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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:00:34 UTC

Update Date

2022-03-07 02:53:39 UTC

HMDB ID

HMDB0033295

Secondary Accession Numbers

HMDB33295

Metabolite Identification

Common Name

7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one

Description

7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-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. 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one has been detected, but not quantified in, herbs and spices. This could make 7-(4-hydroxyphenyl)-1-phenyl-4-hepten-3-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one.

Structure

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

HMDB0033295
     RDKit          3D
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one
 41 42  0  0  0  0  0  0  0  0999 V2000
   -1.2942   -1.7372    0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.5912    0.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1268    0.0912    0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5419    1.2464    0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    2.0747    0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4313    1.5927   -1.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3181    0.4507   -0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1580   -0.8231   -1.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414   -1.8691   -0.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1430   -1.6338   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0427   -2.6464    0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3369   -0.3531    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4595    0.6575   -0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929   -0.0586    2.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872    0.8321    1.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822    0.1963    0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9169   -0.4219    1.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7979   -0.9930    0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6080   -0.9836   -1.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4588   -0.3569   -1.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675    0.2201   -0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592   -0.3799   -0.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175    1.6780    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573    3.0492   -0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308    2.5036    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0397    2.5001   -1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3013   -1.0441   -1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8408   -2.8384   -1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8573   -2.8342   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2108   -0.1927    0.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6193    1.6569    0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0497   -0.8862    2.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9819    0.5040    2.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841    1.7173    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    1.2514    2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0516   -0.4207    2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6893   -1.4751    0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221   -1.4461   -1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3065   -0.3475   -2.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794    0.6998   -1.1103 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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  2 14  1  0
 14 15  1  0
 15 16  1  0
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 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 13  7  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
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 11 30  1  0
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 15 35  1  0
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 17 37  1  0
 18 38  1  0
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 20 40  1  0
 21 41  1  0
M  END


  Mrv0541 05061307022D          

 21 22  0  0  0  0            999 V2000
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  2  0  0  0  0
 16  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16 10  1  0  0  0  0
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 18  9  1  0  0  0  0
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 19 14  2  0  0  0  0
 19 15  1  0  0  0  0
 20 18  2  0  0  0  0
 21 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033295

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(CC\C=C\C(=O)CCC2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O2/c20-18(13-10-16-6-2-1-3-7-16)9-5-4-8-17-11-14-19(21)15-12-17/h1-3,5-7,9,11-12,14-15,21H,4,8,10,13H2/b9-5+

> <INCHI_KEY>
VPCHZECKYCDVSA-WEVVVXLNSA-N

> <FORMULA>
C19H20O2

> <MOLECULAR_WEIGHT>
280.3609

> <EXACT_MASS>
280.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
32.25822958228783

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4E)-7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one

> <ALOGPS_LOGP>
4.75

> <JCHEM_LOGP>
5.2474922756666675

> <ALOGPS_LOGS>
-5.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.291620555441543

> <JCHEM_PKA_STRONGEST_BASIC>
-4.683850686023209

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.11679999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.78e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E)-7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033295
     RDKit          3D
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one
 41 42  0  0  0  0  0  0  0  0999 V2000
   -1.2942   -1.7372    0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.5912    0.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1268    0.0912    0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5419    1.2464    0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    2.0747    0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4313    1.5927   -1.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3181    0.4507   -0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1580   -0.8231   -1.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414   -1.8691   -0.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1430   -1.6338   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0427   -2.6464    0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3369   -0.3531    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4595    0.6575   -0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929   -0.0586    2.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872    0.8321    1.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822    0.1963    0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9169   -0.4219    1.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7979   -0.9930    0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6080   -0.9836   -1.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4588   -0.3569   -1.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675    0.2201   -0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592   -0.3799   -0.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175    1.6780    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573    3.0492   -0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308    2.5036    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7808    1.4108   -1.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    2.5001   -1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3013   -1.0441   -1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8408   -2.8384   -1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8573   -2.8342   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2108   -0.1927    0.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6193    1.6569    0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0497   -0.8862    2.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9819    0.5040    2.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841    1.7173    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    1.2514    2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0516   -0.4207    2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6893   -1.4751    0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221   -1.4461   -1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3065   -0.3475   -2.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794    0.6998   -1.1103 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 13  7  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 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      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  20.790   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002  20.020   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668  13.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.336  22.330   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002  18.480   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.669  24.640   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.003  22.330   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668  16.170   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -12.003  25.410   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -13.337  23.100   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.669  23.100   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  17.710   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -13.337  24.640   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.335  18.480   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0     -14.671  25.410   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    2   16                                                       
CONECT    7    3   16                                                       
CONECT    8    4   17                                                       
CONECT    9    5   18                                                       
CONECT   10   13   16                                                       
CONECT   11   14   17                                                       
CONECT   12   15   17                                                       
CONECT   13   10   18                                                       
CONECT   14   11   19                                                       
CONECT   15   12   19                                                       
CONECT   16    6    7   10                                                  
CONECT   17    8   11   12                                                  
CONECT   18    9   13   20                                                  
CONECT   19   14   15   21                                                  
CONECT   20   18                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0033295
HETATM    1  O1  UNL     1      -1.294  -1.737   0.365  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.960  -0.591   0.835  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.127   0.091   0.155  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.542   1.246   0.528  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.582   2.075   0.009  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.431   1.593  -1.090  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.318   0.451  -0.850  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.158  -0.823  -1.298  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.041  -1.869  -0.994  1.00  0.00           C  
HETATM   10  C9  UNL     1       5.143  -1.634  -0.203  1.00  0.00           C  
HETATM   11  O2  UNL     1       6.043  -2.646   0.121  1.00  0.00           O  
HETATM   12  C10 UNL     1       5.337  -0.353   0.268  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.459   0.657  -0.041  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.693  -0.059   2.013  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.787   0.832   1.548  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.782   0.196   0.686  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.917  -0.422   1.156  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.798  -0.993   0.274  1.00  0.00           C  
HETATM   19  C17 UNL     1      -5.608  -0.984  -1.091  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.459  -0.357  -1.556  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.568   0.220  -0.677  1.00  0.00           C  
HETATM   22  H1  UNL     1       0.559  -0.380  -0.691  1.00  0.00           H  
HETATM   23  H2  UNL     1      -0.018   1.678   1.413  1.00  0.00           H  
HETATM   24  H3  UNL     1       1.057   3.049  -0.346  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.231   2.504   0.857  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.781   1.411  -1.997  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.040   2.500  -1.443  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.301  -1.044  -1.957  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.841  -2.838  -1.385  1.00  0.00           H  
HETATM   30  H9  UNL     1       6.857  -2.834  -0.477  1.00  0.00           H  
HETATM   31  H10 UNL     1       6.211  -0.193   0.889  1.00  0.00           H  
HETATM   32  H11 UNL     1       4.619   1.657   0.331  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.050  -0.886   2.673  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.982   0.504   2.635  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.384   1.717   1.027  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.331   1.251   2.445  1.00  0.00           H  
HETATM   37  H16 UNL     1      -5.052  -0.421   2.233  1.00  0.00           H  
HETATM   38  H17 UNL     1      -6.689  -1.475   0.689  1.00  0.00           H  
HETATM   39  H18 UNL     1      -6.322  -1.446  -1.784  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.306  -0.347  -2.631  1.00  0.00           H  
HETATM   41  H20 UNL     1      -2.679   0.700  -1.110  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4    4   22
CONECT    4    5   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8    8   13
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   12
CONECT   11   30
CONECT   12   13   13   31
CONECT   13   32
CONECT   14   15   33   34
CONECT   15   16   35   36
CONECT   16   17   17   21
CONECT   17   18   37
CONECT   18   19   19   38
CONECT   19   20   39
CONECT   20   21   21   40
CONECT   21   41
END

HMDB0033295
     RDKit          3D
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one
 41 42  0  0  0  0  0  0  0  0999 V2000
   -1.2942   -1.7372    0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.5912    0.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1268    0.0912    0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5419    1.2464    0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    2.0747    0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4313    1.5927   -1.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3181    0.4507   -0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1580   -0.8231   -1.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414   -1.8691   -0.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1430   -1.6338   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0427   -2.6464    0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3369   -0.3531    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4595    0.6575   -0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929   -0.0586    2.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872    0.8321    1.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822    0.1963    0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9169   -0.4219    1.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7979   -0.9930    0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6080   -0.9836   -1.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4588   -0.3569   -1.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675    0.2201   -0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592   -0.3799   -0.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175    1.6780    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573    3.0492   -0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308    2.5036    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7808    1.4108   -1.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    2.5001   -1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3013   -1.0441   -1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8408   -2.8384   -1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8573   -2.8342   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2108   -0.1927    0.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6193    1.6569    0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0497   -0.8862    2.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9819    0.5040    2.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841    1.7173    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    1.2514    2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0516   -0.4207    2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6893   -1.4751    0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221   -1.4461   -1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3065   -0.3475   -2.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794    0.6998   -1.1103 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 13  7  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₂

Average Molecular Weight

280.3609

Monoisotopic Molecular Weight

280.146329884

IUPAC Name

(4E)-7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one

Traditional Name

(4E)-7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one

CAS Registry Number

100667-52-5

SMILES

OC1=CC=C(CC\C=C\C(=O)CCC2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C19H20O2/c20-18(13-10-16-6-2-1-3-7-16)9-5-4-8-17-11-14-19(21)15-12-17/h1-3,5-7,9,11-12,14-15,21H,4,8,10,13H2/b9-5+

InChI Key

VPCHZECKYCDVSA-WEVVVXLNSA-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
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033295)

Cellular substructure

Membrane (HMDB: HMDB0033295)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033295)

Source

Exogenous

Food

Food (HMDB: HMDB0033295)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033295)

Not Available

Nutrient (HMDB: HMDB0033295)

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	5.45 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	0.0028 g/L	ALOGPS
logP	4.75	ALOGPS
logP	5.25	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	10.29	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.12 m³·mol⁻¹	ChemAxon
Polarizability	32.26 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	169.883	30932474
DeepCCS	[M-H]-	167.525	30932474
DeepCCS	[M-2H]-	200.412	30932474
DeepCCS	[M+Na]+	175.976	30932474
AllCCS	[M+H]+	171.3	32859911
AllCCS	[M+H-H2O]+	167.6	32859911
AllCCS	[M+NH4]+	174.9	32859911
AllCCS	[M+Na]+	175.9	32859911
AllCCS	[M-H]-	171.6	32859911
AllCCS	[M+Na-2H]-	171.6	32859911
AllCCS	[M+HCOO]-	171.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one	OC1=CC=C(CC\C=C\C(=O)CCC2=CC=CC=C2)C=C1	4041.0	Standard polar	33892256
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one	OC1=CC=C(CC\C=C\C(=O)CCC2=CC=CC=C2)C=C1	2441.1	Standard non polar	33892256
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one	OC1=CC=C(CC\C=C\C(=O)CCC2=CC=CC=C2)C=C1	2605.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC/C=C/C(=O)CCC2=CC=CC=C2)C=C1	2624.3	Semi standard non polar	33892256
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one,1TMS,isomer #2	C[Si](C)(C)OC(=CCC1=CC=CC=C1)/C=C/CCC1=CC=C(O)C=C1	2880.4	Semi standard non polar	33892256
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one,2TMS,isomer #1	C[Si](C)(C)OC(=CCC1=CC=CC=C1)/C=C/CCC1=CC=C(O[Si](C)(C)C)C=C1	2828.3	Semi standard non polar	33892256
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one,2TMS,isomer #1	C[Si](C)(C)OC(=CCC1=CC=CC=C1)/C=C/CCC1=CC=C(O[Si](C)(C)C)C=C1	2505.8	Standard non polar	33892256
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC/C=C/C(=O)CCC2=CC=CC=C2)C=C1	2895.7	Semi standard non polar	33892256
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=CCC1=CC=CC=C1)/C=C/CCC1=CC=C(O)C=C1	3133.5	Semi standard non polar	33892256
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=CCC1=CC=CC=C1)/C=C/CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3308.7	Semi standard non polar	33892256
7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=CCC1=CC=CC=C1)/C=C/CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2957.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6v-3900000000-1049ddd90bd200088c5d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one GC-MS (1 TMS) - 70eV, Positive	splash10-0adm-7971000000-1e49b50152944b7743c6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-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 - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 10V, Positive-QTOF	splash10-001i-0390000000-b5333e8b5faed926d176	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 20V, Positive-QTOF	splash10-053r-1920000000-7b5847b9a5bf71abbfe4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 40V, Positive-QTOF	splash10-052f-5900000000-e1fc5b3aa3e8061f4a8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 10V, Negative-QTOF	splash10-004i-0290000000-f85dbc39ad8ef090989c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 20V, Negative-QTOF	splash10-004i-0960000000-dad93127e05b91ba07aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 40V, Negative-QTOF	splash10-000g-3900000000-222fff8385524c59c93f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 10V, Positive-QTOF	splash10-001i-0190000000-233b13802c0b64146d6e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 20V, Positive-QTOF	splash10-053r-3960000000-c5abe569528ad63206bf	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 40V, Positive-QTOF	splash10-0a4i-3910000000-d3648f55829aef892cad	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 10V, Negative-QTOF	splash10-004i-0090000000-006d3533a979a1f55882	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 20V, Negative-QTOF	splash10-004i-3690000000-38b50a77c34a416e940f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one 40V, Negative-QTOF	splash10-014i-5910000000-aea64f0c71ad75934467	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

FDB011319

KNApSAcK ID

C00056319

Chemspider ID

26948154

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45783180

PDB ID

Not Available

ChEBI ID

173996

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1834551

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 7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one (HMDB0033295)

MOL for HMDB0033295 (7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one)

3D MOL for HMDB0033295 (7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one)

3D SDF for HMDB0033295 (7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one)

3D-SDF for HMDB0033295 (7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one)

PDB for HMDB0033295 (7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one)

3D PDB for HMDB0033295 (7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one)

SMILES for HMDB0033295 (7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one)

INCHI for HMDB0033295 (7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one)

Structure for HMDB0033295 (7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one)

3D Structure for HMDB0033295 (7-(4-Hydroxyphenyl)-1-phenyl-4-hepten-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra