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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:42:40 UTC

Update Date

2021-09-24 06:42:41 UTC

HMDB ID

HMDB0304047

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,7,4'-trihydroxyisoflavanone

Description

2,7,4'-trihydroxyisoflavanone is a member of the class of compounds known as isoflavanols. Isoflavanols are polycyclic compounds containing a hydroxylated isoflavan skeleton. 2,7,4'-trihydroxyisoflavanone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2,7,4'-trihydroxyisoflavanone can be found in a number of food items such as common mushroom, loganberry, sesbania flower, and allium (onion), which makes 2,7,4'-trihydroxyisoflavanone a potential biomarker for the consumption of these food products.

Structure

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

HMDB0304047
     RDKit          3D
2,7,4'-trihydroxyisoflavanone
 32 34  0  0  0  0  0  0  0  0999 V2000
    0.0166   -0.8427    1.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4656   -0.4169    0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9141   -0.1921    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8243   -0.7879    1.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -0.5564    1.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5915    0.2800    0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9616    0.5213    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    0.8677   -0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912    0.6480   -0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3737    1.2540   -1.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    1.3055   -0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0781    2.1828    0.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3490   -0.1102   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -0.2886   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4890    0.4218    0.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8430    0.2376    0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5681   -0.6606    0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9293   -0.8364    0.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8848   -1.3679   -0.8513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5313   -1.1813   -1.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4356   -1.4312    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.0344    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4878   -0.1104   -0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836    1.5342   -1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6432    1.6856   -1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    1.7947    0.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0318   -0.7775   -1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9500    1.1251    1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    0.7952    1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5462   -0.2364   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4264   -2.0902   -1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -1.7324   -1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 13  2  1  0
 20 14  1  0
  9  3  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
M  END


  Mrv1533004241518402D          

 20 22  0  0  0  0            999 V2000
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
   -1.4289    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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    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
    1.4289   -0.0000    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 16 18  1  0  0  0  0
  8 19  1  0  0  0  0
  3 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304047

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1OC2=C(C=CC(O)=C2)C(=O)C1C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-14(18)11-6-5-10(17)7-12(11)20-15(13)19/h1-7,13,15-17,19H

> <INCHI_KEY>
YACUBWOKTPOMNW-UHFFFAOYSA-N

> <FORMULA>
C15H12O5

> <MOLECULAR_WEIGHT>
272.256

> <EXACT_MASS>
272.068473486

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.00347766592553

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,7-dihydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.41

> <JCHEM_LOGP>
2.016999494

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.494961413491058

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.72794395531373

> <JCHEM_PKA_STRONGEST_BASIC>
-4.251565901711722

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
70.72550000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,7,4'-trihydroxyisoflavanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304047
     RDKit          3D
2,7,4'-trihydroxyisoflavanone
 32 34  0  0  0  0  0  0  0  0999 V2000
    0.0166   -0.8427    1.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4656   -0.4169    0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9141   -0.1921    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8243   -0.7879    1.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -0.5564    1.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5915    0.2800    0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9616    0.5213    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    0.8677   -0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912    0.6480   -0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3737    1.2540   -1.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    1.3055   -0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0781    2.1828    0.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3490   -0.1102   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -0.2886   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4890    0.4218    0.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8430    0.2376    0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5681   -0.6606    0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9293   -0.8364    0.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8848   -1.3679   -0.8513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5313   -1.1813   -1.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4356   -1.4312    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.0344    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4878   -0.1104   -0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836    1.5342   -1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6432    1.6856   -1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    1.7947    0.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0318   -0.7775   -1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9500    1.1251    1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    0.7952    1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5462   -0.2364   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4264   -2.0902   -1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -1.7324   -1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 13  2  1  0
 20 14  1  0
  9  3  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   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  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   10                                                       
CONECT   18   16                                                            
CONECT   19    8                                                            
CONECT   20    3                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0304047
HETATM    1  O1  UNL     1       0.017  -0.843   1.763  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.466  -0.417   0.676  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.914  -0.192   0.531  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.824  -0.788   1.375  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.175  -0.556   1.212  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.592   0.280   0.193  1.00  0.00           C  
HETATM    7  O2  UNL     1       5.962   0.521   0.020  1.00  0.00           O  
HETATM    8  C6  UNL     1       3.663   0.868  -0.642  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.291   0.648  -0.497  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.374   1.254  -1.354  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.000   1.305  -0.939  1.00  0.00           C  
HETATM   12  O4  UNL     1      -0.078   2.183   0.143  1.00  0.00           O  
HETATM   13  C9  UNL     1      -0.349  -0.110  -0.511  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.797  -0.289  -0.286  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.489   0.422   0.683  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.843   0.238   0.875  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.568  -0.661   0.112  1.00  0.00           C  
HETATM   18  O5  UNL     1      -5.929  -0.836   0.315  1.00  0.00           O  
HETATM   19  C14 UNL     1      -3.885  -1.368  -0.851  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.531  -1.181  -1.040  1.00  0.00           C  
HETATM   21  H1  UNL     1       2.436  -1.431   2.152  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.887  -1.034   1.887  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.488  -0.110  -0.603  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.984   1.534  -1.455  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.643   1.686  -1.730  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.357   1.795   0.968  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.032  -0.777  -1.326  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.950   1.125   1.288  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.392   0.795   1.637  1.00  0.00           H  
HETATM   30  H10 UNL     1      -6.546  -0.236  -0.226  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.426  -2.090  -1.477  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.968  -1.732  -1.800  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4    9
CONECT    4    5   21
CONECT    5    6    6   22
CONECT    6    7    8
CONECT    7   23
CONECT    8    9    9   24
CONECT    9   10
CONECT   10   11
CONECT   11   12   13   25
CONECT   12   26
CONECT   13   14   27
CONECT   14   15   15   20
CONECT   15   16   28
CONECT   16   17   17   29
CONECT   17   18   19
CONECT   18   30
CONECT   19   20   20   31
CONECT   20   32
END

HMDB0304047
     RDKit          3D
2,7,4'-trihydroxyisoflavanone
 32 34  0  0  0  0  0  0  0  0999 V2000
    0.0166   -0.8427    1.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4656   -0.4169    0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9141   -0.1921    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8243   -0.7879    1.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -0.5564    1.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5915    0.2800    0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9616    0.5213    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    0.8677   -0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912    0.6480   -0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3737    1.2540   -1.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    1.3055   -0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0781    2.1828    0.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3490   -0.1102   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -0.2886   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4890    0.4218    0.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8430    0.2376    0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5681   -0.6606    0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9293   -0.8364    0.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8848   -1.3679   -0.8513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5313   -1.1813   -1.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4356   -1.4312    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.0344    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4878   -0.1104   -0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836    1.5342   -1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6432    1.6856   -1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    1.7947    0.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0318   -0.7775   -1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9500    1.1251    1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    0.7952    1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5462   -0.2364   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4264   -2.0902   -1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -1.7324   -1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 13  2  1  0
 20 14  1  0
  9  3  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,7,4'-Trihydroxyisoflavanone	ChEBI
2,4',7-Trihydroxyisoflavanone	KEGG

Chemical Formula

C₁₅H₁₂O₅

Average Molecular Weight

272.256

Monoisotopic Molecular Weight

272.068473486

IUPAC Name

2,7-dihydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

2,7,4'-trihydroxyisoflavanone

CAS Registry Number

Not Available

SMILES

OC1OC2=C(C=CC(O)=C2)C(=O)C1C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-14(18)11-6-5-10(17)7-12(11)20-15(13)19/h1-7,13,15-17,19H

InChI Key

YACUBWOKTPOMNW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

Isoflavanols

Alternative Parents

Substituents

2-hydroxyisoflavanone
Hydroxyisoflavonoid
Isoflavanol
Isoflavanone
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Ketone
Hemiacetal
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

lactol (CHEBI:52047 )
hydroxyisoflavanone (CHEBI:52047 )
isoflavanones (C15567 )
a hydroxyflavonone (2-HYDROXYISOFLAVANONE )

Ontology

Not Available

Exogenous (HMDB: HMDB0304047)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Peanut (FooDB: FOOD00016)
Hazelnut (FooDB: FOOD00376)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.41	ALOGPS
logP	2.02	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.73	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.73 m³·mol⁻¹	ChemAxon
Polarizability	27 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	162.83	32859911
AllCCS	[M+H-H2O]+	158.991	32859911
AllCCS	[M+Na]+	167.424	32859911
AllCCS	[M+NH4]+	166.397	32859911
AllCCS	[M-H]-	163.515	32859911
AllCCS	[M+Na-2H]-	162.891	32859911
AllCCS	[M+HCOO]-	162.334	32859911
DeepCCS	[M+H]+	165.02	30932474
DeepCCS	[M-H]-	162.662	30932474
DeepCCS	[M-2H]-	195.548	30932474
DeepCCS	[M+Na]+	171.113	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.0388 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.35 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1448.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	238.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	124.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	110.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	407.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	315.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	235.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	745.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	366.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1053.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	268.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	295.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	366.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	266.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	155.9 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 10V, Positive-QTOF	splash10-00di-0190000000-9752bdc06c6bea81d0b0	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 20V, Positive-QTOF	splash10-0abl-0690000000-09ac12b4b86e2e0b6d39	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 40V, Positive-QTOF	splash10-059i-4910000000-d9ed968c852e15a8a926	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 10V, Negative-QTOF	splash10-00b9-0190000000-4a255154dd05f0a941c8	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 20V, Negative-QTOF	splash10-00g0-0790000000-c617604f3a36d7b73fe5	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 40V, Negative-QTOF	splash10-05nf-4910000000-57f0cd1d3df2854aa9da	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 10V, Positive-QTOF	splash10-05fr-0090000000-1ba0c4db091d5a0a8441	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 20V, Positive-QTOF	splash10-0079-0950000000-eb30e08d63353ebd4c65	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 40V, Positive-QTOF	splash10-0a4i-3910000000-737992b404eb980bb922	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 10V, Negative-QTOF	splash10-00di-0090000000-d6b6f6391b4e9f4522f4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 20V, Negative-QTOF	splash10-00dl-1390000000-fef320accd70fc2e51fe	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7,4'-trihydroxyisoflavanone 40V, Negative-QTOF	splash10-054o-4690000000-a5f79e4f4d0f9e189a3c	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030306

KNApSAcK ID

Not Available

Chemspider ID

10128503

KEGG Compound ID

C15567

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11954208

PDB ID

Not Available

ChEBI ID

52047

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2,7,4'-trihydroxyisoflavanone (HMDB0304047)

MOL for HMDB0304047 (2,7,4'-trihydroxyisoflavanone)

3D MOL for HMDB0304047 (2,7,4'-trihydroxyisoflavanone)

3D SDF for HMDB0304047 (2,7,4'-trihydroxyisoflavanone)

3D-SDF for HMDB0304047 (2,7,4'-trihydroxyisoflavanone)

PDB for HMDB0304047 (2,7,4'-trihydroxyisoflavanone)

3D PDB for HMDB0304047 (2,7,4'-trihydroxyisoflavanone)

SMILES for HMDB0304047 (2,7,4'-trihydroxyisoflavanone)

INCHI for HMDB0304047 (2,7,4'-trihydroxyisoflavanone)

Structure for HMDB0304047 (2,7,4'-trihydroxyisoflavanone)

3D Structure for HMDB0304047 (2,7,4'-trihydroxyisoflavanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra