Showing metabocard for Resorcinol (MMDBc0054654)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:22:46 UTC
Update Date2024-09-27 22:35:56 UTC
Metabolite IDMMDBc0054654
Metabolite Identification
Common NameResorcinol
DescriptionResorcinol, also known as 1,3-benzenediol, resorcin or m-hydroquinone, belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. Resorcinol exists in all living organisms, ranging from bacteria to humans. Resorcinol is a creamy, hawthorn, and musty tasting compound. Resorcinol has been detected, but not quantified, in several different foods, such as alcoholic beverages, cereals and cereal products, coffee and coffee products, eggplants, and java plums. This could make resorcinol a potential biomarker for the consumption of these foods. Resorcinol is a potentially toxic compound. In addition, exogenous ochronosis is associated with prolonged exposure to resorcinol . Data regarding the specific mechanisms of action of resorcinol does not appear to be readily accessible in the literature. Nevertheless, the role played by iodide ions in the irreversible inactivation of the enzymes is not yet fully elucidated . Resorcinol works by helping to remove hard, scaly, or roughened skin. In particular, it appears that resorcinol indicated for treating acne, dermatitis, or eczema in various skin care topical applications and peels revolves around the compound's ability to precipitate cutaneous proteins from the treated skin . In LPO and TPO, the resulting π-cation radical of the porphyrin can isomerize to a radical cation with the radical in an aromatic side chain of the enzyme . In vitro and in vivo studies have demonstrated that resorcinol can inhibit peroxidases in the thyroid and subsequently block the synthesis of thyroid hormones and cause goiter.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9258143e20>


  Mrv1652305062021452D          

  8  8  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
   -0.7145    0.4125    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    0.4125    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
    0.0000    1.6500    0.0000 O   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   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  2  1  2  0  0  0  0
  7  5  2  0  0  0  0
  4  7  1  0  0  0  0
  3  4  2  0  0  0  0
  2  3  1  0  0  0  0
  6  3  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9258143e20>

HMDB0032037
     RDKit          3D
1,3-Benzenediol
 14 14  0  0  0  0  0  0  0  0999 V2000
    2.5221   -1.0435   -0.1394 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2714   -0.4210   -0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1569    0.9524   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791    1.5633   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2562    0.8312   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1264   -0.5423    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824   -1.3128    0.0786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1039   -1.1505   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774   -1.2193    0.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0756    1.5327   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676    2.6406   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213    1.3203   -0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1965   -0.9189    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -2.2322    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  2  1  0
  1  9  1  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
  7 13  1  0
  8 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007f9258143e20>


  Mrv1652305062021452D          

  8  8  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
   -0.7145    0.4125    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    0.4125    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
    0.0000    1.6500    0.0000 O   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   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  2  1  2  0  0  0  0
  7  5  2  0  0  0  0
  4  7  1  0  0  0  0
  3  4  2  0  0  0  0
  2  3  1  0  0  0  0
  6  3  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054654

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H

> <INCHI_KEY>
GHMLBKRAJCXXBS-UHFFFAOYSA-N

> <FORMULA>
C6H6O2

> <MOLECULAR_WEIGHT>
110.1106

> <EXACT_MASS>
110.036779436

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
10.74786583441956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
benzene-1,3-diol

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
1.3661151726666665

> <ALOGPS_LOGS>
-0.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.725686553960157

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.26428499493661

> <JCHEM_PKA_STRONGEST_BASIC>
-5.663505847935281

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
30.019799999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.23e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
resorcinol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f9258143e20>

HMDB0032037
     RDKit          3D
1,3-Benzenediol
 14 14  0  0  0  0  0  0  0  0999 V2000
    2.5221   -1.0435   -0.1394 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2714   -0.4210   -0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1569    0.9524   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791    1.5633   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2562    0.8312   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1264   -0.5423    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824   -1.3128    0.0786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1039   -1.1505   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774   -1.2193    0.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0756    1.5327   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676    2.6406   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213    1.3203   -0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1965   -0.9189    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -2.2322    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  2  1  0
  1  9  1  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
  7 13  1  0
  8 14  1  0
M  END
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PDB for #<Metabolite:0x00007f9258143e20>

HEADER    PROTEIN                                 06-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-20         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   0.770   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  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
CONECT    1    5    2                                                       
CONECT    2    1    3                                                       
CONECT    3    4    2    6                                                  
CONECT    4    7    3                                                       
CONECT    5    1    7                                                       
CONECT    6    3                                                            
CONECT    7    5    4    8                                                  
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x00007f9258143e20>

COMPND    HMDB0032037
HETATM    1  O1  UNL     1       2.522  -1.043  -0.139  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.271  -0.421  -0.106  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.157   0.952  -0.148  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.079   1.563  -0.115  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.256   0.831  -0.039  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.126  -0.542   0.002  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.282  -1.313   0.079  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.104  -1.151  -0.031  1.00  0.00           C  
HETATM    9  H1  UNL     1       2.977  -1.219   0.762  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.076   1.533  -0.208  1.00  0.00           H  
HETATM   11  H3  UNL     1      -0.168   2.641  -0.148  1.00  0.00           H  
HETATM   12  H4  UNL     1      -2.221   1.320  -0.014  1.00  0.00           H  
HETATM   13  H5  UNL     1      -3.196  -0.919   0.105  1.00  0.00           H  
HETATM   14  H6  UNL     1       0.222  -2.232   0.001  1.00  0.00           H  
CONECT    1    2    9
CONECT    2    3    3    8
CONECT    3    4   10
CONECT    4    5    5   11
CONECT    5    6   12
CONECT    6    7    8    8
CONECT    7   13
CONECT    8   14
END
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SMILES for #<Metabolite:0x00007f9258143e20>

OC1=CC(O)=CC=C1
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INCHI for #<Metabolite:0x00007f9258143e20>

InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H
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Synonyms
ValueSource
1,3-DihydroxybenzeneChEBI
1,3-DihydroxybenzolChEBI
m-HydroquinoneChEBI
m-HydroxyphenolChEBI
ResorcinChEBI
ResorzinChEBI
Resorcinol disodium saltMeSH
Resorcinol, monocopper (2+) saltMeSH
1,3-BenzenediolChEBI
1,3-Dihydroxy-benzeneHMDB
3-HydroxyphenolHMDB
FEMA 3589HMDB
m-BenzenediolHMDB
m-DihydroxybenzeneHMDB
m-DioxybenzeneHMDB
m-Hydroxy-phenolHMDB
Resorcinol, 8ciHMDB
RezorsineHMDB
Benzene-1,3-DiolHMDB
ResorcinolHMDB
Molecular FormulaC6H6O2
Average Mass110.1106
Monoisotopic Mass110.036779436
IUPAC Namebenzene-1,3-diol
Traditional Nameresorcinol
CAS Registry NumberNot Available
SMILES
OC1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H
InChI KeyGHMLBKRAJCXXBS-UHFFFAOYSA-N