Showing metabocard for (2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoic acid (MMDBc0054045)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 22:47:59 UTC
Update Date2022-09-01 02:26:49 UTC
Metabolite IDMMDBc0054045
Metabolite Identification
Common Name(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoic acid
Description(R)-3-(4-hydroxyphenyl)lactate 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. Based on a literature review very few articles have been published on (R)-3-(4-hydroxyphenyl)lactate.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fe2a8d77570>


  Mrv1533007131514052D          

 14 14  0  0  1  0            999 V2000
    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   -1.2375    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  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    2.0625    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  1  2  0  0  0  0
  6  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
  8 11  1  6  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
  8 14  1  6  0  0  0
M  CHG  1  10  -1
M  END
Download

3D MOL for #<Metabolite:0x00007fe2a8d77570>

HMDB0303993
     RDKit          3D
(R+)-3-(4-hydroxyphenyl)lactate
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.9011   -1.2407    0.0304 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1752   -0.2331    0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6973    1.0016   -0.2767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612   -0.2966    0.4981 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -1.5930    0.8238 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8994    0.2201   -0.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5442    0.1819   -0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3150   -0.9386   -0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566   -0.9850   -0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2826    0.0823    0.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6273    0.0574    0.7467 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.5239    1.2011    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905    1.2370    0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1205    1.8282   -0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437    0.3105    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8983   -2.2571    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1176   -0.3745   -1.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1995    1.2637   -0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8392   -1.7730   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2352   -1.8777   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9786    2.0562    1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895    2.1292    0.5525 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13  7  1  0
  3 14  1  0
  4 15  1  1
  5 16  1  0
  6 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 12 21  1  0
 13 22  1  0
M  CHG  1  11  -1
M  END
Download

3D SDF for #<Metabolite:0x00007fe2a8d77570>


  Mrv1533007131514052D          

 14 14  0  0  1  0            999 V2000
    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   -1.2375    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  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    2.0625    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  1  2  0  0  0  0
  6  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
  8 11  1  6  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
  8 14  1  6  0  0  0
M  CHG  1  10  -1
M  END
> <DATABASE_ID>
MMDBc0054045

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CC1=CC=C([O-])C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)/p-1/t8-/m1/s1

> <INCHI_KEY>
JVGVDSSUAVXRDY-MRVPVSSYSA-M

> <FORMULA>
C9H9O4

> <MOLECULAR_WEIGHT>
181.168

> <EXACT_MASS>
181.05063235

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.311086342268826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2R)-2-carboxy-2-hydroxyethyl]benzen-1-olate

> <ALOGPS_LOGP>
0.40

> <JCHEM_LOGP>
0.8809315280000001

> <ALOGPS_LOGS>
-0.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.50382828900583

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5839647995095922

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8298154633716104

> <JCHEM_POLAR_SURFACE_AREA>
80.59

> <JCHEM_REFRACTIVITY>
55.99

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.70e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2R)-2-carboxy-2-hydroxyethyl]benzenolate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007fe2a8d77570>

HMDB0303993
     RDKit          3D
(R+)-3-(4-hydroxyphenyl)lactate
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.9011   -1.2407    0.0304 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1752   -0.2331    0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6973    1.0016   -0.2767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612   -0.2966    0.4981 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -1.5930    0.8238 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8994    0.2201   -0.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5442    0.1819   -0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3150   -0.9386   -0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566   -0.9850   -0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2826    0.0823    0.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6273    0.0574    0.7467 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.5239    1.2011    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905    1.2370    0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1205    1.8282   -0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437    0.3105    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8983   -2.2571    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1176   -0.3745   -1.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1995    1.2637   -0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8392   -1.7730   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2352   -1.8777   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9786    2.0562    1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895    2.1292    0.5525 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13  7  1  0
  3 14  1  0
  4 15  1  1
  5 16  1  0
  6 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 12 21  1  0
 13 22  1  0
M  CHG  1  11  -1
M  END
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PDB for #<Metabolite:0x00007fe2a8d77570>

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   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  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -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-1
HETATM   11  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   14  H   UNK     0       1.334  -3.850   0.000  0.00  0.00           H+0
CONECT    1    3    6                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    7                                                       
CONECT    5    6    8                                                       
CONECT    6    1    2    5                                                  
CONECT    7    3    4   10                                                  
CONECT    8    5    9   11   14                                             
CONECT    9    8   12   13                                                  
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    9                                                            
CONECT   13    9                                                            
CONECT   14    8                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for #<Metabolite:0x00007fe2a8d77570>

COMPND    HMDB0303993
HETATM    1  O1  UNL     1       3.901  -1.241   0.030  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.175  -0.233   0.077  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.697   1.002  -0.277  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.761  -0.297   0.498  1.00  0.00           C  
HETATM    5  O3  UNL     1       1.369  -1.593   0.824  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.899   0.220  -0.637  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.544   0.182  -0.274  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.315  -0.939  -0.540  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.657  -0.985  -0.207  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.283   0.082   0.404  1.00  0.00           C  
HETATM   11  O4  UNL     1      -4.627   0.057   0.747  1.00  0.00           O1-
HETATM   12  C8  UNL     1      -2.524   1.201   0.673  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.190   1.237   0.337  1.00  0.00           C  
HETATM   14  H1  UNL     1       3.120   1.828  -0.415  1.00  0.00           H  
HETATM   15  H2  UNL     1       1.644   0.311   1.412  1.00  0.00           H  
HETATM   16  H3  UNL     1       1.898  -2.257   0.286  1.00  0.00           H  
HETATM   17  H4  UNL     1       1.118  -0.374  -1.548  1.00  0.00           H  
HETATM   18  H5  UNL     1       1.199   1.264  -0.873  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.839  -1.773  -1.015  1.00  0.00           H  
HETATM   20  H7  UNL     1      -3.235  -1.878  -0.429  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.979   2.056   1.150  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.589   2.129   0.553  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5    6   15
CONECT    5   16
CONECT    6    7   17   18
CONECT    7    8    8   13
CONECT    8    9   19
CONECT    9   10   10   20
CONECT   10   11   12
CONECT   12   13   13   21
CONECT   13   22
END
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SMILES for #<Metabolite:0x00007fe2a8d77570>

[H][C@@](O)(CC1=CC=C([O-])C=C1)C(O)=O
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INCHI for #<Metabolite:0x00007fe2a8d77570>

InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)/p-1/t8-/m1/s1
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Synonyms
ValueSource
(2R)-2-Hydroxy-3-(4-hydroxyphenyl)propanoateChEBI
(2R)-2-Hydroxy-3-(4-hydroxyphenyl)propanoic acidGenerator
(R)-3-(4-Hydroxyphenyl)lactic acidGenerator
R(+)-4-Hydroxyphenyllactic acidMetaCyc
R(+)-4-HydroxyphenyllactateMetaCyc
P-HydroxyphenyllactateMetaCyc
(R+)-3-(4-hydroxyphenyl)lactateMetaCyc
(R+)-3-(4-hydroxyphenyl)lactic acidGenerator
Molecular FormulaC9H9O4
Average Mass181.168
Monoisotopic Mass181.05063235
IUPAC Name4-[(2R)-2-carboxy-2-hydroxyethyl]benzen-1-olate
Traditional Name4-[(2R)-2-carboxy-2-hydroxyethyl]benzenolate
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(CC1=CC=C([O-])C=C1)C(O)=O
InChI Identifier
InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)/p-1/t8-/m1/s1
InChI KeyJVGVDSSUAVXRDY-MRVPVSSYSA-M