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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:09:25 UTC

Update Date

2022-03-07 02:55:55 UTC

HMDB ID

HMDB0038811

Secondary Accession Numbers

HMDB38811

Metabolite Identification

Common Name

Alfalone

Description

Alfalone belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone. Thus, alfalone is considered to be a flavonoid. Alfalone has been detected, but not quantified in, alfalfas (Medicago sativa) and pulses. This could make alfalone a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Alfalone.

Structure

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

HMDB0038811
     RDKit          3D
Alfalone
 36 38  0  0  0  0  0  0  0  0999 V2000
   -6.9190   -0.2090   -0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0107    0.6706    0.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6470    0.6121    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9627   -0.3518   -0.5950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5633   -0.3682   -0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502    0.6067    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4124    0.6021   -0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3520    1.7322   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6626    1.7027   -0.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3662    0.6099   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441    0.5985   -0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300   -0.5751    0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7958   -0.6867    0.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7029    0.3435   -0.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6983   -1.7458    0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3567   -2.9466    0.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172   -1.7383    0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402   -0.5560    0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2785   -0.5737    0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911   -1.6255    0.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5286    1.5816    0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9277    1.6056    0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5262    0.2470   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5093   -1.1498   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6692   -0.4829    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4944   -1.1203   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0889   -1.1723   -1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1517    2.6685   -0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2994    1.5141   -0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7278   -0.1139   -0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7208    1.0060    0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4964    0.9561   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8127   -3.7762    0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7386   -2.6391    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366    2.3917    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4510    2.3821    1.2835 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
 13 14  1  0
 12 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 19  7  1  0
 18 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
 11 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 21 35  1  0
 22 36  1  0
M  END


  Mrv0541 05061310402D          

 22 24  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
    0.0000    0.0000    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
    4.2868    3.3000    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
    5.0013    3.7125    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
    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
    4.2868    2.4750    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
    2.1434    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    2.0625    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
    0.7145    1.2375    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
    0.0000    2.4750    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
    0.0000    0.8250    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  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  2  0  0  0  0
 15 12  1  0  0  0  0
 16  8  1  0  0  0  0
 16 14  2  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 17  2  0  0  0  0
 20  1  1  0  0  0  0
 20 11  1  0  0  0  0
 21  2  1  0  0  0  0
 21 16  1  0  0  0  0
 22  9  1  0  0  0  0
 22 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038811

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1=COC2=CC(OC)=C(O)C=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O5/c1-20-11-5-3-10(4-6-11)13-9-22-15-8-16(21-2)14(18)7-12(15)17(13)19/h3-9,18H,1-2H3

> <INCHI_KEY>
CQULNEWSZBPFNL-UHFFFAOYSA-N

> <FORMULA>
C17H14O5

> <MOLECULAR_WEIGHT>
298.2901

> <EXACT_MASS>
298.084123558

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.920928295031473

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.51

> <JCHEM_LOGP>
2.7186605016666663

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.603620723179315

> <JCHEM_PKA_STRONGEST_BASIC>
-4.500986979184478

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
80.6475

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
alfalone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038811
     RDKit          3D
Alfalone
 36 38  0  0  0  0  0  0  0  0999 V2000
   -6.9190   -0.2090   -0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0107    0.6706    0.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6470    0.6121    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9627   -0.3518   -0.5950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5633   -0.3682   -0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502    0.6067    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4124    0.6021   -0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3520    1.7322   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6626    1.7027   -0.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3662    0.6099   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441    0.5985   -0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300   -0.5751    0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7958   -0.6867    0.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7029    0.3435   -0.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6983   -1.7458    0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3567   -2.9466    0.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172   -1.7383    0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402   -0.5560    0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2785   -0.5737    0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911   -1.6255    0.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5286    1.5816    0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9277    1.6056    0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5262    0.2470   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5093   -1.1498   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6692   -0.4829    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4944   -1.1203   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0889   -1.1723   -1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1517    2.6685   -0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2994    1.5141   -0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7278   -0.1139   -0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7208    1.0060    0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4964    0.9561   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8127   -3.7762    0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7386   -2.6391    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366    2.3917    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4510    2.3821    1.2835 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
 13 14  1  0
 12 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 19  7  1  0
 18 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
 11 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 21 35  1  0
 22 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      12.003   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   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       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3    5   10                                                       
CONECT    4    6   10                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7   12   14                                                       
CONECT    8   15   16                                                       
CONECT    9   13   22                                                       
CONECT   10    3    4   13                                                  
CONECT   11    5    6   20                                                  
CONECT   12    7   15   17                                                  
CONECT   13    9   10   17                                                  
CONECT   14    7   16   18                                                  
CONECT   15    8   12   22                                                  
CONECT   16    8   14   21                                                  
CONECT   17   12   13   19                                                  
CONECT   18   14                                                            
CONECT   19   17                                                            
CONECT   20    1   11                                                       
CONECT   21    2   16                                                       
CONECT   22    9   15                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0038811
HETATM    1  C1  UNL     1      -6.919  -0.209  -0.426  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.011   0.671   0.152  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.647   0.612   0.080  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.963  -0.352  -0.595  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.563  -0.368  -0.640  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.850   0.607   0.009  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.412   0.602  -0.029  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.352   1.732  -0.263  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.663   1.703  -0.292  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.366   0.610  -0.105  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.744   0.598  -0.139  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.430  -0.575   0.064  1.00  0.00           C  
HETATM   13  O3  UNL     1       5.796  -0.687   0.048  1.00  0.00           O  
HETATM   14  C11 UNL     1       6.703   0.343  -0.171  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.698  -1.746   0.304  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.357  -2.947   0.513  1.00  0.00           O  
HETATM   17  C13 UNL     1       2.317  -1.738   0.340  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.640  -0.556   0.135  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.278  -0.574   0.174  1.00  0.00           C  
HETATM   20  O5  UNL     1      -0.391  -1.625   0.391  1.00  0.00           O  
HETATM   21  C16 UNL     1      -2.529   1.582   0.691  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.928   1.606   0.741  1.00  0.00           C  
HETATM   23  H1  UNL     1      -7.526   0.247  -1.237  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.509  -1.150  -0.790  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.669  -0.483   0.372  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.494  -1.120  -1.107  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.089  -1.172  -1.200  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.152   2.669  -0.426  1.00  0.00           H  
HETATM   29  H7  UNL     1       4.299   1.514  -0.327  1.00  0.00           H  
HETATM   30  H8  UNL     1       7.728  -0.114  -0.245  1.00  0.00           H  
HETATM   31  H9  UNL     1       6.721   1.006   0.736  1.00  0.00           H  
HETATM   32  H10 UNL     1       6.496   0.956  -1.059  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.813  -3.776   0.684  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.739  -2.639   0.525  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.037   2.392   1.232  1.00  0.00           H  
HETATM   36  H14 UNL     1      -4.451   2.382   1.283  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   21
CONECT    7    8    8   19
CONECT    8    9   28
CONECT    9   10
CONECT   10   11   11   18
CONECT   11   12   29
CONECT   12   13   15   15
CONECT   13   14
CONECT   14   30   31   32
CONECT   15   16   17
CONECT   16   33
CONECT   17   18   18   34
CONECT   18   19
CONECT   19   20   20
CONECT   21   22   22   35
CONECT   22   36
END

HMDB0038811
     RDKit          3D
Alfalone
 36 38  0  0  0  0  0  0  0  0999 V2000
   -6.9190   -0.2090   -0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0107    0.6706    0.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6470    0.6121    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9627   -0.3518   -0.5950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5633   -0.3682   -0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502    0.6067    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4124    0.6021   -0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3520    1.7322   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6626    1.7027   -0.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3662    0.6099   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441    0.5985   -0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300   -0.5751    0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7958   -0.6867    0.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7029    0.3435   -0.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6983   -1.7458    0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3567   -2.9466    0.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172   -1.7383    0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402   -0.5560    0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2785   -0.5737    0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911   -1.6255    0.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5286    1.5816    0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9277    1.6056    0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5262    0.2470   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5093   -1.1498   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6692   -0.4829    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4944   -1.1203   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0889   -1.1723   -1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1517    2.6685   -0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2994    1.5141   -0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7278   -0.1139   -0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7208    1.0060    0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4964    0.9561   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8127   -3.7762    0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7386   -2.6391    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366    2.3917    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4510    2.3821    1.2835 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
 13 14  1  0
 12 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 19  7  1  0
 18 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
 11 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 21 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Hydroxy-4',7-dimethoxyisoflavone	HMDB
6-Hydroxy-7,4'-dimethoxyisoflavone	HMDB

Chemical Formula

C₁₇H₁₄O₅

Average Molecular Weight

298.2901

Monoisotopic Molecular Weight

298.084123558

IUPAC Name

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

Traditional Name

alfalone

CAS Registry Number

970-48-9

SMILES

COC1=CC=C(C=C1)C1=COC2=CC(OC)=C(O)C=C2C1=O

InChI Identifier

InChI=1S/C17H14O5/c1-20-11-5-3-10(4-6-11)13-9-22-15-8-16(21-2)14(18)7-12(15)17(13)19/h3-9,18H,1-2H3

InChI Key

CQULNEWSZBPFNL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

7-O-methylisoflavones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050105 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Membrane (FooDB: )
Cell membrane (FooDB: )

Route of exposure

Enteral

Ingestion (FooDB: )

Source

Exogenous

Food

Food (FooDB: )

Soy

Soy bean (FooDB: FOOD00085)

Pulse

Pea

Common pea (FooDB: FOOD00141)

Endogenous

Plant

Plant (FooDB: )
Fabaceae (FooDB: )

Not Available

Nutrient (FooDB: )

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	246 - 247 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	39.23 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.033 g/L	ALOGPS
logP	3.51	ALOGPS
logP	2.72	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.6	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.65 m³·mol⁻¹	ChemAxon
Polarizability	30.92 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]+	171.122	31661259
DarkChem	[M-H]-	174.367	31661259
DeepCCS	[M+H]+	170.761	30932474
DeepCCS	[M-H]-	168.403	30932474
DeepCCS	[M-2H]-	201.29	30932474
DeepCCS	[M+Na]+	176.855	30932474
AllCCS	[M+H]+	169.3	32859911
AllCCS	[M+H-H2O]+	165.6	32859911
AllCCS	[M+NH4]+	172.7	32859911
AllCCS	[M+Na]+	173.6	32859911
AllCCS	[M-H]-	171.8	32859911
AllCCS	[M+Na-2H]-	171.1	32859911
AllCCS	[M+HCOO]-	170.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Alfalone	COC1=CC=C(C=C1)C1=COC2=CC(OC)=C(O)C=C2C1=O	4043.1	Standard polar	33892256
Alfalone	COC1=CC=C(C=C1)C1=COC2=CC(OC)=C(O)C=C2C1=O	2845.8	Standard non polar	33892256
Alfalone	COC1=CC=C(C=C1)C1=COC2=CC(OC)=C(O)C=C2C1=O	2978.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alfalone,1TMS,isomer #1	COC1=CC=C(C2=COC3=CC(OC)=C(O[Si](C)(C)C)C=C3C2=O)C=C1	3129.9	Semi standard non polar	33892256
Alfalone,1TBDMS,isomer #1	COC1=CC=C(C2=COC3=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=O)C=C1	3311.9	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 - Alfalone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00yi-0490000000-2beb0f88480c236eaa2f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alfalone GC-MS (1 TMS) - 70eV, Positive	splash10-0adm-2239000000-f5eb0d022da81abcf226	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alfalone 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 - Alfalone 10V, Positive-QTOF	splash10-0002-0090000000-4365abdc0c34c65af255	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 20V, Positive-QTOF	splash10-0002-0090000000-01af462b003440b2ff80	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 40V, Positive-QTOF	splash10-0hgo-1490000000-45b592e48e3d7688d76e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 10V, Negative-QTOF	splash10-0002-0090000000-3fc4fe2a8accf2ff5ab6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 20V, Negative-QTOF	splash10-0002-0090000000-5edaae59c6b233fdaa53	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 40V, Negative-QTOF	splash10-0fsi-1290000000-2b8a9bca146d7331a4f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 10V, Negative-QTOF	splash10-0002-0090000000-c99c800bb972e3795918	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 20V, Negative-QTOF	splash10-0fr2-0090000000-7760ec1b699dd1e913b8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 40V, Negative-QTOF	splash10-0ug0-0190000000-f6755fa2b9d643a58ea4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 10V, Positive-QTOF	splash10-0002-0090000000-9b410a4cce68ead03b3b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 20V, Positive-QTOF	splash10-0002-0090000000-b17607bd2b1bc900b156	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfalone 40V, Positive-QTOF	splash10-014i-0290000000-82a9e867deec4fbbdf99	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

FDB018237

KNApSAcK ID

C00009850

Chemspider ID

10289904

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12132870

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1871591

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Flindt-Hansen H, Tikjob G, Brandrup F: Wart treatment with anthralin. Acta Derm Venereol. 1984;64(2):177-9. [PubMed:6203313 ]
Hjorth N, Madsen K, Norgaard M: Anthralin stick (Anthraderm) in the treatment of mosaic warts. Acta Derm Venereol. 1986;66(2):181-2. [PubMed:2424250 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Alfalone (HMDB0038811)

MOL for HMDB0038811 (Alfalone)

3D MOL for HMDB0038811 (Alfalone)

3D SDF for HMDB0038811 (Alfalone)

3D-SDF for HMDB0038811 (Alfalone)

PDB for HMDB0038811 (Alfalone)

3D PDB for HMDB0038811 (Alfalone)

SMILES for HMDB0038811 (Alfalone)

INCHI for HMDB0038811 (Alfalone)

Structure for HMDB0038811 (Alfalone)

3D Structure for HMDB0038811 (Alfalone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra