Hmdb loader

Showing metabocard for Ethyl cinnamate (HMDB0033834)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:36:31 UTC
Update Date2023-02-21 17:23:39 UTC
HMDB IDHMDB0033834
Secondary Accession Numbers
  • HMDB33834
Metabolite Identification
Common NameEthyl cinnamate
DescriptionEthyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Ethyl cinnamate is a sweet, balsam, and berry tasting compound. Ethyl cinnamate is found, on average, in the highest concentration within red wine. Ethyl cinnamate has also been detected, but not quantified in, several different foods, such as tamarinds (Tamarindus indica), prickly pears (Opuntia), chinese cinnamons (Cinnamomum aromaticum), tarragons (Artemisia dracunculus), and fruits. This could make ethyl cinnamate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Ethyl cinnamate.
Structure
Data?1677000219
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033834 (Ethyl cinnamate)

  Mrv0541 05061307232D          

 13 13  0  0  0  0            999 V2000
   -2.8579    2.4750    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
    0.7145   -0.4125    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
    0.7145    2.0625    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
    0.7145    1.2375    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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 11  2  0  0  0  0
 13  2  1  0  0  0  0
 13 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0033834 (Ethyl cinnamate)

HMDB0033834
     RDKit          3D
Ethyl cinnamate
 25 25  0  0  0  0  0  0  0  0999 V2000
    4.7596   -0.6735    0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851   -0.9528    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6408    0.3206    0.1093 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2287    0.3521   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -0.7506   -0.0105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558    1.6034   -0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6964    1.7776   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273    0.7820   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760    0.9271   -1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9658    0.1202   -0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0284   -0.9106   -0.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9426   -1.0860    0.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -0.2457    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8801   -0.1260    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1225    0.0142   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3493   -1.6047    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -1.6363   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9536   -1.4422    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1851    2.5485   -0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0502    2.8493   -0.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8520    1.7333   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8284    0.2568   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9140   -1.5449    0.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9507   -1.8823    1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0569   -0.4293    1.4349 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  2  0
  4  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
 13  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
M  END
Download

3D SDF for HMDB0033834 (Ethyl cinnamate)

  Mrv0541 05061307232D          

 13 13  0  0  0  0            999 V2000
   -2.8579    2.4750    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
    0.7145   -0.4125    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
    0.7145    2.0625    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
    0.7145    1.2375    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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 11  2  0  0  0  0
 13  2  1  0  0  0  0
 13 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033834

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)\C=C/C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8-

> <INCHI_KEY>
KBEBGUQPQBELIU-HJWRWDBZSA-N

> <FORMULA>
C11H12O2

> <MOLECULAR_WEIGHT>
176.2118

> <EXACT_MASS>
176.083729628

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
19.665317853771757

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl (2Z)-3-phenylprop-2-enoate

> <ALOGPS_LOGP>
3.10

> <JCHEM_LOGP>
2.872121604

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.808418414152194

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
52.57760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (2Z)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0033834 (Ethyl cinnamate)

HMDB0033834
     RDKit          3D
Ethyl cinnamate
 25 25  0  0  0  0  0  0  0  0999 V2000
    4.7596   -0.6735    0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851   -0.9528    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6408    0.3206    0.1093 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2287    0.3521   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -0.7506   -0.0105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558    1.6034   -0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6964    1.7776   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273    0.7820   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760    0.9271   -1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9658    0.1202   -0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0284   -0.9106   -0.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9426   -1.0860    0.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -0.2457    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8801   -0.1260    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1225    0.0142   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3493   -1.6047    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -1.6363   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9536   -1.4422    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1851    2.5485   -0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0502    2.8493   -0.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8520    1.7333   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8284    0.2568   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9140   -1.5449    0.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9507   -1.8823    1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0569   -0.4293    1.4349 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  2  0
  4  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
 13  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
M  END
Download

PDB for HMDB0033834 (Ethyl cinnamate)

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      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   13                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   10                                                       
CONECT    7    5   10                                                       
CONECT    8    9   10                                                       
CONECT    9    8   11                                                       
CONECT   10    6    7    8                                                  
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13    2   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
Download

3D PDB for HMDB0033834 (Ethyl cinnamate)

COMPND    HMDB0033834
HETATM    1  C1  UNL     1       4.760  -0.673   0.411  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.285  -0.953   0.276  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.641   0.321   0.109  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.229   0.352  -0.040  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.697  -0.751  -0.010  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.556   1.603  -0.207  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.696   1.778  -0.286  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.727   0.782  -0.207  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.876   0.927  -1.028  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.966   0.120  -0.941  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.028  -0.911  -0.034  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.943  -1.086   0.780  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.819  -0.246   0.685  1.00  0.00           C  
HETATM   14  H1  UNL     1       4.880  -0.126   1.392  1.00  0.00           H  
HETATM   15  H2  UNL     1       5.123   0.014  -0.379  1.00  0.00           H  
HETATM   16  H3  UNL     1       5.349  -1.605   0.483  1.00  0.00           H  
HETATM   17  H4  UNL     1       3.051  -1.636  -0.563  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.954  -1.442   1.216  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.185   2.548  -0.278  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.050   2.849  -0.439  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.852   1.733  -1.752  1.00  0.00           H  
HETATM   22  H9  UNL     1      -4.828   0.257  -1.583  1.00  0.00           H  
HETATM   23  H10 UNL     1      -4.914  -1.545   0.014  1.00  0.00           H  
HETATM   24  H11 UNL     1      -2.951  -1.882   1.505  1.00  0.00           H  
HETATM   25  H12 UNL     1      -1.057  -0.429   1.435  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   19
CONECT    7    8   20
CONECT    8    9    9   13
CONECT    9   10   21
CONECT   10   11   11   22
CONECT   11   12   23
CONECT   12   13   13   24
CONECT   13   25
END
Download

SMILES for HMDB0033834 (Ethyl cinnamate)

CCOC(=O)\C=C/C1=CC=CC=C1
Download

INCHI for HMDB0033834 (Ethyl cinnamate)

InChI=1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8-
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
Ethyl cinnamic acidGenerator
(e)-Ethyl cinnamateHMDB
3-Phenyl-ethyl ester(e)-2-propenoic acidHMDB
Ethyl (2E)-3-phenyl-2-propenoateHMDB
Ethyl (2E)-3-phenylacrylateHMDB
Ethyl (e)-cinnamateHMDB
Ethyl cinnamate, transHMDB
Ethyl trans-cinnamateHMDB
FEMA 2430HMDB
trans-Ethyl cinnamateHMDB
Ethyl (2Z)-3-phenylprop-2-enoic acidGenerator
Chemical FormulaC11H12O2
Average Molecular Weight176.2118
Monoisotopic Molecular Weight176.083729628
IUPAC Nameethyl (2Z)-3-phenylprop-2-enoate
Traditional Nameethyl (2Z)-3-phenylprop-2-enoate
CAS Registry Number4192-77-2
SMILES
CCOC(=O)\C=C/C1=CC=CC=C1
InChI Identifier
InChI=1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8-
InChI KeyKBEBGUQPQBELIU-HJWRWDBZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassCinnamic acid esters
Direct ParentCinnamic acid esters
Alternative Parents
Substituents
  • Cinnamic acid ester
  • Styrene
  • Fatty acid ester
  • Monocyclic benzene moiety
  • Benzenoid
  • Fatty acyl
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological roleIndustrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point12 °CNot Available
Boiling Point269.00 to 270.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility160.6 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.708 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012002
KNApSAcK IDC00035614
Chemspider ID4447700
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEthyl cinnamate
METLIN IDNot Available
PubChem Compound5284656
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1551521
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .