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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:19 UTC

Update Date

2022-03-07 02:53:26 UTC

HMDB ID

HMDB0032707

Secondary Accession Numbers

HMDB32707

Metabolite Identification

Common Name

Dalbergioidin

Description

Dalbergioidin belongs to the class of organic compounds known as isoflavanones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone at position C4. Thus, dalbergioidin is considered to be a flavonoid. Dalbergioidin has been detected, but not quantified in, several different foods, such as fruits, mung beans (Vigna radiata), adzuki beans (Vigna angularis), scarlet beans (Phaseolus coccineus), and yellow wax beans (Phaseolus vulgaris). This could make dalbergioidin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Dalbergioidin.

Structure

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

HMDB0032707
     RDKit          3D
Dalbergioidin
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.1991   -0.9220    1.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4654   -0.2530    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9103   -0.0308    0.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9181   -0.8534    0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -1.9101    1.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2156   -0.5539    0.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6019    0.5163   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8935    0.8373   -0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6068    1.3011   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2327    1.0157   -0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464    1.8300   -1.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915    1.7624   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431    0.3021   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    0.0024   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4688   -0.3016   -1.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7824   -0.7290   -1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5507   -0.8741   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8941   -1.2972   -0.6429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9842   -0.5911    0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6533   -0.1656    0.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1305    0.1069    1.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3425   -2.4897    2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0380   -1.1379    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7554    0.4052   -0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851    2.1411   -1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8098    2.2267   -1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    2.2621    0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0021   -0.1626   -1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8713   -0.2049   -2.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2283   -0.9563   -2.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5994   -0.5933   -0.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5683   -0.6888    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329    0.0059    2.7762 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 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
 20 21  1  0
 13  2  1  0
 20 14  1  0
 10  3  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 21 33  1  0
M  END


  Mrv0541 05061306392D          

 21 23  0  0  0  0            999 V2000
    5.0013    3.7125    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
    0.7145    2.0625    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
    5.7158    3.3000    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
    4.2868    2.4750    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  7  1  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  2  1  0  0  0  0
 10  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  3  1  0  0  0  0
 11  9  2  0  0  0  0
 12  4  1  0  0  0  0
 13  5  2  0  0  0  0
 14 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 15  2  0  0  0  0
 21  6  1  0  0  0  0
 21 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032707

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C(C=C1)C1COC2=CC(O)=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O6/c16-7-1-2-9(11(18)3-7)10-6-21-13-5-8(17)4-12(19)14(13)15(10)20/h1-5,10,16-19H,6H2

> <INCHI_KEY>
WNHXBLZBOWXNQO-UHFFFAOYSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.2522

> <EXACT_MASS>
288.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
27.429864365980315

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
2.424092792333333

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.095767983554266

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.877494855455804

> <JCHEM_PKA_STRONGEST_BASIC>
-3.864899029874036

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
73.65740000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+-)-dalbergioidin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032707
     RDKit          3D
Dalbergioidin
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.1991   -0.9220    1.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4654   -0.2530    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9103   -0.0308    0.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9181   -0.8534    0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -1.9101    1.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2156   -0.5539    0.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6019    0.5163   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8935    0.8373   -0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6068    1.3011   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2327    1.0157   -0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464    1.8300   -1.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915    1.7624   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431    0.3021   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    0.0024   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4688   -0.3016   -1.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7824   -0.7290   -1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5507   -0.8741   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8941   -1.2972   -0.6429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9842   -0.5911    0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6533   -0.1656    0.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1305    0.1069    1.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3425   -2.4897    2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0380   -1.1379    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7554    0.4052   -0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851    2.1411   -1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8098    2.2267   -1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    2.2621    0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0021   -0.1626   -1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8713   -0.2049   -2.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2283   -0.9563   -2.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5994   -0.5933   -0.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5683   -0.6888    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329    0.0059    2.7762 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 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
 20 21  1  0
 13  2  1  0
 20 14  1  0
 10  3  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 21 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   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       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   6.160   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  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    9                                                       
CONECT    3    7   11                                                       
CONECT    4    8   12                                                       
CONECT    5    8   13                                                       
CONECT    6   10   21                                                       
CONECT    7    1    3   16                                                  
CONECT    8    4    5   17                                                  
CONECT    9    2   10   11                                                  
CONECT   10    6    9   15                                                  
CONECT   11    3    9   18                                                  
CONECT   12    4   14   19                                                  
CONECT   13    5   14   21                                                  
CONECT   14   12   13   15                                                  
CONECT   15   10   14   20                                                  
CONECT   16    7                                                            
CONECT   17    8                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   15                                                            
CONECT   21    6   13                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0032707
HETATM    1  O1  UNL     1       0.199  -0.922   1.649  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.465  -0.253   0.612  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.910  -0.031   0.363  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.918  -0.853   0.886  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.551  -1.910   1.692  1.00  0.00           O  
HETATM    6  C4  UNL     1       4.216  -0.554   0.571  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.602   0.516  -0.235  1.00  0.00           C  
HETATM    8  O3  UNL     1       5.894   0.837  -0.541  1.00  0.00           O  
HETATM    9  C6  UNL     1       3.607   1.301  -0.744  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.233   1.016  -0.439  1.00  0.00           C  
HETATM   11  O4  UNL     1       1.246   1.830  -1.002  1.00  0.00           O  
HETATM   12  C8  UNL     1      -0.091   1.762  -0.619  1.00  0.00           C  
HETATM   13  C9  UNL     1      -0.443   0.302  -0.337  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.841   0.002  -0.406  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.469  -0.302  -1.629  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.782  -0.729  -1.712  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.551  -0.874  -0.598  1.00  0.00           C  
HETATM   18  O5  UNL     1      -5.894  -1.297  -0.643  1.00  0.00           O  
HETATM   19  C14 UNL     1      -3.984  -0.591   0.632  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.653  -0.166   0.704  1.00  0.00           C  
HETATM   21  O6  UNL     1      -2.130   0.107   1.956  1.00  0.00           O  
HETATM   22  H1  UNL     1       3.342  -2.490   2.023  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.038  -1.138   0.970  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.755   0.405  -0.271  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.785   2.141  -1.377  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.810   2.227  -1.292  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.111   2.262   0.419  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.002  -0.163  -1.365  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.871  -0.205  -2.552  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.228  -0.956  -2.671  1.00  0.00           H  
HETATM   31  H10 UNL     1      -6.599  -0.593  -0.719  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.568  -0.689   1.542  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.733   0.006   2.776  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4   10
CONECT    4    5    6
CONECT    5   22
CONECT    6    7    7   23
CONECT    7    8    9
CONECT    8   24
CONECT    9   10   10   25
CONECT   10   11
CONECT   11   12
CONECT   12   13   26   27
CONECT   13   14   28
CONECT   14   15   15   20
CONECT   15   16   29
CONECT   16   17   17   30
CONECT   17   18   19
CONECT   18   31
CONECT   19   20   20   32
CONECT   20   21
CONECT   21   33
END

HMDB0032707
     RDKit          3D
Dalbergioidin
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.1991   -0.9220    1.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4654   -0.2530    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9103   -0.0308    0.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9181   -0.8534    0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -1.9101    1.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2156   -0.5539    0.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6019    0.5163   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8935    0.8373   -0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6068    1.3011   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2327    1.0157   -0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464    1.8300   -1.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915    1.7624   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431    0.3021   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    0.0024   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4688   -0.3016   -1.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7824   -0.7290   -1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5507   -0.8741   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8941   -1.2972   -0.6429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9842   -0.5911    0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6533   -0.1656    0.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1305    0.1069    1.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3425   -2.4897    2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0380   -1.1379    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7554    0.4052   -0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851    2.1411   -1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8098    2.2267   -1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    2.2621    0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0021   -0.1626   -1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8713   -0.2049   -2.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2283   -0.9563   -2.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5994   -0.5933   -0.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5683   -0.6888    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329    0.0059    2.7762 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 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
 20 21  1  0
 13  2  1  0
 20 14  1  0
 10  3  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 21 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Dalbergioidin	HMDB
2,3-dihydro-5,7-Dihydroxy-3-(2,4-dihydroxyphenyl)-4H-1-benzopyran-4-one, 9ci	HMDB
5,7,2',4'-Tetrahydroxyisoflavanone	HMDB
Dalbergioidin	MeSH

Chemical Formula

C₁₅H₁₂O₆

Average Molecular Weight

288.2522

Monoisotopic Molecular Weight

288.063388116

IUPAC Name

3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(+-)-dalbergioidin

CAS Registry Number

30368-42-4

SMILES

OC1=CC(O)=C(C=C1)C1COC2=CC(O)=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C15H12O6/c16-7-1-2-9(11(18)3-7)10-6-21-13-5-8(17)4-12(19)14(13)15(10)20/h1-5,10,16-19H,6H2

InChI Key

WNHXBLZBOWXNQO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavanones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone at position C4.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

Isoflavanones

Alternative Parents

Substituents

Isoflavanone
Isoflavanol
Hydroxyisoflavonoid
Chromone
1-benzopyran
Chromane
Benzopyran
Resorcinol
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

isoflavanones (CHEBI:65 )
isoflavanones (C10415 )
Isoflavonoids (C10415 )
Isoflavonoids (LMPK12050500 )

Ontology

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	824.2 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	0.38 g/L	ALOGPS
logP	2.06	ALOGPS
logP	2.42	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.88	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.66 m³·mol⁻¹	ChemAxon
Polarizability	27.43 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]+	167.105	31661259
DarkChem	[M-H]-	165.928	31661259
DeepCCS	[M+H]+	163.736	30932474
DeepCCS	[M-H]-	161.378	30932474
DeepCCS	[M-2H]-	194.264	30932474
DeepCCS	[M+Na]+	169.829	30932474
AllCCS	[M+H]+	165.9	32859911
AllCCS	[M+H-H2O]+	162.2	32859911
AllCCS	[M+NH4]+	169.4	32859911
AllCCS	[M+Na]+	170.4	32859911
AllCCS	[M-H]-	166.3	32859911
AllCCS	[M+Na-2H]-	165.7	32859911
AllCCS	[M+HCOO]-	165.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dalbergioidin	OC1=CC(O)=C(C=C1)C1COC2=CC(O)=CC(O)=C2C1=O	4102.6	Standard polar	33892256
Dalbergioidin	OC1=CC(O)=C(C=C1)C1COC2=CC(O)=CC(O)=C2C1=O	2946.6	Standard non polar	33892256
Dalbergioidin	OC1=CC(O)=C(C=C1)C1COC2=CC(O)=CC(O)=C2C1=O	3113.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dalbergioidin,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=CC(O)=C3C2=O)C(O)=C1	2970.0	Semi standard non polar	33892256
Dalbergioidin,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC=C1C1COC2=CC(O)=CC(O)=C2C1=O	2949.2	Semi standard non polar	33892256
Dalbergioidin,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C(=O)C(C3=CC=C(O)C=C3O)COC2=C1	2972.5	Semi standard non polar	33892256
Dalbergioidin,1TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C(C1=CC=C(O)C=C1O)CO2	2955.4	Semi standard non polar	33892256
Dalbergioidin,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)C(O)=C1	2923.8	Semi standard non polar	33892256
Dalbergioidin,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)C(O)=C1	2982.4	Semi standard non polar	33892256
Dalbergioidin,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=CC(O)=C3C2=O)C(O[Si](C)(C)C)=C1	2922.2	Semi standard non polar	33892256
Dalbergioidin,2TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C(=O)C(C3=CC=C(O)C=C3O[Si](C)(C)C)COC2=C1	2915.5	Semi standard non polar	33892256
Dalbergioidin,2TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=CC=C1C1COC2=CC(O)=CC(O[Si](C)(C)C)=C2C1=O	2965.0	Semi standard non polar	33892256
Dalbergioidin,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C(=O)C(C3=CC=C(O)C=C3O)CO2)C(O[Si](C)(C)C)=C1	2984.9	Semi standard non polar	33892256
Dalbergioidin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C(O)=C1	2854.6	Semi standard non polar	33892256
Dalbergioidin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)C(O[Si](C)(C)C)=C1	2799.4	Semi standard non polar	33892256
Dalbergioidin,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)C(O[Si](C)(C)C)=C1	2852.4	Semi standard non polar	33892256
Dalbergioidin,3TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C(=O)C(C3=CC=C(O)C=C3O[Si](C)(C)C)CO2)C(O[Si](C)(C)C)=C1	2869.7	Semi standard non polar	33892256
Dalbergioidin,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C(O[Si](C)(C)C)=C1	2817.2	Semi standard non polar	33892256
Dalbergioidin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=CC(O)=C3C2=O)C(O)=C1	3248.8	Semi standard non polar	33892256
Dalbergioidin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1COC2=CC(O)=CC(O)=C2C1=O	3228.0	Semi standard non polar	33892256
Dalbergioidin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(C3=CC=C(O)C=C3O)COC2=C1	3258.6	Semi standard non polar	33892256
Dalbergioidin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C(C1=CC=C(O)C=C1O)CO2	3240.2	Semi standard non polar	33892256
Dalbergioidin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C(O)=C1	3454.1	Semi standard non polar	33892256
Dalbergioidin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O)=C1	3511.9	Semi standard non polar	33892256
Dalbergioidin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=CC(O)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3435.1	Semi standard non polar	33892256
Dalbergioidin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)COC2=C1	3433.2	Semi standard non polar	33892256
Dalbergioidin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1COC2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	3499.3	Semi standard non polar	33892256
Dalbergioidin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)C(C3=CC=C(O)C=C3O)CO2)C(O[Si](C)(C)C(C)(C)C)=C1	3515.0	Semi standard non polar	33892256
Dalbergioidin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O)=C1	3584.7	Semi standard non polar	33892256
Dalbergioidin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3550.4	Semi standard non polar	33892256
Dalbergioidin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3560.3	Semi standard non polar	33892256
Dalbergioidin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)C(C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)CO2)C(O[Si](C)(C)C(C)(C)C)=C1	3553.7	Semi standard non polar	33892256
Dalbergioidin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3701.3	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 - Dalbergioidin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0790000000-b368e253f1ebeabc9d95	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dalbergioidin GC-MS (4 TMS) - 70eV, Positive	splash10-0ik9-1380090000-435e7e78b3b70148d67d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dalbergioidin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dalbergioidin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dalbergioidin LC-ESI-QFT 20V, positive-QTOF	splash10-00di-0190000000-6f69322214b93c00949e	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dalbergioidin LC-ESI-IT 20V, positive-QTOF	splash10-00di-0490000000-4ad31323c1504944b523	2020-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 10V, Positive-QTOF	splash10-000i-0390000000-4bcb72c70ca10659e691	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 20V, Positive-QTOF	splash10-0fki-0960000000-d1228946eee135744f2b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 40V, Positive-QTOF	splash10-0fe0-3910000000-4d6b70de0822b22622fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 10V, Negative-QTOF	splash10-000i-0090000000-a8de2f8bdfe27daa8860	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 20V, Negative-QTOF	splash10-000i-0690000000-cdaa65bd8cbed99bd20a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 40V, Negative-QTOF	splash10-0a4i-6920000000-2e14fd8ae9acff92ba18	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 10V, Negative-QTOF	splash10-000i-0190000000-35a8a6348f0cdb87e3ae	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 20V, Negative-QTOF	splash10-000i-0290000000-849d9f0aafc4b5f5b9e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 40V, Negative-QTOF	splash10-0gbc-1390000000-0b7c60e56622b26d4945	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 10V, Positive-QTOF	splash10-000i-0290000000-4d6c1aa111e130569b37	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 20V, Positive-QTOF	splash10-000i-0940000000-46f3502a8e6e81b2d42a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dalbergioidin 40V, Positive-QTOF	splash10-00xr-6920000000-0fd466c210a7c0c359d4	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

181994

PDB ID

Not Available

ChEBI ID

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1831051

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Dalbergioidin → 6-{[3-(2,4-dihydroxyphenyl)-7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Dalbergioidin → 6-{[3-(2,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Dalbergioidin → 6-[2-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)-5-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Dalbergioidin → 6-[4-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)-3-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Dalbergioidin (HMDB0032707)

MOL for HMDB0032707 (Dalbergioidin)

3D MOL for HMDB0032707 (Dalbergioidin)

3D SDF for HMDB0032707 (Dalbergioidin)

3D-SDF for HMDB0032707 (Dalbergioidin)

PDB for HMDB0032707 (Dalbergioidin)

3D PDB for HMDB0032707 (Dalbergioidin)

SMILES for HMDB0032707 (Dalbergioidin)

INCHI for HMDB0032707 (Dalbergioidin)

Structure for HMDB0032707 (Dalbergioidin)

3D Structure for HMDB0032707 (Dalbergioidin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions