Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:32:56 UTC

Update Date

2022-03-07 02:56:48 UTC

HMDB ID

HMDB0040936

Secondary Accession Numbers

HMDB40936

Metabolite Identification

Common Name

beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone

Description

beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone belongs to the class of organic compounds known as retrochalcones. These are a form of normal chalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions. beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make beta,2-dihydroxy-4,6-dimethoxy-3-methylchalcone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone.

Structure

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

HMDB0040936
     RDKit          3D
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone
 41 42  0  0  0  0  0  0  0  0999 V2000
    5.7592   -0.0850    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251    0.5360   -0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475    0.3524   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -0.4062    0.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022   -0.5678    0.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1049   -1.3312    1.8929 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9663   -1.9397    2.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    0.0415   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6534   -0.0921   -0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3325    0.7586   -0.9547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -0.9329    0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920   -1.1690    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -2.2355    1.3708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9437   -0.5351    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1017   -1.3025   -0.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2608   -0.7129   -0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3634    0.6296   -0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2611    1.3995   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543    0.8142   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3904    0.8182   -1.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052    1.4612   -2.0326 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554    0.9701   -1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116    1.8051   -2.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839   -1.1823    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8018    0.3310    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3932    0.0617    1.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5931   -0.8925    1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6813   -2.6492    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087   -1.1643    3.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172   -2.4360    3.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2675    1.7735   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7481   -1.6049    1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0062   -2.3712   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1355   -1.3430   -0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2944    1.0799   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3388    2.4643   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3042    1.5456    0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9941    2.0152   -2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389    1.4488   -3.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171    1.8214   -2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788    2.8254   -2.1085 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  8 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22  3  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
 10 31  1  0
 11 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 23 39  1  0
 23 40  1  0
 23 41  1  0
M  END

  Mrv0541 05061312152D          

 23 24  0  0  0  0            999 V2000
   -0.7145    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
    2.8579    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
    2.1434    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
    2.8579    5.7750    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
    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
    1.4289    7.4250    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
    3.5724    6.1875    0.0000 O   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    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
    2.1434    8.6625    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
 11  1  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  2  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 11  2  0  0  0  0
 18 17  1  0  0  0  0
 19 13  2  0  0  0  0
 20 14  1  0  0  0  0
 21 18  1  0  0  0  0
 22  2  1  0  0  0  0
 22 15  1  0  0  0  0
 23  3  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040936

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC)=C(\C(O)=C\C(=O)C2=CC=CC=C2)C(O)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O5/c1-11-15(22-2)10-16(23-3)17(18(11)21)14(20)9-13(19)12-7-5-4-6-8-12/h4-10,20-21H,1-3H3/b14-9-

> <INCHI_KEY>
VDTALNHKFXTASW-ZROIWOOFSA-N

> <FORMULA>
C18H18O5

> <MOLECULAR_WEIGHT>
314.3325

> <EXACT_MASS>
314.115423686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.93486594664246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-hydroxy-3-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-1-phenylprop-2-en-1-one

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
3.031291946333333

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.051672390904278

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.073297448857199

> <JCHEM_PKA_STRONGEST_BASIC>
-4.556876828624827

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
88.71779999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-hydroxy-3-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-1-phenylprop-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040936
     RDKit          3D
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone
 41 42  0  0  0  0  0  0  0  0999 V2000
    5.7592   -0.0850    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251    0.5360   -0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475    0.3524   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -0.4062    0.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022   -0.5678    0.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1049   -1.3312    1.8929 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9663   -1.9397    2.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    0.0415   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6534   -0.0921   -0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3325    0.7586   -0.9547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -0.9329    0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920   -1.1690    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -2.2355    1.3708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9437   -0.5351    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1017   -1.3025   -0.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2608   -0.7129   -0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3634    0.6296   -0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2611    1.3995   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543    0.8142   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3904    0.8182   -1.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052    1.4612   -2.0326 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554    0.9701   -1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116    1.8051   -2.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839   -1.1823    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8018    0.3310    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3932    0.0617    1.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5931   -0.8925    1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6813   -2.6492    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087   -1.1643    3.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172   -2.4360    3.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2675    1.7735   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7481   -1.6049    1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0062   -2.3712   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1355   -1.3430   -0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2944    1.0799   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3388    2.4643   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3042    1.5456    0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9941    2.0152   -2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389    1.4488   -3.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171    1.8214   -2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788    2.8254   -2.1085 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  8 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22  3  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
 10 31  1  0
 11 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 23 39  1  0
 23 40  1  0
 23 41  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  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  15.400   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       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  16.170   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  10.780   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       0.000  15.400   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  13.860   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       6.668  11.550   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335  13.860   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334  11.550   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.334  16.170   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  16.170   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9   13   14                                                       
CONECT   10   15   16                                                       
CONECT   11    1   15   18                                                  
CONECT   12    7    8   13                                                  
CONECT   13    9   12   19                                                  
CONECT   14    9   17   20                                                  
CONECT   15   10   11   22                                                  
CONECT   16   10   17   23                                                  
CONECT   17   14   16   18                                                  
CONECT   18   11   17   21                                                  
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21   18                                                            
CONECT   22    2   15                                                       
CONECT   23    3   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0040936
HETATM    1  C1  UNL     1       5.759  -0.085   0.614  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.925   0.536  -0.326  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.548   0.352  -0.206  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.978  -0.406   0.788  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.602  -0.568   0.878  1.00  0.00           C  
HETATM    6  O2  UNL     1       1.105  -1.331   1.893  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.966  -1.940   2.819  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.800   0.042  -0.044  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.653  -0.092  -0.096  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.333   0.759  -0.955  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.375  -0.933   0.578  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.792  -1.169   0.638  1.00  0.00           C  
HETATM   13  O4  UNL     1      -3.121  -2.235   1.371  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.944  -0.535   0.094  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.102  -1.303  -0.176  1.00  0.00           C  
HETATM   16  C12 UNL     1      -6.261  -0.713  -0.596  1.00  0.00           C  
HETATM   17  C13 UNL     1      -6.363   0.630  -0.775  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.261   1.400  -0.521  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.054   0.814  -0.085  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.390   0.818  -1.062  1.00  0.00           C  
HETATM   21  O5  UNL     1       0.605   1.461  -2.033  1.00  0.00           O  
HETATM   22  C17 UNL     1       2.755   0.970  -1.138  1.00  0.00           C  
HETATM   23  C18 UNL     1       3.312   1.805  -2.238  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.884  -1.182   0.402  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.802   0.331   0.521  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.393   0.062   1.644  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.593  -0.893   1.520  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.681  -2.649   2.330  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.609  -1.164   3.331  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.417  -2.436   3.650  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.267   1.773  -0.874  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.748  -1.605   1.215  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.006  -2.371  -0.032  1.00  0.00           H  
HETATM   34  H11 UNL     1      -7.136  -1.343  -0.795  1.00  0.00           H  
HETATM   35  H12 UNL     1      -7.294   1.080  -1.112  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.339   2.464  -0.662  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.304   1.546   0.138  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.994   2.015  -2.761  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.939   1.449  -3.231  1.00  0.00           H  
HETATM   40  H17 UNL     1       4.417   1.821  -2.226  1.00  0.00           H  
HETATM   41  H18 UNL     1       2.879   2.825  -2.109  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   27
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   28   29   30
CONECT    8    9   20
CONECT    9   10   11   11
CONECT   10   31
CONECT   11   12   32
CONECT   12   13   13   14
CONECT   14   15   15   19
CONECT   15   16   33
CONECT   16   17   17   34
CONECT   17   18   35
CONECT   18   19   19   36
CONECT   19   37
CONECT   20   21   22   22
CONECT   21   38
CONECT   22   23
CONECT   23   39   40   41
END

HMDB0040936
     RDKit          3D
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone
 41 42  0  0  0  0  0  0  0  0999 V2000
    5.7592   -0.0850    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251    0.5360   -0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475    0.3524   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -0.4062    0.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022   -0.5678    0.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1049   -1.3312    1.8929 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9663   -1.9397    2.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    0.0415   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6534   -0.0921   -0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3325    0.7586   -0.9547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -0.9329    0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920   -1.1690    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -2.2355    1.3708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9437   -0.5351    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1017   -1.3025   -0.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2608   -0.7129   -0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3634    0.6296   -0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2611    1.3995   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543    0.8142   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3904    0.8182   -1.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052    1.4612   -2.0326 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554    0.9701   -1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116    1.8051   -2.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839   -1.1823    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8018    0.3310    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3932    0.0617    1.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5931   -0.8925    1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6813   -2.6492    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087   -1.1643    3.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172   -2.4360    3.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2675    1.7735   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7481   -1.6049    1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0062   -2.3712   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1355   -1.3430   -0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2944    1.0799   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3388    2.4643   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3042    1.5456    0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9941    2.0152   -2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389    1.4488   -3.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171    1.8214   -2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788    2.8254   -2.1085 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  8 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22  3  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
 10 31  1  0
 11 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 23 39  1  0
 23 40  1  0
 23 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone	Generator
Β,2-dihydroxy-4,6-dimethoxy-3-methylchalcone	Generator

Chemical Formula

C₁₈H₁₈O₅

Average Molecular Weight

314.3325

Monoisotopic Molecular Weight

314.115423686

IUPAC Name

(2Z)-3-hydroxy-3-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-1-phenylprop-2-en-1-one

Traditional Name

(2Z)-3-hydroxy-3-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-1-phenylprop-2-en-1-one

CAS Registry Number

109845-46-7

SMILES

COC1=CC(OC)=C(\C(O)=C\C(=O)C2=CC=CC=C2)C(O)=C1C

InChI Identifier

InChI=1S/C18H18O5/c1-11-15(22-2)10-16(23-3)17(18(11)21)14(20)9-13(19)12-7-5-4-6-8-12/h4-10,20-21H,1-3H3/b14-9-

InChI Key

VDTALNHKFXTASW-ZROIWOOFSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

Retrochalcones

Alternative Parents

Substituents

Retrochalcone
Cinnamylphenol
Hydroxycinnamic acid or derivatives
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Anisole
Benzoyl
Phenoxy compound
O-cresol
Phenol ether
Styrene
Aryl ketone
Methoxybenzene
Toluene
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Enone
Vinylogous acid
Acryloyl-group
Alpha,beta-unsaturated ketone
Ketone
Ether
Enol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040936)
Cell membrane (HMDB: HMDB0040936)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040936)

Source

Exogenous

Exogenous (HMDB: HMDB0040936)

Food

Food (HMDB: HMDB0040936)

Tea

Endogenous

Plant

Plant (HMDB: HMDB0040936)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040936)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	126 - 128 °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	0.022 g/L	ALOGPS
logP	3.05	ALOGPS
logP	3.03	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.07	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.72 m³·mol⁻¹	ChemAxon
Polarizability	32.93 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]+	175.513	30932474
DeepCCS	[M-H]-	173.155	30932474
DeepCCS	[M-2H]-	207.241	30932474
DeepCCS	[M+Na]+	182.595	30932474
AllCCS	[M+H]+	174.7	32859911
AllCCS	[M+H-H2O]+	171.1	32859911
AllCCS	[M+NH4]+	178.0	32859911
AllCCS	[M+Na]+	178.9	32859911
AllCCS	[M-H]-	176.4	32859911
AllCCS	[M+Na-2H]-	176.2	32859911
AllCCS	[M+HCOO]-	176.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone	COC1=CC(OC)=C(\C(O)=C\C(=O)C2=CC=CC=C2)C(O)=C1C	3871.1	Standard polar	33892256
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone	COC1=CC(OC)=C(\C(O)=C\C(=O)C2=CC=CC=C2)C(O)=C1C	2610.2	Standard non polar	33892256
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone	COC1=CC(OC)=C(\C(O)=C\C(=O)C2=CC=CC=C2)C(O)=C1C	2738.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone,1TMS,isomer #1	COC1=CC(OC)=C(/C(=C/C(=O)C2=CC=CC=C2)O[Si](C)(C)C)C(O)=C1C	2716.7	Semi standard non polar	33892256
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone,1TMS,isomer #2	COC1=CC(OC)=C(/C(O)=C/C(=O)C2=CC=CC=C2)C(O[Si](C)(C)C)=C1C	2784.1	Semi standard non polar	33892256
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone,2TMS,isomer #1	COC1=CC(OC)=C(/C(=C/C(=O)C2=CC=CC=C2)O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C	2764.6	Semi standard non polar	33892256
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone,1TBDMS,isomer #1	COC1=CC(OC)=C(/C(=C/C(=O)C2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C(O)=C1C	2988.0	Semi standard non polar	33892256
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone,1TBDMS,isomer #2	COC1=CC(OC)=C(/C(O)=C/C(=O)C2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C1C	3063.4	Semi standard non polar	33892256
beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone,2TBDMS,isomer #1	COC1=CC(OC)=C(/C(=C/C(=O)C2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C	3247.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4j-0960000000-13b3f8ed80786dcae6ed	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone GC-MS (2 TMS) - 70eV, Positive	splash10-0006-5205900000-0dd376d8cf58d077cc57	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 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 - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 10V, Positive-QTOF	splash10-05mk-0913000000-9341c7c1eb196a8fbbb3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 20V, Positive-QTOF	splash10-0a4j-0900000000-e2001b4665a65cd1a4ed	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 40V, Positive-QTOF	splash10-0a4i-2900000000-5b55f9007a5f181e3094	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 10V, Negative-QTOF	splash10-03di-0319000000-c618d7a2b10bc692a154	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 20V, Negative-QTOF	splash10-0i01-0922000000-3b006341ea4a34d2cf3e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 40V, Negative-QTOF	splash10-014i-5930000000-17382cd4ecfd2185fb3b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 10V, Negative-QTOF	splash10-03di-0409000000-553ec8692fe1b02dc2cc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 20V, Negative-QTOF	splash10-01ox-1932000000-4531d26aacfbdf823693	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 40V, Negative-QTOF	splash10-0v00-5940000000-a6598e908844468f3f3d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 10V, Positive-QTOF	splash10-014i-0109000000-345a0727ef51ed8388f6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 20V, Positive-QTOF	splash10-066s-0900000000-7b60b479c064f7351393	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone 40V, Positive-QTOF	splash10-004i-3900000000-1e2a9b9426e2138b04ca	2021-09-25	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

FDB020777

KNApSAcK ID

C00056445

Chemspider ID

24838901

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone (HMDB0040936)

MOL for HMDB0040936 (beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone)

3D MOL for HMDB0040936 (beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone)

3D SDF for HMDB0040936 (beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone)

3D-SDF for HMDB0040936 (beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone)

PDB for HMDB0040936 (beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone)

3D PDB for HMDB0040936 (beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone)

SMILES for HMDB0040936 (beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone)

INCHI for HMDB0040936 (beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone)

Structure for HMDB0040936 (beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone)

3D Structure for HMDB0040936 (beta,2-Dihydroxy-4,6-dimethoxy-3-methylchalcone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra