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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:15:53 UTC

Update Date

2022-03-07 02:54:49 UTC

HMDB ID

HMDB0036206

Secondary Accession Numbers

HMDB36206

Metabolite Identification

Common Name

alpha-Amylcinnamyl formate

Description

alpha-Amylcinnamyl formate, also known as a-amylcinnamyl formic acid, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. alpha-Amylcinnamyl formate is a sweet, green, and herbal tasting compound. Based on a literature review very few articles have been published on alpha-Amylcinnamyl formate.

Structure

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

HMDB0036206
     RDKit          3D
alpha-Amylcinnamyl formate
 37 37  0  0  0  0  0  0  0  0999 V2000
    4.7925   -0.1435    0.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5028    0.6805   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2754    0.2073   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0489    0.2591   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8701   -0.2058   -1.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894   -0.1991   -0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3541    0.5832   -0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321    0.7042    0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0613    2.0336    0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2494    2.3557    0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0456    1.3263    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6775    0.0215    1.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653   -0.2752    0.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196   -1.1151    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3232   -2.4512    0.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713   -3.2658   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7209   -2.8519   -1.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8633   -0.4429    0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -1.0105    0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6273    0.5300    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665    1.7760   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3664    0.5765   -1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716    0.8224   -2.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638   -0.8390   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9332    1.3083    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418   -0.4278    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1202   -1.2147   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914    0.4518   -1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1794    1.2170   -1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    2.8657   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5711    3.3905    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0035    1.5622    1.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2811   -0.8232    1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2045   -1.3386    0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933   -0.8486    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3490   -0.9029    1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5848   -4.3158   -0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 13  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
M  END


  Mrv0541 05061308562D          

 17 17  0  0  0  0            999 V2000
    3.5724    1.2375    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  5  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036206

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C(COC=O)=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O2/c1-2-3-5-10-15(12-17-13-16)11-14-8-6-4-7-9-14/h4,6-9,11,13H,2-3,5,10,12H2,1H3/b15-11-

> <INCHI_KEY>
AWNFWGNFOOJDNO-PTNGSMBKSA-N

> <FORMULA>
C15H20O2

> <MOLECULAR_WEIGHT>
232.3181

> <EXACT_MASS>
232.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.55854205353403

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-2-(phenylmethylidene)heptyl formate

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
4.229874356

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.827635591811584

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
70.5395

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-2-(phenylmethylidene)heptyl formate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036206
     RDKit          3D
alpha-Amylcinnamyl formate
 37 37  0  0  0  0  0  0  0  0999 V2000
    4.7925   -0.1435    0.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5028    0.6805   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2754    0.2073   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0489    0.2591   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8701   -0.2058   -1.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894   -0.1991   -0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3541    0.5832   -0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321    0.7042    0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0613    2.0336    0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2494    2.3557    0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0456    1.3263    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6775    0.0215    1.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653   -0.2752    0.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196   -1.1151    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3232   -2.4512    0.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713   -3.2658   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7209   -2.8519   -1.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8633   -0.4429    0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -1.0105    0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6273    0.5300    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665    1.7760   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3664    0.5765   -1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716    0.8224   -2.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638   -0.8390   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9332    1.3083    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418   -0.4278    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1202   -1.2147   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914    0.4518   -1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1794    1.2170   -1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    2.8657   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5711    3.3905    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0035    1.5622    1.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2811   -0.8232    1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2045   -1.3386    0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933   -0.8486    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3490   -0.9029    1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5848   -4.3158   -0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 13  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  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   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.338   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.672   3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.671   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.671   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337   3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      16.004   7.700   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      14.671   5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    5                                                       
CONECT    4    6    7                                                       
CONECT    5    3   10                                                       
CONECT    6    4    8                                                       
CONECT    7    4    9                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10    5   15                                                       
CONECT   11   14   15                                                       
CONECT   12   15   17                                                       
CONECT   13   16   17                                                       
CONECT   14    8    9   11                                                  
CONECT   15   10   11   12                                                  
CONECT   16   13                                                            
CONECT   17   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0036206
HETATM    1  C1  UNL     1       4.793  -0.144   0.853  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.503   0.680  -0.364  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.275   0.207  -1.111  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.049   0.259  -0.219  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.870  -0.206  -1.033  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.389  -0.199  -0.242  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.354   0.583  -0.624  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.632   0.704   0.044  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.061   2.034   0.249  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.249   2.356   0.851  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.046   1.326   1.266  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.678   0.021   1.091  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.465  -0.275   0.477  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.520  -1.115   0.896  1.00  0.00           C  
HETATM   15  O1  UNL     1      -0.323  -2.451   0.588  1.00  0.00           O  
HETATM   16  C15 UNL     1      -0.871  -3.266  -0.330  1.00  0.00           C  
HETATM   17  O2  UNL     1      -1.721  -2.852  -1.119  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.863  -0.443   0.889  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.099  -1.010   0.898  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.627   0.530   1.736  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.467   1.776  -0.140  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.366   0.576  -1.081  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.172   0.822  -2.007  1.00  0.00           H  
HETATM   24  H7  UNL     1       3.464  -0.839  -1.419  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.933   1.308   0.130  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.142  -0.428   0.636  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.120  -1.215  -1.418  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.791   0.452  -1.919  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.179   1.217  -1.548  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.444   2.866  -0.072  1.00  0.00           H  
HETATM   31  H14 UNL     1      -4.571   3.391   1.005  1.00  0.00           H  
HETATM   32  H15 UNL     1      -6.004   1.562   1.752  1.00  0.00           H  
HETATM   33  H16 UNL     1      -5.281  -0.823   1.406  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.204  -1.339   0.339  1.00  0.00           H  
HETATM   35  H18 UNL     1       0.393  -0.849   1.551  1.00  0.00           H  
HETATM   36  H19 UNL     1      -1.349  -0.903   1.589  1.00  0.00           H  
HETATM   37  H20 UNL     1      -0.585  -4.316  -0.411  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7    7   14
CONECT    7    8   29
CONECT    8    9    9   13
CONECT    9   10   30
CONECT   10   11   11   31
CONECT   11   12   32
CONECT   12   13   13   33
CONECT   13   34
CONECT   14   15   35   36
CONECT   15   16
CONECT   16   17   17   37
END

HMDB0036206
     RDKit          3D
alpha-Amylcinnamyl formate
 37 37  0  0  0  0  0  0  0  0999 V2000
    4.7925   -0.1435    0.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5028    0.6805   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2754    0.2073   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0489    0.2591   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8701   -0.2058   -1.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894   -0.1991   -0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3541    0.5832   -0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321    0.7042    0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0613    2.0336    0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2494    2.3557    0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0456    1.3263    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6775    0.0215    1.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653   -0.2752    0.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196   -1.1151    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3232   -2.4512    0.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713   -3.2658   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7209   -2.8519   -1.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8633   -0.4429    0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -1.0105    0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6273    0.5300    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665    1.7760   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3664    0.5765   -1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716    0.8224   -2.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638   -0.8390   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9332    1.3083    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418   -0.4278    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1202   -1.2147   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914    0.4518   -1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1794    1.2170   -1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    2.8657   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5711    3.3905    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0035    1.5622    1.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2811   -0.8232    1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2045   -1.3386    0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933   -0.8486    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3490   -0.9029    1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5848   -4.3158   -0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 13  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Amylcinnamyl formate	Generator
a-Amylcinnamyl formic acid	Generator
alpha-Amylcinnamyl formic acid	Generator
Α-amylcinnamyl formate	Generator
Α-amylcinnamyl formic acid	Generator
1-Heptanol, 2-(phenylmethylene)-, formate	HMDB
1-Heptanol, 2-benzylidene-, formate	HMDB
2-(Phenylmethylene)-1-heptyl formate	HMDB
2-(Phenylmethylene)heptyl formate	HMDB
2-Benzylidene-1-heptyl formate	HMDB
alpha-Amyl-beta-phenylacryl isovalerate	HMDB
alpha-Pentylcinnamyl formate	HMDB
FEMA 2066	HMDB
(2Z)-2-(Phenylmethylidene)heptyl formic acid	Generator

Chemical Formula

C₁₅H₂₀O₂

Average Molecular Weight

232.3181

Monoisotopic Molecular Weight

232.146329884

IUPAC Name

(2Z)-2-(phenylmethylidene)heptyl formate

Traditional Name

(2Z)-2-(phenylmethylidene)heptyl formate

CAS Registry Number

7493-79-0

SMILES

CCCCC\C(COC=O)=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H20O2/c1-2-3-5-10-15(12-17-13-16)11-14-8-6-4-7-9-14/h4,6-9,11,13H,2-3,5,10,12H2,1H3/b15-11-

InChI Key

AWNFWGNFOOJDNO-PTNGSMBKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
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

Physiological effect

Organoleptic effect

Taste

Sweet

Odor

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0036206)
Cell membrane (HMDB: HMDB0036206)

Source

Exogenous

Exogenous (HMDB: HMDB0036206)

Food

Food (HMDB: HMDB0036206)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036206)

Biological role

Nutrient (HMDB: HMDB0036206)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0059 g/L	ALOGPS
logP	4.62	ALOGPS
logP	4.23	ChemAxon
logS	-4.6	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	8	ChemAxon
Refractivity	70.54 m³·mol⁻¹	ChemAxon
Polarizability	27.56 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]+	156.803	31661259
DarkChem	[M-H]-	154.176	31661259
DeepCCS	[M+H]+	161.408	30932474
DeepCCS	[M-H]-	159.05	30932474
DeepCCS	[M-2H]-	192.367	30932474
DeepCCS	[M+Na]+	168.22	30932474
AllCCS	[M+H]+	155.8	32859911
AllCCS	[M+H-H2O]+	152.0	32859911
AllCCS	[M+NH4]+	159.3	32859911
AllCCS	[M+Na]+	160.3	32859911
AllCCS	[M-H]-	160.6	32859911
AllCCS	[M+Na-2H]-	161.1	32859911
AllCCS	[M+HCOO]-	161.9	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.	9.9 minutes	32390414
Predicted by Siyang on May 30, 2022	17.4857 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.38 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2660.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	548.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	218.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	303.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	408.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	777.4 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	847.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1648.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	552.8 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	1578.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	535.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	441.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	464.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	402.9 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	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Amylcinnamyl formate	CCCCC\C(COC=O)=C\C1=CC=CC=C1	2380.4	Standard polar	33892256
alpha-Amylcinnamyl formate	CCCCC\C(COC=O)=C\C1=CC=CC=C1	1740.8	Standard non polar	33892256
alpha-Amylcinnamyl formate	CCCCC\C(COC=O)=C\C1=CC=CC=C1	1796.1	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 - alpha-Amylcinnamyl formate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4u-9700000000-a0b8be2f416e5a13ec1c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Amylcinnamyl formate 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 - alpha-Amylcinnamyl formate 10V, Positive-QTOF	splash10-001r-3980000000-89c64c5d884fadc99a5d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 20V, Positive-QTOF	splash10-052r-7910000000-4081e6d1a67dfdc43357	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 40V, Positive-QTOF	splash10-052g-9400000000-dca31e947d29142a4422	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 10V, Negative-QTOF	splash10-001i-0090000000-e3460f5975b698594186	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 20V, Negative-QTOF	splash10-001l-6390000000-99c19c0ed44223b0d829	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 40V, Negative-QTOF	splash10-0006-9410000000-7fb6916b37c86dbd3c32	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 10V, Positive-QTOF	splash10-00kr-0900000000-e376a207bf742c443976	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 20V, Positive-QTOF	splash10-014l-3900000000-8e5e68f74f0aaef5d76b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 40V, Positive-QTOF	splash10-0006-9700000000-724c0c739e8a64e48775	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 10V, Negative-QTOF	splash10-000i-1900000000-dbad7c6fafdfa6c59e02	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 20V, Negative-QTOF	splash10-0006-9520000000-550e3f2a48533cd4622d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Amylcinnamyl formate 40V, Negative-QTOF	splash10-0007-3900000000-2b1d0777f94f870bf6c8	2021-09-23	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

FDB015064

KNApSAcK ID

Not Available

Chemspider ID

4940526

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6435834

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for alpha-Amylcinnamyl formate (HMDB0036206)

MOL for HMDB0036206 (alpha-Amylcinnamyl formate)

3D MOL for HMDB0036206 (alpha-Amylcinnamyl formate)

3D SDF for HMDB0036206 (alpha-Amylcinnamyl formate)

3D-SDF for HMDB0036206 (alpha-Amylcinnamyl formate)

PDB for HMDB0036206 (alpha-Amylcinnamyl formate)

3D PDB for HMDB0036206 (alpha-Amylcinnamyl formate)

SMILES for HMDB0036206 (alpha-Amylcinnamyl formate)

INCHI for HMDB0036206 (alpha-Amylcinnamyl formate)

Structure for HMDB0036206 (alpha-Amylcinnamyl formate)

3D Structure for HMDB0036206 (alpha-Amylcinnamyl formate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra