Showing metabocard for Methyl benzeneacetate (MMDBc0047726)

Not Available
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:39:50 UTC
Update Date2024-09-29 05:05:49 UTC
Metabolite IDMMDBc0047726
Metabolite Identification
Common NameMethyl benzeneacetate
DescriptionMethyl phenylacetate, also known as fema 2733 or mephaneine, 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. Methyl phenylacetate is a sweet, almond, and floral tasting compound. Methyl phenylacetate is found, on average, in the highest concentration within corns. Methyl phenylacetate has also been detected, but not quantified, in several different foods, such as cocoa and cocoa products, coffee and coffee products, fruits, and pepper (c. frutescens). This could make methyl phenylacetate a potential biomarker for the consumption of these foods. Methyl phenylacetate has a strong odor similar to honey. It is a colorless liquid that is only slightly soluble in water, but soluble in most organic solvents. It is used in the flavor industry and in perfumes to impart honey scents. This compound also occurs in brandy, capsicum, coffee, honey, pepper, and some wine. Methyl phenyldiazoacetate, precursor to cyclopropanation agents, is prepared by treating methyl phenylacetate with p-acetamidobenzenesulfonyl azide in the presence of base. Methyl phenylacetate is an organic compound that is the methyl ester of phenylacetic acid, with the structural formula C6H5CH2COOCH3.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdb4c6d8c90>


  Mrv1652305271900212D          

 11 11  0  0  0  0            999 V2000
   -0.7145    3.7125    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
    0.7145    1.2375    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    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  1  1  0  0  0  0
 11  9  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fdb4c6d8c90>

HMDB0032617
     RDKit          3D
Methyl phenylacetate
 21 21  0  0  0  0  0  0  0  0999 V2000
   -3.5936    0.8167   -0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5303    0.3409    0.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6994   -0.6594    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9266   -1.1196   -0.9304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5612   -1.1512    1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.5673    0.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8617    0.8299    0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028    1.4465    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1002    0.7001   -0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9432   -0.6687   -0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7591   -1.3017    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9172    0.0371   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4019    1.2716    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1706    1.6795   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703   -2.2579    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6916   -0.8258    2.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0273    1.4136    0.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1121    2.5176    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9879    1.2129   -0.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7641   -1.3136   -0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6898   -2.4014    0.0603 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  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
  1 12  1  0
  1 13  1  0
  1 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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3D SDF for #<Metabolite:0x00007fdb4c6d8c90>


  Mrv1652305271900212D          

 11 11  0  0  0  0            999 V2000
   -0.7145    3.7125    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
    0.7145    1.2375    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    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  1  1  0  0  0  0
 11  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047726

> <DATABASE_NAME>
MIME

> <SMILES>
COC(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3

> <INCHI_KEY>
CRZQGDNQQAALAY-UHFFFAOYSA-N

> <FORMULA>
C9H10O2

> <MOLECULAR_WEIGHT>
150.1745

> <EXACT_MASS>
150.068079564

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.997119171937396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-phenylacetate

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
1.756888161333333

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.077444074849475

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
42.1347

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl phenylacetate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fdb4c6d8c90>

HMDB0032617
     RDKit          3D
Methyl phenylacetate
 21 21  0  0  0  0  0  0  0  0999 V2000
   -3.5936    0.8167   -0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5303    0.3409    0.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6994   -0.6594    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9266   -1.1196   -0.9304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5612   -1.1512    1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.5673    0.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8617    0.8299    0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028    1.4465    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1002    0.7001   -0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9432   -0.6687   -0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7591   -1.3017    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9172    0.0371   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4019    1.2716    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1706    1.6795   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703   -2.2579    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6916   -0.8258    2.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0273    1.4136    0.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1121    2.5176    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9879    1.2129   -0.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7641   -1.3136   -0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6898   -2.4014    0.0603 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  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
  1 12  1  0
  1 13  1  0
  1 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:0x00007fdb4c6d8c90>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   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  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    8                                                       
CONECT    6    4    8                                                       
CONECT    7    8    9                                                       
CONECT    8    5    6    7                                                  
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    1    9                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for #<Metabolite:0x00007fdb4c6d8c90>

COMPND    HMDB0032617
HETATM    1  C1  UNL     1      -3.594   0.817  -0.141  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.530   0.341   0.690  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.699  -0.659   0.220  1.00  0.00           C  
HETATM    4  O2  UNL     1      -1.927  -1.120  -0.930  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.561  -1.151   1.085  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.715  -0.567   0.568  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.862   0.830   0.598  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.003   1.447   0.176  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.100   0.700  -0.321  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.943  -0.669  -0.344  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.759  -1.302   0.099  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.917   0.037  -0.845  1.00  0.00           H  
HETATM   13  H2  UNL     1      -4.402   1.272   0.460  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.171   1.680  -0.733  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.470  -2.258   1.055  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.692  -0.826   2.102  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.027   1.414   0.975  1.00  0.00           H  
HETATM   18  H7  UNL     1       2.112   2.518   0.195  1.00  0.00           H  
HETATM   19  H8  UNL     1       3.988   1.213  -0.650  1.00  0.00           H  
HETATM   20  H9  UNL     1       3.764  -1.314  -0.710  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.690  -2.401   0.060  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3
CONECT    3    4    4    5
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:0x00007fdb4c6d8c90>

COC(=O)CC1=CC=CC=C1
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INCHI for #<Metabolite:0x00007fdb4c6d8c90>

InChI=1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
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Synonyms
ValueSource
Methyl phenylacetic acidGenerator
FEMA 2733HMDB
MephaneineHMDB
Methyl alpha-toluateHMDB
Methyl ester OF phenylacetic acidHMDB
Methyl 2-phenylacetic acidGenerator
Methyl phenylacetateMeSH
Molecular FormulaC9H10O2
Average Mass150.1745
Monoisotopic Mass150.068079564
IUPAC Namemethyl 2-phenylacetate
Traditional Namemethyl phenylacetate
CAS Registry NumberNot Available
SMILES
COC(=O)CC1=CC=CC=C1
InChI Identifier
InChI=1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
InChI KeyCRZQGDNQQAALAY-UHFFFAOYSA-N