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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:32 UTC

Update Date

2022-03-07 02:52:35 UTC

HMDB ID

HMDB0030546

Secondary Accession Numbers

HMDB30546

Metabolite Identification

Common Name

4',5-Dihydroxy-7,8-dimethoxyflavone

Description

4',5-Dihydroxy-7,8-dimethoxyflavone belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, 4',5-dihydroxy-7,8-dimethoxyflavone is considered to be a flavonoid. 4',5-Dihydroxy-7,8-dimethoxyflavone has been detected, but not quantified in, citrus and mandarin orange (clementine, tangerine). This could make 4',5-dihydroxy-7,8-dimethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4',5-Dihydroxy-7,8-dimethoxyflavone.

Structure

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

HMDB0030546
     RDKit          3D
4',5-Dihydroxy-7,8-dimethoxyflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.4075    1.1390   -0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0679    1.4009   -0.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0952    0.4082   -0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3993   -0.8226   -1.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197   -1.8204   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7698   -3.0267   -1.8430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1362   -1.4789   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1148   -2.3803   -1.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2994   -3.5172   -1.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604   -1.9774   -0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3637   -0.7256   -0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921   -0.2889    0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8031   -1.0987    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0636   -0.6684    0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1560    0.6165    1.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4060    1.0538    1.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0536    1.4369    1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8248    0.9958    0.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3760    0.1099   -0.0405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526   -0.2091   -0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8237    0.7611   -0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5294    1.9910    0.2408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612    2.3872    1.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0177    1.9593   -0.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5324    1.2355   -1.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7876    0.1886   -0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136   -1.0682   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -3.8624   -2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9298   -2.7252   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -2.1034   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8949   -1.3509    0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5976    1.9590    1.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1628    2.4648    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9529    1.6671    0.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9234    3.2821    1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806    1.5654    2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5737    2.5022    1.9985 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 20  7  1  0
 18 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
 10 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  1  0
M  END


  Mrv0541 05061305202D          

 23 25  0  0  0  0            999 V2000
    5.7158    0.0000    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
    0.0000    0.0000    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    2.1434    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  7  2  0  0  0  0
 13  9  1  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 14  2  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  2  0  0  0  0
 20 12  1  0  0  0  0
 21  1  1  0  0  0  0
 21 14  1  0  0  0  0
 22  2  1  0  0  0  0
 22 16  1  0  0  0  0
 23 13  1  0  0  0  0
 23 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030546

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C2=C(C(O)=C1)C(=O)C=C(O2)C1=CC=C(O)C=C1

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

> <INCHI_KEY>
FTFPXINQVCVDEY-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.2895

> <EXACT_MASS>
314.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.598573826773254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-(4-hydroxyphenyl)-7,8-dimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
2.6949119239999995

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.238668458012334

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.563351637352588

> <JCHEM_PKA_STRONGEST_BASIC>
-4.577901544725638

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
83.8594

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2-(4-hydroxyphenyl)-7,8-dimethoxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030546
     RDKit          3D
4',5-Dihydroxy-7,8-dimethoxyflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.4075    1.1390   -0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0679    1.4009   -0.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0952    0.4082   -0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3993   -0.8226   -1.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197   -1.8204   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7698   -3.0267   -1.8430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1362   -1.4789   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1148   -2.3803   -1.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2994   -3.5172   -1.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604   -1.9774   -0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3637   -0.7256   -0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921   -0.2889    0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8031   -1.0987    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0636   -0.6684    0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1560    0.6165    1.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4060    1.0538    1.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0536    1.4369    1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8248    0.9958    0.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3760    0.1099   -0.0405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526   -0.2091   -0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8237    0.7611   -0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5294    1.9910    0.2408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612    2.3872    1.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0177    1.9593   -0.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5324    1.2355   -1.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7876    0.1886   -0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136   -1.0682   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -3.8624   -2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9298   -2.7252   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -2.1034   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8949   -1.3509    0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5976    1.9590    1.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1628    2.4648    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9529    1.6671    0.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9234    3.2821    1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806    1.5654    2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5737    2.5022    1.9985 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 20  7  1  0
 18 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
 10 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  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      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    5    9                                                       
CONECT    4    6    9                                                       
CONECT    5    3   10                                                       
CONECT    6    4   10                                                       
CONECT    7   11   13                                                       
CONECT    8   12   14                                                       
CONECT    9    3    4   13                                                  
CONECT   10    5    6   18                                                  
CONECT   11    7   15   19                                                  
CONECT   12    8   15   20                                                  
CONECT   13    7    9   23                                                  
CONECT   14    8   16   21                                                  
CONECT   15   11   12   17                                                  
CONECT   16   14   17   22                                                  
CONECT   17   15   16   23                                                  
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21    1   14                                                       
CONECT   22    2   16                                                       
CONECT   23   13   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0030546
HETATM    1  C1  UNL     1      -5.407   1.139  -0.886  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.068   1.401  -0.509  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.095   0.408  -0.664  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.399  -0.823  -1.175  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.420  -1.820  -1.331  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.770  -3.027  -1.843  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.136  -1.479  -0.936  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.115  -2.380  -1.048  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.299  -3.517  -1.500  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.160  -1.977  -0.633  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.364  -0.726  -0.136  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.692  -0.289   0.303  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.803  -1.099   0.243  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.064  -0.668   0.665  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.156   0.616   1.152  1.00  0.00           C  
HETATM   16  O4  UNL     1       6.406   1.054   1.574  1.00  0.00           O  
HETATM   17  C13 UNL     1       4.054   1.437   1.217  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.825   0.996   0.798  1.00  0.00           C  
HETATM   19  O5  UNL     1       0.376   0.110  -0.040  1.00  0.00           O  
HETATM   20  C15 UNL     1      -0.853  -0.209  -0.415  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.824   0.761  -0.268  1.00  0.00           C  
HETATM   22  O6  UNL     1      -1.529   1.991   0.241  1.00  0.00           O  
HETATM   23  C17 UNL     1      -1.561   2.387   1.578  1.00  0.00           C  
HETATM   24  H1  UNL     1      -6.018   1.959  -0.432  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.532   1.236  -1.982  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.788   0.189  -0.479  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.414  -1.068  -1.478  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.343  -3.862  -2.056  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.930  -2.725  -0.742  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.711  -2.103  -0.141  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.895  -1.351   0.593  1.00  0.00           H  
HETATM   32  H9  UNL     1       6.598   1.959   1.943  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.163   2.465   1.613  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.953   1.667   0.858  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.923   3.282   1.740  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.081   1.565   2.180  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.574   2.502   1.999  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   27
CONECT    5    6    7    7
CONECT    6   28
CONECT    7    8   20
CONECT    8    9    9   10
CONECT   10   11   11   29
CONECT   11   12   19
CONECT   12   13   13   18
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   17
CONECT   16   32
CONECT   17   18   18   33
CONECT   18   34
CONECT   19   20
CONECT   20   21   21
CONECT   21   22
CONECT   22   23
CONECT   23   35   36   37
END

HMDB0030546
     RDKit          3D
4',5-Dihydroxy-7,8-dimethoxyflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.4075    1.1390   -0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0679    1.4009   -0.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0952    0.4082   -0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3993   -0.8226   -1.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197   -1.8204   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7698   -3.0267   -1.8430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1362   -1.4789   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1148   -2.3803   -1.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2994   -3.5172   -1.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604   -1.9774   -0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3637   -0.7256   -0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921   -0.2889    0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8031   -1.0987    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0636   -0.6684    0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1560    0.6165    1.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4060    1.0538    1.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0536    1.4369    1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8248    0.9958    0.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3760    0.1099   -0.0405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526   -0.2091   -0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8237    0.7611   -0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5294    1.9910    0.2408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612    2.3872    1.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0177    1.9593   -0.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5324    1.2355   -1.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7876    0.1886   -0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136   -1.0682   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -3.8624   -2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9298   -2.7252   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -2.1034   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8949   -1.3509    0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5976    1.9590    1.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1628    2.4648    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9529    1.6671    0.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9234    3.2821    1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806    1.5654    2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5737    2.5022    1.9985 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 20  7  1  0
 18 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
 10 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isoscutellarein 7,8-dimethyl ether	HMDB

Chemical Formula

C₁₇H₁₄O₆

Average Molecular Weight

314.2895

Monoisotopic Molecular Weight

314.07903818

IUPAC Name

5-hydroxy-2-(4-hydroxyphenyl)-7,8-dimethoxy-4H-chromen-4-one

Traditional Name

5-hydroxy-2-(4-hydroxyphenyl)-7,8-dimethoxychromen-4-one

CAS Registry Number

6608-33-9

SMILES

COC1=C(OC)C2=C(C(O)=C1)C(=O)C=C(O2)C1=CC=C(O)C=C1

InChI Identifier

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

InChI Key

FTFPXINQVCVDEY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111365 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030546)

Cellular substructure

Membrane (HMDB: HMDB0030546)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030546)

Source

Endogenous

Endogenous (HMDB: HMDB0030546)

Plant

Plant (HMDB: HMDB0030546)

Exogenous

Food

Food (HMDB: HMDB0030546)

Fruit

Citrus

Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Citrus (FooDB: FOOD00859)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	292 - 294 °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	0.043 g/L	ALOGPS
logP	3.19	ALOGPS
logP	2.69	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.56	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.86 m³·mol⁻¹	ChemAxon
Polarizability	31.6 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]+	174.074	31661259
DarkChem	[M-H]-	175.339	31661259
DeepCCS	[M+H]+	177.368	30932474
DeepCCS	[M-H]-	174.94	30932474
DeepCCS	[M-2H]-	209.301	30932474
DeepCCS	[M+Na]+	185.03	30932474
AllCCS	[M+H]+	172.0	32859911
AllCCS	[M+H-H2O]+	168.4	32859911
AllCCS	[M+NH4]+	175.4	32859911
AllCCS	[M+Na]+	176.4	32859911
AllCCS	[M-H]-	173.2	32859911
AllCCS	[M+Na-2H]-	172.5	32859911
AllCCS	[M+HCOO]-	171.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4',5-Dihydroxy-7,8-dimethoxyflavone	COC1=C(OC)C2=C(C(O)=C1)C(=O)C=C(O2)C1=CC=C(O)C=C1	4657.0	Standard polar	33892256
4',5-Dihydroxy-7,8-dimethoxyflavone	COC1=C(OC)C2=C(C(O)=C1)C(=O)C=C(O2)C1=CC=C(O)C=C1	3099.0	Standard non polar	33892256
4',5-Dihydroxy-7,8-dimethoxyflavone	COC1=C(OC)C2=C(C(O)=C1)C(=O)C=C(O2)C1=CC=C(O)C=C1	3219.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4',5-Dihydroxy-7,8-dimethoxyflavone,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O)C=C3)OC2=C1OC	3123.9	Semi standard non polar	33892256
4',5-Dihydroxy-7,8-dimethoxyflavone,1TMS,isomer #2	COC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C)C=C3)OC2=C1OC	3160.1	Semi standard non polar	33892256
4',5-Dihydroxy-7,8-dimethoxyflavone,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C)C=C3)OC2=C1OC	3177.6	Semi standard non polar	33892256
4',5-Dihydroxy-7,8-dimethoxyflavone,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O)C=C3)OC2=C1OC	3354.8	Semi standard non polar	33892256
4',5-Dihydroxy-7,8-dimethoxyflavone,1TBDMS,isomer #2	COC1=CC(O)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1OC	3404.1	Semi standard non polar	33892256
4',5-Dihydroxy-7,8-dimethoxyflavone,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1OC	3653.2	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 - 4',5-Dihydroxy-7,8-dimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-02a2-0491000000-5eaf5421434abb077a83	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone GC-MS (2 TMS) - 70eV, Positive	splash10-006x-3225900000-b6664a72777f869d495c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 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 - 4',5-Dihydroxy-7,8-dimethoxyflavone 10V, Positive-QTOF	splash10-014i-0009000000-51bafccd4307730f7fb3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 20V, Positive-QTOF	splash10-014i-0029000000-8bc75fafeec83c8542d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 40V, Positive-QTOF	splash10-05r1-2790000000-0de1678c499c75e26b80	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 10V, Negative-QTOF	splash10-03di-0009000000-23ddf508777c51d2b74f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 20V, Negative-QTOF	splash10-03di-0039000000-1baec9a51bde507ca1a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 40V, Negative-QTOF	splash10-014j-1490000000-db13a43c2f36625c8960	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 10V, Negative-QTOF	splash10-03di-0009000000-37aa871ad4ede2969f52	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 20V, Negative-QTOF	splash10-03ka-0097000000-14d65b8127a3c15885fb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 10V, Positive-QTOF	splash10-014i-0009000000-2ba875095a8aafa31ef7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 20V, Positive-QTOF	splash10-014i-0009000000-edb8a308e20d187ae6dd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5-Dihydroxy-7,8-dimethoxyflavone 40V, Positive-QTOF	splash10-0fkc-0291000000-4c958ebedffc2507ee8c	2021-09-22	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

FDB002420

KNApSAcK ID

C00003852

Chemspider ID

24844228

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14585506

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 4',5-Dihydroxy-7,8-dimethoxyflavone (HMDB0030546)

MOL for HMDB0030546 (4',5-Dihydroxy-7,8-dimethoxyflavone)

3D MOL for HMDB0030546 (4',5-Dihydroxy-7,8-dimethoxyflavone)

3D SDF for HMDB0030546 (4',5-Dihydroxy-7,8-dimethoxyflavone)

3D-SDF for HMDB0030546 (4',5-Dihydroxy-7,8-dimethoxyflavone)

PDB for HMDB0030546 (4',5-Dihydroxy-7,8-dimethoxyflavone)

3D PDB for HMDB0030546 (4',5-Dihydroxy-7,8-dimethoxyflavone)

SMILES for HMDB0030546 (4',5-Dihydroxy-7,8-dimethoxyflavone)

INCHI for HMDB0030546 (4',5-Dihydroxy-7,8-dimethoxyflavone)

Structure for HMDB0030546 (4',5-Dihydroxy-7,8-dimethoxyflavone)

3D Structure for HMDB0030546 (4',5-Dihydroxy-7,8-dimethoxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra