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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:44:08 UTC

Update Date

2022-03-07 02:56:52 UTC

HMDB ID

HMDB0041090

Secondary Accession Numbers

HMDB41090

Metabolite Identification

Common Name

(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol

Description

(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 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 (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol has been detected, but not quantified in, a few different foods, such as beverages, herbs and spices, and root vegetables. This could make (-)-(e)-1-(4-hydroxyphenyl)-7-phenyl-6-hepten-3-ol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol.

Structure

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

HMDB0041090
     RDKit          3D
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol
 43 44  0  0  0  0  0  0  0  0999 V2000
    7.6402   -1.5742    0.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4133   -0.9226    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6341   -0.7708   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4197   -0.1189   -0.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311    0.4092    0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6256    1.1144    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321    0.1163    0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778    0.7712    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909    1.7370    1.7526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242    1.2189   -0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    1.8973   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769    0.9069   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675    0.5159   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5474   -0.4425   -0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905   -0.8209   -1.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5619   -1.7222   -0.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5411   -2.3016    0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5356   -1.9566    1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5517   -1.0364    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    0.2499    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9406   -0.4006    1.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4860   -1.0345    0.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0314   -1.1909   -1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8320   -0.0186   -1.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6549    1.9200    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4695    1.6168   -0.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4931   -0.6112   -0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8013   -0.4343    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263   -0.0554    1.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1918    2.6162    1.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2039    0.3345   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5030    1.9404   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268    2.7820    0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342    2.2131   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570    0.5266    0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6362    0.9373   -1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5931   -0.3488   -2.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3566   -1.9899   -1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3083   -3.0160    0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5227   -2.4129    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694   -0.7876    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3440    0.6667    2.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5557   -0.5231    2.2774 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  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  2  0
 21  2  1  0
 19 14  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  END


  Mrv0541 05061312232D          

 21 22  0  0  0  0            999 V2000
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    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
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    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
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    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
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    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  2  0  0  0  0
  9  5  1  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
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 17 10  1  0  0  0  0
 17 11  2  0  0  0  0
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 19 14  2  0  0  0  0
 19 15  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041090

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CC\C=C\C1=CC=CC=C1)CCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O2/c20-18(13-10-17-11-14-19(21)15-12-17)9-5-4-8-16-6-2-1-3-7-16/h1-4,6-8,11-12,14-15,18,20-21H,5,9-10,13H2/b8-4+

> <INCHI_KEY>
PXPIJNMPDAFWSF-XBXARRHUSA-N

> <FORMULA>
C19H22O2

> <MOLECULAR_WEIGHT>
282.3768

> <EXACT_MASS>
282.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.76762351658056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(6E)-3-hydroxy-7-phenylhept-6-en-1-yl]phenol

> <ALOGPS_LOGP>
4.66

> <JCHEM_LOGP>
4.762946327666666

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.240336380081153

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.296041867439147

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6936790428379362

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
88.16819999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(6E)-3-hydroxy-7-phenylhept-6-en-1-yl]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041090
     RDKit          3D
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol
 43 44  0  0  0  0  0  0  0  0999 V2000
    7.6402   -1.5742    0.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4133   -0.9226    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6341   -0.7708   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4197   -0.1189   -0.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311    0.4092    0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6256    1.1144    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321    0.1163    0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778    0.7712    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909    1.7370    1.7526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242    1.2189   -0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    1.8973   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769    0.9069   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675    0.5159   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5474   -0.4425   -0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905   -0.8209   -1.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5619   -1.7222   -0.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5411   -2.3016    0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5356   -1.9566    1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5517   -1.0364    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    0.2499    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9406   -0.4006    1.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4860   -1.0345    0.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0314   -1.1909   -1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8320   -0.0186   -1.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6549    1.9200    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4695    1.6168   -0.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4931   -0.6112   -0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8013   -0.4343    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263   -0.0554    1.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1918    2.6162    1.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2039    0.3345   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5030    1.9404   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268    2.7820    0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342    2.2131   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570    0.5266    0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6362    0.9373   -1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5931   -0.3488   -2.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3566   -1.9899   -1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3083   -3.0160    0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5227   -2.4129    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694   -0.7876    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3440    0.6667    2.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5557   -0.5231    2.2774 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  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  2  0
 21  2  1  0
 19 14  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  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     -10.669   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.669   7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.336   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002   7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668  10.010   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   16                                                       
CONECT    9    5   18                                                       
CONECT   10   13   17                                                       
CONECT   11   14   17                                                       
CONECT   12   15   17                                                       
CONECT   13   10   18                                                       
CONECT   14   11   19                                                       
CONECT   15   12   19                                                       
CONECT   16    6    7    8                                                  
CONECT   17   10   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    HMDB0041090
HETATM    1  O1  UNL     1       7.640  -1.574   0.189  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.413  -0.923   0.209  1.00  0.00           C  
HETATM    3  C2  UNL     1       5.634  -0.771  -0.921  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.420  -0.119  -0.871  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.931   0.409   0.307  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.626   1.114   0.380  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.532   0.116   0.689  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.178   0.771   0.777  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.091   1.737   1.753  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.224   1.219  -0.587  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.578   1.897  -0.619  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.577   0.907  -0.125  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.567   0.516  -0.877  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.547  -0.442  -0.421  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.591  -0.821  -1.282  1.00  0.00           C  
HETATM   16  C14 UNL     1      -6.562  -1.722  -0.932  1.00  0.00           C  
HETATM   17  C15 UNL     1      -6.541  -2.302   0.318  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.536  -1.957   1.190  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.552  -1.036   0.820  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.725   0.250   1.437  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.941  -0.401   1.397  1.00  0.00           C  
HETATM   22  H1  UNL     1       8.486  -1.034   0.005  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.031  -1.191  -1.839  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.832  -0.019  -1.785  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.655   1.920   1.151  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.469   1.617  -0.596  1.00  0.00           H  
HETATM   27  H6  UNL     1       1.493  -0.611  -0.147  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.801  -0.434   1.598  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.526  -0.055   1.091  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.192   2.616   1.456  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.204   0.334  -1.255  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.503   1.940  -1.013  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.627   2.782   0.012  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.834   2.213  -1.650  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.457   0.527   0.868  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.636   0.937  -1.871  1.00  0.00           H  
HETATM   37  H16 UNL     1      -5.593  -0.349  -2.278  1.00  0.00           H  
HETATM   38  H17 UNL     1      -7.357  -1.990  -1.632  1.00  0.00           H  
HETATM   39  H18 UNL     1      -7.308  -3.016   0.600  1.00  0.00           H  
HETATM   40  H19 UNL     1      -5.523  -2.413   2.169  1.00  0.00           H  
HETATM   41  H20 UNL     1      -3.769  -0.788   1.540  1.00  0.00           H  
HETATM   42  H21 UNL     1       4.344   0.667   2.379  1.00  0.00           H  
HETATM   43  H22 UNL     1       6.556  -0.523   2.277  1.00  0.00           H  
CONECT    1    2   22
CONECT    2    3    3   21
CONECT    3    4   23
CONECT    4    5    5   24
CONECT    5    6   20
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9   10   29
CONECT    9   30
CONECT   10   11   31   32
CONECT   11   12   33   34
CONECT   12   13   13   35
CONECT   13   14   36
CONECT   14   15   15   19
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   41
CONECT   20   21   21   42
CONECT   21   43
END

HMDB0041090
     RDKit          3D
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol
 43 44  0  0  0  0  0  0  0  0999 V2000
    7.6402   -1.5742    0.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4133   -0.9226    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6341   -0.7708   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4197   -0.1189   -0.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311    0.4092    0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6256    1.1144    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321    0.1163    0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778    0.7712    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909    1.7370    1.7526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242    1.2189   -0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    1.8973   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769    0.9069   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675    0.5159   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5474   -0.4425   -0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905   -0.8209   -1.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5619   -1.7222   -0.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5411   -2.3016    0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5356   -1.9566    1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5517   -1.0364    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    0.2499    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9406   -0.4006    1.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4860   -1.0345    0.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0314   -1.1909   -1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8320   -0.0186   -1.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6549    1.9200    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4695    1.6168   -0.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4931   -0.6112   -0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8013   -0.4343    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263   -0.0554    1.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1918    2.6162    1.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2039    0.3345   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5030    1.9404   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268    2.7820    0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342    2.2131   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570    0.5266    0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6362    0.9373   -1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5931   -0.3488   -2.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3566   -1.9899   -1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3083   -3.0160    0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5227   -2.4129    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694   -0.7876    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3440    0.6667    2.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5557   -0.5231    2.2774 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  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  2  0
 21  2  1  0
 19 14  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₂

Average Molecular Weight

282.3768

Monoisotopic Molecular Weight

282.161979948

IUPAC Name

4-[(6E)-3-hydroxy-7-phenylhept-6-en-1-yl]phenol

Traditional Name

4-[(6E)-3-hydroxy-7-phenylhept-6-en-1-yl]phenol

CAS Registry Number

158697-54-2

SMILES

OC(CC\C=C\C1=CC=CC=C1)CCC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C19H22O2/c20-18(13-10-17-11-14-19(21)15-12-17)9-5-4-8-16-6-2-1-3-7-16/h1-4,6-8,11-12,14-15,18,20-21H,5,9-10,13H2/b8-4+

InChI Key

PXPIJNMPDAFWSF-XBXARRHUSA-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
Fatty alcohol
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041090)
Cell membrane (HMDB: HMDB0041090)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041090)

Source

Exogenous

Exogenous (HMDB: HMDB0041090)

Food

Food (HMDB: HMDB0041090)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Beverage

Beverages (FooDB: FOOD00870)

Endogenous

Plant

Plant (HMDB: HMDB0041090)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041090)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	94 - 95 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	11.07 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	0.011 g/L	ALOGPS
logP	4.66	ALOGPS
logP	4.76	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	10.3	ChemAxon
pKa (Strongest Basic)	-2.7	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	7	ChemAxon
Refractivity	88.17 m³·mol⁻¹	ChemAxon
Polarizability	33.77 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
DarkChem	[M+H]+	169.13	31661259
DarkChem	[M-H]-	168.735	31661259
DeepCCS	[M+H]+	171.507	30932474
DeepCCS	[M-H]-	169.149	30932474
DeepCCS	[M-2H]-	202.035	30932474
DeepCCS	[M+Na]+	177.6	30932474
AllCCS	[M+H]+	172.8	32859911
AllCCS	[M+H-H2O]+	169.1	32859911
AllCCS	[M+NH4]+	176.3	32859911
AllCCS	[M+Na]+	177.3	32859911
AllCCS	[M-H]-	174.2	32859911
AllCCS	[M+Na-2H]-	174.4	32859911
AllCCS	[M+HCOO]-	174.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.05 minutes	32390414
Predicted by Siyang on May 30, 2022	15.4668 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.69 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2697.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	405.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	201.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	211.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	464.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	839.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	682.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	77.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1550.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	595.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1509.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	430.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	418.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	293.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	159.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol	OC(CC\C=C\C1=CC=CC=C1)CCC1=CC=C(O)C=C1	4003.6	Standard polar	33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol	OC(CC\C=C\C1=CC=CC=C1)CCC1=CC=C(O)C=C1	2469.6	Standard non polar	33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol	OC(CC\C=C\C1=CC=CC=C1)CCC1=CC=C(O)C=C1	2679.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,1TMS,isomer #1	C[Si](C)(C)OC(CC/C=C/C1=CC=CC=C1)CCC1=CC=C(O)C=C1	2710.6	Semi standard non polar	33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(CCC(O)CC/C=C/C2=CC=CC=C2)C=C1	2692.3	Semi standard non polar	33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CCC(CC/C=C/C2=CC=CC=C2)O[Si](C)(C)C)C=C1	2684.6	Semi standard non polar	33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC/C=C/C1=CC=CC=C1)CCC1=CC=C(O)C=C1	2977.7	Semi standard non polar	33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(CCC(O)CC/C=C/C2=CC=CC=C2)C=C1	2962.7	Semi standard non polar	33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CCC(CC/C=C/C2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C=C1	3157.7	Semi standard non polar	33892256

Spectra

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

FDB020968

KNApSAcK ID

Not Available

Chemspider ID

8214993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10039429

PDB ID

Not Available

ChEBI ID

174010

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1889451

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 (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol (HMDB0041090)

MOL for HMDB0041090 ((-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol)

3D MOL for HMDB0041090 ((-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol)

3D SDF for HMDB0041090 ((-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol)

3D-SDF for HMDB0041090 ((-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol)

PDB for HMDB0041090 ((-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol)

3D PDB for HMDB0041090 ((-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol)

SMILES for HMDB0041090 ((-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol)

INCHI for HMDB0041090 ((-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol)

Structure for HMDB0041090 ((-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol)

3D Structure for HMDB0041090 ((-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized