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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:19:52 UTC

Update Date

2022-03-07 02:53:47 UTC

HMDB ID

HMDB0033586

Secondary Accession Numbers

HMDB33586

Metabolite Identification

Common Name

2'-Hydroxy-4,4',6'-trimethoxychalcone

Description

2'-Hydroxy-4,4',6'-trimethoxychalcone 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. 2'-Hydroxy-4,4',6'-trimethoxychalcone has been detected, but not quantified in, beverages. This could make 2'-hydroxy-4,4',6'-trimethoxychalcone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2'-Hydroxy-4,4',6'-trimethoxychalcone.

Structure

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

HMDB0033586
     RDKit          3D
2'-Hydroxy-4,4',6'-trimethoxychalcone
 41 42  0  0  0  0  0  0  0  0999 V2000
    7.3529    1.4034   -1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0686    0.2764   -0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305   -0.0276   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3990   -1.1146    0.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0850   -1.4098    0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146   -0.6449    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6532   -1.0233    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6125   -0.3195    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268   -0.7281    0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088   -1.7792    1.3215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633   -0.1179    0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9798    1.0152   -0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.6429   -1.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1885    1.6055   -0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3627    1.0508   -0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5602    1.6612   -0.9082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7696    1.0647   -0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3312   -0.0793    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1647   -0.6936    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1127   -1.8174    1.4263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1970   -2.5103    1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792    0.4368   -0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082    0.7370   -0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9132    2.2906   -0.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4141    1.5448   -1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7646    1.2878   -2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1997   -1.7218    1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169   -2.2760    1.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929   -1.9071    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8553    0.5357   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590    2.4560   -1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1886    2.4972   -1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7486   -0.0208   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6462    1.4774   -1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8273    1.2239    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2620   -0.5129    0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8805   -2.7805    1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8106   -1.9426    2.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8243   -3.4779    2.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402    1.0901   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9476    1.6076   -1.2277 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23  3  1  0
 19 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 21 37  1  0
 21 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
M  END


  Mrv0541 05061307132D          

 23 24  0  0  0  0            999 V2000
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    2.8579    2.4750    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  2  0  0  0  0
 18 15  1  0  0  0  0
 18 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  1  0  0  0  0
 21  1  1  0  0  0  0
 21 13  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 23  3  1  0  0  0  0
 23 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033586

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(\C=C\C(=O)C2=C(O)C=C(OC)C=C2OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O5/c1-21-13-7-4-12(5-8-13)6-9-15(19)18-16(20)10-14(22-2)11-17(18)23-3/h4-11,20H,1-3H3/b9-6+

> <INCHI_KEY>
CGIBCVBDFUTMPT-RMKNXTFCSA-N

> <FORMULA>
C18H18O5

> <MOLECULAR_WEIGHT>
314.3325

> <EXACT_MASS>
314.115423686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.73102150372257

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
3.763746190333333

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.152681987783236

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.189680068350327

> <JCHEM_PKA_STRONGEST_BASIC>
-4.381311931869895

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
88.24749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
flavokavain A

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033586
     RDKit          3D
2'-Hydroxy-4,4',6'-trimethoxychalcone
 41 42  0  0  0  0  0  0  0  0999 V2000
    7.3529    1.4034   -1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0686    0.2764   -0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305   -0.0276   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3990   -1.1146    0.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0850   -1.4098    0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146   -0.6449    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6532   -1.0233    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6125   -0.3195    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268   -0.7281    0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088   -1.7792    1.3215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633   -0.1179    0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9798    1.0152   -0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.6429   -1.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1885    1.6055   -0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3627    1.0508   -0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5602    1.6612   -0.9082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7696    1.0647   -0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3312   -0.0793    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1647   -0.6936    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1127   -1.8174    1.4263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1970   -2.5103    1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792    0.4368   -0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082    0.7370   -0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9132    2.2906   -0.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4141    1.5448   -1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7646    1.2878   -2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1997   -1.7218    1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169   -2.2760    1.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929   -1.9071    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8553    0.5357   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590    2.4560   -1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1886    2.4972   -1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7486   -0.0208   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6462    1.4774   -1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8273    1.2239    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2620   -0.5129    0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8805   -2.7805    1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8106   -1.9426    2.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8243   -3.4779    2.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402    1.0901   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9476    1.6076   -1.2277 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23  3  1  0
 19 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 21 37  1  0
 21 38  1  0
 21 39  1  0
 22 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       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   4.620   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       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   6.160   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      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    7   12                                                       
CONECT    5    8   12                                                       
CONECT    6    9   12                                                       
CONECT    7    4   13                                                       
CONECT    8    5   13                                                       
CONECT    9    6   15                                                       
CONECT   10   14   16                                                       
CONECT   11   14   17                                                       
CONECT   12    4    5    6                                                  
CONECT   13    7    8   21                                                  
CONECT   14   10   11   22                                                  
CONECT   15    9   18   19                                                  
CONECT   16   10   18   20                                                  
CONECT   17   11   18   23                                                  
CONECT   18   15   16   17                                                  
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21    1   13                                                       
CONECT   22    2   14                                                       
CONECT   23    3   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0033586
HETATM    1  C1  UNL     1       7.353   1.403  -1.167  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.069   0.276  -0.375  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.731  -0.028  -0.118  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.399  -1.115   0.649  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.085  -1.410   0.899  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.015  -0.645   0.403  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.653  -1.023   0.713  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.613  -0.320   0.259  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.727  -0.728   0.588  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.809  -1.779   1.322  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.963  -0.118   0.206  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.980   1.015  -0.581  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.836   1.643  -1.056  1.00  0.00           O  
HETATM   14  C11 UNL     1      -3.188   1.605  -0.950  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.363   1.051  -0.525  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.560   1.661  -0.908  1.00  0.00           O  
HETATM   17  C13 UNL     1      -6.770   1.065  -0.453  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.331  -0.079   0.260  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.165  -0.694   0.647  1.00  0.00           C  
HETATM   20  O5  UNL     1      -3.113  -1.817   1.426  1.00  0.00           O  
HETATM   21  C16 UNL     1      -4.197  -2.510   1.945  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.379   0.437  -0.361  1.00  0.00           C  
HETATM   23  C18 UNL     1       4.708   0.737  -0.615  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.913   2.291  -0.647  1.00  0.00           H  
HETATM   25  H2  UNL     1       8.414   1.545  -1.364  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.765   1.288  -2.119  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.200  -1.722   1.044  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.817  -2.276   1.510  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.493  -1.907   1.332  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.855   0.536  -0.344  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.859   2.456  -1.620  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.189   2.497  -1.570  1.00  0.00           H  
HETATM   33  H10 UNL     1      -6.749  -0.021  -0.715  1.00  0.00           H  
HETATM   34  H11 UNL     1      -7.646   1.477  -1.014  1.00  0.00           H  
HETATM   35  H12 UNL     1      -6.827   1.224   0.627  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.262  -0.513   0.593  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.880  -2.781   1.095  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.811  -1.943   2.661  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.824  -3.478   2.352  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.640   1.090  -0.790  1.00  0.00           H  
HETATM   41  H18 UNL     1       4.948   1.608  -1.228  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   22
CONECT    7    8    8   29
CONECT    8    9   30
CONECT    9   10   10   11
CONECT   11   12   12   19
CONECT   12   13   14
CONECT   13   31
CONECT   14   15   15   32
CONECT   15   16   18
CONECT   16   17
CONECT   17   33   34   35
CONECT   18   19   19   36
CONECT   19   20
CONECT   20   21
CONECT   21   37   38   39
CONECT   22   23   23   40
CONECT   23   41
END

HMDB0033586
     RDKit          3D
2'-Hydroxy-4,4',6'-trimethoxychalcone
 41 42  0  0  0  0  0  0  0  0999 V2000
    7.3529    1.4034   -1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0686    0.2764   -0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305   -0.0276   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3990   -1.1146    0.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0850   -1.4098    0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146   -0.6449    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6532   -1.0233    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6125   -0.3195    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268   -0.7281    0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088   -1.7792    1.3215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633   -0.1179    0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9798    1.0152   -0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.6429   -1.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1885    1.6055   -0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3627    1.0508   -0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5602    1.6612   -0.9082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7696    1.0647   -0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3312   -0.0793    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1647   -0.6936    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1127   -1.8174    1.4263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1970   -2.5103    1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792    0.4368   -0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082    0.7370   -0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9132    2.2906   -0.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4141    1.5448   -1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7646    1.2878   -2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1997   -1.7218    1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169   -2.2760    1.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929   -1.9071    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8553    0.5357   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590    2.4560   -1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1886    2.4972   -1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7486   -0.0208   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6462    1.4774   -1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8273    1.2239    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2620   -0.5129    0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8805   -2.7805    1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8106   -1.9426    2.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8243   -3.4779    2.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402    1.0901   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9476    1.6076   -1.2277 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23  3  1  0
 19 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 21 37  1  0
 21 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Flavokawain a	HMDB
Flavokavin a	MeSH, HMDB

Chemical Formula

C₁₈H₁₈O₅

Average Molecular Weight

314.3325

Monoisotopic Molecular Weight

314.115423686

IUPAC Name

(2E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one

Traditional Name

flavokavain A

CAS Registry Number

3420-72-2

SMILES

COC1=CC=C(\C=C\C(=O)C2=C(O)C=C(OC)C=C2OC)C=C1

InChI Identifier

InChI=1S/C18H18O5/c1-21-13-7-4-12(5-8-13)6-9-15(19)18-16(20)10-14(22-2)11-17(18)23-3/h4-11,20H,1-3H3/b9-6+

InChI Key

CGIBCVBDFUTMPT-RMKNXTFCSA-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
Dimethoxybenzene
M-dimethoxybenzene
Methoxybenzene
Anisole
Benzoyl
Aryl ketone
Phenoxy compound
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Ether
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033586)

Cellular substructure

Membrane (HMDB: HMDB0033586)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033586)

Source

Exogenous

Food

Food (HMDB: HMDB0033586)

Beverage

Beverages (FooDB: FOOD00870)

Endogenous

Plant

Plant (HMDB: HMDB0033586)

Not Available

Nutrient (HMDB: HMDB0033586)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	113 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	10.02 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	0.014 g/L	ALOGPS
logP	3.61	ALOGPS
logP	3.76	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.19	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	88.25 m³·mol⁻¹	ChemAxon
Polarizability	33.73 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]+	176.743	30932474
DeepCCS	[M-H]-	174.385	30932474
DeepCCS	[M-2H]-	208.407	30932474
DeepCCS	[M+Na]+	183.634	30932474
AllCCS	[M+H]+	175.5	32859911
AllCCS	[M+H-H2O]+	172.0	32859911
AllCCS	[M+NH4]+	178.8	32859911
AllCCS	[M+Na]+	179.8	32859911
AllCCS	[M-H]-	176.7	32859911
AllCCS	[M+Na-2H]-	176.6	32859911
AllCCS	[M+HCOO]-	176.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2'-Hydroxy-4,4',6'-trimethoxychalcone	COC1=CC=C(\C=C\C(=O)C2=C(O)C=C(OC)C=C2OC)C=C1	4303.3	Standard polar	33892256
2'-Hydroxy-4,4',6'-trimethoxychalcone	COC1=CC=C(\C=C\C(=O)C2=C(O)C=C(OC)C=C2OC)C=C1	2812.7	Standard non polar	33892256
2'-Hydroxy-4,4',6'-trimethoxychalcone	COC1=CC=C(\C=C\C(=O)C2=C(O)C=C(OC)C=C2OC)C=C1	2978.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2'-Hydroxy-4,4',6'-trimethoxychalcone,1TMS,isomer #1	COC1=CC=C(/C=C/C(=O)C2=C(OC)C=C(OC)C=C2O[Si](C)(C)C)C=C1	2860.2	Semi standard non polar	33892256
2'-Hydroxy-4,4',6'-trimethoxychalcone,1TBDMS,isomer #1	COC1=CC=C(/C=C/C(=O)C2=C(OC)C=C(OC)C=C2O[Si](C)(C)C(C)(C)C)C=C1	3143.8	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 - 2'-Hydroxy-4,4',6'-trimethoxychalcone GC-MS (Non-derivatized) - 70eV, Positive	splash10-001j-0791000000-36d26dfc21baff959b25	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone GC-MS (1 TMS) - 70eV, Positive	splash10-00di-2119000000-6924e8dd18a7cbaea85e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 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 - 2'-Hydroxy-4,4',6'-trimethoxychalcone 10V, Positive-QTOF	splash10-014i-0249000000-3a6ad18de01cfc525c4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 20V, Positive-QTOF	splash10-00lr-0964000000-f8bc4a2a10c93ca1090a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 40V, Positive-QTOF	splash10-0f89-1930000000-0a276417e27cc66302d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 10V, Negative-QTOF	splash10-03di-0419000000-970b59b524ea20773236	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 20V, Negative-QTOF	splash10-0w2a-1952000000-94e2c511b9ad49fef566	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 40V, Negative-QTOF	splash10-066s-4960000000-124173f492c21773a21c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 10V, Negative-QTOF	splash10-03di-0109000000-d027dfb1b5663804b240	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 20V, Negative-QTOF	splash10-0292-0793000000-84ac8fbf79d54869dd32	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 40V, Negative-QTOF	splash10-014i-2930000000-719091c0400f1bb115e8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 10V, Positive-QTOF	splash10-014i-0109000000-387ba3627ec49d12943b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 20V, Positive-QTOF	splash10-001i-0901000000-f03c7cdeaef12afadc23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Hydroxy-4,4',6'-trimethoxychalcone 40V, Positive-QTOF	splash10-001i-1900000000-56551ad8f4aa1c53d2e2	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

FDB011662

KNApSAcK ID

C00006958

Chemspider ID

4511445

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Flavokavain A

METLIN ID

Not Available

PubChem Compound

5355469

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1700741

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 2'-Hydroxy-4,4',6'-trimethoxychalcone (HMDB0033586)

MOL for HMDB0033586 (2'-Hydroxy-4,4',6'-trimethoxychalcone)

3D MOL for HMDB0033586 (2'-Hydroxy-4,4',6'-trimethoxychalcone)

3D SDF for HMDB0033586 (2'-Hydroxy-4,4',6'-trimethoxychalcone)

3D-SDF for HMDB0033586 (2'-Hydroxy-4,4',6'-trimethoxychalcone)

PDB for HMDB0033586 (2'-Hydroxy-4,4',6'-trimethoxychalcone)

3D PDB for HMDB0033586 (2'-Hydroxy-4,4',6'-trimethoxychalcone)

SMILES for HMDB0033586 (2'-Hydroxy-4,4',6'-trimethoxychalcone)

INCHI for HMDB0033586 (2'-Hydroxy-4,4',6'-trimethoxychalcone)

Structure for HMDB0033586 (2'-Hydroxy-4,4',6'-trimethoxychalcone)

3D Structure for HMDB0033586 (2'-Hydroxy-4,4',6'-trimethoxychalcone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra