Showing metabocard for 3-(2,4-Dihydroxyphenyl)propanoic acid (MMDBc0000823)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 22:03:49 UTC
Update Date2024-04-30 19:33:46 UTC
Metabolite IDMMDBc0000823
Metabolite Identification
Common Name3-(2,4-Dihydroxyphenyl)propanoic acid
Description3-(2,4-Dihydroxyphenyl)propanoic 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. 3-(2,4-Dihydroxyphenyl)propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). BioTransformer predicts that 3-(2,4-dihydroxyphenyl)propanoic acid is a product of 3-(2,4-dihydroxyphenyl)prop-2-enoic acid metabolism via a reduction-of-alpha-beta-unsaturated-compounds-pattern1 reaction occurring in human gut microbiota and catalyzed by the abkar1 enzyme (PMID: 30612223 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92507e8008>


  Mrv1652303102017012D          

 13 13  0  0  0  0            999 V2000
    1.7862    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5008    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.8564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6443    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  2  0  0  0  0
  2 12  1  0  0  0  0
  4 13  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f92507e8008>

HMDB0126386
     RDKit          3D
3-(2,4-Dihydroxyphenyl)propanoic acid
 23 23  0  0  0  0  0  0  0  0999 V2000
   -4.1989    1.4001    0.4897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4212    0.4736    0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9392   -0.7130   -0.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9615    0.7432    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1525   -0.4252   -0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2982   -0.2254   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0188    0.1313   -1.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3752    0.3571   -1.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0418    0.2244    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4252    0.4557    0.0173 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3828   -0.1249    1.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9994   -0.3494    1.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -0.7060    2.2709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5029   -1.3477    0.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7790    1.6621   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7120    1.0052    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594   -0.6975   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4591   -1.3051    0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4738    0.2292   -2.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9333    0.6356   -2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0880   -0.3067   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882   -0.2332    2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6641   -0.8835    2.2473 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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12  6  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  7 19  1  0
  8 20  1  0
 10 21  1  0
 11 22  1  0
 13 23  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f92507e8008>


  Mrv1652303102017012D          

 13 13  0  0  0  0            999 V2000
    1.7862    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5008    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.8564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6443    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  2  0  0  0  0
  2 12  1  0  0  0  0
  4 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000823

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
HMCMTJPPXSGYJY-UHFFFAOYSA-N

> <FORMULA>
C9H10O4

> <MOLECULAR_WEIGHT>
182.1733

> <EXACT_MASS>
182.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
17.7564183521289

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,4-dihydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
0.99

> <JCHEM_LOGP>
1.448432127

> <ALOGPS_LOGS>
-1.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.164734036286605

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8191781705182555

> <JCHEM_PKA_STRONGEST_BASIC>
-5.665111368924706

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
45.9284

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,4-dihydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f92507e8008>

HMDB0126386
     RDKit          3D
3-(2,4-Dihydroxyphenyl)propanoic acid
 23 23  0  0  0  0  0  0  0  0999 V2000
   -4.1989    1.4001    0.4897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4212    0.4736    0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9392   -0.7130   -0.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9615    0.7432    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1525   -0.4252   -0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2982   -0.2254   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0188    0.1313   -1.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3752    0.3571   -1.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0418    0.2244    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4252    0.4557    0.0173 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3828   -0.1249    1.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9994   -0.3494    1.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -0.7060    2.2709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5029   -1.3477    0.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7790    1.6621   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7120    1.0052    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594   -0.6975   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4591   -1.3051    0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4738    0.2292   -2.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9333    0.6356   -2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0880   -0.3067   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882   -0.2332    2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6641   -0.8835    2.2473 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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12  6  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  7 19  1  0
  8 20  1  0
 10 21  1  0
 11 22  1  0
 13 23  1  0
M  END
Download

PDB for #<Metabolite:0x00007f92507e8008>

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0       3.334   1.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.001   1.925   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.667   1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.001  -1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.668   1.925   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.002   1.155   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.336   1.925   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.336   3.465   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       8.669   1.155   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.001   3.465   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.667  -1.155   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   11   10                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    2                                                            
CONECT   13    4                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for #<Metabolite:0x00007f92507e8008>

COMPND    HMDB0126386
HETATM    1  O1  UNL     1      -4.199   1.400   0.490  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.421   0.474   0.132  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.939  -0.713  -0.361  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.961   0.743   0.276  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.152  -0.425  -0.196  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.298  -0.225  -0.073  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.019   0.131  -1.219  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.375   0.357  -1.198  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.042   0.224   0.000  1.00  0.00           C  
HETATM   10  O3  UNL     1       4.425   0.456   0.017  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.383  -0.125   1.158  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.999  -0.349   1.107  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.325  -0.706   2.271  1.00  0.00           O  
HETATM   14  H1  UNL     1      -4.503  -1.348   0.223  1.00  0.00           H  
HETATM   15  H2  UNL     1      -1.779   1.662  -0.325  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.712   1.005   1.310  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.459  -0.697  -1.237  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.459  -1.305   0.420  1.00  0.00           H  
HETATM   19  H6  UNL     1       0.474   0.229  -2.148  1.00  0.00           H  
HETATM   20  H7  UNL     1       2.933   0.636  -2.097  1.00  0.00           H  
HETATM   21  H8  UNL     1       5.088  -0.307  -0.150  1.00  0.00           H  
HETATM   22  H9  UNL     1       2.888  -0.233   2.106  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.664  -0.884   2.247  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5   15   16
CONECT    5    6   17   18
CONECT    6    7    7   12
CONECT    7    8   19
CONECT    8    9    9   20
CONECT    9   10   11
CONECT   10   21
CONECT   11   12   12   22
CONECT   12   13
CONECT   13   23
END
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SMILES for #<Metabolite:0x00007f92507e8008>

OC(=O)CCC1=C(O)C=C(O)C=C1
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INCHI for #<Metabolite:0x00007f92507e8008>

InChI=1S/C9H10O4/c10-7-3-1-6(8(11)5-7)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13)
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Synonyms
ValueSource
3-(2,4-Dihydroxyphenyl)propanoateGenerator
3-(24-Dihydroxyphenyl)propionic acidHMDB
3-(24-Dihydroxyphenyl)propionateHMDB
3-(2,4-Dihydroxyphenyl)propionic acidHMDB
DPPA acidHMDB
2,4-Dihydroxy-beta-phenylpropanoic acidHMDB
2,4-Dihydroxy-beta-phenylpropionic acidHMDB
2,4-Dihydroxy-β-phenylpropanoic acidHMDB
2,4-Dihydroxy-β-phenylpropionic acidHMDB
2,4-Dihydroxybenzenepropanoic acidHMDB
2,4-Dihydroxybenzenepropionic acidHMDB
2,4-Dihydroxyhydrocinnamic acidHMDB
2,4-Dihydroxyphenylpropanoic acidHMDB
2,4-Dihydroxyphenylpropionic acidHMDB
3-(2,4-Dihydroxyphenyl)propanoic acidHMDB
Molecular FormulaC9H10O4
Average Mass182.1733
Monoisotopic Mass182.057908808
IUPAC Name3-(2,4-dihydroxyphenyl)propanoic acid
Traditional Name3-(2,4-dihydroxyphenyl)propanoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CCC1=C(O)C=C(O)C=C1
InChI Identifier
InChI=1S/C9H10O4/c10-7-3-1-6(8(11)5-7)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13)
InChI KeyHMCMTJPPXSGYJY-UHFFFAOYSA-N