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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:07:05 UTC

Update Date

2022-03-07 02:56:16 UTC

HMDB ID

HMDB0039612

Secondary Accession Numbers

HMDB39612

Metabolite Identification

Common Name

2,4-Dihydroxychalcone

Description

2,4-Dihydroxychalcone belongs to the class of organic compounds known as retrochalcones. These are a form of normal chalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions. 2,4-Dihydroxychalcone has been detected, but not quantified in, fruits. This could make 2,4-dihydroxychalcone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2,4-Dihydroxychalcone.

Structure

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

HMDB0039612
     RDKit          3D
2,4-Dihydroxychalcone
 30 31  0  0  0  0  0  0  0  0999 V2000
    1.5607   -2.4274    0.1415 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5777   -1.1660    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2942   -0.4246    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8480   -1.0616    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585   -0.4862   -0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2462   -1.3741   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5547   -0.9613   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8379    0.3925   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1686    0.7808   -0.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7815    1.2757   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570    0.8515   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643    1.8087   -0.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8564   -0.4846    0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0081   -1.2527    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455   -0.6486    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3363    0.7161    0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910    1.4880    0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427    0.8981    0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2991    0.6416    0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -2.1614    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0823   -2.4504   -0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3579   -1.6962   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7299    0.9502    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9807    2.3365   -0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731    2.7871   -0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9526   -2.3527    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1336   -1.2697    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3285    1.1810    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    2.5679    0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    1.5418    0.0928 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
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11  5  1  0
 18 13  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END

  Mrv0541 02241217222D          

 18 19  0  0  0  0            999 V2000
   -2.4769   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0731   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3299    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3299   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731    1.2383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -1.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201   -0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -1.2383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0731   -0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -1.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4769   -0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2201   -1.2383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 15  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039612

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C(\C=C\C(=O)C2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O3/c16-13-8-6-12(15(18)10-13)7-9-14(17)11-4-2-1-3-5-11/h1-10,16,18H/b9-7+

> <INCHI_KEY>
LKNPFZQVNZFLIC-VQHVLOKHSA-N

> <FORMULA>
C15H12O3

> <MOLECULAR_WEIGHT>
240.254

> <EXACT_MASS>
240.07864425

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.619543255947974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(2,4-dihydroxyphenyl)-1-phenylprop-2-en-1-one

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
3.283194665666666

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.036020804538795

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.677119094251704

> <JCHEM_PKA_STRONGEST_BASIC>
-6.04764528744328

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
70.8388

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(2,4-dihydroxyphenyl)-1-phenylprop-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039612
     RDKit          3D
2,4-Dihydroxychalcone
 30 31  0  0  0  0  0  0  0  0999 V2000
    1.5607   -2.4274    0.1415 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5777   -1.1660    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2942   -0.4246    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8480   -1.0616    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585   -0.4862   -0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2462   -1.3741   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5547   -0.9613   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8379    0.3925   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1686    0.7808   -0.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7815    1.2757   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570    0.8515   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643    1.8087   -0.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8564   -0.4846    0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0081   -1.2527    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455   -0.6486    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3363    0.7161    0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910    1.4880    0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427    0.8981    0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2991    0.6416    0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -2.1614    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0823   -2.4504   -0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3579   -1.6962   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7299    0.9502    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9807    2.3365   -0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731    2.7871   -0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9526   -2.3527    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1336   -1.2697    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3285    1.1810    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    2.5679    0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    1.5418    0.0928 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
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11  5  1  0
 18 13  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.624  -0.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.390   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.003  -0.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.616   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.616  -0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.003   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.003   2.311   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.624   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.390  -0.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.390  -1.541   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.624  -2.311   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.011  -1.541   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.011  -0.001   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.770  -2.311   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.003  -1.541   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.390  -2.311   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.624  -1.541   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.011  -2.311   0.000  0.00  0.00           O+0
CONECT    1    2   17                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6                                                            
CONECT    8    9   13                                                       
CONECT    9    6    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13    8   12                                                       
CONECT   14   15                                                            
CONECT   15    3   14   16                                                  
CONECT   16   15   17                                                       
CONECT   17    1   16   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0039612
HETATM    1  O1  UNL     1       1.561  -2.427   0.142  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.578  -1.166   0.121  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.294  -0.425   0.062  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.848  -1.062   0.032  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.158  -0.486  -0.024  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.246  -1.374  -0.048  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.555  -0.961  -0.102  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.838   0.393  -0.135  1.00  0.00           C  
HETATM    9  O2  UNL     1      -6.169   0.781  -0.189  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.782   1.276  -0.112  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.457   0.852  -0.058  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.464   1.809  -0.039  1.00  0.00           O  
HETATM   13  C10 UNL     1       2.856  -0.485   0.155  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.008  -1.253   0.209  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.246  -0.649   0.243  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.336   0.716   0.223  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.191   1.488   0.169  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.943   0.898   0.134  1.00  0.00           C  
HETATM   19  H1  UNL     1       0.299   0.642   0.044  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.762  -2.161   0.054  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.082  -2.450  -0.024  1.00  0.00           H  
HETATM   22  H4  UNL     1      -5.358  -1.696  -0.118  1.00  0.00           H  
HETATM   23  H5  UNL     1      -6.730   0.950   0.643  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.981   2.337  -0.138  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.673   2.787  -0.063  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.953  -2.353   0.226  1.00  0.00           H  
HETATM   27  H9  UNL     1       6.134  -1.270   0.285  1.00  0.00           H  
HETATM   28  H10 UNL     1       6.329   1.181   0.251  1.00  0.00           H  
HETATM   29  H11 UNL     1       4.291   2.568   0.154  1.00  0.00           H  
HETATM   30  H12 UNL     1       2.085   1.542   0.093  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4   19
CONECT    4    5   20
CONECT    5    6    6   11
CONECT    6    7   21
CONECT    7    8    8   22
CONECT    8    9   10
CONECT    9   23
CONECT   10   11   11   24
CONECT   11   12
CONECT   12   25
CONECT   13   14   14   18
CONECT   14   15   26
CONECT   15   16   16   27
CONECT   16   17   28
CONECT   17   18   18   29
CONECT   18   30
END

HMDB0039612
     RDKit          3D
2,4-Dihydroxychalcone
 30 31  0  0  0  0  0  0  0  0999 V2000
    1.5607   -2.4274    0.1415 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5777   -1.1660    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2942   -0.4246    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8480   -1.0616    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585   -0.4862   -0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2462   -1.3741   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5547   -0.9613   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8379    0.3925   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1686    0.7808   -0.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7815    1.2757   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570    0.8515   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643    1.8087   -0.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8564   -0.4846    0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0081   -1.2527    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455   -0.6486    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3363    0.7161    0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910    1.4880    0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427    0.8981    0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2991    0.6416    0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -2.1614    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0823   -2.4504   -0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3579   -1.6962   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7299    0.9502    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9807    2.3365   -0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731    2.7871   -0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9526   -2.3527    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1336   -1.2697    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3285    1.1810    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    2.5679    0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    1.5418    0.0928 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
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11  5  1  0
 18 13  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(2,4-Dihydroxyphenyl)-1-phenyl-2-propen-1-one	HMDB

Chemical Formula

C₁₅H₁₂O₃

Average Molecular Weight

240.254

Monoisotopic Molecular Weight

240.07864425

IUPAC Name

(2E)-3-(2,4-dihydroxyphenyl)-1-phenylprop-2-en-1-one

Traditional Name

(2E)-3-(2,4-dihydroxyphenyl)-1-phenylprop-2-en-1-one

CAS Registry Number

92496-59-8

SMILES

OC1=CC(O)=C(\C=C\C(=O)C2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C15H12O3/c16-13-8-6-12(15(18)10-13)7-9-14(17)11-4-2-1-3-5-11/h1-10,16,18H/b9-7+

InChI Key

LKNPFZQVNZFLIC-VQHVLOKHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retrochalcones. These are a form of normal chalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

Retrochalcones

Alternative Parents

Substituents

Retrochalcone
Cinnamylphenol
Hydroxycinnamic acid or derivatives
Benzoyl
Resorcinol
Styrene
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Enone
Acryloyl-group
Alpha,beta-unsaturated ketone
Ketone
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039612)
Cell membrane (HMDB: HMDB0039612)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039612)

Source

Exogenous

Exogenous (HMDB: HMDB0039612)

Food

Food (HMDB: HMDB0039612)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0039612)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039612)

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
Water Solubility	0.096 g/L	ALOGPS
logP	3.22	ALOGPS
logP	3.28	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	8.68	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	70.84 m³·mol⁻¹	ChemAxon
Polarizability	25.62 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	161.329	30932474
DeepCCS	[M-H]-	158.971	30932474
DeepCCS	[M-2H]-	191.857	30932474
DeepCCS	[M+Na]+	167.422	30932474
AllCCS	[M+H]+	155.1	32859911
AllCCS	[M+H-H2O]+	151.0	32859911
AllCCS	[M+NH4]+	159.0	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	155.0	32859911
AllCCS	[M+Na-2H]-	154.5	32859911
AllCCS	[M+HCOO]-	154.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4-Dihydroxychalcone	OC1=CC(O)=C(\C=C\C(=O)C2=CC=CC=C2)C=C1	3716.4	Standard polar	33892256
2,4-Dihydroxychalcone	OC1=CC(O)=C(\C=C\C(=O)C2=CC=CC=C2)C=C1	2419.7	Standard non polar	33892256
2,4-Dihydroxychalcone	OC1=CC(O)=C(\C=C\C(=O)C2=CC=CC=C2)C=C1	2656.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,4-Dihydroxychalcone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=CC=CC=C2)C(O)=C1	2539.5	Semi standard non polar	33892256
2,4-Dihydroxychalcone,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC=C1/C=C/C(=O)C1=CC=CC=C1	2527.3	Semi standard non polar	33892256
2,4-Dihydroxychalcone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=CC=CC=C2)C(O[Si](C)(C)C)=C1	2590.5	Semi standard non polar	33892256
2,4-Dihydroxychalcone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=CC=CC=C2)C(O)=C1	2828.1	Semi standard non polar	33892256
2,4-Dihydroxychalcone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1/C=C/C(=O)C1=CC=CC=C1	2817.7	Semi standard non polar	33892256
2,4-Dihydroxychalcone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3112.7	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 - 2,4-Dihydroxychalcone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-4950000000-128c21bcde92f819fcad	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Dihydroxychalcone GC-MS (2 TMS) - 70eV, Positive	splash10-0avi-5639000000-0a4a216f33cd22118e88	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Dihydroxychalcone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 10V, Positive-QTOF	splash10-0006-0190000000-8899559bdb8501c09eca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 20V, Positive-QTOF	splash10-052f-0960000000-1bac562e8b45fa3132f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 40V, Positive-QTOF	splash10-0a4i-4910000000-cf6b3131f42af8424163	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 10V, Negative-QTOF	splash10-000i-0290000000-e3e15b180af34ce98b0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 20V, Negative-QTOF	splash10-000i-1690000000-045c8c6eddab65d31c89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 40V, Negative-QTOF	splash10-0pdi-6910000000-9539311c50a02f242611	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 10V, Negative-QTOF	splash10-000i-0090000000-68ba9ba0c5a355ceefe4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 20V, Negative-QTOF	splash10-000i-1690000000-77f2e381f539e4eae76b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 40V, Negative-QTOF	splash10-00kf-7900000000-95a038eba73dcfbf2806	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 10V, Positive-QTOF	splash10-0006-0090000000-124ad7984e6882471e22	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 20V, Positive-QTOF	splash10-0a4l-0930000000-696f92d9c6782b626e6d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dihydroxychalcone 40V, Positive-QTOF	splash10-0a4i-3900000000-e2e23c6e9f58abe408a6	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019239

KNApSAcK ID

C00054658

Chemspider ID

4938466

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6433293

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 2,4-Dihydroxychalcone (HMDB0039612)

MOL for HMDB0039612 (2,4-Dihydroxychalcone)

3D MOL for HMDB0039612 (2,4-Dihydroxychalcone)

3D SDF for HMDB0039612 (2,4-Dihydroxychalcone)

3D-SDF for HMDB0039612 (2,4-Dihydroxychalcone)

PDB for HMDB0039612 (2,4-Dihydroxychalcone)

3D PDB for HMDB0039612 (2,4-Dihydroxychalcone)

SMILES for HMDB0039612 (2,4-Dihydroxychalcone)

INCHI for HMDB0039612 (2,4-Dihydroxychalcone)

Structure for HMDB0039612 (2,4-Dihydroxychalcone)

3D Structure for HMDB0039612 (2,4-Dihydroxychalcone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra