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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:27:29 UTC

Update Date

2022-03-07 02:53:49 UTC

HMDB ID

HMDB0033702

Secondary Accession Numbers

HMDB33702

Metabolite Identification

Common Name

Pinostrobin chalcone

Description

Pinostrobin chalcone belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, pinostrobin chalcone is considered to be a flavonoid. Pinostrobin chalcone has been detected, but not quantified in, pulses. This could make pinostrobin chalcone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Pinostrobin chalcone.

Structure

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

HMDB0033702
     RDKit          3D
Pinostrobin chalcone
 34 35  0  0  0  0  0  0  0  0999 V2000
    6.3598    0.6538    1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956    0.3112    1.5834 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9082    0.4285    0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7771    0.9175   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5676    1.0142   -0.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527    1.5265   -2.2407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    0.6147   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770    0.7805   -1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950    1.2987   -2.3338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2008    0.5513   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823    0.0890   -0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4542   -0.0252   -0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1501    0.3294   -1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5403    0.1973   -1.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2316   -0.3095   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5662   -0.6857    0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867   -0.5422    0.8649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    0.1308    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124   -0.2824    1.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7660    0.0343    1.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024   -0.2714    0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0231    1.0493    1.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875    1.4037    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7141    1.2282   -0.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    1.8115   -2.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8461    0.8461   -1.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5636   -0.2306    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6613    0.7336   -2.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0258    0.4985   -2.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3191   -0.4134   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0721   -1.0924    1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567   -0.8297    1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636   -0.6549    2.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7973   -0.3663    2.5724 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  2  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
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
 20 34  1  0
M  END


  Mrv0541 05061307182D          

 20 21  0  0  0  0            999 V2000
    2.1434    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    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
   -0.7145    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
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    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    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    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
    0.7145    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
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    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
  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  2  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>
HMDB0033702

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-10,18-19H,1H3/b8-7+

> <INCHI_KEY>
CUGDOWNTXKLQMD-BQYQJAHWSA-N

> <FORMULA>
C16H14O4

> <MOLECULAR_WEIGHT>
270.28

> <EXACT_MASS>
270.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.556914902277914

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
4.425523399999999

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.263321926381863

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.958058804872606

> <JCHEM_PKA_STRONGEST_BASIC>
-4.857665581494396

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
77.30199999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033702
     RDKit          3D
Pinostrobin chalcone
 34 35  0  0  0  0  0  0  0  0999 V2000
    6.3598    0.6538    1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956    0.3112    1.5834 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9082    0.4285    0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7771    0.9175   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5676    1.0142   -0.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527    1.5265   -2.2407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    0.6147   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770    0.7805   -1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950    1.2987   -2.3338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2008    0.5513   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823    0.0890   -0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4542   -0.0252   -0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1501    0.3294   -1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5403    0.1973   -1.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2316   -0.3095   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5662   -0.6857    0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867   -0.5422    0.8649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    0.1308    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124   -0.2824    1.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7660    0.0343    1.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024   -0.2714    0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0231    1.0493    1.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875    1.4037    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7141    1.2282   -0.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    1.8115   -2.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8461    0.8461   -1.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5636   -0.2306    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6613    0.7336   -2.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0258    0.4985   -2.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3191   -0.4134   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0721   -1.0924    1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567   -0.8297    1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636   -0.6549    2.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7973   -0.3663    2.5724 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  2  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
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
 20 34  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  17.710   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   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      -1.334   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      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  13.860   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      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  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       0.000  13.860   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.667  13.860   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334  11.550   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334  16.170   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001  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    HMDB0033702
HETATM    1  C1  UNL     1       6.360   0.654   1.115  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.096   0.311   1.583  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.908   0.429   0.925  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.777   0.918  -0.340  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.568   1.014  -0.954  1.00  0.00           C  
HETATM    6  O2  UNL     1       2.553   1.527  -2.241  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.351   0.615  -0.328  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.177   0.780  -1.104  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.395   1.299  -2.334  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.201   0.551  -0.954  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.982   0.089  -0.037  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.454  -0.025  -0.204  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.150   0.329  -1.305  1.00  0.00           C  
HETATM   14  C11 UNL     1      -5.540   0.197  -1.402  1.00  0.00           C  
HETATM   15  C12 UNL     1      -6.232  -0.310  -0.346  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.566  -0.686   0.800  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.187  -0.542   0.865  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.511   0.131   0.932  1.00  0.00           C  
HETATM   19  O4  UNL     1       0.412  -0.282   1.629  1.00  0.00           O  
HETATM   20  C16 UNL     1       2.766   0.034   1.560  1.00  0.00           C  
HETATM   21  H1  UNL     1       6.902  -0.271   0.763  1.00  0.00           H  
HETATM   22  H2  UNL     1       7.023   1.049   1.938  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.388   1.404   0.323  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.714   1.228  -0.829  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.395   1.812  -2.695  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.846   0.846  -1.890  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.564  -0.231   0.892  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.661   0.734  -2.167  1.00  0.00           H  
HETATM   29  H9  UNL     1      -6.026   0.499  -2.305  1.00  0.00           H  
HETATM   30  H10 UNL     1      -7.319  -0.413  -0.420  1.00  0.00           H  
HETATM   31  H11 UNL     1      -6.072  -1.092   1.662  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.657  -0.830   1.748  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.364  -0.655   2.546  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.797  -0.366   2.572  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   11   26
CONECT   11   12   27
CONECT   12   13   13   17
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   32
CONECT   18   19   20   20
CONECT   19   33
CONECT   20   34
END

HMDB0033702
     RDKit          3D
Pinostrobin chalcone
 34 35  0  0  0  0  0  0  0  0999 V2000
    6.3598    0.6538    1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956    0.3112    1.5834 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9082    0.4285    0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7771    0.9175   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5676    1.0142   -0.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527    1.5265   -2.2407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    0.6147   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770    0.7805   -1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950    1.2987   -2.3338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2008    0.5513   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823    0.0890   -0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4542   -0.0252   -0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1501    0.3294   -1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5403    0.1973   -1.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2316   -0.3095   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5662   -0.6857    0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867   -0.5422    0.8649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    0.1308    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124   -0.2824    1.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7660    0.0343    1.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024   -0.2714    0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0231    1.0493    1.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875    1.4037    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7141    1.2282   -0.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    1.8115   -2.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8461    0.8461   -1.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5636   -0.2306    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6613    0.7336   -2.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0258    0.4985   -2.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3191   -0.4134   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0721   -1.0924    1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567   -0.8297    1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636   -0.6549    2.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7973   -0.3663    2.5724 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  2  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
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',6'-Dihydroxy-4'-methoxychalcone	HMDB

Chemical Formula

C₁₆H₁₄O₄

Average Molecular Weight

270.28

Monoisotopic Molecular Weight

270.089208936

IUPAC Name

(2E)-1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one

Traditional Name

(2E)-1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one

CAS Registry Number

18956-15-5

SMILES

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

InChI Identifier

InChI=1S/C16H14O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-10,18-19H,1H3/b8-7+

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120244 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033702)
Cell membrane (HMDB: HMDB0033702)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033702)

Source

Exogenous

Exogenous (HMDB: HMDB0033702)

Food

Food (HMDB: HMDB0033702)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0033702)
Fabaceae (HMDB: HMDB0033702)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033702)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	163.5 - 164.5 °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	0.12 g/L	ALOGPS
logP	3.64	ALOGPS
logP	4.43	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.96	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.3 m³·mol⁻¹	ChemAxon
Polarizability	28.56 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]+	164.706	30932474
DeepCCS	[M-H]-	162.348	30932474
DeepCCS	[M-2H]-	195.234	30932474
DeepCCS	[M+Na]+	170.799	30932474
AllCCS	[M+H]+	163.1	32859911
AllCCS	[M+H-H2O]+	159.2	32859911
AllCCS	[M+NH4]+	166.8	32859911
AllCCS	[M+Na]+	167.8	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	163.0	32859911
AllCCS	[M+HCOO]-	162.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.12 minutes	32390414
Predicted by Siyang on May 30, 2022	15.6016 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.01 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2905.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	433.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	188.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	239.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	777.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	840.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1502.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	585.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1494.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	474.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	532.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	383.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	253.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	43.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pinostrobin chalcone	COC1=CC(O)=C(C(=O)\C=C\C2=CC=CC=C2)C(O)=C1	3882.7	Standard polar	33892256
Pinostrobin chalcone	COC1=CC(O)=C(C(=O)\C=C\C2=CC=CC=C2)C(O)=C1	2505.8	Standard non polar	33892256
Pinostrobin chalcone	COC1=CC(O)=C(C(=O)\C=C\C2=CC=CC=C2)C(O)=C1	2632.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pinostrobin chalcone,1TMS,isomer #1	COC1=CC(O)=C(C(=O)/C=C/C2=CC=CC=C2)C(O[Si](C)(C)C)=C1	2457.0	Semi standard non polar	33892256
Pinostrobin chalcone,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(=O)/C=C/C2=CC=CC=C2)C(O[Si](C)(C)C)=C1	2494.1	Semi standard non polar	33892256
Pinostrobin chalcone,1TBDMS,isomer #1	COC1=CC(O)=C(C(=O)/C=C/C2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C1	2727.0	Semi standard non polar	33892256
Pinostrobin chalcone,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)/C=C/C2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3003.1	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 - Pinostrobin chalcone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gbc-2980000000-b0088b14d8323029415f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pinostrobin chalcone GC-MS (2 TMS) - 70eV, Positive	splash10-0feg-6529100000-c511d13697505d76d460	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pinostrobin chalcone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pinostrobin chalcone 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 - Pinostrobin chalcone , positive-QTOF	splash10-01b9-0920000000-0fb449162e6c4cba6d81	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pinostrobin chalcone LC-ESI-QFT 18V, positive-QTOF	splash10-014i-0930000000-9566f9505c3091c384b6	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pinostrobin chalcone LC-ESI-IT 18V, positive-QTOF	splash10-0159-0900000000-b5c487c9075d0df07490	2020-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 10V, Positive-QTOF	splash10-00di-0190000000-01e3d604c006dc16a50c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 20V, Positive-QTOF	splash10-0g59-0970000000-aa78dfbceee44befafff	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 40V, Positive-QTOF	splash10-0udi-1910000000-ee17082ac114afafe22d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 10V, Negative-QTOF	splash10-014i-0390000000-7160cbd1375daa367a0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 20V, Negative-QTOF	splash10-00kr-0940000000-9ed28e7900ad7d415a9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 40V, Negative-QTOF	splash10-0zg1-3910000000-37e2a9bce3af4ef70d05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 10V, Positive-QTOF	splash10-00di-0590000000-69ef44284bf5230372c7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 20V, Positive-QTOF	splash10-014i-0900000000-9fc699ec7d50503ad917	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 40V, Positive-QTOF	splash10-0udi-2900000000-251353c4ac4ea424138b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 10V, Negative-QTOF	splash10-014i-0090000000-6871b36f9793cdefd019	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 20V, Negative-QTOF	splash10-0gb9-0960000000-58ccdc51477918296424	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinostrobin chalcone 40V, Negative-QTOF	splash10-004l-9710000000-4f37c0cb8a4dd889e9cc	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

FDB011816

KNApSAcK ID

C00006934

Chemspider ID

4475770

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316793

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 Pinostrobin chalcone (HMDB0033702)

MOL for HMDB0033702 (Pinostrobin chalcone)

3D MOL for HMDB0033702 (Pinostrobin chalcone)

3D SDF for HMDB0033702 (Pinostrobin chalcone)

3D-SDF for HMDB0033702 (Pinostrobin chalcone)

PDB for HMDB0033702 (Pinostrobin chalcone)

3D PDB for HMDB0033702 (Pinostrobin chalcone)

SMILES for HMDB0033702 (Pinostrobin chalcone)

INCHI for HMDB0033702 (Pinostrobin chalcone)

Structure for HMDB0033702 (Pinostrobin chalcone)

3D Structure for HMDB0033702 (Pinostrobin chalcone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra