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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:20:23 UTC

Update Date

2023-02-21 17:23:28 UTC

HMDB ID

HMDB0033594

Secondary Accession Numbers

HMDB33594

Metabolite Identification

Common Name

Cuelure

Description

Cuelure belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Cuelure is a berry, blueberry, and jam tasting compound. Based on a literature review a small amount of articles have been published on Cuelure.

Structure

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

HMDB0033594
     RDKit          3D
Cuelure
 29 29  0  0  0  0  0  0  0  0999 V2000
   -5.2809    0.5999    0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506   -0.2881    0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3192   -1.3535    1.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791    0.1523    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8173   -0.9190    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4493   -0.4504    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0765   -0.7829   -0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3311   -0.3427   -1.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0450    0.4179   -0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3311    0.8469   -0.6681 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4481    0.0938   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8322    0.5077   -0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2705   -1.0179    0.1952 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4964    0.7375    0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    0.2981    1.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9652    1.4266   -0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1558    0.0436   -0.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6367    1.0599    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5420    1.0741    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6490    0.3795   -0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0194   -1.8562    0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8715   -1.0595    1.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5108   -1.3742   -1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582   -0.5951   -2.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7560    1.3621   -1.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4512    0.7221    0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   -0.3433   -1.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614    1.3329    1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    0.5496    2.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  2  0
 15  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
M  END


  Mrv0541 05061307132D          

 15 15  0  0  0  0            999 V2000
   -0.7145   -2.8875    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  1  1  0  0  0  0
  9  3  1  0  0  0  0
 10  2  1  0  0  0  0
 11  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033594

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O3/c1-9(13)3-4-11-5-7-12(8-6-11)15-10(2)14/h5-8H,3-4H2,1-2H3

> <INCHI_KEY>
UMIKWXDGXDJQJK-UHFFFAOYSA-N

> <FORMULA>
C12H14O3

> <MOLECULAR_WEIGHT>
206.2378

> <EXACT_MASS>
206.094294314

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
22.200412812289272

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(3-oxobutyl)phenyl acetate

> <ALOGPS_LOGP>
1.91

> <JCHEM_LOGP>
1.9924492673333332

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.591543875969542

> <JCHEM_PKA_STRONGEST_BASIC>
-6.9033191420944355

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
56.65010000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(3-oxobutyl)phenyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033594
     RDKit          3D
Cuelure
 29 29  0  0  0  0  0  0  0  0999 V2000
   -5.2809    0.5999    0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506   -0.2881    0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3192   -1.3535    1.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791    0.1523    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8173   -0.9190    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4493   -0.4504    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0765   -0.7829   -0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3311   -0.3427   -1.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0450    0.4179   -0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3311    0.8469   -0.6681 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4481    0.0938   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8322    0.5077   -0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2705   -1.0179    0.1952 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4964    0.7375    0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    0.2981    1.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9652    1.4266   -0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1558    0.0436   -0.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6367    1.0599    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5420    1.0741    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6490    0.3795   -0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0194   -1.8562    0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8715   -1.0595    1.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5108   -1.3742   -1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582   -0.5951   -2.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7560    1.3621   -1.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4512    0.7221    0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   -0.3433   -1.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614    1.3329    1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    0.5496    2.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  2  0
 15  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  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  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3    4    9                                                       
CONECT    4    3   11                                                       
CONECT    5    7   11                                                       
CONECT    6    8   11                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9    1    3   13                                                  
CONECT   10    2   14   15                                                  
CONECT   11    4    5    6                                                  
CONECT   12    7    8   15                                                  
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0033594
HETATM    1  C1  UNL     1      -5.281   0.600   0.132  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.151  -0.288   0.489  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.319  -1.354   1.039  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.779   0.152   0.160  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.817  -0.919   0.622  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.449  -0.450   0.278  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.077  -0.783  -0.951  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.331  -0.343  -1.245  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.045   0.418  -0.320  1.00  0.00           C  
HETATM   10  O2  UNL     1       3.331   0.847  -0.668  1.00  0.00           O  
HETATM   11  C9  UNL     1       4.448   0.094  -0.393  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.832   0.508  -0.743  1.00  0.00           C  
HETATM   13  O3  UNL     1       4.270  -1.018   0.195  1.00  0.00           O  
HETATM   14  C11 UNL     1       1.496   0.737   0.905  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.227   0.298   1.215  1.00  0.00           C  
HETATM   16  H1  UNL     1      -4.965   1.427  -0.501  1.00  0.00           H  
HETATM   17  H2  UNL     1      -6.156   0.044  -0.258  1.00  0.00           H  
HETATM   18  H3  UNL     1      -5.637   1.060   1.100  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.542   1.074   0.766  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.649   0.380  -0.919  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.019  -1.856   0.060  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.871  -1.060   1.717  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.511  -1.374  -1.639  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.758  -0.595  -2.206  1.00  0.00           H  
HETATM   25  H10 UNL     1       5.756   1.362  -1.451  1.00  0.00           H  
HETATM   26  H11 UNL     1       6.451   0.722   0.134  1.00  0.00           H  
HETATM   27  H12 UNL     1       6.273  -0.343  -1.325  1.00  0.00           H  
HETATM   28  H13 UNL     1       2.061   1.333   1.623  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.211   0.550   2.184  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    4
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7    7   15
CONECT    7    8   23
CONECT    8    9    9   24
CONECT    9   10   14
CONECT   10   11
CONECT   11   12   13   13
CONECT   12   25   26   27
CONECT   14   15   15   28
CONECT   15   29
END

HMDB0033594
     RDKit          3D
Cuelure
 29 29  0  0  0  0  0  0  0  0999 V2000
   -5.2809    0.5999    0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506   -0.2881    0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3192   -1.3535    1.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791    0.1523    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8173   -0.9190    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4493   -0.4504    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0765   -0.7829   -0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3311   -0.3427   -1.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0450    0.4179   -0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3311    0.8469   -0.6681 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4481    0.0938   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8322    0.5077   -0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2705   -1.0179    0.1952 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4964    0.7375    0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    0.2981    1.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9652    1.4266   -0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1558    0.0436   -0.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6367    1.0599    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5420    1.0741    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6490    0.3795   -0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0194   -1.8562    0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8715   -1.0595    1.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5108   -1.3742   -1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582   -0.5951   -2.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7560    1.3621   -1.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4512    0.7221    0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   -0.3433   -1.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614    1.3329    1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    0.5496    2.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  2  0
 15  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Hexadecanesulfonyl fluoride	HMDB
1-HEXADECYLsulfonyl fluoride	HMDB
2-Butanone, 4-(P-hydroxyphenyl)-, acetate	HMDB
4-(3-Oxobutyl)phenyl acetate	HMDB
4-(4-Acetoxyphenyl)-2-butanone	HMDB
4-(P-ACETOXYPHENYL)-2-butanone	HMDB, MeSH
4-(P-Hydroxyphenyl)-2-butanone, acetate	HMDB
4-[4-(Acetyloxy)phenyl]-2-butanone	HMDB
Acetate OF 4-(hydroxyphenyl)-2-butanone	HMDB
Cue-lure	HMDB, MeSH
FEMA 3652	HMDB
HDSF	HMDB
P-(3-Oxobutyl)phenyl acetate	HMDB
Para-(2-acetylethyl)phenyl acetate	HMDB
Pherocon QFF	HMDB
Q-Lure	HMDB
4-(3-Oxobutyl)phenyl acetic acid	Generator

Chemical Formula

C₁₂H₁₄O₃

Average Molecular Weight

206.2378

Monoisotopic Molecular Weight

206.094294314

IUPAC Name

4-(3-oxobutyl)phenyl acetate

Traditional Name

4-(3-oxobutyl)phenyl acetate

CAS Registry Number

3572-06-3

SMILES

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

InChI Identifier

InChI=1S/C12H14O3/c1-9(13)3-4-11-5-7-12(8-6-11)15-10(2)14/h5-8H,3-4H2,1-2H3

InChI Key

UMIKWXDGXDJQJK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Monocyclic benzene moiety
Ketone
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

Cellular substructure

Extracellular (HMDB: HMDB0033594)
Cytoplasm (HMDB: HMDB0033594)

Source

Exogenous

Exogenous (HMDB: HMDB0033594)

Food

Food (HMDB: HMDB0033594)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033594)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	123.00 to 124.00 °C. @ 0.20 mm Hg	The Good Scents Company Information System
Water Solubility	1888 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.323 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.084 g/L	ALOGPS
logP	1.91	ALOGPS
logP	1.99	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	19.59	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	56.65 m³·mol⁻¹	ChemAxon
Polarizability	22.2 Å³	ChemAxon
Number of Rings	1	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]+	150.237	31661259
DarkChem	[M-H]-	147.567	31661259
DeepCCS	[M+H]+	145.161	30932474
DeepCCS	[M-H]-	142.766	30932474
DeepCCS	[M-2H]-	176.987	30932474
DeepCCS	[M+Na]+	151.566	30932474
AllCCS	[M+H]+	146.4	32859911
AllCCS	[M+H-H2O]+	142.4	32859911
AllCCS	[M+NH4]+	150.1	32859911
AllCCS	[M+Na]+	151.2	32859911
AllCCS	[M-H]-	149.6	32859911
AllCCS	[M+Na-2H]-	150.2	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.	6.64 minutes	32390414
Predicted by Siyang on May 30, 2022	13.7974 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.92 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2020.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	437.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	170.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	244.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	171.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	541.5 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	553.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	91.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1212.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	453.3 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	1347.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	365.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	389.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	345.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	330.5 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	18.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cuelure	CC(=O)CCC1=CC=C(OC(C)=O)C=C1	2559.8	Standard polar	33892256
Cuelure	CC(=O)CCC1=CC=C(OC(C)=O)C=C1	1608.2	Standard non polar	33892256
Cuelure	CC(=O)CCC1=CC=C(OC(C)=O)C=C1	1630.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cuelure,1TMS,isomer #1	CC(=O)OC1=CC=C(CC=C(C)O[Si](C)(C)C)C=C1	1844.8	Semi standard non polar	33892256
Cuelure,1TMS,isomer #1	CC(=O)OC1=CC=C(CC=C(C)O[Si](C)(C)C)C=C1	1796.6	Standard non polar	33892256
Cuelure,1TMS,isomer #2	C=C(CCC1=CC=C(OC(C)=O)C=C1)O[Si](C)(C)C	1765.9	Semi standard non polar	33892256
Cuelure,1TMS,isomer #2	C=C(CCC1=CC=C(OC(C)=O)C=C1)O[Si](C)(C)C	1735.8	Standard non polar	33892256
Cuelure,1TBDMS,isomer #1	CC(=O)OC1=CC=C(CC=C(C)O[Si](C)(C)C(C)(C)C)C=C1	2097.8	Semi standard non polar	33892256
Cuelure,1TBDMS,isomer #1	CC(=O)OC1=CC=C(CC=C(C)O[Si](C)(C)C(C)(C)C)C=C1	2022.5	Standard non polar	33892256
Cuelure,1TBDMS,isomer #2	C=C(CCC1=CC=C(OC(C)=O)C=C1)O[Si](C)(C)C(C)(C)C	2020.0	Semi standard non polar	33892256
Cuelure,1TBDMS,isomer #2	C=C(CCC1=CC=C(OC(C)=O)C=C1)O[Si](C)(C)C(C)(C)C	1956.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cuelure GC-MS (Non-derivatized) - 70eV, Positive	splash10-01oy-4900000000-6e739f42486a3851df66	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cuelure GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cuelure 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 - Cuelure 10V, Positive-QTOF	splash10-0a4r-0940000000-10d011f5ac46a90eab56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 20V, Positive-QTOF	splash10-00mt-1900000000-e6c32f7b26073aa86e47	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 40V, Positive-QTOF	splash10-0kbb-2900000000-9cab2b651bd9f2a77bc8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 10V, Negative-QTOF	splash10-0bt9-0790000000-304b4b3f6b8fa377a711	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 20V, Negative-QTOF	splash10-08fr-3930000000-274cfd7faa069a09a911	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 40V, Negative-QTOF	splash10-0a4j-7900000000-a19b8daa91338cb9837e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 10V, Positive-QTOF	splash10-000i-0930000000-8ff016f749893216bd32	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 20V, Positive-QTOF	splash10-000i-1900000000-41f6db6079c0a3bc5c42	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 40V, Positive-QTOF	splash10-004i-3900000000-9cc8a3d70ae56feaac43	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 10V, Negative-QTOF	splash10-0a4i-5590000000-c73c6639ad8c73999bce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 20V, Negative-QTOF	splash10-0a4i-5940000000-1d8ba9f0756d9ba85c9d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cuelure 40V, Negative-QTOF	splash10-0aou-9700000000-1d60825f91ec17262e09	2021-09-24	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

Cytoplasm
Extracellular

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

FDB011678

KNApSAcK ID

Not Available

Chemspider ID

18057

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19137

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1037262

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Chang CL, Cho IK, Li QX: Insecticidal activity of basil oil, trans-anethole, estragole, and linalool to adult fruit flies of Ceratitis capitata, Bactrocera dorsalis, and Bactrocera cucurbitae. J Econ Entomol. 2009 Feb;102(1):203-9. [PubMed:19253638 ]
Jang EB, Casana-Giner V, Oliver JE: Field captures of wild melon fly (Diptera: Tephritidae) with an improved male attractant, raspberry ketone formate. J Econ Entomol. 2007 Aug;100(4):1124-8. [PubMed:17849860 ]
Suckling DM, Jang EB, Carvalho LA, Nagata JT, Schneider EL, El-Sayed AM: Can menage-a-trois be used for controlling insects? J Chem Ecol. 2007 Aug;33(8):1494-504. Epub 2007 Jul 6. [PubMed:17619106 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Cuelure (HMDB0033594)

MOL for HMDB0033594 (Cuelure)

3D MOL for HMDB0033594 (Cuelure)

3D SDF for HMDB0033594 (Cuelure)

3D-SDF for HMDB0033594 (Cuelure)

PDB for HMDB0033594 (Cuelure)

3D PDB for HMDB0033594 (Cuelure)

SMILES for HMDB0033594 (Cuelure)

INCHI for HMDB0033594 (Cuelure)

Structure for HMDB0033594 (Cuelure)

3D Structure for HMDB0033594 (Cuelure)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra