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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:02:29 UTC

Update Date

2021-09-24 03:02:29 UTC

HMDB ID

HMDB0303585

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,4',7-Trihydroxyflavanone

Description

(2r,3r)-3,4',7-trihydroxyflavanone is a member of the class of compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively (2r,3r)-3,4',7-trihydroxyflavanone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (2r,3r)-3,4',7-trihydroxyflavanone can be found in chickpea, common bean, and lima bean, which makes (2r,3r)-3,4',7-trihydroxyflavanone a potential biomarker for the consumption of these food products.

Structure

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

HMDB0303585
     RDKit          3D
3,4',7-Trihydroxyflavanone
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.5146   -2.0527   -1.9223 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3082   -1.4800   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1627   -0.3890   -0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3902   -0.1447   -1.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    0.9025   -0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7588    1.7177    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650    2.7682    0.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386    1.4884    0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298    0.4389    0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5258    0.1921    1.1749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3136   -0.8901    0.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -0.4103    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8214   -0.9028    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0390   -0.4495    0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0762    0.5194   -0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3267    0.9664   -0.8839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8984    1.0003   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6691    0.5594   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948   -1.9348    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8394   -2.4094   -0.7663 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7245   -0.7912   -1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    1.1038   -1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4102    3.6558    0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1781    2.1206    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024   -1.3689    1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7681   -1.6637    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9735   -0.8205    0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7904    1.7451   -0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227    1.7513   -1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7330    0.9326   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6004   -2.8084    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575   -3.3465   -1.0121 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
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
 19  2  1  0
  9  3  1  0
 18 12  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 13 26  1  0
 14 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
M  END


  Mrv1652303082008102D          

 20 22  0  0  0  0            999 V2000
   -1.1133    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    1.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1133    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716   -0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3708   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3708   -2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0308   -2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0308   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1133   -2.0620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1133   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157   -1.2370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5157   -2.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    2.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  2 20  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 17  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
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303585

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C(OC2=CC(O)=CC=C2C1=O)C1=CC=C(O)C=C1

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

> <INCHI_KEY>
VRTGGIJPIYOHGT-UHFFFAOYSA-N

> <FORMULA>
C15H12O5

> <MOLECULAR_WEIGHT>
272.2528

> <EXACT_MASS>
272.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.153646215483494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.40

> <JCHEM_LOGP>
1.773514911333333

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.476010794795235

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.688456782908197

> <JCHEM_PKA_STRONGEST_BASIC>
-4.016086728399542

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
70.6471

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.99e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303585
     RDKit          3D
3,4',7-Trihydroxyflavanone
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.5146   -2.0527   -1.9223 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3082   -1.4800   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1627   -0.3890   -0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3902   -0.1447   -1.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    0.9025   -0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7588    1.7177    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650    2.7682    0.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386    1.4884    0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298    0.4389    0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5258    0.1921    1.1749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3136   -0.8901    0.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -0.4103    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8214   -0.9028    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0390   -0.4495    0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0762    0.5194   -0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3267    0.9664   -0.8839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8984    1.0003   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6691    0.5594   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948   -1.9348    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8394   -2.4094   -0.7663 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7245   -0.7912   -1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    1.1038   -1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4102    3.6558    0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1781    2.1206    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024   -1.3689    1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7681   -1.6637    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9735   -0.8205    0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7904    1.7451   -0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227    1.7513   -1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7330    0.9326   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6004   -2.8084    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575   -3.3465   -1.0121 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
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
 19  2  1  0
  9  3  1  0
 18 12  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 13 26  1  0
 14 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
M  END

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0      -2.078   2.309   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.310   3.079   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.696   2.309   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.696   0.769   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.310  -0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.078   0.769   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.694  -0.001   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.694  -1.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.692  -2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.692  -3.849   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.924  -4.619   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.310  -3.849   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.310  -2.309   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.924  -1.539   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.078  -3.849   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.078  -2.309   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.310  -1.539   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.696  -2.309   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.696  -4.619   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.310   4.619   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14    9   13                                                       
CONECT   15   16                                                            
CONECT   16    8   15   17                                                  
CONECT   17    5   16   18                                                  
CONECT   18   17                                                            
CONECT   19   12                                                            
CONECT   20    2                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0303585
HETATM    1  O1  UNL     1       1.515  -2.053  -1.922  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.308  -1.480  -0.828  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.163  -0.389  -0.442  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.390  -0.145  -1.054  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.206   0.902  -0.680  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.759   1.718   0.341  1.00  0.00           C  
HETATM    7  O2  UNL     1       4.565   2.768   0.725  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.539   1.488   0.962  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.730   0.439   0.581  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.526   0.192   1.175  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.314  -0.890   0.967  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.639  -0.410   0.489  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.821  -0.903   1.000  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.039  -0.450   0.548  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.076   0.519  -0.439  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.327   0.966  -0.884  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.898   1.000  -0.938  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.669   0.559  -0.498  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.195  -1.935   0.040  1.00  0.00           C  
HETATM   20  O5  UNL     1      -0.839  -2.409  -0.766  1.00  0.00           O  
HETATM   21  H1  UNL     1       3.725  -0.791  -1.850  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.163   1.104  -1.147  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.410   3.656   0.231  1.00  0.00           H  
HETATM   24  H4  UNL     1       2.178   2.121   1.763  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.502  -1.369   1.966  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.768  -1.664   1.774  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.973  -0.821   0.933  1.00  0.00           H  
HETATM   28  H8  UNL     1      -5.790   1.745  -0.450  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.923   1.751  -1.702  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.733   0.933  -0.886  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.600  -2.808   0.626  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.658  -3.346  -1.012  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
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   19   25
CONECT   12   13   13   18
CONECT   13   14   26
CONECT   14   15   15   27
CONECT   15   16   17
CONECT   16   28
CONECT   17   18   18   29
CONECT   18   30
CONECT   19   20   31
CONECT   20   32
END

HMDB0303585
     RDKit          3D
3,4',7-Trihydroxyflavanone
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.5146   -2.0527   -1.9223 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3082   -1.4800   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1627   -0.3890   -0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3902   -0.1447   -1.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    0.9025   -0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7588    1.7177    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650    2.7682    0.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386    1.4884    0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298    0.4389    0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5258    0.1921    1.1749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3136   -0.8901    0.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -0.4103    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8214   -0.9028    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0390   -0.4495    0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0762    0.5194   -0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3267    0.9664   -0.8839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8984    1.0003   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6691    0.5594   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948   -1.9348    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8394   -2.4094   -0.7663 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7245   -0.7912   -1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    1.1038   -1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4102    3.6558    0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1781    2.1206    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024   -1.3689    1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7681   -1.6637    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9735   -0.8205    0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7904    1.7451   -0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227    1.7513   -1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7330    0.9326   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6004   -2.8084    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575   -3.3465   -1.0121 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
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
 19  2  1  0
  9  3  1  0
 18 12  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 13 26  1  0
 14 27  1  0
 16 28  1  0
 17 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
3,7,4'-Trihydroxyflavanone	HMDB

Chemical Formula

C₁₅H₁₂O₅

Average Molecular Weight

272.2528

Monoisotopic Molecular Weight

272.068473494

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OC1C(OC2=CC(O)=CC=C2C1=O)C1=CC=C(O)C=C1

InChI Identifier

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

InChI Key

VRTGGIJPIYOHGT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanonols

Alternative Parents

Substituents

3-hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
Flavanonol
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB37254)

Food

Pulse

Pea

Chickpea (FooDB: FOOD00047)

Pulses (FooDB: FOOD00867)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

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	1.4	ALOGPS
logP	1.77	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.69	ChemAxon
pKa (Strongest Basic)	-4	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	70.65 m³·mol⁻¹	ChemAxon
Polarizability	27.15 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]+	163.658	32859911
AllCCS	[M+H-H2O]+	159.795	32859911
AllCCS	[M+Na]+	168.28	32859911
AllCCS	[M+NH4]+	167.247	32859911
AllCCS	[M-H]-	163.138	32859911
AllCCS	[M+Na-2H]-	162.547	32859911
AllCCS	[M+HCOO]-	162.027	32859911
DeepCCS	[M+H]+	163.946	30932474
DeepCCS	[M-H]-	161.588	30932474
DeepCCS	[M-2H]-	194.474	30932474
DeepCCS	[M+Na]+	170.039	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.9165 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.53 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1481.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	273.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	124.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	93.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	388.5 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	428.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	92.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	765.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	317.6 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	1345.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	260.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	315.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	407.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	161.6 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	175.4 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4',7-Trihydroxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-1690000000-afabaf822add9097f08a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4',7-Trihydroxyflavanone GC-MS (3 TMS) - 70eV, Positive	splash10-00xr-4811900000-8c26bf4ae570964f98c5	2017-10-06	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 - 3,4',7-Trihydroxyflavanone 10V, Positive-QTOF	splash10-00di-0190000000-a4c2449836f6a31cb89d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 20V, Positive-QTOF	splash10-05g0-1980000000-1905072bbb2e49176687	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 40V, Positive-QTOF	splash10-05g0-5910000000-28e07256c60909a9314d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 10V, Negative-QTOF	splash10-00di-0290000000-92450b4160057462f7b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 20V, Negative-QTOF	splash10-00dr-1790000000-aaab3fbe96c95c31f733	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 40V, Negative-QTOF	splash10-05mo-6910000000-16bfb813b9a0f8a676f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 10V, Negative-QTOF	splash10-00di-0090000000-ef3c85d68f246f25c912	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 20V, Negative-QTOF	splash10-00dr-0790000000-ab5b9a15cc985953b89b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 40V, Negative-QTOF	splash10-000i-0900000000-87a91c3daa550cbd6114	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 10V, Positive-QTOF	splash10-00di-0090000000-105ebbdeec4c9fc3ae6f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 20V, Positive-QTOF	splash10-007a-0940000000-8197f82f5060d407c2fc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4',7-Trihydroxyflavanone 40V, Positive-QTOF	splash10-000i-0900000000-2b2bf546a1dc97f21c77	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

FDB016266

KNApSAcK ID

Not Available

Chemspider ID

2752257

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for 3,4',7-Trihydroxyflavanone (HMDB0303585)

MOL for HMDB0303585 (3,4',7-Trihydroxyflavanone)

3D MOL for HMDB0303585 (3,4',7-Trihydroxyflavanone)

3D SDF for HMDB0303585 (3,4',7-Trihydroxyflavanone)

3D-SDF for HMDB0303585 (3,4',7-Trihydroxyflavanone)

PDB for HMDB0303585 (3,4',7-Trihydroxyflavanone)

3D PDB for HMDB0303585 (3,4',7-Trihydroxyflavanone)

SMILES for HMDB0303585 (3,4',7-Trihydroxyflavanone)

INCHI for HMDB0303585 (3,4',7-Trihydroxyflavanone)

Structure for HMDB0303585 (3,4',7-Trihydroxyflavanone)

3D Structure for HMDB0303585 (3,4',7-Trihydroxyflavanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra