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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:08:05 UTC

Update Date

2022-03-07 02:57:01 UTC

HMDB ID

HMDB0041447

Secondary Accession Numbers

HMDB41447

Metabolite Identification

Common Name

(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol

Description

(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol has been detected, but not quantified in, green vegetables. This could make (e)-4-[5-(4-hydroxyphenoxy)-3-penten-1-ynyl]phenol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol.

Structure

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

HMDB0041447
     RDKit          3D
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol
 34 35  0  0  0  0  0  0  0  0999 V2000
   -7.2615   -0.9701    1.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0342   -0.5582    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8746   -1.2721    1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701   -0.8577    0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693    0.2774   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3087    0.7005   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    1.0450   -1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152    1.4532   -1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1241    1.3435   -0.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517    0.7997    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6856   -0.3587    0.5699 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -0.4286    0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6908   -1.6654    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411   -1.7113    0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8283   -0.6054    0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2261   -0.6796    0.6173 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068    0.6086    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141    0.7007    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7382    0.9799   -0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9481    0.5764    0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8493   -1.6064    0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371   -2.1669    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7808   -1.4387    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1576    1.8508   -2.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0789    1.6546   -1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1266    0.6055    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    1.5653    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0857   -2.5466    0.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5729   -2.6676    0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7078   -0.8256   -0.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8341    1.4977    0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262    1.6804    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6610    1.8827   -1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8511    1.1372   -0.0867 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  3  0
  7  8  1  0
  8  9  2  0
  9 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
 15 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 18 12  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END


  Mrv0541 05061312402D          

 20 21  0  0  0  0            999 V2000
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    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
    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
    3.5724   -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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    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
    0.7145   -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
    4.2868   -4.1250    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   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  3  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  5  2  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16  9  2  0  0  0  0
 16 10  1  0  0  0  0
 17 11  2  0  0  0  0
 17 12  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 13  1  0  0  0  0
 20 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041447

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O3/c18-15-7-5-14(6-8-15)4-2-1-3-13-20-17-11-9-16(19)10-12-17/h1,3,5-12,18-19H,13H2/b3-1-

> <INCHI_KEY>
GXRXAVMCQJHRCM-IWQZZHSRSA-N

> <FORMULA>
C17H14O3

> <MOLECULAR_WEIGHT>
266.2913

> <EXACT_MASS>
266.094294314

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.362982447641826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[(2Z)-5-(4-hydroxyphenyl)pent-2-en-4-yn-1-yl]oxy}phenol

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
3.933976692333333

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.085591921763609

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.424890579938687

> <JCHEM_PKA_STRONGEST_BASIC>
-4.845585494631118

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
77.04610000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(2Z)-5-(4-hydroxyphenyl)pent-2-en-4-yn-1-yl]oxy}phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041447
     RDKit          3D
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol
 34 35  0  0  0  0  0  0  0  0999 V2000
   -7.2615   -0.9701    1.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0342   -0.5582    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8746   -1.2721    1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701   -0.8577    0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693    0.2774   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3087    0.7005   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    1.0450   -1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152    1.4532   -1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1241    1.3435   -0.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517    0.7997    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6856   -0.3587    0.5699 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -0.4286    0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6908   -1.6654    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411   -1.7113    0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8283   -0.6054    0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2261   -0.6796    0.6173 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068    0.6086    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141    0.7007    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7382    0.9799   -0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9481    0.5764    0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8493   -1.6064    0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371   -2.1669    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7808   -1.4387    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1576    1.8508   -2.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0789    1.6546   -1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1266    0.6055    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    1.5653    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0857   -2.5466    0.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5729   -2.6676    0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7078   -0.8256   -0.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8341    1.4977    0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262    1.6804    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6610    1.8827   -1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8511    1.1372   -0.0867 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  3  0
  7  8  1  0
  8  9  2  0
  9 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
 15 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 18 12  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001 -11.550   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       1.334  -3.850   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       5.335  -9.240   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       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   13                                                       
CONECT    4    2   14                                                       
CONECT    5    7   14                                                       
CONECT    6    8   14                                                       
CONECT    7    5   15                                                       
CONECT    8    6   15                                                       
CONECT    9   11   16                                                       
CONECT   10   12   16                                                       
CONECT   11    9   17                                                       
CONECT   12   10   17                                                       
CONECT   13    3   20                                                       
CONECT   14    4    5    6                                                  
CONECT   15    7    8   18                                                  
CONECT   16    9   10   19                                                  
CONECT   17   11   12   20                                                  
CONECT   18   15                                                            
CONECT   19   16                                                            
CONECT   20   13   17                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0041447
HETATM    1  O1  UNL     1      -7.261  -0.970   1.417  1.00  0.00           O  
HETATM    2  C1  UNL     1      -6.034  -0.558   0.882  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.875  -1.272   1.118  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.670  -0.858   0.586  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.569   0.277  -0.198  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.309   0.701  -0.748  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.229   1.045  -1.204  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.015   1.453  -1.757  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.124   1.344  -0.998  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.952   0.800   0.367  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.686  -0.359   0.570  1.00  0.00           O  
HETATM   12  C10 UNL     1       3.054  -0.429   0.577  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.691  -1.665   0.745  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.041  -1.711   0.754  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.828  -0.605   0.606  1.00  0.00           C  
HETATM   16  O3  UNL     1       7.226  -0.680   0.617  1.00  0.00           O  
HETATM   17  C14 UNL     1       5.207   0.609   0.441  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.814   0.701   0.427  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.738   0.980  -0.425  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.948   0.576   0.101  1.00  0.00           C  
HETATM   21  H1  UNL     1      -7.849  -1.606   0.877  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.937  -2.167   1.733  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.781  -1.439   0.790  1.00  0.00           H  
HETATM   24  H4  UNL     1       0.158   1.851  -2.748  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.079   1.655  -1.436  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.127   0.605   0.549  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.338   1.565   1.093  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.086  -2.547   0.863  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.573  -2.668   0.884  1.00  0.00           H  
HETATM   30  H10 UNL     1       7.708  -0.826  -0.274  1.00  0.00           H  
HETATM   31  H11 UNL     1       5.834   1.498   0.322  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.426   1.680   0.323  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.661   1.883  -1.048  1.00  0.00           H  
HETATM   34  H14 UNL     1      -6.851   1.137  -0.087  1.00  0.00           H  
CONECT    1    2   21
CONECT    2    3    3   20
CONECT    3    4   22
CONECT    4    5    5   23
CONECT    5    6   19
CONECT    6    7    7    7
CONECT    7    8
CONECT    8    9    9   24
CONECT    9   10   25
CONECT   10   11   26   27
CONECT   11   12
CONECT   12   13   13   18
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16   17
CONECT   16   30
CONECT   17   18   18   31
CONECT   18   32
CONECT   19   20   20   33
CONECT   20   34
END

HMDB0041447
     RDKit          3D
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol
 34 35  0  0  0  0  0  0  0  0999 V2000
   -7.2615   -0.9701    1.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0342   -0.5582    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8746   -1.2721    1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701   -0.8577    0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693    0.2774   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3087    0.7005   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    1.0450   -1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152    1.4532   -1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1241    1.3435   -0.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517    0.7997    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6856   -0.3587    0.5699 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -0.4286    0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6908   -1.6654    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411   -1.7113    0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8283   -0.6054    0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2261   -0.6796    0.6173 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068    0.6086    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141    0.7007    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7382    0.9799   -0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9481    0.5764    0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8493   -1.6064    0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371   -2.1669    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7808   -1.4387    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1576    1.8508   -2.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0789    1.6546   -1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1266    0.6055    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    1.5653    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0857   -2.5466    0.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5729   -2.6676    0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7078   -0.8256   -0.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8341    1.4977    0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262    1.6804    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6610    1.8827   -1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8511    1.1372   -0.0867 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  3  0
  7  8  1  0
  8  9  2  0
  9 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
 15 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 18 12  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₃

Average Molecular Weight

266.2913

Monoisotopic Molecular Weight

266.094294314

IUPAC Name

4-{[(2Z)-5-(4-hydroxyphenyl)pent-2-en-4-yn-1-yl]oxy}phenol

Traditional Name

4-{[(2Z)-5-(4-hydroxyphenyl)pent-2-en-4-yn-1-yl]oxy}phenol

CAS Registry Number

166762-98-7

SMILES

OC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C17H14O3/c18-15-7-5-14(6-8-15)4-2-1-3-13-20-17-11-9-16(19)10-12-17/h1,3,5-12,18-19H,13H2/b3-1-

InChI Key

GXRXAVMCQJHRCM-IWQZZHSRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

4-alkoxyphenol
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Ether
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

Cell membrane (HMDB: HMDB0041447)

Cellular substructure

Membrane (HMDB: HMDB0041447)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041447)

Source

Exogenous

Food

Food (HMDB: HMDB0041447)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0041447)

Not Available

Nutrient (HMDB: HMDB0041447)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	182 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	4.06	ALOGPS
logP	3.93	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.05 m³·mol⁻¹	ChemAxon
Polarizability	28.36 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]+	165.491	31661259
DarkChem	[M-H]-	165.921	31661259
DeepCCS	[M+H]+	162.539	30932474
DeepCCS	[M-H]-	160.181	30932474
DeepCCS	[M-2H]-	193.067	30932474
DeepCCS	[M+Na]+	168.632	30932474
AllCCS	[M+H]+	162.1	32859911
AllCCS	[M+H-H2O]+	158.3	32859911
AllCCS	[M+NH4]+	165.7	32859911
AllCCS	[M+Na]+	166.8	32859911
AllCCS	[M-H]-	165.0	32859911
AllCCS	[M+Na-2H]-	164.3	32859911
AllCCS	[M+HCOO]-	163.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol	OC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1	4355.3	Standard polar	33892256
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol	OC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1	2684.1	Standard non polar	33892256
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol	OC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1	2835.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(OC/C=C\C#CC2=CC=C(O)C=C2)C=C1	2701.4	Semi standard non polar	33892256
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C#C/C=C\COC2=CC=C(O)C=C2)C=C1	2712.4	Semi standard non polar	33892256
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C#C/C=C\COC2=CC=C(O[Si](C)(C)C)C=C2)C=C1	2703.6	Semi standard non polar	33892256
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(OC/C=C\C#CC2=CC=C(O)C=C2)C=C1	2961.2	Semi standard non polar	33892256
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C#C/C=C\COC2=CC=C(O)C=C2)C=C1	2982.3	Semi standard non polar	33892256
(E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C#C/C=C\COC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C1	3219.3	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 - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-08gl-2920000000-7f41d77908fe0c8b6695	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol GC-MS (2 TMS) - 70eV, Positive	splash10-00ej-5729000000-3577bdec24bc5a9147dc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 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 - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 10V, Positive-QTOF	splash10-014i-0390000000-9ef94de1e0a88cfbe73d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 20V, Positive-QTOF	splash10-0a4i-0920000000-c4ea06d689bd27cd9bbe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 40V, Positive-QTOF	splash10-0a7i-9700000000-e6be753213e13ec6a38f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 10V, Negative-QTOF	splash10-014i-0390000000-482ebc2301e015e6d2b5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 20V, Negative-QTOF	splash10-0a4i-0920000000-5bbe12425c6a1493185b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 40V, Negative-QTOF	splash10-0a4i-4900000000-d5d5ec65b00c757802ee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 10V, Positive-QTOF	splash10-0aor-0970000000-b43897d720800a826f76	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 20V, Positive-QTOF	splash10-0a4i-0920000000-4ea6d56f005afaf3f2d9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 40V, Positive-QTOF	splash10-0pdi-1900000000-98596fdb62b5c2d034f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 10V, Negative-QTOF	splash10-014i-0190000000-9e37b1aa36ef4343921e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 20V, Negative-QTOF	splash10-0aor-0940000000-846a3dfae9e333ad1bbd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol 40V, Negative-QTOF	splash10-0a4l-1900000000-c4bda8401f4a628fe083	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021400

KNApSAcK ID

C00043298

Chemspider ID

30777572

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753147

PDB ID

Not Available

ChEBI ID

174490

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 (E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol (HMDB0041447)

MOL for HMDB0041447 ((E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol)

3D MOL for HMDB0041447 ((E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol)

3D SDF for HMDB0041447 ((E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol)

3D-SDF for HMDB0041447 ((E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol)

PDB for HMDB0041447 ((E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol)

3D PDB for HMDB0041447 ((E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol)

SMILES for HMDB0041447 ((E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol)

INCHI for HMDB0041447 ((E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol)

Structure for HMDB0041447 ((E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol)

3D Structure for HMDB0041447 ((E)-4-[5-(4-Hydroxyphenoxy)-3-penten-1-ynyl]phenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra