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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:31:40 UTC

Update Date

2022-03-07 02:52:14 UTC

HMDB ID

HMDB0029631

Secondary Accession Numbers

HMDB29631

Metabolite Identification

Common Name

Chalconaringenin

Description

Chalconaringenin, also known as isosalipurpol or naringenin chalcone, belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, chalconaringenin is considered to be a flavonoid. Chalconaringenin has been detected, but not quantified in, several different foods, such as yautia (Xanthosoma sagittifolium), welsh onions (Allium fistulosum), dandelions (Taraxacum officinale), nectarines (Prunus persica var. nucipersica), and common chokecherries (Prunus virginiana). This could make chalconaringenin a potential biomarker for the consumption of these foods. Chalconaringenin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Chalconaringenin.

Structure

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

HMDB0029631
     RDKit          3D
Chalconaringenin
 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.9801   -2.0749   -1.1009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0390   -0.9394   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2357   -0.3684   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3711   -1.0037   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -0.4464   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344    0.7520    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    1.2173    0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2405    0.4786    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5003    0.9296    0.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0876   -0.7378   -0.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8258   -1.1679   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099   -0.3588   -0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.8436    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631    1.6181    0.7830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971    1.3734    0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8798    0.6511    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1608    1.1410    0.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7286   -0.5793   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568   -1.0387   -0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2950   -2.2612   -1.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3535    0.5760    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147   -1.9827   -0.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714    1.3714    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984    2.1566    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9473    0.7135    1.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9697   -1.3361   -0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6730   -2.1301   -0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5878    2.5037    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9151    2.3158    0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5257    1.7256   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6039   -1.1175   -0.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476   -2.8244   -1.6866 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
  2 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 11  5  1  0
 19 12  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 20 32  1  0
M  END

  Mrv1652309042000372D          

 20 21  0  0  0  0            999 V2000
   -1.5319    1.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2464    0.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9609    1.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753    0.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753    0.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9609   -0.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9609   -1.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3898    1.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2464    0.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5319   -0.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174    0.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5319   -1.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174    0.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1030    1.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6115    0.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3260    1.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1030    2.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6115    2.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3260    2.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404    2.6235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 16 19  2  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029631

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(\C=C\C(=O)C2=C(O)C=C(O)C=C2O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-8,16-17,19-20H/b6-3+

> <INCHI_KEY>
YQHMWTPYORBCMF-ZZXKWVIFSA-N

> <FORMULA>
C15H12O5

> <MOLECULAR_WEIGHT>
272.2528

> <EXACT_MASS>
272.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.36744536621589

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
3.9760640223333334

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.181889484974233

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.993338146782977

> <JCHEM_PKA_STRONGEST_BASIC>
-6.32703165501334

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
74.8006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
naringenin chalcone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029631
     RDKit          3D
Chalconaringenin
 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.9801   -2.0749   -1.1009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0390   -0.9394   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2357   -0.3684   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3711   -1.0037   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -0.4464   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344    0.7520    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    1.2173    0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2405    0.4786    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5003    0.9296    0.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0876   -0.7378   -0.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8258   -1.1679   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099   -0.3588   -0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.8436    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631    1.6181    0.7830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971    1.3734    0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8798    0.6511    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1608    1.1410    0.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7286   -0.5793   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568   -1.0387   -0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2950   -2.2612   -1.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3535    0.5760    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147   -1.9827   -0.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714    1.3714    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984    2.1566    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9473    0.7135    1.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9697   -1.3361   -0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6730   -2.1301   -0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5878    2.5037    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9151    2.3158    0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5257    1.7256   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6039   -1.1175   -0.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476   -2.8244   -1.6866 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
  2 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 11  5  1  0
 19 12  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 20 32  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0      -2.860   2.587   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.193   1.817   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.527   2.587   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.861   1.817   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.861   0.277   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.527  -0.493   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.527  -2.033   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -8.194   2.587   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.193   0.277   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.860  -0.493   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.526   0.277   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.860  -2.033   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.526   1.817   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.192   2.587   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.141   1.817   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.475   2.587   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.192   4.127   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.141   4.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.475   4.127   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.809   4.897   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6                                                            
CONECT    8    4                                                            
CONECT    9    2    6   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   13                                                       
CONECT   12   10                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   19                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   16   18   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0029631
HETATM    1  O1  UNL     1      -0.980  -2.075  -1.101  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.039  -0.939  -0.516  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.236  -0.368  -0.138  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.371  -1.004  -0.395  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.657  -0.446  -0.023  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.834   0.752   0.610  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.119   1.217   0.934  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.240   0.479   0.622  1.00  0.00           C  
HETATM    9  O2  UNL     1       6.500   0.930   0.937  1.00  0.00           O  
HETATM   10  C8  UNL     1       5.088  -0.738  -0.018  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.826  -1.168  -0.322  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.310  -0.359  -0.296  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.508   0.844   0.314  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.463   1.618   0.783  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.797   1.373   0.506  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.880   0.651   0.062  1.00  0.00           C  
HETATM   17  O4  UNL     1      -6.161   1.141   0.234  1.00  0.00           O  
HETATM   18  C14 UNL     1      -4.729  -0.579  -0.566  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.457  -1.039  -0.723  1.00  0.00           C  
HETATM   20  O5  UNL     1      -3.295  -2.261  -1.346  1.00  0.00           O  
HETATM   21  H1  UNL     1       0.354   0.576   0.359  1.00  0.00           H  
HETATM   22  H2  UNL     1       1.315  -1.983  -0.906  1.00  0.00           H  
HETATM   23  H3  UNL     1       1.971   1.371   0.876  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.198   2.157   1.426  1.00  0.00           H  
HETATM   25  H5  UNL     1       6.947   0.714   1.820  1.00  0.00           H  
HETATM   26  H6  UNL     1       5.970  -1.336  -0.272  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.673  -2.130  -0.831  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.588   2.504   1.234  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.915   2.316   0.987  1.00  0.00           H  
HETATM   30  H10 UNL     1      -6.526   1.726  -0.530  1.00  0.00           H  
HETATM   31  H11 UNL     1      -5.604  -1.117  -0.901  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.048  -2.824  -1.687  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   21
CONECT    4    5   22
CONECT    5    6    6   11
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   10
CONECT    9   25
CONECT   10   11   11   26
CONECT   11   27
CONECT   12   13   13   19
CONECT   13   14   15
CONECT   14   28
CONECT   15   16   16   29
CONECT   16   17   18
CONECT   17   30
CONECT   18   19   19   31
CONECT   19   20
CONECT   20   32
END

HMDB0029631
     RDKit          3D
Chalconaringenin
 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.9801   -2.0749   -1.1009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0390   -0.9394   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2357   -0.3684   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3711   -1.0037   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -0.4464   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344    0.7520    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    1.2173    0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2405    0.4786    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5003    0.9296    0.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0876   -0.7378   -0.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8258   -1.1679   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099   -0.3588   -0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.8436    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631    1.6181    0.7830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971    1.3734    0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8798    0.6511    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1608    1.1410    0.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7286   -0.5793   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568   -1.0387   -0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2950   -2.2612   -1.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3535    0.5760    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147   -1.9827   -0.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714    1.3714    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984    2.1566    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9473    0.7135    1.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9697   -1.3361   -0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6730   -2.1301   -0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5878    2.5037    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9151    2.3158    0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5257    1.7256   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6039   -1.1175   -0.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476   -2.8244   -1.6866 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
  2 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 11  5  1  0
 19 12  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 20 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',4',6',4-Tetrahydroxychalcone	ChEBI
2'4'6'4-Tetrahydroxychalcone	ChEBI
Isosalipurpol	ChEBI
Naringenin chalcone	ChEBI
2',4,4',6'-Tetrahydroxychalcone	Kegg
Naringenin chalcone, (e)-isomer	MeSH
3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one, 9ci	HMDB

Chemical Formula

C₁₅H₁₂O₅

Average Molecular Weight

272.2528

Monoisotopic Molecular Weight

272.068473494

IUPAC Name

(2E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one

Traditional Name

naringenin chalcone

CAS Registry Number

5071-40-9

SMILES

OC1=CC=C(\C=C\C(=O)C2=C(O)C=C(O)C=C2O)C=C1

InChI Identifier

InChI=1S/C15H12O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-8,16-17,19-20H/b6-3+

InChI Key

YQHMWTPYORBCMF-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxychalcones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

polyphenol (CHEBI:15413 )
chalcones (CHEBI:15413 )
chalcones (C06561 )
Chalcones and dihydrochalcones (C06561 )
Chalcones and dihydrochalcones (LMPK12120264 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029631)
Cell membrane (HMDB: HMDB0029631)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029631)

Source

Endogenous

Endogenous (HMDB: HMDB0029631)

Plant

Animal

Animal (HMDB: HMDB0029631)

Exogenous

Food

Food (HMDB: HMDB0029631)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

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

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
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)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

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

Drupe

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

Fruits (FooDB: FOOD00871)

Nut

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

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

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

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

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

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Exogenous (HMDB: HMDB0029631)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Flavonoid Biosynthesis (PathBank: SMP0012021)

Role

Industrial application

Anti-allergic agent (HMDB: HMDB0029631)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	184 °C	Not Available
Boiling Point	358.00 to 359.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	104.4 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.826 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.076 g/L	ALOGPS
logP	2.66	ALOGPS
logP	3.98	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.99	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.8 m³·mol⁻¹	ChemAxon
Polarizability	27.37 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]+	166.272	30932474
DeepCCS	[M-H]-	163.914	30932474
DeepCCS	[M-2H]-	196.863	30932474
DeepCCS	[M+Na]+	172.365	30932474
AllCCS	[M+H]+	163.2	32859911
AllCCS	[M+H-H2O]+	159.3	32859911
AllCCS	[M+NH4]+	166.8	32859911
AllCCS	[M+Na]+	167.8	32859911
AllCCS	[M-H]-	161.7	32859911
AllCCS	[M+Na-2H]-	161.3	32859911
AllCCS	[M+HCOO]-	161.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chalconaringenin	OC1=CC=C(\C=C\C(=O)C2=C(O)C=C(O)C=C2O)C=C1	4998.7	Standard polar	33892256
Chalconaringenin	OC1=CC=C(\C=C\C(=O)C2=C(O)C=C(O)C=C2O)C=C1	2945.1	Standard non polar	33892256
Chalconaringenin	OC1=CC=C(\C=C\C(=O)C2=C(O)C=C(O)C=C2O)C=C1	3137.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chalconaringenin,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O)C=C(O)C=C2O)C=C1	2949.5	Semi standard non polar	33892256
Chalconaringenin,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC(O)=C1C(=O)/C=C/C1=CC=C(O)C=C1	2942.6	Semi standard non polar	33892256
Chalconaringenin,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C(C(=O)/C=C/C2=CC=C(O)C=C2)C(O)=C1	2964.3	Semi standard non polar	33892256
Chalconaringenin,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O)C=C(O)C=C2O[Si](C)(C)C)C=C1	2855.8	Semi standard non polar	33892256
Chalconaringenin,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O)C=C(O[Si](C)(C)C)C=C2O)C=C1	2871.1	Semi standard non polar	33892256
Chalconaringenin,2TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C(C(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C)=C1	2881.7	Semi standard non polar	33892256
Chalconaringenin,2TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)/C=C/C1=CC=C(O)C=C1	2907.4	Semi standard non polar	33892256
Chalconaringenin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O[Si](C)(C)C)C=C(O)C=C2O[Si](C)(C)C)C=C1	2851.4	Semi standard non polar	33892256
Chalconaringenin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C1	2833.3	Semi standard non polar	33892256
Chalconaringenin,3TMS,isomer #3	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C(C(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C)=C1	2853.6	Semi standard non polar	33892256
Chalconaringenin,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C1	2897.5	Semi standard non polar	33892256
Chalconaringenin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O)C=C(O)C=C2O)C=C1	3252.9	Semi standard non polar	33892256
Chalconaringenin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(O)=C1C(=O)/C=C/C1=CC=C(O)C=C1	3257.1	Semi standard non polar	33892256
Chalconaringenin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(C(=O)/C=C/C2=CC=C(O)C=C2)C(O)=C1	3274.9	Semi standard non polar	33892256
Chalconaringenin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O)C=C(O)C=C2O[Si](C)(C)C(C)(C)C)C=C1	3452.4	Semi standard non polar	33892256
Chalconaringenin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O)C=C1	3482.4	Semi standard non polar	33892256
Chalconaringenin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(C(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3428.2	Semi standard non polar	33892256
Chalconaringenin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)/C=C/C1=CC=C(O)C=C1	3470.9	Semi standard non polar	33892256
Chalconaringenin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C2O[Si](C)(C)C(C)(C)C)C=C1	3682.4	Semi standard non polar	33892256
Chalconaringenin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)C=C1	3688.7	Semi standard non polar	33892256
Chalconaringenin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3632.2	Semi standard non polar	33892256
Chalconaringenin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)C=C1	3932.2	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 - Chalconaringenin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1960000000-9097b1de0c14d45c5542	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chalconaringenin GC-MS (4 TMS) - 70eV, Positive	splash10-0002-1001490000-e95c55e7dac061c94089	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chalconaringenin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chalconaringenin 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 - Chalconaringenin LC-ESI-qTof , Positive-QTOF	splash10-0udi-0910000000-28987f355a39728ed8e4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin LC-ESI-QTOF , negative-QTOF	splash10-00di-0190000000-f40a3d639173b6ae573e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin LC-ESI-QTOF , negative-QTOF	splash10-0udi-0910000000-afe3bb20e73181050052	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin LC-ESI-QTOF , negative-QTOF	splash10-014i-2900000000-37be5bc5a9f1bc38d302	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin LC-ESI-QTOF , negative-QTOF	splash10-014i-7900000000-42ef7b65ce430e844b49	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin LC-ESI-QTOF , positive-QTOF	splash10-00di-0090000000-f174e512861692b4e263	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin LC-ESI-QTOF , positive-QTOF	splash10-0udj-0920000000-1bfd55f600a901a79c87	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin LC-ESI-QTOF , positive-QTOF	splash10-0udi-0900000000-79afec38b3dde07593f3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin LC-ESI-QTOF , positive-QTOF	splash10-0gbc-9700000000-ed15b50aa1d66f06bf42	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin , positive-QTOF	splash10-0udi-0910000000-28987f355a39728ed8e4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin 25V, Positive-QTOF	splash10-0udj-0920000000-1bfd55f600a901a79c87	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin 15V, Positive-QTOF	splash10-00di-0090000000-f174e512861692b4e263	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin 40V, Positive-QTOF	splash10-0udi-0900000000-73a5344932a9ca8351f8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin 55V, Positive-QTOF	splash10-0gbc-9800000000-91db3ba3ab52b818bda8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin 55V, Negative-QTOF	splash10-014i-7900000000-42ef7b65ce430e844b49	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin 40V, Negative-QTOF	splash10-014i-2900000000-37be5bc5a9f1bc38d302	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin 15V, Negative-QTOF	splash10-00di-0190000000-f40a3d639173b6ae573e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin 25V, Negative-QTOF	splash10-0udi-0910000000-7ac383936fce20bb627c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chalconaringenin 15V, Positive-QTOF	splash10-00di-0190000000-937a14a3c560723f4aba	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chalconaringenin 10V, Positive-QTOF	splash10-00di-0190000000-a136c12a30ff8100fd0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chalconaringenin 20V, Positive-QTOF	splash10-0kmj-0970000000-c891c7a89172d11fb384	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chalconaringenin 40V, Positive-QTOF	splash10-0uy0-2900000000-ceae18eec98b8371efce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chalconaringenin 10V, Negative-QTOF	splash10-00di-0390000000-ba4a03caa04723dce75e	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chalconaringenin 20V, Negative-QTOF	splash10-00b9-0930000000-e887b684ab63fe1aa31b	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chalconaringenin 40V, Negative-QTOF	splash10-056r-2910000000-5da59f37859348864408	2016-08-04	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

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Naringenin chalcone

METLIN ID

Not Available

PubChem Compound

5280960

PDB ID

Not Available

ChEBI ID

15413

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1416941

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

Chalconaringenin → 3,4,5-trihydroxy-6-{4-[(1E)-3-oxo-3-(2,4,6-trihydroxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid	details
Chalconaringenin → 6-{3,5-dihydroxy-2-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Enzyme Details

2. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Chalconaringenin → {4-[(1E)-3-oxo-3-(2,4,6-trihydroxyphenyl)prop-1-en-1-yl]phenyl}oxidanesulfonic acid	details

Showing metabocard for Chalconaringenin (HMDB0029631)

MOL for HMDB0029631 (Chalconaringenin)

3D MOL for HMDB0029631 (Chalconaringenin)

3D SDF for HMDB0029631 (Chalconaringenin)

3D-SDF for HMDB0029631 (Chalconaringenin)

PDB for HMDB0029631 (Chalconaringenin)

3D PDB for HMDB0029631 (Chalconaringenin)

SMILES for HMDB0029631 (Chalconaringenin)

INCHI for HMDB0029631 (Chalconaringenin)

Structure for HMDB0029631 (Chalconaringenin)

3D Structure for HMDB0029631 (Chalconaringenin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions