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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:30:08 UTC

Update Date

2022-03-07 02:56:47 UTC

HMDB ID

HMDB0040889

Secondary Accession Numbers

HMDB40889

Metabolite Identification

Common Name

(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one

Description

(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one has been detected, but not quantified in, herbs and spices. This could make (all-e)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one.

Structure

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

HMDB0040889
     RDKit          3D
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one
 38 39  0  0  0  0  0  0  0  0999 V2000
    2.3798   -0.9585    1.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6345   -0.2241    0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    0.7752   -0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3153    1.0205   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783    0.3437   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5946    1.1973    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8178    0.7059    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0060   -0.6638    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2535   -1.1280    0.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9334   -1.4909    0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726   -1.0003   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1999   -0.4513    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664    0.2025    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876   -0.1333    0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326    0.5257   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5418    0.2579    0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0259   -0.6926    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3726   -0.9181    1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2998   -0.1692    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6432   -0.3994    0.5690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8614    0.7947   -0.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5109    1.0041   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924    1.4344   -0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868    1.8797   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742    2.2870   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6594    1.3806    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0525   -0.5620    0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0408   -2.5563    0.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8825   -1.6905   -0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1404   -1.2280    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5395    0.9761   -0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4357   -0.9059    1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8503    1.3086   -0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3574   -1.3122    1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7458   -1.6784    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1095   -1.0651   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6032    1.3731   -1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1354    1.7609   -1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 11  5  1  0
 22 16  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
M  END


  Mrv0541 05061312132D          

 22 23  0  0  0  0            999 V2000
   -6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    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
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    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
   -6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -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
   -8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
 10  7  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  3  1  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17  4  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  2  0  0  0  0
 18 12  1  0  0  0  0
 19 13  2  0  0  0  0
 19 14  1  0  0  0  0
 20 17  2  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040889

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(\C=C\C=C\C(=O)\C=C/C2=CC=C(O)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1-14,21-22H/b3-1+,4-2+,10-7-

> <INCHI_KEY>
PALMCMYYFAHUGA-ZRFKDBLFSA-N

> <FORMULA>
C19H16O3

> <MOLECULAR_WEIGHT>
292.3285

> <EXACT_MASS>
292.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
32.50642922492664

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1Z,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one

> <ALOGPS_LOGP>
4.42

> <JCHEM_LOGP>
4.7452287869999985

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.374173736080852

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.769292280354472

> <JCHEM_PKA_STRONGEST_BASIC>
-4.430442644892251

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
91.30759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1Z,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040889
     RDKit          3D
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one
 38 39  0  0  0  0  0  0  0  0999 V2000
    2.3798   -0.9585    1.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6345   -0.2241    0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    0.7752   -0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3153    1.0205   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783    0.3437   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5946    1.1973    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8178    0.7059    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0060   -0.6638    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2535   -1.1280    0.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9334   -1.4909    0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726   -1.0003   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1999   -0.4513    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664    0.2025    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876   -0.1333    0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326    0.5257   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5418    0.2579    0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0259   -0.6926    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3726   -0.9181    1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2998   -0.1692    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6432   -0.3994    0.5690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8614    0.7947   -0.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5109    1.0041   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924    1.4344   -0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868    1.8797   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742    2.2870   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6594    1.3806    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0525   -0.5620    0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0408   -2.5563    0.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8825   -1.6905   -0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1404   -1.2280    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5395    0.9761   -0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4357   -0.9059    1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8503    1.3086   -0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3574   -1.3122    1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7458   -1.6784    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1095   -1.0651   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6032    1.3731   -1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1354    1.7609   -1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 11  5  1  0
 22 16  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  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     -12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.003  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.337  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.003 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -14.671 -11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.671 -14.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.669   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -14.671 -10.010   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0     -10.669   1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0     -17.338 -14.630   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   15                                                       
CONECT    4    2   17                                                       
CONECT    5   11   15                                                       
CONECT    6   12   15                                                       
CONECT    7   10   16                                                       
CONECT    8   13   16                                                       
CONECT    9   14   16                                                       
CONECT   10    7   17                                                       
CONECT   11    5   18                                                       
CONECT   12    6   18                                                       
CONECT   13    8   19                                                       
CONECT   14    9   19                                                       
CONECT   15    3    5    6                                                  
CONECT   16    7    8    9                                                  
CONECT   17    4   10   20                                                  
CONECT   18   11   12   21                                                  
CONECT   19   13   14   22                                                  
CONECT   20   17                                                            
CONECT   21   18                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0040889
HETATM    1  O1  UNL     1       2.380  -0.959   1.182  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.634  -0.224   0.513  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.085   0.775  -0.383  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.315   1.020  -0.692  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.478   0.344  -0.232  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.595   1.197   0.013  1.00  0.00           C  
HETATM    7  C6  UNL     1       6.818   0.706   0.341  1.00  0.00           C  
HETATM    8  C7  UNL     1       7.006  -0.664   0.444  1.00  0.00           C  
HETATM    9  O2  UNL     1       8.254  -1.128   0.779  1.00  0.00           O  
HETATM   10  C8  UNL     1       5.933  -1.491   0.206  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.673  -1.000  -0.132  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.200  -0.451   0.704  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.766   0.203   0.104  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.188  -0.133   0.393  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.133   0.526  -0.212  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.542   0.258   0.016  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.026  -0.693   0.870  1.00  0.00           C  
HETATM   18  C16 UNL     1      -6.373  -0.918   1.060  1.00  0.00           C  
HETATM   19  C17 UNL     1      -7.300  -0.169   0.374  1.00  0.00           C  
HETATM   20  O3  UNL     1      -8.643  -0.399   0.569  1.00  0.00           O  
HETATM   21  C18 UNL     1      -6.861   0.795  -0.492  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.511   1.004  -0.668  1.00  0.00           C  
HETATM   23  H1  UNL     1       1.292   1.434  -0.884  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.487   1.880  -1.427  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.474   2.287  -0.061  1.00  0.00           H  
HETATM   26  H4  UNL     1       7.659   1.381   0.525  1.00  0.00           H  
HETATM   27  H5  UNL     1       9.053  -0.562   0.958  1.00  0.00           H  
HETATM   28  H6  UNL     1       6.041  -2.556   0.277  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.882  -1.690  -0.385  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.140  -1.228   1.402  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.539   0.976  -0.595  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.436  -0.906   1.089  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.850   1.309  -0.917  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.357  -1.312   1.437  1.00  0.00           H  
HETATM   35  H13 UNL     1      -6.746  -1.678   1.744  1.00  0.00           H  
HETATM   36  H14 UNL     1      -9.110  -1.065  -0.009  1.00  0.00           H  
HETATM   37  H15 UNL     1      -7.603   1.373  -1.023  1.00  0.00           H  
HETATM   38  H16 UNL     1      -5.135   1.761  -1.348  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   23
CONECT    4    5   24
CONECT    5    6    6   11
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   10
CONECT    9   27
CONECT   10   11   11   28
CONECT   11   29
CONECT   12   13   13   30
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16   33
CONECT   16   17   17   22
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   20   21
CONECT   20   36
CONECT   21   22   22   37
CONECT   22   38
END

HMDB0040889
     RDKit          3D
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one
 38 39  0  0  0  0  0  0  0  0999 V2000
    2.3798   -0.9585    1.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6345   -0.2241    0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    0.7752   -0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3153    1.0205   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783    0.3437   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5946    1.1973    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8178    0.7059    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0060   -0.6638    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2535   -1.1280    0.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9334   -1.4909    0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726   -1.0003   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1999   -0.4513    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664    0.2025    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876   -0.1333    0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326    0.5257   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5418    0.2579    0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0259   -0.6926    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3726   -0.9181    1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2998   -0.1692    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6432   -0.3994    0.5690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8614    0.7947   -0.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5109    1.0041   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924    1.4344   -0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868    1.8797   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742    2.2870   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6594    1.3806    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0525   -0.5620    0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0408   -2.5563    0.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8825   -1.6905   -0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1404   -1.2280    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5395    0.9761   -0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4357   -0.9059    1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8503    1.3086   -0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3574   -1.3122    1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7458   -1.6784    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1095   -1.0651   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6032    1.3731   -1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1354    1.7609   -1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 11  5  1  0
 22 16  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₃

Average Molecular Weight

292.3285

Monoisotopic Molecular Weight

292.109944378

IUPAC Name

(1Z,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one

Traditional Name

(1Z,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one

CAS Registry Number

149732-52-5

SMILES

OC1=CC=C(\C=C\C=C\C(=O)\C=C/C2=CC=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C19H16O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1-14,21-22H/b3-1+,4-2+,10-7-

InChI Key

PALMCMYYFAHUGA-ZRFKDBLFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Hydroxycinnamic acid or derivatives
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040889)

Cellular substructure

Membrane (HMDB: HMDB0040889)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040889)

Source

Exogenous

Food

Food (HMDB: HMDB0040889)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0040889)

Not Available

Nutrient (HMDB: HMDB0040889)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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	0.0049 g/L	ALOGPS
logP	4.42	ALOGPS
logP	4.75	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.77	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	91.31 m³·mol⁻¹	ChemAxon
Polarizability	32.51 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]+	175.752	30932474
DeepCCS	[M-H]-	173.394	30932474
DeepCCS	[M-2H]-	207.404	30932474
DeepCCS	[M+Na]+	182.631	30932474
AllCCS	[M+H]+	173.0	32859911
AllCCS	[M+H-H2O]+	169.1	32859911
AllCCS	[M+NH4]+	176.5	32859911
AllCCS	[M+Na]+	177.5	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	168.7	32859911
AllCCS	[M+HCOO]-	168.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one	OC1=CC=C(\C=C\C=C\C(=O)\C=C/C2=CC=C(O)C=C2)C=C1	5251.1	Standard polar	33892256
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one	OC1=CC=C(\C=C\C=C\C(=O)\C=C/C2=CC=C(O)C=C2)C=C1	2859.2	Standard non polar	33892256
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one	OC1=CC=C(\C=C\C=C\C(=O)\C=C/C2=CC=C(O)C=C2)C=C1	3532.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C=C/C(=O)/C=C\C2=CC=C(O)C=C2)C=C1	3256.0	Semi standard non polar	33892256
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C\C(=O)/C=C/C=C/C2=CC=C(O)C=C2)C=C1	3254.4	Semi standard non polar	33892256
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C\C(=O)/C=C/C=C/C2=CC=C(O[Si](C)(C)C)C=C2)C=C1	3327.5	Semi standard non polar	33892256
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C=C/C(=O)/C=C\C2=CC=C(O)C=C2)C=C1	3504.0	Semi standard non polar	33892256
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C(=O)/C=C/C=C/C2=CC=C(O)C=C2)C=C1	3501.1	Semi standard non polar	33892256
(all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C(=O)/C=C/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C1	3832.4	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 - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-006t-0940000000-97f23408da827cb431c1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one GC-MS (2 TMS) - 70eV, Positive	splash10-00di-6289700000-d8e6898c0bef6261799d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 10V, Positive-QTOF	splash10-0006-0390000000-4ee3ce306767af8244c3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 20V, Positive-QTOF	splash10-0564-0920000000-a255d7432339a713b56a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 40V, Positive-QTOF	splash10-066r-2920000000-a5cae85958fa21b706db	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 10V, Negative-QTOF	splash10-0006-0190000000-a0af719992f5d44a245e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 20V, Negative-QTOF	splash10-0006-0690000000-1a9a52afbb065889f355	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 40V, Negative-QTOF	splash10-006w-0920000000-1ded92896b73703cd642	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 10V, Negative-QTOF	splash10-0006-0090000000-2fab2c85c4ca19e57d52	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 20V, Negative-QTOF	splash10-0006-0690000000-c80cafd47005c46dc1e5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 40V, Negative-QTOF	splash10-014i-0950000000-ebd58aad683a96482f1a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 10V, Positive-QTOF	splash10-0006-0090000000-3fe612356dc6bfa0198d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 20V, Positive-QTOF	splash10-0036-0890000000-c1b768f4d9543d6c5991	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 40V, Positive-QTOF	splash10-066r-0950000000-7cbb09047d4067d45438	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

FDB020725

KNApSAcK ID

Not Available

Chemspider ID

30777515

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752971

PDB ID

Not Available

ChEBI ID

172523

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 (all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one (HMDB0040889)

MOL for HMDB0040889 ((all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one)

3D MOL for HMDB0040889 ((all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one)

3D SDF for HMDB0040889 ((all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one)

3D-SDF for HMDB0040889 ((all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one)

PDB for HMDB0040889 ((all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one)

3D PDB for HMDB0040889 ((all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one)

SMILES for HMDB0040889 ((all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one)

INCHI for HMDB0040889 ((all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one)

Structure for HMDB0040889 ((all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one)

3D Structure for HMDB0040889 ((all-E)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra