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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:37:13 UTC

Update Date

2022-03-07 02:55:18 UTC

HMDB ID

HMDB0037376

Secondary Accession Numbers

HMDB37376

Metabolite Identification

Common Name

1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one

Description

1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 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, 1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one is considered to be a flavonoid. 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one has been detected, but not quantified in, herbs and spices. This could make 1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one a potential biomarker for the consumption of these foods. 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one.

Structure

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

HMDB0037376
     RDKit          3D
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.7950   -0.5811   -3.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502   -1.4773   -2.5659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -1.1084   -1.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2636   -1.2561   -0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2831   -1.8306   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6283   -0.8861    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9346   -1.0652    0.8723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6825   -0.3657    1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9838    0.0663    2.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601   -0.2046    0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927    0.3283    1.7477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808   -0.5655   -0.4426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360   -0.4261   -0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4206   -0.8805   -2.2078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5892    0.0401   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.5691    0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5350    0.9494    0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711    0.8038   -0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8052    1.1890   -0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951    1.7361    1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2668    1.8935    2.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9594    1.5116    1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8266   -0.6877   -4.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7245    0.4439   -3.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883   -0.7680   -4.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5721   -1.1060   -2.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1852   -2.1078   -1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3148   -0.8461    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6626    1.1471    2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0378    0.0392    2.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3773   -0.5343    3.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.5955    2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440   -0.0608   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5073    0.7550    1.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2055    0.3694   -1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5061    1.0469   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2454    2.0420    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080    2.3287    2.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2347    1.6495    2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
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  8 10  1  0
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 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12  3  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
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M  END


  Mrv0541 05061309452D          

 22 23  0  0  0  0            999 V2000
    0.7145    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  9  2  0  0  0  0
 11  1  1  0  0  0  0
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 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
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 22  3  1  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0037376

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C)C(O)=C(C)C(O)=C1C(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O4/c1-11-16(20)12(2)18(22-3)15(17(11)21)14(19)10-9-13-7-5-4-6-8-13/h4-10,20-21H,1-3H3/b10-9+

> <INCHI_KEY>
TZEQDSMFACWASC-MDZDMXLPSA-N

> <FORMULA>
C18H18O4

> <MOLECULAR_WEIGHT>
298.3331

> <EXACT_MASS>
298.120509064

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.43116689350882

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one

> <ALOGPS_LOGP>
3.82

> <JCHEM_LOGP>
4.8023661786666665

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.827431639789996

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.633823468025025

> <JCHEM_PKA_STRONGEST_BASIC>
-4.880983099903042

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
87.38439999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037376
     RDKit          3D
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.7950   -0.5811   -3.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502   -1.4773   -2.5659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -1.1084   -1.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2636   -1.2561   -0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2831   -1.8306   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6283   -0.8861    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9346   -1.0652    0.8723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6825   -0.3657    1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9838    0.0663    2.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601   -0.2046    0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927    0.3283    1.7477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808   -0.5655   -0.4426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360   -0.4261   -0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4206   -0.8805   -2.2078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5892    0.0401   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.5691    0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5350    0.9494    0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711    0.8038   -0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8052    1.1890   -0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951    1.7361    1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2668    1.8935    2.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9594    1.5116    1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8266   -0.6877   -4.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7245    0.4439   -3.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883   -0.7680   -4.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8806   -2.7465   -2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721   -1.1060   -2.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1852   -2.1078   -1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3148   -0.8461    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6626    1.1471    2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0378    0.0392    2.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3773   -0.5343    3.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.5955    2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440   -0.0608   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5073    0.7550    1.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2055    0.3694   -1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5061    1.0469   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2454    2.0420    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080    2.3287    2.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2347    1.6495    2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12  3  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.334  17.710   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  16.170   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  15.400   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.335  13.860   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334  16.170   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001  16.170   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334  11.550   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   22                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   13                                                       
CONECT    8    6   13                                                       
CONECT    9   10   13                                                       
CONECT   10    9   14                                                       
CONECT   11    1   16   17                                                  
CONECT   12    2   16   18                                                  
CONECT   13    7    8    9                                                  
CONECT   14   10   15   19                                                  
CONECT   15   14   17   18                                                  
CONECT   16   11   12   20                                                  
CONECT   17   11   15   21                                                  
CONECT   18   12   15   22                                                  
CONECT   19   14                                                            
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22    3   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0037376
HETATM    1  C1  UNL     1      -1.795  -0.581  -3.670  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.650  -1.477  -2.566  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.996  -1.108  -1.280  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.264  -1.256  -0.821  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.283  -1.831  -1.740  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.628  -0.886   0.475  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.935  -1.065   0.872  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.682  -0.366   1.291  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.984   0.066   2.702  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.360  -0.205   0.836  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.493   0.328   1.748  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.981  -0.565  -0.443  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.336  -0.426  -0.931  1.00  0.00           C  
HETATM   14  O4  UNL     1       0.421  -0.881  -2.208  1.00  0.00           O  
HETATM   15  C11 UNL     1       1.589   0.040  -0.501  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.113   0.569   0.557  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.535   0.949   0.657  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.471   0.804  -0.320  1.00  0.00           C  
HETATM   19  C15 UNL     1       5.805   1.189  -0.152  1.00  0.00           C  
HETATM   20  C16 UNL     1       6.195   1.736   1.041  1.00  0.00           C  
HETATM   21  C17 UNL     1       5.267   1.894   2.044  1.00  0.00           C  
HETATM   22  C18 UNL     1       3.959   1.512   1.868  1.00  0.00           C  
HETATM   23  H1  UNL     1      -2.827  -0.688  -4.114  1.00  0.00           H  
HETATM   24  H2  UNL     1      -1.724   0.444  -3.259  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.088  -0.768  -4.479  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.881  -2.746  -2.206  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.572  -1.106  -2.509  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.185  -2.108  -1.134  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.315  -0.846   1.761  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.663   1.147   2.797  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.038   0.039   2.925  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.377  -0.534   3.400  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.722   0.595   2.671  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.444  -0.061  -1.308  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.507   0.755   1.416  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.206   0.369  -1.296  1.00  0.00           H  
HETATM   37  H15 UNL     1       6.506   1.047  -0.971  1.00  0.00           H  
HETATM   38  H16 UNL     1       7.245   2.042   1.181  1.00  0.00           H  
HETATM   39  H17 UNL     1       5.608   2.329   2.974  1.00  0.00           H  
HETATM   40  H18 UNL     1       3.235   1.650   2.690  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   12
CONECT    4    5    6
CONECT    5   26   27   28
CONECT    6    7    8    8
CONECT    7   29
CONECT    8    9   10
CONECT    9   30   31   32
CONECT   10   11   12   12
CONECT   11   33
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   16   34
CONECT   16   17   35
CONECT   17   18   18   22
CONECT   18   19   36
CONECT   19   20   20   37
CONECT   20   21   38
CONECT   21   22   22   39
CONECT   22   40
END

HMDB0037376
     RDKit          3D
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.7950   -0.5811   -3.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502   -1.4773   -2.5659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -1.1084   -1.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2636   -1.2561   -0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2831   -1.8306   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6283   -0.8861    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9346   -1.0652    0.8723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6825   -0.3657    1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9838    0.0663    2.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601   -0.2046    0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927    0.3283    1.7477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808   -0.5655   -0.4426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360   -0.4261   -0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4206   -0.8805   -2.2078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5892    0.0401   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.5691    0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5350    0.9494    0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711    0.8038   -0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8052    1.1890   -0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951    1.7361    1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2668    1.8935    2.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9594    1.5116    1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8266   -0.6877   -4.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7245    0.4439   -3.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883   -0.7680   -4.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8806   -2.7465   -2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721   -1.1060   -2.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1852   -2.1078   -1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3148   -0.8461    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6626    1.1471    2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0378    0.0392    2.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3773   -0.5343    3.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.5955    2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440   -0.0608   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5073    0.7550    1.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2055    0.3694   -1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5061    1.0469   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2454    2.0420    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080    2.3287    2.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2347    1.6495    2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12  3  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one, 9ci	HMDB
2',4'-Dihydroxy-6'-methoxy-3',5'-dimethylchalcone	HMDB
Dimethyl cardamonin	MeSH, HMDB

Chemical Formula

C₁₈H₁₈O₄

Average Molecular Weight

298.3331

Monoisotopic Molecular Weight

298.120509064

IUPAC Name

(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one

Traditional Name

(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one

CAS Registry Number

65349-31-7

SMILES

COC1=C(C)C(O)=C(C)C(O)=C1C(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H18O4/c1-11-16(20)12(2)18(22-3)15(17(11)21)14(19)10-9-13-7-5-4-6-8-13/h4-10,20-21H,1-3H3/b10-9+

InChI Key

TZEQDSMFACWASC-MDZDMXLPSA-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
Methoxyphenol
Xylenol
O-cresol
P-cresol
Phenol ether
Resorcinol
M-xylene
Xylene
Methoxybenzene
Benzoyl
Anisole
Aryl ketone
Phenoxy compound
Styrene
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Vinylogous acid
Enone
Alpha,beta-unsaturated ketone
Ketone
Ether
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

resorcinols (CHEBI:70658 )
monomethoxybenzene (CHEBI:70658 )
chalcones (CHEBI:70658 )
Chalcones and dihydrochalcones (LMPK12120225 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037376)

Cellular substructure

Membrane (HMDB: HMDB0037376)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037376)

Source

Exogenous

Food

Food (HMDB: HMDB0037376)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0037376)

Not Available

Nutrient (HMDB: HMDB0037376)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	125 - 126 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	3.82	ALOGPS
logP	4.8	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.63	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.38 m³·mol⁻¹	ChemAxon
Polarizability	32.43 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]+	175.441	30932474
DeepCCS	[M-H]-	173.083	30932474
DeepCCS	[M-2H]-	207.194	30932474
DeepCCS	[M+Na]+	182.781	30932474
AllCCS	[M+H]+	170.1	32859911
AllCCS	[M+H-H2O]+	166.5	32859911
AllCCS	[M+NH4]+	173.6	32859911
AllCCS	[M+Na]+	174.5	32859911
AllCCS	[M-H]-	172.3	32859911
AllCCS	[M+Na-2H]-	171.9	32859911
AllCCS	[M+HCOO]-	171.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one	COC1=C(C)C(O)=C(C)C(O)=C1C(=O)\C=C\C1=CC=CC=C1	4204.5	Standard polar	33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one	COC1=C(C)C(O)=C(C)C(O)=C1C(=O)\C=C\C1=CC=CC=C1	2678.6	Standard non polar	33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one	COC1=C(C)C(O)=C(C)C(O)=C1C(=O)\C=C\C1=CC=CC=C1	2689.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,1TMS,isomer #1	COC1=C(C)C(O[Si](C)(C)C)=C(C)C(O)=C1C(=O)/C=C/C1=CC=CC=C1	2599.8	Semi standard non polar	33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,1TMS,isomer #2	COC1=C(C)C(O)=C(C)C(O[Si](C)(C)C)=C1C(=O)/C=C/C1=CC=CC=C1	2625.2	Semi standard non polar	33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,2TMS,isomer #1	COC1=C(C)C(O[Si](C)(C)C)=C(C)C(O[Si](C)(C)C)=C1C(=O)/C=C/C1=CC=CC=C1	2673.9	Semi standard non polar	33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,1TBDMS,isomer #1	COC1=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C(O)=C1C(=O)/C=C/C1=CC=CC=C1	2861.2	Semi standard non polar	33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,1TBDMS,isomer #2	COC1=C(C)C(O)=C(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)/C=C/C1=CC=CC=C1	2877.4	Semi standard non polar	33892256
1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one,2TBDMS,isomer #1	COC1=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)/C=C/C1=CC=CC=C1	3158.8	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 - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-001j-4790000000-1c2ba307cfcf1e570d01	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one GC-MS (2 TMS) - 70eV, Positive	splash10-00c0-3908800000-4da9bf576feed133a40c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 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 - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 10V, Positive-QTOF	splash10-0002-0290000000-455375a21d072cdbeec0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 20V, Positive-QTOF	splash10-000t-1890000000-14a68d80f3a199e4de2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 40V, Positive-QTOF	splash10-0uy3-2900000000-f2447ae7b3c9329571f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 10V, Negative-QTOF	splash10-0002-0390000000-0fd5a3d67e9d7acb0f9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 20V, Negative-QTOF	splash10-0gba-0940000000-fabad1f2981c19192730	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 40V, Negative-QTOF	splash10-0mn9-6910000000-df76f4d5fbc0b980a854	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 10V, Positive-QTOF	splash10-0002-0590000000-39f000bd1ac7f05adb95	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 20V, Positive-QTOF	splash10-0002-0930000000-1729b4948ae0185e45d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 40V, Positive-QTOF	splash10-0udj-2920000000-d26695a1cc78644d362e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 10V, Negative-QTOF	splash10-0002-0290000000-4b00b606ed06a085c6d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 20V, Negative-QTOF	splash10-0frb-0930000000-93c90294a72fdc385878	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one 40V, Negative-QTOF	splash10-0ufr-7950000000-aed6cfc2d638596aa41d	2021-09-22	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

FDB016413

KNApSAcK ID

C00007044

Chemspider ID

8600190

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10424762

PDB ID

Not Available

ChEBI ID

70658

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1860341

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 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one (HMDB0037376)

MOL for HMDB0037376 (1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one)

3D MOL for HMDB0037376 (1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one)

3D SDF for HMDB0037376 (1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one)

3D-SDF for HMDB0037376 (1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one)

PDB for HMDB0037376 (1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one)

3D PDB for HMDB0037376 (1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one)

SMILES for HMDB0037376 (1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one)

INCHI for HMDB0037376 (1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one)

Structure for HMDB0037376 (1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one)

3D Structure for HMDB0037376 (1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra