Showing metabocard for 3,5-Dihydroxybenzoic acid (MMDBc0000463)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:38:20 UTC
Update Date2024-10-15 21:39:10 UTC
Metabolite IDMMDBc0000463
Metabolite Identification
Common Name3,5-Dihydroxybenzoic acid
Description3,5-Dihydroxybenzoic acid (3,5-DHBA) is a primary metabolite of alkylresorcinols which has been hydrolyzed by liver enzymes during phase I metabolism after several cycles of beta-oxidation. 3,5-Dihydroxybenzoic acid is a potential urinary biomarker of whole grain intake (PMID: 15282102 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f923edc98a8>


  Mrv1652303102016532D          

 11 11  0  0  0  0            999 V2000
   -0.2230    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9374    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9375   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9374    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914   -1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2059   -0.4124    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
  6  1  1  0  0  0  0
  6  9  1  0  0  0  0
  2  7  1  0  0  0  0
  4  8  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:0x00007f923edc98a8>

HMDB0013677
     RDKit          3D
3,5-Dihydroxybenzoic acid
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.9677    1.2067   -0.8662 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3651    0.1800   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1132   -0.9530   -0.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9246    0.1001   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3080   -1.0601    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0581   -1.1349    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197   -2.3250    0.7201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -0.0380    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703    1.1583   -0.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0482    2.2865   -0.6412 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0751    1.1735   -0.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4290   -1.1540    0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9445   -1.9336    0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7076   -2.4494    1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9422   -0.0528    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866    2.9028    0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5613    2.0930   -0.8708 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11  4  1  0
  3 12  1  0
  5 13  1  0
  7 14  1  0
  8 15  1  0
 10 16  1  0
 11 17  1  0
M  END
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3D SDF for #<Metabolite:0x00007f923edc98a8>


  Mrv1652303102016532D          

 11 11  0  0  0  0            999 V2000
   -0.2230    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9374    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9375   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9374    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914   -1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2059   -0.4124    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
  6  1  1  0  0  0  0
  6  9  1  0  0  0  0
  2  7  1  0  0  0  0
  4  8  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000463

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O4/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,8-9H,(H,10,11)

> <INCHI_KEY>
UYEMGAFJOZZIFP-UHFFFAOYSA-N

> <FORMULA>
C7H6O4

> <MOLECULAR_WEIGHT>
154.121

> <EXACT_MASS>
154.026608673

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.87553214865925

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5-dihydroxybenzoic acid

> <ALOGPS_LOGP>
1.29

> <JCHEM_LOGP>
1.0236980806666667

> <ALOGPS_LOGS>
-1.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.285381966170803

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6141076332493496

> <JCHEM_PKA_STRONGEST_BASIC>
-5.714022330881936

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
37.275999999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dihydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f923edc98a8>

HMDB0013677
     RDKit          3D
3,5-Dihydroxybenzoic acid
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.9677    1.2067   -0.8662 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3651    0.1800   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1132   -0.9530   -0.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9246    0.1001   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3080   -1.0601    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0581   -1.1349    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197   -2.3250    0.7201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -0.0380    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703    1.1583   -0.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0482    2.2865   -0.6412 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0751    1.1735   -0.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4290   -1.1540    0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9445   -1.9336    0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7076   -2.4494    1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9422   -0.0528    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866    2.9028    0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5613    2.0930   -0.8708 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11  4  1  0
  3 12  1  0
  5 13  1  0
  7 14  1  0
  8 15  1  0
 10 16  1  0
 11 17  1  0
M  END
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PDB for #<Metabolite:0x00007f923edc98a8>

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      -0.416   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.750   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.084   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.084  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.750  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.416  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.750   3.080   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.417  -1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.917  -1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.917  -3.080   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.251  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    9                                                  
CONECT    7    2                                                            
CONECT    8    4                                                            
CONECT    9    6   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:0x00007f923edc98a8>

COMPND    HMDB0013677
HETATM    1  O1  UNL     1       2.968   1.207  -0.866  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.365   0.180  -0.486  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.113  -0.953  -0.223  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.925   0.100  -0.302  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.308  -1.060   0.120  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.058  -1.135   0.294  1.00  0.00           C  
HETATM    7  O3  UNL     1      -1.620  -2.325   0.720  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.856  -0.038   0.048  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.270   1.158  -0.383  1.00  0.00           C  
HETATM   10  O4  UNL     1      -2.048   2.286  -0.641  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.075   1.173  -0.536  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.429  -1.154   0.735  1.00  0.00           H  
HETATM   13  H2  UNL     1       0.944  -1.934   0.317  1.00  0.00           H  
HETATM   14  H3  UNL     1      -1.708  -2.449   1.729  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.942  -0.053   0.172  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.187   2.903   0.172  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.561   2.093  -0.871  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5    5   11
CONECT    5    6   13
CONECT    6    7    8    8
CONECT    7   14
CONECT    8    9   15
CONECT    9   10   11   11
CONECT   10   16
CONECT   11   17
END
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SMILES for #<Metabolite:0x00007f923edc98a8>

OC(=O)C1=CC(O)=CC(O)=C1
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INCHI for #<Metabolite:0x00007f923edc98a8>

InChI=1S/C7H6O4/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,8-9H,(H,10,11)
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Synonyms
ValueSource
alpha-Resorcylic acidChEBI
a-ResorcylateGenerator
a-Resorcylic acidGenerator
alpha-ResorcylateGenerator
Α-resorcylateGenerator
Α-resorcylic acidGenerator
3,5-DihydroxybenzoateGenerator
3,5-Dihydroxy-benzoic acidHMDB
3,5-Dihydroxybenzoic acid (acd/name 4.0)HMDB
5-CarboxyresorcinolHMDB
BenzoateHMDB
Benzoic acidHMDB
alpha-Resorcylic acid, copper (2+) saltMeSH, HMDB
alpha-Resorcylic acid, sodium saltMeSH, HMDB
3,5-DHBAHMDB
3,5-Dihydroxybenzoic acidHMDB
Molecular FormulaC7H6O4
Average Mass154.121
Monoisotopic Mass154.026608673
IUPAC Name3,5-dihydroxybenzoic acid
Traditional Name3,5-dihydroxybenzoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C7H6O4/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,8-9H,(H,10,11)
InChI KeyUYEMGAFJOZZIFP-UHFFFAOYSA-N