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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:10:16 UTC

Update Date

2021-09-23 03:10:16 UTC

HMDB ID

HMDB0301865

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5,7-Dihydroxy-3,6-dimethoxyflavone

Description

5,7-dihydroxy-3,6-dimethoxyflavone is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 5,7-dihydroxy-3,6-dimethoxyflavone is considered to be a flavonoid lipid molecule. 5,7-dihydroxy-3,6-dimethoxyflavone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-3,6-dimethoxyflavone can be found in mandarin orange (clementine, tangerine), which makes 5,7-dihydroxy-3,6-dimethoxyflavone a potential biomarker for the consumption of this food product.

Structure

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

HMDB0301865
     RDKit          3D
5,7-Dihydroxy-3,6-dimethoxyflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.7045    0.5253   -0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9963   -0.0615    0.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6346    0.1935    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1311    1.2642    1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0311    2.1155    1.6389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937    1.5360    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    0.6609    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512    0.8624    0.4911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2717    0.0894   -0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6612    0.4969    0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6930    0.0029   -0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9865    0.4417   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2436    1.3520    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1980    1.8628    1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9384    1.4192    1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720   -0.9993   -0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7820   -1.8511   -1.4209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2767   -3.0069   -0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4926   -1.2818   -0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8087   -2.2877   -1.5539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3800   -0.4441   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7261   -0.6756   -0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -1.7190   -1.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6239    1.6183   -0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1603    0.2481   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586    0.1934   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0095    1.9169    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718    2.3749    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -0.6817   -1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8206    0.0548   -0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2469    1.6931    0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3915    2.5815    2.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329    1.8411    1.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8246   -3.8841   -1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0131   -3.0271    0.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3761   -3.0035   -0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8860   -2.4214   -1.5053 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 21  7  1  0
 15 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 23 37  1  0
M  END


  Mrv0541 02241212162D          

 23 25  0  0  0  0            999 V2000
   -2.3328   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0472   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0472   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3328   -2.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -0.8331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396    0.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251   -0.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9540   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9540   -0.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -3.3082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3328   -3.3082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8319   -2.3256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251   -2.4831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4450   -1.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7617   -0.8331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 18  1  0  0  0  0
  5  8  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 17  2  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
 19  3  1  0  0  0  0
  3  2  2  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301865

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2OC(=C(OC)C(=O)C2=C1O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-21-16-10(18)8-11-12(13(16)19)14(20)17(22-2)15(23-11)9-6-4-3-5-7-9/h3-8,18-19H,1-2H3

> <INCHI_KEY>
RVOWLPGDGHUGHV-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.2895

> <EXACT_MASS>
314.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.539431846485858

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
2.7185862309999997

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.629063971542704

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.96695345283736

> <JCHEM_PKA_STRONGEST_BASIC>
-4.338833860805232

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
84.11480000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-O-methylalnusin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301865
     RDKit          3D
5,7-Dihydroxy-3,6-dimethoxyflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.7045    0.5253   -0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9963   -0.0615    0.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6346    0.1935    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1311    1.2642    1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0311    2.1155    1.6389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937    1.5360    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    0.6609    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512    0.8624    0.4911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2717    0.0894   -0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6612    0.4969    0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6930    0.0029   -0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9865    0.4417   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2436    1.3520    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1980    1.8628    1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9384    1.4192    1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720   -0.9993   -0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7820   -1.8511   -1.4209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2767   -3.0069   -0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4926   -1.2818   -0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8087   -2.2877   -1.5539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3800   -0.4441   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7261   -0.6756   -0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -1.7190   -1.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6239    1.6183   -0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1603    0.2481   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586    0.1934   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0095    1.9169    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718    2.3749    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -0.6817   -1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8206    0.0548   -0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2469    1.6931    0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3915    2.5815    2.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329    1.8411    1.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8246   -3.8841   -1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0131   -3.0271    0.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3761   -3.0035   -0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8860   -2.4214   -1.5053 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 21  7  1  0
 15 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 23 37  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      -4.355  -1.555   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.688  -2.325   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.688  -3.865   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.355  -4.635   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.021  -3.865   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.021  -2.325   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.687  -1.555   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.687  -4.635   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.354  -3.865   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.354  -2.325   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.980  -1.555   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.314   0.755   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.980  -0.015   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.314  -2.325   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.647  -1.555   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.647  -0.015   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.687  -6.175   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.355  -6.175   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -7.153  -4.341   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.980  -4.635   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.314  -3.865   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.297  -3.311   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -7.022  -1.555   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   23                                                  
CONECT    3    4   19    2                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    8    6                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   17                                                  
CONECT    9    8   10   20                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16                                                       
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15                                                       
CONECT   17    8                                                            
CONECT   18    4                                                            
CONECT   19    3   22                                                       
CONECT   20    9   21                                                       
CONECT   21   20                                                            
CONECT   22   19                                                            
CONECT   23    2                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0301865
HETATM    1  C1  UNL     1       5.704   0.525  -0.848  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.996  -0.062   0.234  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.635   0.193   0.313  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.131   1.264   1.002  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.031   2.115   1.639  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.794   1.536   1.094  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.917   0.661   0.442  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.351   0.862   0.491  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.272   0.089  -0.094  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.661   0.497   0.083  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.693   0.003  -0.642  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.986   0.442  -0.337  1.00  0.00           C  
HETATM   13  C10 UNL     1      -5.244   1.352   0.667  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.198   1.863   1.411  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.938   1.419   1.096  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.872  -0.999  -0.798  1.00  0.00           C  
HETATM   17  O4  UNL     1      -1.782  -1.851  -1.421  1.00  0.00           O  
HETATM   18  C14 UNL     1      -2.277  -3.007  -0.742  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.493  -1.282  -0.897  1.00  0.00           C  
HETATM   20  O5  UNL     1       0.809  -2.288  -1.554  1.00  0.00           O  
HETATM   21  C16 UNL     1       1.380  -0.444  -0.272  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.726  -0.676  -0.336  1.00  0.00           C  
HETATM   23  O6  UNL     1       3.262  -1.719  -1.005  1.00  0.00           O  
HETATM   24  H1  UNL     1       5.624   1.618  -0.740  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.160   0.248  -1.769  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.759   0.193  -0.878  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.010   1.917   1.572  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.372   2.375   1.632  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.608  -0.682  -1.460  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.821   0.055  -0.907  1.00  0.00           H  
HETATM   31  H8  UNL     1      -6.247   1.693   0.904  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.392   2.581   2.204  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.133   1.841   1.703  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.825  -3.884  -1.261  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.013  -3.027   0.314  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.376  -3.004  -0.880  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.886  -2.421  -1.505  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5    6
CONECT    5   27
CONECT    6    7    7   28
CONECT    7    8   21
CONECT    8    9
CONECT    9   10   16   16
CONECT   10   11   11   15
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   33
CONECT   16   17   19
CONECT   17   18
CONECT   18   34   35   36
CONECT   19   20   20   21
CONECT   21   22   22
CONECT   22   23
CONECT   23   37
END

HMDB0301865
     RDKit          3D
5,7-Dihydroxy-3,6-dimethoxyflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.7045    0.5253   -0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9963   -0.0615    0.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6346    0.1935    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1311    1.2642    1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0311    2.1155    1.6389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937    1.5360    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    0.6609    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512    0.8624    0.4911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2717    0.0894   -0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6612    0.4969    0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6930    0.0029   -0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9865    0.4417   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2436    1.3520    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1980    1.8628    1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9384    1.4192    1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720   -0.9993   -0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7820   -1.8511   -1.4209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2767   -3.0069   -0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4926   -1.2818   -0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8087   -2.2877   -1.5539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3800   -0.4441   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7261   -0.6756   -0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -1.7190   -1.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6239    1.6183   -0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1603    0.2481   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586    0.1934   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0095    1.9169    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718    2.3749    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -0.6817   -1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8206    0.0548   -0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2469    1.6931    0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3915    2.5815    2.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329    1.8411    1.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8246   -3.8841   -1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0131   -3.0271    0.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3761   -3.0035   -0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8860   -2.4214   -1.5053 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 21  7  1  0
 15 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 23 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₆

Average Molecular Weight

314.2895

Monoisotopic Molecular Weight

314.07903818

IUPAC Name

5,7-dihydroxy-3,6-dimethoxy-2-phenyl-4H-chromen-4-one

Traditional Name

3-O-methylalnusin

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2OC(=C(OC)C(=O)C2=C1O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H14O6/c1-21-16-10(18)8-11-12(13(16)19)14(20)17(22-2)15(23-11)9-6-4-3-5-7-9/h3-8,18-19H,1-2H3

InChI Key

RVOWLPGDGHUGHV-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12112804 )

Ontology

Not Available

Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

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	3.28	ALOGPS
logP	2.72	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.97	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.11 m³·mol⁻¹	ChemAxon
Polarizability	31.54 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]+	172.129	32859911
AllCCS	[M+H-H2O]+	168.519	32859911
AllCCS	[M+Na]+	176.44	32859911
AllCCS	[M+NH4]+	175.477	32859911
AllCCS	[M-H]-	173.17	32859911
AllCCS	[M+Na-2H]-	172.498	32859911
AllCCS	[M+HCOO]-	171.902	32859911
DeepCCS	[M+H]+	173.94	30932474
DeepCCS	[M-H]-	171.582	30932474
DeepCCS	[M-2H]-	205.679	30932474
DeepCCS	[M+Na]+	181.081	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 - 5,7-Dihydroxy-3,6-dimethoxyflavone 10V, Positive-QTOF	splash10-014i-0009000000-7169078911e9f055df92	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 20V, Positive-QTOF	splash10-014i-0009000000-08e502be37248d9a3fef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 40V, Positive-QTOF	splash10-0api-2950000000-0cbcdbc23b11eddde058	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 10V, Negative-QTOF	splash10-03di-0009000000-5b3e92ae612050067106	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 20V, Negative-QTOF	splash10-03di-0159000000-5c10abf981c7f4960d54	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 40V, Negative-QTOF	splash10-0g1r-1950000000-1311087a45767d1cf135	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 10V, Positive-QTOF	splash10-014i-0009000000-2ba875095a8aafa31ef7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 20V, Positive-QTOF	splash10-014i-0009000000-cbffccd382907c719c4a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 40V, Positive-QTOF	splash10-0159-1913000000-246263a900cde4f573b9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 10V, Negative-QTOF	splash10-03di-0009000000-f92a1b64ae90a24db158	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 20V, Negative-QTOF	splash10-03di-0309000000-ca1a12c3d6e59212f3b5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-3,6-dimethoxyflavone 40V, Negative-QTOF	splash10-02u0-2901000000-b8e8877a4addfac900c6	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

FDB001545

KNApSAcK ID

C00004544

Chemspider ID

4587453

KEGG Compound ID

Not Available

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

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

Not Available

Showing metabocard for 5,7-Dihydroxy-3,6-dimethoxyflavone (HMDB0301865)

MOL for HMDB0301865 (5,7-Dihydroxy-3,6-dimethoxyflavone)

3D MOL for HMDB0301865 (5,7-Dihydroxy-3,6-dimethoxyflavone)

3D SDF for HMDB0301865 (5,7-Dihydroxy-3,6-dimethoxyflavone)

3D-SDF for HMDB0301865 (5,7-Dihydroxy-3,6-dimethoxyflavone)

PDB for HMDB0301865 (5,7-Dihydroxy-3,6-dimethoxyflavone)

3D PDB for HMDB0301865 (5,7-Dihydroxy-3,6-dimethoxyflavone)

SMILES for HMDB0301865 (5,7-Dihydroxy-3,6-dimethoxyflavone)

INCHI for HMDB0301865 (5,7-Dihydroxy-3,6-dimethoxyflavone)

Structure for HMDB0301865 (5,7-Dihydroxy-3,6-dimethoxyflavone)

3D Structure for HMDB0301865 (5,7-Dihydroxy-3,6-dimethoxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra