    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2754    0.5169    0.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777    0.3870    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1261    1.6277    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0755    2.5252    0.7756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1891    2.1276    0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344    3.3164    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1730    1.2553   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4818    1.6679   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8751    2.9421    0.0990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4690    0.7210   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7685    1.1593   -0.6458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5972    1.0812    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483   -2.8616   -2.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1495   -3.2752   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7723   -3.3738   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287   -1.9880   -0.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9880   -2.1836   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1907   -3.2774   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2867   -1.6420    0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054    1.5020    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8592    1.4183    0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598    3.4766    0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4870    3.7717    0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9805    0.9240    1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2982    0.2433    0.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1268    2.0655    0.5674 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
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 20  5  2  0
 15  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 22 36  1  0
 25 37  1  0
 25 38  1  0
 25 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Eupatoletin	ChEBI

Chemical Formula

C₁₇H₁₄O₈

Average Molecular Weight

346.2883

Monoisotopic Molecular Weight

346.068867424

IUPAC Name

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

Traditional Name

eupatolitin

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(O)=C1OC)C(=O)C(O)=C(O2)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C17H14O8/c1-23-11-6-10-12(14(21)17(11)24-2)13(20)15(22)16(25-10)7-3-4-8(18)9(19)5-7/h3-6,18-19,21-22H,1-2H3

InChI Key

WYKWHSPRHPZRCR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tetrahydroxyflavone (CHEBI:81340 )
flavonols (CHEBI:81340 )
dimethoxyflavone (CHEBI:81340 )
Flavones and Flavonols (C17788 )
Flavones and Flavonols (LMPK12112994 )

Ontology

Not Available

German camomile (FooDB: FOOD00107)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	1.99	ALOGPS
logP	2.14	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	8.18	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.81 m³·mol⁻¹	ChemAxon
Polarizability	33.69 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
AllCCS	[M+H]+	179.01	32859911
AllCCS	[M+H-H2O]+	175.685	32859911
AllCCS	[M+Na]+	182.974	32859911
AllCCS	[M+NH4]+	182.089	32859911
AllCCS	[M-H]-	178.761	32859911
AllCCS	[M+Na-2H]-	178.257	32859911
AllCCS	[M+HCOO]-	177.848	32859911
DeepCCS	[M+H]+	180.851	30932474
DeepCCS	[M-H]-	178.493	30932474
DeepCCS	[M-2H]-	212.407	30932474
DeepCCS	[M+Na]+	187.635	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 10V, Positive-QTOF	splash10-0002-0009000000-236a841fb18e62801293	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 20V, Positive-QTOF	splash10-0002-0109000000-9d425b0b3c4d56ff7fcc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 40V, Positive-QTOF	splash10-0a6s-3932000000-9e700b57e9a976f2e03c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 10V, Negative-QTOF	splash10-0002-0009000000-6d541e66e4e012d3aa97	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 20V, Negative-QTOF	splash10-0002-0029000000-55ed91e293e08f0a377e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 40V, Negative-QTOF	splash10-0avi-8691000000-13c9b03f306c3019e534	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 10V, Positive-QTOF	splash10-0002-0009000000-24b80c82c41a998b9ea5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 20V, Positive-QTOF	splash10-0002-0009000000-b44c2110ea9d424c0b88	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 40V, Positive-QTOF	splash10-0002-2914000000-de07f6bf56b5e40d06e7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 10V, Negative-QTOF	splash10-0002-0009000000-08cc627e080ae1417a77	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 20V, Negative-QTOF	splash10-0002-0339000000-73ef3eeae5788a3be5bf	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Methoxy-7-methylquercetin 40V, Negative-QTOF	splash10-006w-1921000000-ed6fed709d4d3c738d55	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Eupatolitin

METLIN ID

Not Available

PubChem Compound

5317291

PDB ID

Not Available

ChEBI ID

81340

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

Not Available

Showing metabocard for 6-Methoxy-7-methylquercetin (HMDB0302731)

MOL for HMDB0302731 (6-Methoxy-7-methylquercetin)

3D MOL for HMDB0302731 (6-Methoxy-7-methylquercetin)

3D SDF for HMDB0302731 (6-Methoxy-7-methylquercetin)

3D-SDF for HMDB0302731 (6-Methoxy-7-methylquercetin)

PDB for HMDB0302731 (6-Methoxy-7-methylquercetin)

3D PDB for HMDB0302731 (6-Methoxy-7-methylquercetin)

SMILES for HMDB0302731 (6-Methoxy-7-methylquercetin)

INCHI for HMDB0302731 (6-Methoxy-7-methylquercetin)

Structure for HMDB0302731 (6-Methoxy-7-methylquercetin)

3D Structure for HMDB0302731 (6-Methoxy-7-methylquercetin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra