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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 19:16:51 UTC

Update Date

2022-09-22 18:34:25 UTC

HMDB ID

HMDB0034435

Secondary Accession Numbers

HMDB34435

Metabolite Identification

Common Name

1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone

Description

1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone, also known as 2',6'-dihydroxy-4'-methoxydihydro-chalcone, belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, 1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone is considered to be a flavonoid. Based on a literature review a small amount of articles have been published on 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone.

Structure

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

HMDB0034435
     RDKit          3D
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone
 36 37  0  0  0  0  0  0  0  0999 V2000
   -5.9395    1.0295    0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    0.5060   -0.3094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9596    0.2083   -0.2263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2461    0.4094    0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861    0.1095    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929    0.3234    2.1969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2203   -0.4049   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2144   -0.7105    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7957   -0.5013    1.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0102   -1.2527   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088   -1.5390   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2751   -0.4772   -0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8748    0.4595   -1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7238    1.4292   -0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346    1.5279    0.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646    0.6208    1.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5912   -0.3747    1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9009   -0.6130   -1.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2944   -1.1228   -2.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608   -0.3110   -1.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3743    1.9227    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9550    1.3771    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0378    0.2936    1.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599    0.8109    1.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6834    0.6996    2.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932   -2.2126   -1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891   -0.6031   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702   -2.3998    0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184   -1.9949   -1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6526    0.4101   -2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1818    2.1538   -1.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093    2.3033    1.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7115    0.7003    2.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -1.0379    1.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8057   -1.2757   -3.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8281   -0.4640   -2.2174 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  1  0
 18 20  2  0
 20  3  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
M  END


  Mrv0541 05061307492D          

 20 21  0  0  0  0            999 V2000
   -1.4289    8.2500    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
    0.0000    8.2500    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    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
    1.4289    7.4250    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
    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
   -0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 16 13  1  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17 13  2  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20  1  1  0  0  0  0
 20 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034435

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-6,9-10,18-19H,7-8H2,1H3

> <INCHI_KEY>
MDMCODCJMHTFIZ-UHFFFAOYSA-N

> <FORMULA>
C16H16O4

> <MOLECULAR_WEIGHT>
272.2958

> <EXACT_MASS>
272.104859

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.90865916711642

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
4.344999910333333

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.196809206858097

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.884429573166878

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6595854515999564

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
76.2087

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034435
     RDKit          3D
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone
 36 37  0  0  0  0  0  0  0  0999 V2000
   -5.9395    1.0295    0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    0.5060   -0.3094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9596    0.2083   -0.2263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2461    0.4094    0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861    0.1095    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929    0.3234    2.1969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2203   -0.4049   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2144   -0.7105    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7957   -0.5013    1.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0102   -1.2527   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088   -1.5390   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2751   -0.4772   -0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8748    0.4595   -1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7238    1.4292   -0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346    1.5279    0.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646    0.6208    1.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5912   -0.3747    1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9009   -0.6130   -1.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2944   -1.1228   -2.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608   -0.3110   -1.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3743    1.9227    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9550    1.3771    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0378    0.2936    1.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599    0.8109    1.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6834    0.6996    2.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932   -2.2126   -1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891   -0.6031   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702   -2.3998    0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184   -1.9949   -1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6526    0.4101   -2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1818    2.1538   -1.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093    2.3033    1.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7115    0.7003    2.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -1.0379    1.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8057   -1.2757   -3.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8281   -0.4640   -2.2174 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  1  0
 18 20  2  0
 20  3  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  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      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  16.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  13.860   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  15.400   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335  13.860   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001  16.170   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334  11.550   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
CONECT    1   20                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7    8   11                                                       
CONECT    8    7   13                                                       
CONECT    9   12   14                                                       
CONECT   10   12   15                                                       
CONECT   11    5    6    7                                                  
CONECT   12    9   10   20                                                  
CONECT   13    8   16   17                                                  
CONECT   14    9   16   18                                                  
CONECT   15   10   16   19                                                  
CONECT   16   13   14   15                                                  
CONECT   17   13                                                            
CONECT   18   14                                                            
CONECT   19   15                                                            
CONECT   20    1   12                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0034435
HETATM    1  C1  UNL     1      -5.939   1.029   0.843  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.309   0.506  -0.309  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.960   0.208  -0.226  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.246   0.409   0.931  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.886   0.109   1.014  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.193   0.323   2.197  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.220  -0.405  -0.087  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.214  -0.710   0.044  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.796  -0.501   1.152  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.010  -1.253  -1.063  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.409  -1.539  -0.720  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.275  -0.477  -0.255  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.875   0.460  -1.087  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.724   1.429  -0.641  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.035   1.528   0.689  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.465   0.621   1.551  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.591  -0.375   1.079  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.901  -0.613  -1.241  1.00  0.00           C  
HETATM   19  O4  UNL     1      -1.294  -1.123  -2.370  1.00  0.00           O  
HETATM   20  C16 UNL     1      -3.261  -0.311  -1.318  1.00  0.00           C  
HETATM   21  H1  UNL     1      -5.374   1.923   1.241  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.955   1.377   0.489  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.038   0.294   1.650  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.760   0.811   1.796  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.683   0.700   2.999  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.493  -2.213  -1.375  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.889  -0.603  -1.962  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.470  -2.400   0.018  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.918  -1.995  -1.628  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.653   0.410  -2.134  1.00  0.00           H  
HETATM   31  H11 UNL     1       5.182   2.154  -1.317  1.00  0.00           H  
HETATM   32  H12 UNL     1       5.709   2.303   1.025  1.00  0.00           H  
HETATM   33  H13 UNL     1       4.712   0.700   2.602  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.234  -1.038   1.859  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.806  -1.276  -3.226  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.828  -0.464  -2.217  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   24
CONECT    5    6    7    7
CONECT    6   25
CONECT    7    8   18
CONECT    8    9    9   10
CONECT   10   11   26   27
CONECT   11   12   28   29
CONECT   12   13   13   17
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   34
CONECT   18   19   20   20
CONECT   19   35
CONECT   20   36
END

HMDB0034435
     RDKit          3D
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone
 36 37  0  0  0  0  0  0  0  0999 V2000
   -5.9395    1.0295    0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    0.5060   -0.3094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9596    0.2083   -0.2263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2461    0.4094    0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861    0.1095    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929    0.3234    2.1969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2203   -0.4049   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2144   -0.7105    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7957   -0.5013    1.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0102   -1.2527   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088   -1.5390   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2751   -0.4772   -0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8748    0.4595   -1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7238    1.4292   -0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346    1.5279    0.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646    0.6208    1.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5912   -0.3747    1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9009   -0.6130   -1.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2944   -1.1228   -2.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608   -0.3110   -1.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3743    1.9227    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9550    1.3771    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0378    0.2936    1.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599    0.8109    1.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6834    0.6996    2.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932   -2.2126   -1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891   -0.6031   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702   -2.3998    0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184   -1.9949   -1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6526    0.4101   -2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1818    2.1538   -1.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093    2.3033    1.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7115    0.7003    2.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -1.0379    1.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8057   -1.2757   -3.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8281   -0.4640   -2.2174 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  1  0
 18 20  2  0
 20  3  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',6'-Dihydroxy-4'-methoxydihydro-chalcone	MeSH
2',6'-Dihydroxy-4'-methoxydihydrochalcone	MeSH
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one	HMDB
2',6'-Dihydroxy-4'-methoxy-b-phenylpropiophenone	HMDB
2',6'-Dihydroxy-4'-methoxydihydrochalone	HMDB

Chemical Formula

C₁₆H₁₆O₄

Average Molecular Weight

272.2958

Monoisotopic Molecular Weight

272.104859

IUPAC Name

1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one

Traditional Name

1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one

CAS Registry Number

35241-55-5

SMILES

COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1

InChI Identifier

InChI=1S/C16H16O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-6,9-10,18-19H,7-8H2,1H3

InChI Key

MDMCODCJMHTFIZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone 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'-Hydroxy-dihydrochalcones

Alternative Parents

Substituents

2'-hydroxy-dihydrochalcone
Cinnamylphenol
Alkyl-phenylketone
Butyrophenone
Methoxyphenol
Phenylketone
Anisole
Benzoyl
Phenoxy compound
Phenol ether
Resorcinol
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

polyphenol (CHEBI:28523 )
monomethoxybenzene (CHEBI:28523 )
dihydrochalcones (CHEBI:28523 )
dihydrochalcones (C09644 )
Chalcones and dihydrochalcones (LMPK12120511 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0034435)

Cellular substructure

Membrane (HMDB: HMDB0034435)

Source

Exogenous

Food

Food (HMDB: HMDB0034435)

Endogenous

Plant

Plant (HMDB: HMDB0034435)

Not Available

Nutrient (HMDB: HMDB0034435)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	174 - 175 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.051 g/L	ALOGPS
logP	3.28	ALOGPS
logP	4.34	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.88	ChemAxon
pKa (Strongest Basic)	-3.7	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	5	ChemAxon
Refractivity	76.21 m³·mol⁻¹	ChemAxon
Polarizability	28.91 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
DarkChem	[M+H]+	163.951	31661259
DarkChem	[M-H]-	166.404	31661259
DeepCCS	[M+H]+	167.205	30932474
DeepCCS	[M-H]-	164.847	30932474
DeepCCS	[M-2H]-	197.733	30932474
DeepCCS	[M+Na]+	173.299	30932474
AllCCS	[M+H]+	164.5	32859911
AllCCS	[M+H-H2O]+	160.7	32859911
AllCCS	[M+NH4]+	168.0	32859911
AllCCS	[M+Na]+	169.1	32859911
AllCCS	[M-H]-	166.1	32859911
AllCCS	[M+Na-2H]-	165.9	32859911
AllCCS	[M+HCOO]-	165.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone	COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1	3316.9	Standard polar	33892256
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone	COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1	2247.1	Standard non polar	33892256
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone	COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1	2394.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone,1TMS,isomer #1	COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C)=C1	2327.6	Semi standard non polar	33892256
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C)=C1	2395.7	Semi standard non polar	33892256
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone,1TBDMS,isomer #1	COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C1	2586.1	Semi standard non polar	33892256
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C1	2851.5	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-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-4910000000-e10caa9a151bc91341e0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone GC-MS (2 TMS) - 70eV, Positive	splash10-0h2f-9825500000-da88807b8b98719e97a3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 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 - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone , positive-QTOF	splash10-0006-9820000000-9ab464b643c5821865f8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone , positive-QTOF	splash10-006t-0900000000-7d7e1dcace721721bb53	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Negative-QTOF	splash10-00dj-6910000000-d30ff7e823a5bfe2153b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Negative-QTOF	splash10-0uk9-0790000000-a2f35e8b5e5852b3f2a9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Positive-QTOF	splash10-0ab9-1940000000-0dc5ba852028e646eb9b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Positive-QTOF	splash10-052f-7900000000-2f718dce3d61de7871d6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Negative-QTOF	splash10-00di-0090000000-a1ee3daa3aff12c7c455	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Positive-QTOF	splash10-0006-9100000000-3d1ed0ff2883bb192f95	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Positive-QTOF	splash10-00di-0290000000-bd885b2583e679715559	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Positive-QTOF	splash10-014i-1930000000-ac9d722fffc641d114bf	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Positive-QTOF	splash10-00mx-3900000000-ae33007ef045dde90340	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Negative-QTOF	splash10-00di-0290000000-b4e54af838df912bf875	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Negative-QTOF	splash10-0079-1940000000-cf78c4a8dd42b96a09bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Negative-QTOF	splash10-052v-3910000000-99911518628febe18ddc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Negative-QTOF	splash10-00di-0190000000-34079f777f46de641e64	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Negative-QTOF	splash10-0uk9-2960000000-c2e370b06075be7e65b3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Negative-QTOF	splash10-004l-9710000000-2dac98b0e77d20af3228	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 10V, Positive-QTOF	splash10-00di-1590000000-6455a5a9e49e0810c02c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 20V, Positive-QTOF	splash10-0aou-3900000000-daecca1ae04bf472ebd6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone 40V, Positive-QTOF	splash10-0a4l-5900000000-b16942b682d35d8d580a	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

169676

PDB ID

Not Available

ChEBI ID

28523

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone (HMDB0034435)

MOL for HMDB0034435 (1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone)

3D MOL for HMDB0034435 (1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone)

3D SDF for HMDB0034435 (1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone)

3D-SDF for HMDB0034435 (1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone)

PDB for HMDB0034435 (1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone)

3D PDB for HMDB0034435 (1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone)

SMILES for HMDB0034435 (1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone)

INCHI for HMDB0034435 (1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone)

Structure for HMDB0034435 (1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone)

3D Structure for HMDB0034435 (1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra