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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:23:58 UTC

Update Date

2022-03-07 02:53:48 UTC

HMDB ID

HMDB0033648

Secondary Accession Numbers

HMDB33648

Metabolite Identification

Common Name

4',5,6,7,8-Pentahydroxy-3'-methoxyflavone

Description

4',5,6,7,8-Pentahydroxy-3'-methoxyflavone belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone has been detected, but not quantified in, herbs and spices. This could make 4',5,6,7,8-pentahydroxy-3'-methoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone.

Structure

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

HMDB0033648
     RDKit          3D
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone
 36 38  0  0  0  0  0  0  0  0999 V2000
    4.0291   -1.2981    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -0.2919    1.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    0.4366    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812    0.2050    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    0.9577   -0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488    0.6989   -0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413    1.4240   -1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0210    1.1851   -1.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286    1.8570   -2.1180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5412    0.1938   -0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995   -0.1359   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7701    0.5272   -1.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3797   -1.1632    0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7316   -1.4545    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5400   -1.8569    1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0162   -2.8864    1.9498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098   -1.5252    1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122   -2.1972    1.9243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6997   -0.5090    0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -0.2298    0.3179 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341    1.9137   -1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901    2.1471   -0.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3603    1.4144   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7193    1.6426   -0.0232 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8205   -2.2350    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684   -1.5700    3.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1124   -0.9296    2.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533   -0.5681    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2697    2.1976   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7535    1.2347   -2.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3249   -0.9252   -0.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9969   -3.1337    1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5897   -2.9433    2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6808    2.5245   -1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0480    2.9289   -1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1299    2.3643   -0.5939 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 20  6  1  0
 19 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
 24 36  1  0
M  END


  Mrv0541 05061307152D          

 24 26  0  0  0  0            999 V2000
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    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
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 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
   -1.4289    0.8250    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
    0.0000    0.0000    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
    1.4289    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
    0.7145    1.2375    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
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  4  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14 13  2  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17  7  1  0  0  0  0
 18  8  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23  1  1  0  0  0  0
 23 10  1  0  0  0  0
 24  9  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033648

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(O)=C(O)C(O)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O8/c1-23-10-4-6(2-3-7(10)17)9-5-8(18)11-12(19)13(20)14(21)15(22)16(11)24-9/h2-5,17,19-22H,1H3

> <INCHI_KEY>
AHVKPVAYXFJAFV-UHFFFAOYSA-N

> <FORMULA>
C16H12O8

> <MOLECULAR_WEIGHT>
332.2617

> <EXACT_MASS>
332.05321736

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
31.530120416875754

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6,7,8-tetrahydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
1.941887224666666

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.139568891488247

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.340547703781637

> <JCHEM_PKA_STRONGEST_BASIC>
-4.784089042196194

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
83.33890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,6,7,8-tetrahydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033648
     RDKit          3D
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone
 36 38  0  0  0  0  0  0  0  0999 V2000
    4.0291   -1.2981    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -0.2919    1.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    0.4366    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812    0.2050    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    0.9577   -0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488    0.6989   -0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413    1.4240   -1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0210    1.1851   -1.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286    1.8570   -2.1180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5412    0.1938   -0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995   -0.1359   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7701    0.5272   -1.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3797   -1.1632    0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7316   -1.4545    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5400   -1.8569    1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0162   -2.8864    1.9498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098   -1.5252    1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122   -2.1972    1.9243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6997   -0.5090    0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -0.2298    0.3179 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341    1.9137   -1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901    2.1471   -0.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3603    1.4144   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7193    1.6426   -0.0232 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8205   -2.2350    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684   -1.5700    3.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1124   -0.9296    2.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533   -0.5681    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2697    2.1976   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7535    1.2347   -2.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3249   -0.9252   -0.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9969   -3.1337    1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5897   -2.9433    2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6808    2.5245   -1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0480    2.9289   -1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1299    2.3643   -0.5939 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 20  6  1  0
 19 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
 24 36  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   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -8.002   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2    3    6                                                       
CONECT    3    2    7                                                       
CONECT    4    6   10                                                       
CONECT    5    8    9                                                       
CONECT    6    2    4    9                                                  
CONECT    7    3   10   17                                                  
CONECT    8    5   11   18                                                  
CONECT    9    5    6   24                                                  
CONECT   10    4    7   23                                                  
CONECT   11    8   12   16                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   22                                                  
CONECT   16   11   15   24                                                  
CONECT   17    7                                                            
CONECT   18    8                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23    1   10                                                       
CONECT   24    9   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0033648
HETATM    1  C1  UNL     1       4.029  -1.298   2.298  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.564  -0.292   1.494  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.731   0.437   0.638  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.381   0.205   0.547  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.573   0.958  -0.326  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.149   0.699  -0.408  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.641   1.424  -1.251  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.021   1.185  -1.342  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.729   1.857  -2.118  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.541   0.194  -0.548  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.899  -0.136  -0.550  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.770   0.527  -1.355  1.00  0.00           O  
HETATM   13  C10 UNL     1      -4.380  -1.163   0.285  1.00  0.00           C  
HETATM   14  O4  UNL     1      -5.732  -1.455   0.249  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.540  -1.857   1.111  1.00  0.00           C  
HETATM   16  O5  UNL     1      -4.016  -2.886   1.950  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.210  -1.525   1.105  1.00  0.00           C  
HETATM   18  O6  UNL     1      -1.312  -2.197   1.924  1.00  0.00           O  
HETATM   19  C13 UNL     1      -1.700  -0.509   0.287  1.00  0.00           C  
HETATM   20  O7  UNL     1      -0.418  -0.230   0.318  1.00  0.00           O  
HETATM   21  C14 UNL     1       2.234   1.914  -1.055  1.00  0.00           C  
HETATM   22  C15 UNL     1       3.590   2.147  -0.965  1.00  0.00           C  
HETATM   23  C16 UNL     1       4.360   1.414  -0.119  1.00  0.00           C  
HETATM   24  O8  UNL     1       5.719   1.643  -0.023  1.00  0.00           O  
HETATM   25  H1  UNL     1       3.820  -2.235   1.734  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.768  -1.570   3.080  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.112  -0.930   2.801  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.953  -0.568   1.161  1.00  0.00           H  
HETATM   29  H5  UNL     1      -0.270   2.198  -1.878  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.754   1.235  -2.001  1.00  0.00           H  
HETATM   31  H7  UNL     1      -6.325  -0.925  -0.370  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.997  -3.134   1.957  1.00  0.00           H  
HETATM   33  H9  UNL     1      -1.590  -2.943   2.547  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.681   2.525  -1.740  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.048   2.929  -1.580  1.00  0.00           H  
HETATM   36  H12 UNL     1       6.130   2.364  -0.594  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   28
CONECT    5    6   21   21
CONECT    6    7    7   20
CONECT    7    8   29
CONECT    8    9    9   10
CONECT   10   11   11   19
CONECT   11   12   13
CONECT   12   30
CONECT   13   14   15   15
CONECT   14   31
CONECT   15   16   17
CONECT   16   32
CONECT   17   18   19   19
CONECT   18   33
CONECT   19   20
CONECT   21   22   34
CONECT   22   23   23   35
CONECT   23   24
CONECT   24   36
END

HMDB0033648
     RDKit          3D
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone
 36 38  0  0  0  0  0  0  0  0999 V2000
    4.0291   -1.2981    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -0.2919    1.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    0.4366    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812    0.2050    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    0.9577   -0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488    0.6989   -0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413    1.4240   -1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0210    1.1851   -1.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286    1.8570   -2.1180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5412    0.1938   -0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995   -0.1359   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7701    0.5272   -1.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3797   -1.1632    0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7316   -1.4545    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5400   -1.8569    1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0162   -2.8864    1.9498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098   -1.5252    1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122   -2.1972    1.9243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6997   -0.5090    0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -0.2298    0.3179 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341    1.9137   -1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901    2.1471   -0.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3603    1.4144   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7193    1.6426   -0.0232 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8205   -2.2350    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684   -1.5700    3.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1124   -0.9296    2.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533   -0.5681    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2697    2.1976   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7535    1.2347   -2.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3249   -0.9252   -0.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9969   -3.1337    1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5897   -2.9433    2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6808    2.5245   -1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0480    2.9289   -1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1299    2.3643   -0.5939 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 20  6  1  0
 19 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
 24 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Annagenin	HMDB

Chemical Formula

C₁₆H₁₂O₈

Average Molecular Weight

332.2617

Monoisotopic Molecular Weight

332.05321736

IUPAC Name

5,6,7,8-tetrahydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one

Traditional Name

5,6,7,8-tetrahydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

CAS Registry Number

181020-34-8

SMILES

COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(O)=C(O)C(O)=C2O1

InChI Identifier

InChI=1S/C16H12O8/c1-23-10-4-6(2-3-7(10)17)9-5-8(18)11-12(19)13(20)14(21)15(22)16(11)24-9/h2-5,17,19-22H,1H3

InChI Key

AHVKPVAYXFJAFV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3'-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033648)
Cytoplasm (HMDB: HMDB0033648)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033648)

Source

Exogenous

Food

Food (HMDB: HMDB0033648)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033648)

Not Available

Nutrient (HMDB: HMDB0033648)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	256 - 258 °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	0.17 g/L	ALOGPS
logP	2.47	ALOGPS
logP	1.94	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	6.34	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	83.34 m³·mol⁻¹	ChemAxon
Polarizability	31.53 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]+	177.611	31661259
DarkChem	[M-H]-	181.472	31661259
DeepCCS	[M+H]+	174.649	30932474
DeepCCS	[M-H]-	172.291	30932474
DeepCCS	[M-2H]-	206.247	30932474
DeepCCS	[M+Na]+	181.474	30932474
AllCCS	[M+H]+	175.1	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	178.3	32859911
AllCCS	[M+Na]+	179.3	32859911
AllCCS	[M-H]-	173.4	32859911
AllCCS	[M+Na-2H]-	172.7	32859911
AllCCS	[M+HCOO]-	172.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone	COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(O)=C(O)C(O)=C2O1	5451.5	Standard polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone	COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(O)=C(O)C(O)=C2O1	3472.2	Standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone	COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(O)=C(O)C(O)=C2O1	3347.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,1TMS,isomer #1	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O)C(O)=C3O2)=CC=C1O[Si](C)(C)C	3522.8	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,1TMS,isomer #2	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O)C(O)=C3O2)=CC=C1O	3493.8	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,1TMS,isomer #3	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O)C(O)=C3O2)=CC=C1O	3535.7	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,1TMS,isomer #4	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C)C(O)=C3O2)=CC=C1O	3487.9	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,1TMS,isomer #5	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O)C(O[Si](C)(C)C)=C3O2)=CC=C1O	3517.1	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TMS,isomer #1	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O)C(O)=C3O2)=CC=C1O[Si](C)(C)C	3350.5	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TMS,isomer #10	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3O2)=CC=C1O	3365.2	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TMS,isomer #2	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O)C(O)=C3O2)=CC=C1O[Si](C)(C)C	3435.6	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TMS,isomer #3	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C)C(O)=C3O2)=CC=C1O[Si](C)(C)C	3378.2	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TMS,isomer #4	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O)C(O[Si](C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C	3371.3	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TMS,isomer #5	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O)C(O)=C3O2)=CC=C1O	3399.3	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TMS,isomer #6	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O[Si](C)(C)C)C(O)=C3O2)=CC=C1O	3437.9	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TMS,isomer #7	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O)C(O[Si](C)(C)C)=C3O2)=CC=C1O	3449.2	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TMS,isomer #8	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O)=C3O2)=CC=C1O	3447.8	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TMS,isomer #9	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3O2)=CC=C1O	3481.5	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TMS,isomer #1	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O)C(O)=C3O2)=CC=C1O[Si](C)(C)C	3286.0	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TMS,isomer #10	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3O2)=CC=C1O	3338.6	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TMS,isomer #2	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O[Si](C)(C)C)C(O)=C3O2)=CC=C1O[Si](C)(C)C	3324.6	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TMS,isomer #3	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O)C(O[Si](C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C	3330.8	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TMS,isomer #4	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O)=C3O2)=CC=C1O[Si](C)(C)C	3326.0	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TMS,isomer #5	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C	3362.8	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TMS,isomer #6	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C	3247.6	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TMS,isomer #7	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O)=C3O2)=CC=C1O	3333.4	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TMS,isomer #8	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3O2)=CC=C1O	3337.2	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TMS,isomer #9	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3O2)=CC=C1O	3319.9	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,4TMS,isomer #1	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O)=C3O2)=CC=C1O[Si](C)(C)C	3302.6	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,4TMS,isomer #2	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C	3309.9	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,4TMS,isomer #3	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C	3299.4	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,4TMS,isomer #4	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C	3294.7	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,4TMS,isomer #5	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3O2)=CC=C1O	3294.6	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,5TMS,isomer #1	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C	3282.2	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,1TBDMS,isomer #1	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O)C(O)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3815.7	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,1TBDMS,isomer #2	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O)C(O)=C3O2)=CC=C1O	3772.3	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,1TBDMS,isomer #3	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O)C(O)=C3O2)=CC=C1O	3773.8	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,1TBDMS,isomer #4	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3O2)=CC=C1O	3723.5	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,1TBDMS,isomer #5	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O	3802.7	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TBDMS,isomer #1	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O)C(O)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3898.9	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TBDMS,isomer #10	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O	3877.6	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TBDMS,isomer #2	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O)C(O)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3904.0	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TBDMS,isomer #3	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3858.5	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TBDMS,isomer #4	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3914.2	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TBDMS,isomer #5	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O)C(O)=C3O2)=CC=C1O	3896.7	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TBDMS,isomer #6	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3O2)=CC=C1O	3915.5	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TBDMS,isomer #7	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O	3962.0	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TBDMS,isomer #8	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3O2)=CC=C1O	3903.9	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,2TBDMS,isomer #9	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O	3948.3	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TBDMS,isomer #1	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O)C(O)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	4041.6	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TBDMS,isomer #10	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O	4073.3	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TBDMS,isomer #2	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	4085.8	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TBDMS,isomer #3	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	4112.3	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TBDMS,isomer #4	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	4081.4	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TBDMS,isomer #5	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	4117.3	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TBDMS,isomer #6	COC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3997.2	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TBDMS,isomer #7	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3O2)=CC=C1O	4066.6	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TBDMS,isomer #8	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O	4096.7	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,3TBDMS,isomer #9	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O	4077.3	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,4TBDMS,isomer #1	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	4218.2	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,4TBDMS,isomer #2	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	4252.8	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,4TBDMS,isomer #3	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	4229.2	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,4TBDMS,isomer #4	COC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	4230.8	Semi standard non polar	33892256
4',5,6,7,8-Pentahydroxy-3'-methoxyflavone,4TBDMS,isomer #5	COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3O2)=CC=C1O	4165.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0329000000-4842e2705b4c92341e9f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone GC-MS (5 TMS) - 70eV, Positive	splash10-004i-0010309000-6a18e75ef4b8175ab901	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 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',5,6,7,8-Pentahydroxy-3'-methoxyflavone 10V, Positive-QTOF	splash10-001i-0009000000-64ace3d558ea9de04b9e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 20V, Positive-QTOF	splash10-001i-0029000000-a78adde9a36697117a13	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 40V, Positive-QTOF	splash10-0ktr-0920000000-de9615b10e1d16bbdd1d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 10V, Negative-QTOF	splash10-001i-0009000000-f06f7cd696015f0adbed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 20V, Negative-QTOF	splash10-001i-0139000000-3593f3ced73569c31f57	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 40V, Negative-QTOF	splash10-0a5i-1982000000-b786708b9c369e005ec8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 10V, Negative-QTOF	splash10-001i-0009000000-56161cedaf9e760c70d0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 20V, Negative-QTOF	splash10-001i-0009000000-85d0001b3f95217bf6eb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 40V, Negative-QTOF	splash10-0019-0921000000-ec4ebcba37c80cd96fca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 10V, Positive-QTOF	splash10-001i-0009000000-9a57877c53466fab202c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 20V, Positive-QTOF	splash10-001i-0009000000-9a57877c53466fab202c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',5,6,7,8-Pentahydroxy-3'-methoxyflavone 40V, Positive-QTOF	splash10-0019-0914000000-b340833e41316be608ed	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB011750

KNApSAcK ID

C00055208

Chemspider ID

30777024

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12146897

PDB ID

Not Available

ChEBI ID

175234

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',5,6,7,8-Pentahydroxy-3'-methoxyflavone (HMDB0033648)

MOL for HMDB0033648 (4',5,6,7,8-Pentahydroxy-3'-methoxyflavone)

3D MOL for HMDB0033648 (4',5,6,7,8-Pentahydroxy-3'-methoxyflavone)

3D SDF for HMDB0033648 (4',5,6,7,8-Pentahydroxy-3'-methoxyflavone)

3D-SDF for HMDB0033648 (4',5,6,7,8-Pentahydroxy-3'-methoxyflavone)

PDB for HMDB0033648 (4',5,6,7,8-Pentahydroxy-3'-methoxyflavone)

3D PDB for HMDB0033648 (4',5,6,7,8-Pentahydroxy-3'-methoxyflavone)

SMILES for HMDB0033648 (4',5,6,7,8-Pentahydroxy-3'-methoxyflavone)

INCHI for HMDB0033648 (4',5,6,7,8-Pentahydroxy-3'-methoxyflavone)

Structure for HMDB0033648 (4',5,6,7,8-Pentahydroxy-3'-methoxyflavone)

3D Structure for HMDB0033648 (4',5,6,7,8-Pentahydroxy-3'-methoxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra