MiMeDB: Showing metabocard for Chalconaringenin (MMDBc0052940)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:09:39 UTC

Update Date

2025-01-16 00:37:13 UTC

Metabolite ID

MMDBc0052940

Metabolite Identification

Common Name

Chalconaringenin

Description

Chalconaringenin is found in garden tomato. Chalconaringenin is isolated from tomato fruit cuticle

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>
MMDBc0052940

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₁₅H₁₂O₅

Average Mass

272.2528

Monoisotopic Mass

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

Not Available

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 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1960000000-9097b1de0c14d45c5542	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0002-1001490000-e95c55e7dac061c94089	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0udi-0910000000-28987f355a39728ed8e4	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-00di-0190000000-f40a3d639173b6ae573e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0udi-0910000000-afe3bb20e73181050052	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014i-2900000000-37be5bc5a9f1bc38d302	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014i-7900000000-42ef7b65ce430e844b49	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00di-0090000000-f174e512861692b4e263	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udj-0920000000-1bfd55f600a901a79c87	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0900000000-79afec38b3dde07593f3	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0gbc-9700000000-ed15b50aa1d66f06bf42	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0udi-0910000000-28987f355a39728ed8e4	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 25V, Positive	splash10-0udj-0920000000-1bfd55f600a901a79c87	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-00di-0090000000-f174e512861692b4e263	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0900000000-73a5344932a9ca8351f8	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0gbc-9800000000-91db3ba3ab52b818bda8	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Negative	splash10-014i-7900000000-42ef7b65ce430e844b49	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-014i-2900000000-37be5bc5a9f1bc38d302	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-00di-0190000000-f40a3d639173b6ae573e	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 25V, Negative	splash10-0udi-0910000000-7ac383936fce20bb627c	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-00di-0190000000-937a14a3c560723f4aba	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0190000000-a136c12a30ff8100fd0f	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0kmj-0970000000-c891c7a89172d11fb384	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uy0-2900000000-ceae18eec98b8371efce	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0390000000-ba4a03caa04723dce75e	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00b9-0930000000-e887b684ab63fe1aa31b	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-2910000000-5da59f37859348864408	2016-08-04	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens
MMDBp0197061	Sulfotransferase 1A3	Enzyme	P0DMM9	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria	Firmicutes	1	Human feces
Eukaryota/Fungi	Basidiomycota	8	Human feces
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Source Type	Activity	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0029631

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

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Chalconaringenin (MMDBc0052940)

MOL for #<Metabolite:0x00007f53a07ee848>

3D MOL for #<Metabolite:0x00007f53a07ee848>

3D SDF for #<Metabolite:0x00007f53a07ee848>

3D-SDF for #<Metabolite:0x00007f53a07ee848>

PDB for #<Metabolite:0x00007f53a07ee848>

3D PDB for #<Metabolite:0x00007f53a07ee848>

SMILES for #<Metabolite:0x00007f53a07ee848>

INCHI for #<Metabolite:0x00007f53a07ee848>

Structure for #<Metabolite:0x00007f53a07ee848>

3D Structure for #<Metabolite:0x00007f53a07ee848>