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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:01:53 UTC

Update Date

2022-03-07 02:53:40 UTC

HMDB ID

HMDB0033317

Secondary Accession Numbers

HMDB33317

Metabolite Identification

Common Name

(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene

Description

(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene has been detected, but not quantified in, herbs and spices. This could make (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene.

Structure

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

HMDB0033317
     RDKit          3D
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.6295    1.2164    2.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921    0.4915    1.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8827   -0.8377    1.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690   -1.5494    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7776   -0.9898   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9681   -1.8210   -1.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159   -1.7191   -1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0764   -0.5993   -0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4891    0.3477   -1.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7011    0.8508   -1.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7685    0.6234   -0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0512    0.8896   -1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892    0.8048   -0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1042    0.4448    0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8752    0.1776    1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7699   -0.1882    2.6995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300    0.2752    0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156    0.3300    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475    1.0723    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4351    2.1905    2.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7955   -1.3014    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1416   -2.6121    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4678   -2.6902   -1.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1931   -2.4255   -1.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2643   -0.2904    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531   -1.2301   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2175    0.6607   -2.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696    1.5657   -2.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987    1.1813   -2.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1653    1.0139   -0.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0136    0.3797    1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6469    0.5680    3.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8047    0.1051    1.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8067    0.9376   -0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869    2.1277    1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  5 18  1  0
 18 19  2  0
 19  2  1  0
 17 11  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

  Mrv0541 05061307032D          

 19 20  0  0  0  0            999 V2000
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    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
    2.8579    2.4750    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
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 14  5  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  2  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 17  8  2  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033317

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O2/c18-16-11-9-14(10-12-16)5-2-1-3-6-15-7-4-8-17(19)13-15/h2-13,18-19H,1H2/b5-2-,6-3-

> <INCHI_KEY>
AZKBYAXRLNBEPV-SXUARNTMSA-N

> <FORMULA>
C17H16O2

> <MOLECULAR_WEIGHT>
252.3077

> <EXACT_MASS>
252.115029756

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.486532244333667

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1Z,4Z)-5-(3-hydroxyphenyl)penta-1,4-dien-1-yl]phenol

> <ALOGPS_LOGP>
4.54

> <JCHEM_LOGP>
4.677740546333332

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.787688415162426

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.179429493918274

> <JCHEM_PKA_STRONGEST_BASIC>
-5.94753882301156

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
80.39420000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1Z,4Z)-5-(3-hydroxyphenyl)penta-1,4-dien-1-yl]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033317
     RDKit          3D
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.6295    1.2164    2.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921    0.4915    1.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8827   -0.8377    1.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690   -1.5494    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7776   -0.9898   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9681   -1.8210   -1.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159   -1.7191   -1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0764   -0.5993   -0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4891    0.3477   -1.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7011    0.8508   -1.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7685    0.6234   -0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0512    0.8896   -1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892    0.8048   -0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1042    0.4448    0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8752    0.1776    1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7699   -0.1882    2.6995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300    0.2752    0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156    0.3300    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475    1.0723    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4351    2.1905    2.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7955   -1.3014    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1416   -2.6121    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4678   -2.6902   -1.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1931   -2.4255   -1.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2643   -0.2904    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531   -1.2301   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2175    0.6607   -2.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696    1.5657   -2.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987    1.1813   -2.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1653    1.0139   -0.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0136    0.3797    1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6469    0.5680    3.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8047    0.1051    1.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8067    0.9376   -0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869    2.1277    1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  5 18  1  0
 18 19  2  0
 19  2  1  0
 17 11  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   4.620   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       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    7    8                                                       
CONECT    5    2   14                                                       
CONECT    6    3   15                                                       
CONECT    7    4   15                                                       
CONECT    8    4   17                                                       
CONECT    9   11   14                                                       
CONECT   10   12   14                                                       
CONECT   11    9   16                                                       
CONECT   12   10   16                                                       
CONECT   13   15   17                                                       
CONECT   14    5    9   10                                                  
CONECT   15    6    7   13                                                  
CONECT   16   11   12   18                                                  
CONECT   17    8   13   19                                                  
CONECT   18   16                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0033317
HETATM    1  O1  UNL     1       5.629   1.216   2.095  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.692   0.491   1.346  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.883  -0.838   1.064  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.969  -1.549   0.334  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.778  -0.990  -0.181  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.968  -1.821  -1.005  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.716  -1.719  -1.265  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.076  -0.599  -0.634  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.489   0.348  -1.667  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.701   0.851  -1.668  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.769   0.623  -0.747  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.051   0.890  -1.251  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.189   0.805  -0.493  1.00  0.00           C  
HETATM   14  C13 UNL     1      -5.104   0.445   0.828  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.875   0.178   1.364  1.00  0.00           C  
HETATM   16  O2  UNL     1      -3.770  -0.188   2.699  1.00  0.00           O  
HETATM   17  C15 UNL     1      -2.730   0.275   0.558  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.616   0.330   0.112  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.547   1.072   0.863  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.435   2.190   2.271  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.795  -1.301   1.448  1.00  0.00           H  
HETATM   22  H3  UNL     1       4.142  -2.612   0.122  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.468  -2.690  -1.521  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.193  -2.425  -1.941  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.264  -0.290   0.316  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.053  -1.230  -0.348  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.218   0.661  -2.474  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.870   1.566  -2.536  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.199   1.181  -2.292  1.00  0.00           H  
HETATM   30  H11 UNL     1      -6.165   1.014  -0.908  1.00  0.00           H  
HETATM   31  H12 UNL     1      -6.014   0.380   1.421  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.647   0.568   3.364  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.805   0.105   1.076  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.807   0.938  -0.243  1.00  0.00           H  
HETATM   35  H16 UNL     1       3.387   2.128   1.082  1.00  0.00           H  
CONECT    1    2   20
CONECT    2    3    3   19
CONECT    3    4   21
CONECT    4    5    5   22
CONECT    5    6   18
CONECT    6    7    7   23
CONECT    7    8   24
CONECT    8    9   25   26
CONECT    9   10   10   27
CONECT   10   11   28
CONECT   11   12   12   17
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15   31
CONECT   15   16   17   17
CONECT   16   32
CONECT   17   33
CONECT   18   19   19   34
CONECT   19   35
END

HMDB0033317
     RDKit          3D
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.6295    1.2164    2.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921    0.4915    1.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8827   -0.8377    1.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690   -1.5494    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7776   -0.9898   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9681   -1.8210   -1.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159   -1.7191   -1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0764   -0.5993   -0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4891    0.3477   -1.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7011    0.8508   -1.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7685    0.6234   -0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0512    0.8896   -1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892    0.8048   -0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1042    0.4448    0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8752    0.1776    1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7699   -0.1882    2.6995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300    0.2752    0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156    0.3300    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475    1.0723    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4351    2.1905    2.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7955   -1.3014    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1416   -2.6121    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4678   -2.6902   -1.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1931   -2.4255   -1.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2643   -0.2904    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531   -1.2301   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2175    0.6607   -2.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696    1.5657   -2.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987    1.1813   -2.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1653    1.0139   -0.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0136    0.3797    1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6469    0.5680    3.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8047    0.1051    1.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8067    0.9376   -0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869    2.1277    1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  5 18  1  0
 18 19  2  0
 19  2  1  0
 17 11  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₂

Average Molecular Weight

252.3077

Monoisotopic Molecular Weight

252.115029756

IUPAC Name

4-[(1Z,4Z)-5-(3-hydroxyphenyl)penta-1,4-dien-1-yl]phenol

Traditional Name

4-[(1Z,4Z)-5-(3-hydroxyphenyl)penta-1,4-dien-1-yl]phenol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H16O2/c18-16-11-9-14(10-12-16)5-2-1-3-6-15-7-4-8-17(19)13-15/h2-13,18-19H,1H2/b5-2-,6-3-

InChI Key

AZKBYAXRLNBEPV-SXUARNTMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033317)
Cell membrane (HMDB: HMDB0033317)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033317)

Source

Exogenous

Exogenous (HMDB: HMDB0033317)

Food

Food (HMDB: HMDB0033317)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033317)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033317)

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	0.01 g/L	ALOGPS
logP	4.54	ALOGPS
logP	4.68	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.18	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.39 m³·mol⁻¹	ChemAxon
Polarizability	27.49 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]+	164.964	30932474
DeepCCS	[M-H]-	162.606	30932474
DeepCCS	[M-2H]-	195.492	30932474
DeepCCS	[M+Na]+	171.057	30932474
AllCCS	[M+H]+	161.0	32859911
AllCCS	[M+H-H2O]+	156.9	32859911
AllCCS	[M+NH4]+	164.8	32859911
AllCCS	[M+Na]+	165.9	32859911
AllCCS	[M-H]-	160.6	32859911
AllCCS	[M+Na-2H]-	160.2	32859911
AllCCS	[M+HCOO]-	159.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene	OC1=CC=C(\C=C/C\C=C/C2=CC(O)=CC=C2)C=C1	4143.4	Standard polar	33892256
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene	OC1=CC=C(\C=C/C\C=C/C2=CC(O)=CC=C2)C=C1	2427.5	Standard non polar	33892256
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene	OC1=CC=C(\C=C/C\C=C/C2=CC(O)=CC=C2)C=C1	2803.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C\C/C=C\C2=CC=CC(O)=C2)C=C1	2655.9	Semi standard non polar	33892256
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene,1TMS,isomer #2	C[Si](C)(C)OC1=CC=CC(/C=C\C/C=C\C2=CC=C(O)C=C2)=C1	2638.2	Semi standard non polar	33892256
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C\C/C=C\C2=CC=CC(O[Si](C)(C)C)=C2)C=C1	2681.7	Semi standard non polar	33892256
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C/C=C\C2=CC=CC(O)=C2)C=C1	2914.3	Semi standard non polar	33892256
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC(/C=C\C/C=C\C2=CC=C(O)C=C2)=C1	2904.0	Semi standard non polar	33892256
(1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C/C=C\C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2)C=C1	3172.5	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 - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0159-0920000000-251f041360c6e5bb01de	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene GC-MS (2 TMS) - 70eV, Positive	splash10-00e9-4429000000-f01ba021d974bb1f7bb4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 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 - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 10V, Positive-QTOF	splash10-0udi-0390000000-0ce0368386dd45c1d4b3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 20V, Positive-QTOF	splash10-0pbd-0940000000-9ab9591a1c2aa4ee6811	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 40V, Positive-QTOF	splash10-0v03-4910000000-0d3caa60a1cdd1e0fa3f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 10V, Negative-QTOF	splash10-0udi-0090000000-f5b1b192d058a039cf97	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 20V, Negative-QTOF	splash10-0udi-0090000000-b31b21cae10cdb440e33	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 40V, Negative-QTOF	splash10-0a4i-1980000000-50fda2f5b44935930d7f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 10V, Negative-QTOF	splash10-0udi-0090000000-0a348a6434a28941612e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 20V, Negative-QTOF	splash10-0udi-0190000000-763ce01c1c3be96ddf30	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 40V, Negative-QTOF	splash10-0159-0900000000-736ed13e4577e4f91598	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 10V, Positive-QTOF	splash10-0udi-0490000000-c6b3b503bff4ced431bd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 20V, Positive-QTOF	splash10-0gc0-0940000000-8457336f8835b214404f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene 40V, Positive-QTOF	splash10-00or-0920000000-1189cd878a5c72ce91c2	2021-09-24	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

FDB011343

KNApSAcK ID

Not Available

Chemspider ID

30776993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751408

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 (1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene (HMDB0033317)

MOL for HMDB0033317 ((1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene)

3D MOL for HMDB0033317 ((1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene)

3D SDF for HMDB0033317 ((1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene)

3D-SDF for HMDB0033317 ((1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene)

PDB for HMDB0033317 ((1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene)

3D PDB for HMDB0033317 ((1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene)

SMILES for HMDB0033317 ((1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene)

INCHI for HMDB0033317 ((1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene)

Structure for HMDB0033317 ((1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene)

3D Structure for HMDB0033317 ((1Z,4Z)-1,5-bis(4-hydroxyphenyl)-1,4-pentadiene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra