Showing metabocard for Methyl cinnamate (MMDBc0033680)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:58:40 UTC
Update Date2022-08-31 22:37:42 UTC
Metabolite IDMMDBc0033680
Metabolite Identification
Common NameMethyl cinnamate
DescriptionMethyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Based on a literature review very few articles have been published on Methyl cinnamate.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fece8030c28>


  Mrv0541 02241223242D          

 12 12  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   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
    0.7145    3.7125    0.0000 O   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    2.0625    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    0.8250    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
    0.7145   -0.4125    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fece8030c28>

HMDB0303905
     RDKit          3D
(E)-methyl ester 3-phenyl-2-propenoic acid
 22 22  0  0  0  0  0  0  0  0999 V2000
    4.5292   -0.6393    0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1175   -0.5602    0.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5374    0.5654   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2746    1.4828   -0.6340 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0956    0.7170   -0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2605   -0.2045    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -0.0740   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9956   -1.1080    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3643   -1.0103    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0007    0.0859   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2010    1.1029   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014    1.0140   -0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8628   -0.7266    1.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204   -1.5630   -0.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9946    0.2219   -0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7263    1.6255   -0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039   -1.0901    0.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4817   -1.9594    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9632   -1.8323    0.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    0.1224   -0.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6467    1.9796   -1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2071    1.8502   -0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  5 16  1  0
  6 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fece8030c28>


  Mrv0541 02241223242D          

 12 12  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   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
    0.7145    3.7125    0.0000 O   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    2.0625    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    0.8250    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
    0.7145   -0.4125    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033680

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3/b8-7+

> <INCHI_KEY>
CCRCUPLGCSFEDV-BQYQJAHWSA-N

> <FORMULA>
C10H10O2

> <MOLECULAR_WEIGHT>
162.1852

> <EXACT_MASS>
162.068079564

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
17.60557931365441

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-3-phenylprop-2-enoate

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
2.515313649333333

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.801363696744574

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
47.82900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl cinnamate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fece8030c28>

HMDB0303905
     RDKit          3D
(E)-methyl ester 3-phenyl-2-propenoic acid
 22 22  0  0  0  0  0  0  0  0999 V2000
    4.5292   -0.6393    0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1175   -0.5602    0.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5374    0.5654   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2746    1.4828   -0.6340 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0956    0.7170   -0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2605   -0.2045    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -0.0740   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9956   -1.1080    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3643   -1.0103    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0007    0.0859   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2010    1.1029   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014    1.0140   -0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8628   -0.7266    1.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204   -1.5630   -0.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9946    0.2219   -0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7263    1.6255   -0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039   -1.0901    0.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4817   -1.9594    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9632   -1.8323    0.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    0.1224   -0.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6467    1.9796   -1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2071    1.8502   -0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  5 16  1  0
  6 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
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PDB for #<Metabolite:0x00007fece8030c28>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007fece8030c28>

COMPND    HMDB0303905
HETATM    1  C1  UNL     1       4.529  -0.639   0.418  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.118  -0.560   0.338  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.537   0.565  -0.217  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.275   1.483  -0.634  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.096   0.717  -0.333  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.260  -0.205   0.083  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.170  -0.074  -0.022  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.996  -1.108   0.448  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.364  -1.010   0.360  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.001   0.086  -0.183  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.201   1.103  -0.645  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.801   1.014  -0.561  1.00  0.00           C  
HETATM   13  H1  UNL     1       4.863  -0.727   1.494  1.00  0.00           H  
HETATM   14  H2  UNL     1       4.820  -1.563  -0.155  1.00  0.00           H  
HETATM   15  H3  UNL     1       4.995   0.222  -0.068  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.726   1.625  -0.778  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.704  -1.090   0.520  1.00  0.00           H  
HETATM   18  H6  UNL     1      -1.482  -1.959   0.870  1.00  0.00           H  
HETATM   19  H7  UNL     1      -3.963  -1.832   0.736  1.00  0.00           H  
HETATM   20  H8  UNL     1      -5.091   0.122  -0.233  1.00  0.00           H  
HETATM   21  H9  UNL     1      -3.647   1.980  -1.078  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.207   1.850  -0.943  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   16
CONECT    6    7   17
CONECT    7    8    8   12
CONECT    8    9   18
CONECT    9   10   10   19
CONECT   10   11   20
CONECT   11   12   12   21
CONECT   12   22
END
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SMILES for #<Metabolite:0x00007fece8030c28>

COC(=O)\C=C\C1=CC=CC=C1
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INCHI for #<Metabolite:0x00007fece8030c28>

InChI=1S/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3/b8-7+
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Synonyms
ValueSource
3-Phenyl-2-propenoic acid methylKegg
3-Phenyl-2-propenoate methylGenerator
Methyl cinnamic acidGenerator
Methyl cinnamate, ion(1-)MeSH
Methyl trans-cinnamateMeSH
Methyl cinnamate, propenoic-3-(14)C-labeledMeSH
Methyl cinnamate, cis-isomerMeSH
Methyl cinnamate, propenoic-3-(14)C-labeled, (e)-isomerMeSH
Methyl cinnamate, trans-isomerMeSH
(e)-Methyl ester 3-phenyl-2-propenoateGenerator
Molecular FormulaC10H10O2
Average Mass162.1852
Monoisotopic Mass162.068079564
IUPAC Namemethyl (2E)-3-phenylprop-2-enoate
Traditional Namemethyl cinnamate
CAS Registry Number103-26-4
SMILES
COC(=O)\C=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3/b8-7+
InChI KeyCCRCUPLGCSFEDV-BQYQJAHWSA-N