Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:52:45 UTC

Update Date

2023-02-21 17:25:54 UTC

HMDB ID

HMDB0037628

Secondary Accession Numbers

HMDB37628

Metabolite Identification

Common Name

Phenethyl tiglate

Description

Phenethyl tiglate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a small amount of articles have been published on Phenethyl tiglate.

Structure

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

HMDB0037628
     RDKit          3D
Phenethyl tiglate
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.0888    1.3913    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3294    0.0284    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2977   -0.6294   -0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612   -1.9986   -0.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679   -0.0479   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952    1.0912    0.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9511   -0.8161   -0.8343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3925   -0.4654   -0.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -0.2247    0.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4245    0.1494    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3674   -0.8530    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189   -0.5622    0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1622    0.7374    0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2011    1.7242    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518    1.4436    0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778    2.1041   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812    1.7842    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308    1.4144    1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -0.4208    0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6286   -2.1544   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259   -2.1853   -1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2182   -2.7129    0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5288    0.4794   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8984   -1.3244   -1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3884    0.5611    0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9165   -1.1998    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1125   -1.8998    0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4755   -1.3572    0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2262    0.9460    0.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5237    2.7625    0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243    2.2346    0.1799 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END


  Mrv0541 05061309542D          

 15 15  0  0  0  0            999 V2000
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    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
    4.2868    1.6500    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  2  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037628

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(\C)C(=O)OCCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O2/c1-3-11(2)13(14)15-10-9-12-7-5-4-6-8-12/h3-8H,9-10H2,1-2H3/b11-3-

> <INCHI_KEY>
KVMWYGAYARXPOL-JYOAFUTRSA-N

> <FORMULA>
C13H16O2

> <MOLECULAR_WEIGHT>
204.2649

> <EXACT_MASS>
204.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.494495230701393

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenylethyl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.65

> <JCHEM_LOGP>
3.7074944883333334

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.843093623182949

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
61.458700000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phenylethyl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037628
     RDKit          3D
Phenethyl tiglate
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.0888    1.3913    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3294    0.0284    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2977   -0.6294   -0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612   -1.9986   -0.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679   -0.0479   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952    1.0912    0.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9511   -0.8161   -0.8343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3925   -0.4654   -0.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -0.2247    0.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4245    0.1494    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3674   -0.8530    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189   -0.5622    0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1622    0.7374    0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2011    1.7242    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518    1.4436    0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778    2.1041   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812    1.7842    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308    1.4144    1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -0.4208    0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6286   -2.1544   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259   -2.1853   -1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2182   -2.7129    0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5288    0.4794   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8984   -1.3244   -1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3884    0.5611    0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9165   -1.1998    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1125   -1.8998    0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4755   -1.3572    0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2262    0.9460    0.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5237    2.7625    0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243    2.2346    0.1799 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  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       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   3.850   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       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   11                                                            
CONECT    3    1   11                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9   10   12                                                       
CONECT   10    9   15                                                       
CONECT   11    2    3   13                                                  
CONECT   12    7    8    9                                                  
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0037628
HETATM    1  C1  UNL     1       4.089   1.391   0.754  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.329   0.028   0.223  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.298  -0.629  -0.270  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.561  -1.999  -0.798  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.968  -0.048  -0.297  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.695   1.091   0.131  1.00  0.00           O  
HETATM    7  O2  UNL     1       0.951  -0.816  -0.834  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.393  -0.465  -0.959  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.980  -0.225   0.410  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.424   0.149   0.321  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.367  -0.853   0.354  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.719  -0.562   0.274  1.00  0.00           C  
HETATM   13  C11 UNL     1      -5.162   0.737   0.160  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.201   1.724   0.128  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.852   1.444   0.207  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.778   2.104  -0.043  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.081   1.784   1.122  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.431   1.414   1.640  1.00  0.00           H  
HETATM   19  H4  UNL     1       5.339  -0.421   0.241  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.629  -2.154  -1.000  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.926  -2.185  -1.686  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.218  -2.713   0.007  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.529   0.479  -1.527  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.898  -1.324  -1.472  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.388   0.561   0.906  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.917  -1.200   0.951  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.112  -1.900   0.442  1.00  0.00           H  
HETATM   28  H13 UNL     1      -5.476  -1.357   0.300  1.00  0.00           H  
HETATM   29  H14 UNL     1      -6.226   0.946   0.098  1.00  0.00           H  
HETATM   30  H15 UNL     1      -4.524   2.762   0.038  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.124   2.235   0.180  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   19
CONECT    3    4    5
CONECT    4   20   21   22
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   23   24
CONECT    9   10   25   26
CONECT   10   11   11   15
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   31
END

HMDB0037628
     RDKit          3D
Phenethyl tiglate
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.0888    1.3913    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3294    0.0284    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2977   -0.6294   -0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612   -1.9986   -0.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679   -0.0479   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952    1.0912    0.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9511   -0.8161   -0.8343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3925   -0.4654   -0.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -0.2247    0.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4245    0.1494    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3674   -0.8530    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189   -0.5622    0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1622    0.7374    0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2011    1.7242    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518    1.4436    0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778    2.1041   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812    1.7842    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308    1.4144    1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -0.4208    0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6286   -2.1544   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259   -2.1853   -1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2182   -2.7129    0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5288    0.4794   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8984   -1.3244   -1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3884    0.5611    0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9165   -1.1998    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1125   -1.8998    0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4755   -1.3572    0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2262    0.9460    0.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5237    2.7625    0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243    2.2346    0.1799 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Phenethyl tiglic acid	Generator
(e)-2-Phenylethyl 2-methyl-2-butenoate	HMDB
2-Butenoic acid, 2-methyl-, phenethyl ester	HMDB
2-Methyl-2-phenylethyl ester(2E)-2-butenoic acid	HMDB
2-Methyl-2-phenylethyl ester(e)-2-butenoic acid	HMDB
2-Phenylethanol tiglate	HMDB
2-Phenylethyl (2E)-2-methyl-2-butenoate	HMDB
2-Phenylethyl (e)-2-methyl-2-butenoate	HMDB
2-Phenylethyl tiglate	HMDB
2-Phenylethyl trans-2,3-dimethylacrylate	HMDB
2-Phenylethyl trans-2-methylbutenoate	HMDB
3',4',5,6,7-Pentahydroxyflavone	HMDB
Benzyl carbinyl tiglate	HMDB
Benzylcarbinyl tiglate	HMDB
beta -Phenylethyl tiglate	HMDB
FEMA 2870	HMDB
Phenethyl 2-methylcrotonate	HMDB
Phenyl ethyl tiglate	HMDB
Phenylethyl (e)-2-methyl-2-butenoate	HMDB
Phenylethyl tiglate	HMDB
Phenylethyl-alpha -methylbutenoate	HMDB
Phenylethyl-alpha-methylbutenoate	HMDB
2-Phenylethyl (2Z)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₁₃H₁₆O₂

Average Molecular Weight

204.2649

Monoisotopic Molecular Weight

204.115029756

IUPAC Name

2-phenylethyl (2Z)-2-methylbut-2-enoate

Traditional Name

2-phenylethyl (2Z)-2-methylbut-2-enoate

CAS Registry Number

55719-85-2

SMILES

C\C=C(\C)C(=O)OCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C13H16O2/c1-3-11(2)13(14)15-10-9-12-7-5-4-6-8-12/h3-8H,9-10H2,1-2H3/b11-3-

InChI Key

KVMWYGAYARXPOL-JYOAFUTRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0037628)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037628)

Source

Endogenous

Endogenous (HMDB: HMDB0037628)

Animal

Animal (HMDB: HMDB0037628)

Exogenous

Food

Food (HMDB: HMDB0037628)

Exogenous (HMDB: HMDB0037628)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037628)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037628)

Lipid metabolism pathway (HMDB: HMDB0037628)

Cellular process

Cell signaling (HMDB: HMDB0037628)

Biochemical process

Lipid transport (HMDB: HMDB0037628)

Role

Biological role

Energy source (HMDB: HMDB0037628)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037628)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037628)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	139.00 to 140.00 °C. @ 7.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	3.540 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.066 g/L	ALOGPS
logP	3.65	ALOGPS
logP	3.71	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	61.46 m³·mol⁻¹	ChemAxon
Polarizability	23.49 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	149.483	31661259
DarkChem	[M-H]-	147.824	31661259
DeepCCS	[M+H]+	147.825	30932474
DeepCCS	[M-H]-	145.457	30932474
DeepCCS	[M-2H]-	179.251	30932474
DeepCCS	[M+Na]+	154.08	30932474
AllCCS	[M+H]+	145.6	32859911
AllCCS	[M+H-H2O]+	141.6	32859911
AllCCS	[M+NH4]+	149.3	32859911
AllCCS	[M+Na]+	150.3	32859911
AllCCS	[M-H]-	150.0	32859911
AllCCS	[M+Na-2H]-	150.4	32859911
AllCCS	[M+HCOO]-	151.0	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.	8.89 minutes	32390414
Predicted by Siyang on May 30, 2022	15.2179 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.34 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2450.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	464.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	181.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	261.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	114.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	556.7 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	652.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	72.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1349.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	566.1 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	1330.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	357.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	458.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	384.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	314.5 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	11.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenethyl tiglate	C\C=C(\C)C(=O)OCCC1=CC=CC=C1	2277.1	Standard polar	33892256
Phenethyl tiglate	C\C=C(\C)C(=O)OCCC1=CC=CC=C1	1505.0	Standard non polar	33892256
Phenethyl tiglate	C\C=C(\C)C(=O)OCCC1=CC=CC=C1	1546.9	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 - Phenethyl tiglate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pc3-9200000000-d1640400fe9f7e889aac	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenethyl tiglate 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 - Phenethyl tiglate 10V, Positive-QTOF	splash10-0a4i-4390000000-15ec906d27272a7b8378	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 20V, Positive-QTOF	splash10-0a4i-9810000000-fb01762b59805cfa09df	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 40V, Positive-QTOF	splash10-0a4i-9100000000-f08a88b84ebbe870b5e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 10V, Negative-QTOF	splash10-0udi-3090000000-21d2f2f9d28a47eb5a5b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 20V, Negative-QTOF	splash10-0002-9010000000-5261e767bd92408f298a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 40V, Negative-QTOF	splash10-0pdl-9000000000-206e083e962f00a63b21	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 10V, Positive-QTOF	splash10-0a4i-5900000000-d822bd80d75af17548e1	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 20V, Positive-QTOF	splash10-0a4i-9500000000-79ad8ea864dc6d5baaa0	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 40V, Positive-QTOF	splash10-0a4l-9400000000-feb644e2252d2bc90d5f	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 10V, Negative-QTOF	splash10-0002-9010000000-aae7832ae191a3b53b50	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 20V, Negative-QTOF	splash10-002e-9100000000-c398d39d5d9c0e37cad9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenethyl tiglate 40V, Negative-QTOF	splash10-0pb9-9000000000-5699f4fbcd256b18e437	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB016742

KNApSAcK ID

C00035906

Chemspider ID

4938110

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6432903

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1002521

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Phenethyl tiglate (HMDB0037628)

MOL for HMDB0037628 (Phenethyl tiglate)

3D MOL for HMDB0037628 (Phenethyl tiglate)

3D SDF for HMDB0037628 (Phenethyl tiglate)

3D-SDF for HMDB0037628 (Phenethyl tiglate)

PDB for HMDB0037628 (Phenethyl tiglate)

3D PDB for HMDB0037628 (Phenethyl tiglate)

SMILES for HMDB0037628 (Phenethyl tiglate)

INCHI for HMDB0037628 (Phenethyl tiglate)

Structure for HMDB0037628 (Phenethyl tiglate)

3D Structure for HMDB0037628 (Phenethyl tiglate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra