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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:10:33 UTC

Update Date

2022-03-07 02:55:33 UTC

HMDB ID

HMDB0037918

Secondary Accession Numbers

HMDB37918

Metabolite Identification

Common Name

3',7-Dihydroxy-4',8-dimethoxyisoflavone

Description

3',7-Dihydroxy-4',8-dimethoxyisoflavone belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone. Thus, 3',7-dihydroxy-4',8-dimethoxyisoflavone is considered to be a flavonoid. Based on a literature review very few articles have been published on 3',7-Dihydroxy-4',8-dimethoxyisoflavone.

Structure

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

HMDB0037918
     RDKit          3D
3',7-Dihydroxy-4',8-dimethoxyisoflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -6.4364   -0.0682   -1.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7421   -0.8227   -0.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3686   -0.6813   -0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6728    0.1965   -1.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3057    0.3588   -0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5846   -0.3656    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1454   -0.1984    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6711   -1.3007    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787   -1.1485    0.4158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5540    0.0389    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307    0.1759    0.5482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6539   -1.0151    0.6593 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1128   -1.6269   -0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5442    1.4110    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9309    1.4690    0.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067    2.5708    0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4322    2.4404    0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8228    1.2018    0.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396    1.0436    0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2473    2.0682    0.0905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2772   -1.2432    0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6466   -1.3919    0.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3420   -2.2772    1.5397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0989   -0.2774   -2.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3374    1.0098   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5233   -0.3118   -1.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1901    0.7771   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7595    1.0472   -1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587   -2.3069    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2183   -1.7657   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8640   -0.9659   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5643   -2.5964   -0.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3897    2.3588    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2988    3.5361    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8086    3.3107    0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.8120    1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760   -2.8388    2.2497 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 19  7  1  0
 18 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 21 36  1  0
 23 37  1  0
M  END


  Mrv0541 05061310052D          

 23 25  0  0  0  0            999 V2000
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    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
    4.2868    2.4750    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
    3.5724    2.0625    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
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    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
    2.1434    1.2375    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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  3  2  0  0  0  0
  9  3  1  0  0  0  0
  9  7  2  0  0  0  0
 10  4  1  0  0  0  0
 11  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  5  1  0  0  0  0
 13  7  1  0  0  0  0
 14  6  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 10  2  0  0  0  0
 17 12  2  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  2  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 17  1  0  0  0  0
 23  8  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037918

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C(C=C1)C1=COC2=C(C=CC(O)=C2OC)C1=O

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

> <INCHI_KEY>
YYWSNCLFZSMGCM-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.2895

> <EXACT_MASS>
314.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.63557667275748

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-8-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
2.41509518

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.210231792643405

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.041229425063206

> <JCHEM_PKA_STRONGEST_BASIC>
-4.562392221781807

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
82.6284

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3'-hydroxy-8-O-methylretusin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037918
     RDKit          3D
3',7-Dihydroxy-4',8-dimethoxyisoflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -6.4364   -0.0682   -1.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7421   -0.8227   -0.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3686   -0.6813   -0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6728    0.1965   -1.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3057    0.3588   -0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5846   -0.3656    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1454   -0.1984    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6711   -1.3007    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787   -1.1485    0.4158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5540    0.0389    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307    0.1759    0.5482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6539   -1.0151    0.6593 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1128   -1.6269   -0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5442    1.4110    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9309    1.4690    0.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067    2.5708    0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4322    2.4404    0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8228    1.2018    0.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396    1.0436    0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2473    2.0682    0.0905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2772   -1.2432    0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6466   -1.3919    0.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3420   -2.2772    1.5397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0989   -0.2774   -2.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3374    1.0098   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5233   -0.3118   -1.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1901    0.7771   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7595    1.0472   -1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587   -2.3069    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2183   -1.7657   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8640   -0.9659   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5643   -2.5964   -0.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3897    2.3588    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2988    3.5361    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8086    3.3107    0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.8120    1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760   -2.8388    2.2497 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 19  7  1  0
 18 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 21 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      12.003   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    6    9                                                       
CONECT    4    5   10                                                       
CONECT    5    4   12                                                       
CONECT    6    3   14                                                       
CONECT    7    9   13                                                       
CONECT    8   11   23                                                       
CONECT    9    3    7   11                                                  
CONECT   10    4   15   16                                                  
CONECT   11    8    9   15                                                  
CONECT   12    5   17   18                                                  
CONECT   13    7   14   19                                                  
CONECT   14    6   13   21                                                  
CONECT   15   10   11   20                                                  
CONECT   16   10   17   23                                                  
CONECT   17   12   16   22                                                  
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   15                                                            
CONECT   21    1   14                                                       
CONECT   22    2   17                                                       
CONECT   23    8   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0037918
HETATM    1  C1  UNL     1      -6.436  -0.068  -1.309  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.742  -0.823  -0.340  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.369  -0.681  -0.199  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.673   0.197  -1.003  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.306   0.359  -0.885  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.585  -0.366   0.056  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.145  -0.198   0.184  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.671  -1.301   0.300  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.979  -1.149   0.416  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.554   0.039   0.425  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.931   0.176   0.548  1.00  0.00           C  
HETATM   12  O3  UNL     1       4.654  -1.015   0.659  1.00  0.00           O  
HETATM   13  C10 UNL     1       5.113  -1.627  -0.529  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.544   1.411   0.560  1.00  0.00           C  
HETATM   15  O4  UNL     1       5.931   1.469   0.686  1.00  0.00           O  
HETATM   16  C12 UNL     1       3.807   2.571   0.448  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.432   2.440   0.326  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.823   1.202   0.315  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.440   1.044   0.192  1.00  0.00           C  
HETATM   20  O5  UNL     1      -0.247   2.068   0.091  1.00  0.00           O  
HETATM   21  C16 UNL     1      -2.277  -1.243   0.860  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.647  -1.392   0.728  1.00  0.00           C  
HETATM   23  O6  UNL     1      -4.342  -2.277   1.540  1.00  0.00           O  
HETATM   24  H1  UNL     1      -6.099  -0.277  -2.341  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.337   1.010  -1.094  1.00  0.00           H  
HETATM   26  H3  UNL     1      -7.523  -0.312  -1.231  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.190   0.777  -1.744  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.760   1.047  -1.515  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.259  -2.307   0.299  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.218  -1.766  -1.176  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.864  -0.966  -1.002  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.564  -2.596  -0.232  1.00  0.00           H  
HETATM   33  H10 UNL     1       6.390   2.359   0.696  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.299   3.536   0.458  1.00  0.00           H  
HETATM   35  H12 UNL     1       1.809   3.311   0.236  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.726  -1.812   1.596  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.876  -2.839   2.250  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   21
CONECT    7    8    8   19
CONECT    8    9   29
CONECT    9   10
CONECT   10   11   11   18
CONECT   11   12   14
CONECT   12   13
CONECT   13   30   31   32
CONECT   14   15   16   16
CONECT   15   33
CONECT   16   17   34
CONECT   17   18   18   35
CONECT   18   19
CONECT   19   20   20
CONECT   21   22   22   36
CONECT   22   23
CONECT   23   37
END

HMDB0037918
     RDKit          3D
3',7-Dihydroxy-4',8-dimethoxyisoflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -6.4364   -0.0682   -1.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7421   -0.8227   -0.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3686   -0.6813   -0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6728    0.1965   -1.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3057    0.3588   -0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5846   -0.3656    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1454   -0.1984    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6711   -1.3007    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787   -1.1485    0.4158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5540    0.0389    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307    0.1759    0.5482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6539   -1.0151    0.6593 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1128   -1.6269   -0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5442    1.4110    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9309    1.4690    0.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067    2.5708    0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4322    2.4404    0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8228    1.2018    0.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396    1.0436    0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2473    2.0682    0.0905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2772   -1.2432    0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6466   -1.3919    0.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3420   -2.2772    1.5397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0989   -0.2774   -2.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3374    1.0098   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5233   -0.3118   -1.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1901    0.7771   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7595    1.0472   -1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587   -2.3069    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2183   -1.7657   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8640   -0.9659   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5643   -2.5964   -0.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3897    2.3588    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2988    3.5361    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8086    3.3107    0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.8120    1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760   -2.8388    2.2497 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 19  7  1  0
 18 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 21 36  1  0
 23 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3'-Hydroxy-8-O-methylretusin	HMDB

Chemical Formula

C₁₇H₁₄O₆

Average Molecular Weight

314.2895

Monoisotopic Molecular Weight

314.07903818

IUPAC Name

7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-8-methoxy-4H-chromen-4-one

Traditional Name

3'-hydroxy-8-O-methylretusin

CAS Registry Number

53947-99-2

SMILES

COC1=C(O)C=C(C=C1)C1=COC2=C(C=CC(O)=C2OC)C1=O

InChI Identifier

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

InChI Key

YYWSNCLFZSMGCM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

3'-hydroxy,4'-methoxyisoflavonoids

Alternative Parents

Substituents

4p-o-methylisoflavone
3'-hydroxy,4'-methoxyisoflavonoid
Isoflavone
Hydroxyisoflavonoid
Chromone
Methoxyphenol
1-benzopyran
Benzopyran
Phenoxy compound
Phenol ether
Anisole
Methoxybenzene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
Pyran
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050140 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037918)

Cellular substructure

Membrane (HMDB: HMDB0037918)

Source

Exogenous

Food

Food (HMDB: HMDB0037918)

Endogenous

Plant

Plant (HMDB: HMDB0037918)

Not Available

Nutrient (HMDB: HMDB0037918)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	212 - 213 °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	0.039 g/L	ALOGPS
logP	3.24	ALOGPS
logP	2.42	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.04	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	82.63 m³·mol⁻¹	ChemAxon
Polarizability	31.64 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]+	173.367	31661259
DarkChem	[M-H]-	175.94	31661259
DeepCCS	[M+H]+	176.592	30932474
DeepCCS	[M-H]-	174.234	30932474
DeepCCS	[M-2H]-	207.464	30932474
DeepCCS	[M+Na]+	182.691	30932474
AllCCS	[M+H]+	172.3	32859911
AllCCS	[M+H-H2O]+	168.8	32859911
AllCCS	[M+NH4]+	175.6	32859911
AllCCS	[M+Na]+	176.5	32859911
AllCCS	[M-H]-	174.1	32859911
AllCCS	[M+Na-2H]-	173.5	32859911
AllCCS	[M+HCOO]-	173.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3',7-Dihydroxy-4',8-dimethoxyisoflavone	COC1=C(O)C=C(C=C1)C1=COC2=C(C=CC(O)=C2OC)C1=O	4385.5	Standard polar	33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone	COC1=C(O)C=C(C=C1)C1=COC2=C(C=CC(O)=C2OC)C1=O	2909.9	Standard non polar	33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone	COC1=C(O)C=C(C=C1)C1=COC2=C(C=CC(O)=C2OC)C1=O	3046.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3',7-Dihydroxy-4',8-dimethoxyisoflavone,1TMS,isomer #1	COC1=CC=C(C2=COC3=C(OC)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C	3141.4	Semi standard non polar	33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone,1TMS,isomer #2	COC1=CC=C(C2=COC3=C(OC)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O	3191.7	Semi standard non polar	33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone,2TMS,isomer #1	COC1=CC=C(C2=COC3=C(OC)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C	3033.5	Semi standard non polar	33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone,1TBDMS,isomer #1	COC1=CC=C(C2=COC3=C(OC)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	3356.6	Semi standard non polar	33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone,1TBDMS,isomer #2	COC1=CC=C(C2=COC3=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O	3412.1	Semi standard non polar	33892256
3',7-Dihydroxy-4',8-dimethoxyisoflavone,2TBDMS,isomer #1	COC1=CC=C(C2=COC3=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	3514.1	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 - 3',7-Dihydroxy-4',8-dimethoxyisoflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0291000000-cc2bf0af1d41c64c47df	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone GC-MS (2 TMS) - 70eV, Positive	splash10-006x-1025900000-380c36ff4eed4ed67122	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 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 - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 10V, Positive-QTOF	splash10-014i-0109000000-0a15239b5d5a19e8005a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 20V, Positive-QTOF	splash10-014i-0319000000-d8a4db125add12b7128e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 40V, Positive-QTOF	splash10-00dl-5950000000-bd57e86f75d88ef252ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 10V, Negative-QTOF	splash10-03di-0009000000-67b6bb50f9fbf67365c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 20V, Negative-QTOF	splash10-03di-0459000000-96b2710c64bfd7769069	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 40V, Negative-QTOF	splash10-00os-1590000000-3790e87ac0856e7c7541	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 10V, Negative-QTOF	splash10-03di-0009000000-7c7169b7540bc9455826	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 20V, Negative-QTOF	splash10-03di-0049000000-aebf13b8edadde8c7a2b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 40V, Negative-QTOF	splash10-014i-0090000000-6a0e0066fb8dbfa25c51	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 10V, Positive-QTOF	splash10-014i-0009000000-2ba875095a8aafa31ef7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 20V, Positive-QTOF	splash10-014i-0009000000-54382ab145879acca246	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4',8-dimethoxyisoflavone 40V, Positive-QTOF	splash10-0006-0390000000-ff3ea4d5452f02080202	2021-09-24	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

FDB017075

KNApSAcK ID

C00009408

Chemspider ID

23339505

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257262

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 3',7-Dihydroxy-4',8-dimethoxyisoflavone (HMDB0037918)

MOL for HMDB0037918 (3',7-Dihydroxy-4',8-dimethoxyisoflavone)

3D MOL for HMDB0037918 (3',7-Dihydroxy-4',8-dimethoxyisoflavone)

3D SDF for HMDB0037918 (3',7-Dihydroxy-4',8-dimethoxyisoflavone)

3D-SDF for HMDB0037918 (3',7-Dihydroxy-4',8-dimethoxyisoflavone)

PDB for HMDB0037918 (3',7-Dihydroxy-4',8-dimethoxyisoflavone)

3D PDB for HMDB0037918 (3',7-Dihydroxy-4',8-dimethoxyisoflavone)

SMILES for HMDB0037918 (3',7-Dihydroxy-4',8-dimethoxyisoflavone)

INCHI for HMDB0037918 (3',7-Dihydroxy-4',8-dimethoxyisoflavone)

Structure for HMDB0037918 (3',7-Dihydroxy-4',8-dimethoxyisoflavone)

3D Structure for HMDB0037918 (3',7-Dihydroxy-4',8-dimethoxyisoflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra