Showing metabocard for Phenylpropanoate (MMDBc0049971)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 22:47:21 UTC
Update Date2022-12-15 22:52:19 UTC
Metabolite IDMMDBc0049971
Metabolite Identification
Common NamePhenylpropanoate
DescriptionHydrocinnamic acid, also known as 3-phenylpropanoic acid or dihydrocinnamic acid, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid (C6-C3). Phenylpropanoic acid can be prepared from cinnamic acid by hydrogenation. Hydrocinnamic acid is a sweet, balsamic, and cinnamon tasting compound. This compound is used frequently in cosmetic products such as perfumes, bath gels, detergent powders, liquid detergents, fabric softeners, and soaps as it gives off a floral scent. A characteristic reaction of phenylpropanoic acid is its cyclization to indanones. Phenylpropanoic acid is used in the food industry to preserve and maintain the original aroma quality of frozen foods. Phenylpropanoic acid is also added to food for technological purposes in a wide variety including manufacturing, processing, preparation, treatment, packaging, transportation or storage, and food additives. This compound is used as a sweetener as well to sweeten food and can be found in tabletop sweeteners.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdb1f9d8148>


  Mrv1652304272018552D          

 11 11  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3001    1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3001    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  2  0  0  0  0
  4  8  2  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fdb1f9d8148>

HMDB0000764
     RDKit          3D
Hydrocinnamic acid
 21 21  0  0  0  0  0  0  0  0999 V2000
    4.0705   -1.0791    0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2222   -0.4434    0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5984    0.3955   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935   -0.6187    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9455    0.2186   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    0.1193   -0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3289   -0.8073   -0.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -0.8484   -0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2114    0.0454    0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3920    0.9862    0.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0521    1.0034    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015    1.4041   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6797   -0.2031    1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109   -1.6691    0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1641   -0.1439   -1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2437    1.2760   -0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9336   -1.5302   -1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3465   -1.5822   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2832    0.0151    0.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    1.7074    1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4084    1.7545    1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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  2  0
 11  6  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fdb1f9d8148>


  Mrv1652304272018552D          

 11 11  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3001    1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3001    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  2  0  0  0  0
  4  8  2  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049971

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)

> <INCHI_KEY>
XMIIGOLPHOKFCH-UHFFFAOYSA-N

> <FORMULA>
C9H10O2

> <MOLECULAR_WEIGHT>
150.1745

> <EXACT_MASS>
150.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.943854511513758

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-phenylpropanoic acid

> <ALOGPS_LOGP>
1.84

> <JCHEM_LOGP>
2.0555627703333332

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.728925328917475

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
41.9666

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-phenylpropionic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fdb1f9d8148>

HMDB0000764
     RDKit          3D
Hydrocinnamic acid
 21 21  0  0  0  0  0  0  0  0999 V2000
    4.0705   -1.0791    0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2222   -0.4434    0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5984    0.3955   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935   -0.6187    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9455    0.2186   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    0.1193   -0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3289   -0.8073   -0.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -0.8484   -0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2114    0.0454    0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3920    0.9862    0.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0521    1.0034    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015    1.4041   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6797   -0.2031    1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109   -1.6691    0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1641   -0.1439   -1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2437    1.2760   -0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9336   -1.5302   -1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3465   -1.5822   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2832    0.0151    0.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    1.7074    1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4084    1.7545    1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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  2  0
 11  6  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
M  END
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PDB for #<Metabolite:0x00007fdb1f9d8148>

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.850   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.390   1.334   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -6.160   2.667   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -6.160   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    8                                                       
CONECT    5    3    8                                                       
CONECT    6    7    8                                                       
CONECT    7    6    9                                                       
CONECT    8    4    5    6                                                  
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for #<Metabolite:0x00007fdb1f9d8148>

COMPND    HMDB0000764
HETATM    1  O1  UNL     1       4.070  -1.079   0.706  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.222  -0.443   0.028  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.598   0.396  -1.030  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.794  -0.619   0.397  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.945   0.219  -0.526  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.490   0.119  -0.249  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.329  -0.807  -0.823  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.673  -0.848  -0.520  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.211   0.045   0.374  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.392   0.986   0.965  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.052   1.003   0.642  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.701   1.404  -0.858  1.00  0.00           H  
HETATM   13  H2  UNL     1       1.680  -0.203   1.423  1.00  0.00           H  
HETATM   14  H3  UNL     1       1.511  -1.669   0.426  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.164  -0.144  -1.570  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.244   1.276  -0.431  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.934  -1.530  -1.536  1.00  0.00           H  
HETATM   18  H7  UNL     1      -3.346  -1.582  -0.972  1.00  0.00           H  
HETATM   19  H8  UNL     1      -4.283   0.015   0.618  1.00  0.00           H  
HETATM   20  H9  UNL     1      -2.811   1.707   1.682  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.408   1.754   1.117  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5   13   14
CONECT    5    6   15   16
CONECT    6    7    7   11
CONECT    7    8   17
CONECT    8    9    9   18
CONECT    9   10   19
CONECT   10   11   11   20
CONECT   11   21
END
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SMILES for #<Metabolite:0x00007fdb1f9d8148>

OC(=O)CCC1=CC=CC=C1
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INCHI for #<Metabolite:0x00007fdb1f9d8148>

InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)
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Synonyms
ValueSource
3-Phenyl-propionic acidChEBI
3-Phenylpropanoic acidChEBI
3-PhenylpropionsaeureChEBI
3PPChEBI
Benzenepropanoic acidChEBI
Benzenepropionic acidChEBI
Benzylacetic acidChEBI
beta-Phenylpropionic acidChEBI
Dihydrocinnamic acidChEBI
HydrozimtsaeureChEBI
PhenylpropanoateChEBI
3-PhenylpropanoateKegg
3-Phenylpropionic acidKegg
3-Phenyl-propionateGenerator
BenzenepropanoateGenerator
BenzenepropionateGenerator
BenzylacetateGenerator
b-PhenylpropionateGenerator
b-Phenylpropionic acidGenerator
beta-PhenylpropionateGenerator
Β-phenylpropionateGenerator
Β-phenylpropionic acidGenerator
DihydrocinnamateGenerator
Phenylpropanoic acidGenerator
3-PhenylpropionateGenerator
HydrocinnamateGenerator
3-Phenyl-N-propionateHMDB
3-Phenyl-N-propionic acidHMDB
Omega-phenylpropanoateHMDB
Omega-phenylpropanoic acidHMDB
W-PhenylpropanoateHMDB
W-Phenylpropanoic acidHMDB
3-Phenylpropionic acid, sodium saltHMDB
3-Phenyl propionic acidHMDB
Phenylpropionic acidHMDB
beta-Phenylpropanoic acidHMDB
Β-phenylpropanoic acidHMDB
Ω-phenylpropanoic acidHMDB
Molecular FormulaC9H10O2
Average Mass150.1745
Monoisotopic Mass150.068079564
IUPAC Name3-phenylpropanoic acid
Traditional Name3-phenylpropionic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CCC1=CC=CC=C1
InChI Identifier
InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)
InChI KeyXMIIGOLPHOKFCH-UHFFFAOYSA-N