Showing metabocard for Tropic acid (MMDBc0034218)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 05:21:08 UTC
Update Date2022-08-31 22:45:21 UTC
Metabolite IDMMDBc0034218
Metabolite Identification
Common NameTropic acid
DescriptionTropic acid is a chemical with IUPAC name 3-hydroxy-2-phenylpropanoic acid and condensed structural formula HOCH2CHPhCOOH. It is a laboratory reagent used in the chemical synthesis of atropine and hyoscyamine. Tropic acid is a chiral substance, existing as either a racemic mixture or as a single enantiomer.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fec81fe9000>


  Mrv1652304032018352D          

 12 12  0  0  0  0            999 V2000
    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
    1.4289    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   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
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 11  9  2  0  0  0  0
 12  9  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fec81fe9000>

HMDB0062590
     RDKit          3D
Tropate
 22 22  0  0  0  0  0  0  0  0999 V2000
   -0.6152   -1.9106    1.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997   -1.4405    0.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7953   -1.8860    0.9225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1281   -0.4835   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9103    0.8071   -0.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554    1.4889    0.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3124   -0.2251   -0.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8705    0.3329    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    0.6029    0.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    0.3246   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5173   -0.2318   -1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681   -0.5044   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5904   -1.2815    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582   -0.9521   -1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    1.4640   -1.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9814    0.6620   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265    2.4543    0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    0.5766    1.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6004    1.0387    1.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1039    0.5588   -0.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874   -0.4510   -2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212   -0.9443   -2.2486 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
  4  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
  3 13  1  0
  4 14  1  0
  5 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:0x00007fec81fe9000>


  Mrv1652304032018352D          

 12 12  0  0  0  0            999 V2000
    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
    1.4289    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   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
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 11  9  2  0  0  0  0
 12  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0034218

> <DATABASE_NAME>
MIME

> <SMILES>
OCC(C(O)=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)

> <INCHI_KEY>
JACRWUWPXAESPB-UHFFFAOYSA-N

> <FORMULA>
C9H10O3

> <MOLECULAR_WEIGHT>
166.1739

> <EXACT_MASS>
166.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.640586556983795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-2-phenylpropanoic acid

> <ALOGPS_LOGP>
0.77

> <JCHEM_LOGP>
0.873209227

> <ALOGPS_LOGS>
-1.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.432730979925044

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3002717158876855

> <JCHEM_PKA_STRONGEST_BASIC>
-2.734883125699896

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
43.714800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+-)-tropic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fec81fe9000>

HMDB0062590
     RDKit          3D
Tropate
 22 22  0  0  0  0  0  0  0  0999 V2000
   -0.6152   -1.9106    1.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997   -1.4405    0.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7953   -1.8860    0.9225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1281   -0.4835   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9103    0.8071   -0.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554    1.4889    0.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3124   -0.2251   -0.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8705    0.3329    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    0.6029    0.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    0.3246   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5173   -0.2318   -1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681   -0.5044   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5904   -1.2815    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582   -0.9521   -1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    1.4640   -1.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9814    0.6620   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265    2.4543    0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    0.5766    1.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6004    1.0387    1.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1039    0.5588   -0.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874   -0.4510   -2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212   -0.9443   -2.2486 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
  4  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
  3 13  1  0
  4 14  1  0
  5 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:0x00007fec81fe9000>

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   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       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  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    7                                                       
CONECT    5    3    7                                                       
CONECT    6    8   10                                                       
CONECT    7    4    5    8                                                  
CONECT    8    6    7    9                                                  
CONECT    9    8   11   12                                                  
CONECT   10    6                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007fec81fe9000>

COMPND    HMDB0062590
HETATM    1  O1  UNL     1      -0.615  -1.911   1.449  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.500  -1.441   0.695  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.795  -1.886   0.922  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.128  -0.484  -0.343  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.910   0.807  -0.284  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.755   1.489   0.908  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.312  -0.225  -0.317  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.871   0.333   0.812  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.207   0.603   0.908  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.057   0.325  -0.131  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.517  -0.232  -1.265  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.168  -0.504  -1.361  1.00  0.00           C  
HETATM   13  H1  UNL     1      -3.590  -1.282   1.018  1.00  0.00           H  
HETATM   14  H2  UNL     1      -1.358  -0.952  -1.331  1.00  0.00           H  
HETATM   15  H3  UNL     1      -1.536   1.464  -1.099  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.981   0.662  -0.454  1.00  0.00           H  
HETATM   17  H5  UNL     1      -1.827   2.454   0.728  1.00  0.00           H  
HETATM   18  H6  UNL     1       0.252   0.577   1.671  1.00  0.00           H  
HETATM   19  H7  UNL     1       2.600   1.039   1.808  1.00  0.00           H  
HETATM   20  H8  UNL     1       4.104   0.559  -0.001  1.00  0.00           H  
HETATM   21  H9  UNL     1       3.187  -0.451  -2.084  1.00  0.00           H  
HETATM   22  H10 UNL     1       0.721  -0.944  -2.249  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   13
CONECT    4    5    7   14
CONECT    5    6   15   16
CONECT    6   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:0x00007fec81fe9000>

OCC(C(O)=O)C1=CC=CC=C1
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INCHI for #<Metabolite:0x00007fec81fe9000>

InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)
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Synonyms
ValueSource
(+-)-Tropic acidChEBI
2-Phenylhydracrylic acidChEBI
3-Hydroxy-2-phenylpropionic acidChEBI
alpha-(Hydroxymethyl)benzeneacetic acidChEBI
alpha-(Hydroxymethyl)phenylacetic acidChEBI
alpha-Phenyl-beta-hydroxypropionic acidChEBI
beta-Hydroxyhydratropic acidChEBI
Tropic acidKegg
(+-)-TropateGenerator
2-PhenylhydracrylateGenerator
3-Hydroxy-2-phenylpropionateGenerator
a-(Hydroxymethyl)benzeneacetateGenerator
a-(Hydroxymethyl)benzeneacetic acidGenerator
alpha-(Hydroxymethyl)benzeneacetateGenerator
Α-(hydroxymethyl)benzeneacetateGenerator
Α-(hydroxymethyl)benzeneacetic acidGenerator
a-(Hydroxymethyl)phenylacetateGenerator
a-(Hydroxymethyl)phenylacetic acidGenerator
alpha-(Hydroxymethyl)phenylacetateGenerator
Α-(hydroxymethyl)phenylacetateGenerator
Α-(hydroxymethyl)phenylacetic acidGenerator
a-Phenyl-b-hydroxypropionateGenerator
a-Phenyl-b-hydroxypropionic acidGenerator
alpha-Phenyl-beta-hydroxypropionateGenerator
Α-phenyl-β-hydroxypropionateGenerator
Α-phenyl-β-hydroxypropionic acidGenerator
b-HydroxyhydratropateGenerator
b-Hydroxyhydratropic acidGenerator
beta-HydroxyhydratropateGenerator
Β-hydroxyhydratropateGenerator
Β-hydroxyhydratropic acidGenerator
Tropic acid, monosodium saltHMDB
alpha-Phenylhydracrylic acidHMDB
Tropic acid, (+-)-isomerHMDB
Tropic acid, (S)-isomerHMDB
Tropic acid, (R)-isomerHMDB
TropateGenerator
Molecular FormulaC9H10O3
Average Mass166.1739
Monoisotopic Mass166.062994186
IUPAC Name3-hydroxy-2-phenylpropanoic acid
Traditional Name(+-)-tropic acid
CAS Registry Number552-63-6
SMILES
OCC(C(O)=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)
InChI KeyJACRWUWPXAESPB-UHFFFAOYSA-N