Showing metabocard for Pyrogallol (MMDBc0006595)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-14 23:43:48 UTC
Update Date2022-08-31 06:25:43 UTC
Metabolite IDMMDBc0006595
Metabolite Identification
Common NamePyrogallol
Description1,2,3-Trihydroxybenzene, also known as pyrogallic acid or 1,2,3-benzenetriol, belongs to the class of organic compounds known as 5-unsubstituted pyrrogallols. These are pyrrogallols that are unsubstituted at th5-position of the benzene ring. 1,2,3-Trihydroxybenzene is found, on average, in the highest concentration within a few different foods, such as robusta coffees (Coffea canephora), coffees (Coffea), and arabica coffees (Coffea arabica) and in a lower concentration in cocoa powder and beer. 1,2,3-Trihydroxybenzene has also been detected, but not quantified in, eggplants (Solanum melongena). This could make 1,2,3-trihydroxybenzene a potential biomarker for the consumption of these foods. 1,2,3-Trihydroxybenzene is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 1,2,3-Trihydroxybenzene.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000564af37ee250>


  Mrv1652303262010262D          

  9  9  0  0  0  0            999 V2000
   -2.5893   -0.6490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1603   -1.4740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0182   -1.4740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -1.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3037   -1.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3037   -2.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -3.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8748   -2.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8748   -1.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9  4  1  0  0  0  0
  5  3  1  0  0  0  0
  9  2  1  0  0  0  0
  4  1  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000564af37ee250>

HMDB0013674
     RDKit          3D
1,2,3-Trihydroxybenzene
 15 15  0  0  0  0  0  0  0  0999 V2000
   -0.8389    2.5523   -0.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429    1.1576   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960    0.2844   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4838   -1.0758   -0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2342   -1.6193   -0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -0.7440    0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1150   -1.2161    0.3642 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.6351    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586    1.5261    0.2356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0324    3.1508   -0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6809    0.7202   -0.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3448   -1.7182   -0.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009   -2.6994    0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2301   -2.2184    0.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6173    1.2648    0.3948 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  9  1  0
  8  2  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  5 13  1  0
  7 14  1  0
  9 15  1  0
M  END
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3D SDF for #<Metabolite:0x0000564af37ee250>


  Mrv1652303262010262D          

  9  9  0  0  0  0            999 V2000
   -2.5893   -0.6490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1603   -1.4740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0182   -1.4740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -1.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3037   -1.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3037   -2.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -3.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8748   -2.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8748   -1.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9  4  1  0  0  0  0
  5  3  1  0  0  0  0
  9  2  1  0  0  0  0
  4  1  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0006595

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC=CC(O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H

> <INCHI_KEY>
WQGWDDDVZFFDIG-UHFFFAOYSA-N

> <FORMULA>
C6H6O3

> <MOLECULAR_WEIGHT>
126.11

> <EXACT_MASS>
126.031694058

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.574131051791344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
benzene-1,2,3-triol

> <ALOGPS_LOGP>
0.34

> <JCHEM_LOGP>
1.0625498509999998

> <ALOGPS_LOGS>
-0.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.295519087549843

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.937265402300763

> <JCHEM_PKA_STRONGEST_BASIC>
-5.9945422818884255

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
32.000699999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.18e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pyrogallol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000564af37ee250>

HMDB0013674
     RDKit          3D
1,2,3-Trihydroxybenzene
 15 15  0  0  0  0  0  0  0  0999 V2000
   -0.8389    2.5523   -0.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429    1.1576   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960    0.2844   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4838   -1.0758   -0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2342   -1.6193   -0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -0.7440    0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1150   -1.2161    0.3642 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.6351    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586    1.5261    0.2356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0324    3.1508   -0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6809    0.7202   -0.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3448   -1.7182   -0.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009   -2.6994    0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2301   -2.2184    0.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6173    1.2648    0.3948 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  9  1  0
  8  2  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  5 13  1  0
  7 14  1  0
  9 15  1  0
M  END
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PDB for #<Metabolite:0x0000564af37ee250>

HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  O   UNK     0      -4.833  -1.211   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -2.166  -2.751   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -7.501  -2.751   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.833  -2.751   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.167  -3.521   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.167  -5.061   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.833  -5.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.500  -5.061   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.500  -3.521   0.000  0.00  0.00           C+0
CONECT    1    4                                                            
CONECT    2    9                                                            
CONECT    3    5                                                            
CONECT    4    5    9    1                                                  
CONECT    5    4    6    3                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4    2                                                  
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x0000564af37ee250>

COMPND    HMDB0013674
HETATM    1  O1  UNL     1      -0.839   2.552  -0.186  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.643   1.158  -0.127  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.696   0.284  -0.278  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.484  -1.076  -0.217  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.234  -1.619  -0.005  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.824  -0.744   0.147  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.115  -1.216   0.364  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.610   0.635   0.085  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.659   1.526   0.236  1.00  0.00           O  
HETATM   10  H1  UNL     1      -0.032   3.151  -0.069  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.681   0.720  -0.445  1.00  0.00           H  
HETATM   12  H3  UNL     1      -2.345  -1.718  -0.342  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.101  -2.699   0.038  1.00  0.00           H  
HETATM   14  H5  UNL     1       2.230  -2.218   0.403  1.00  0.00           H  
HETATM   15  H6  UNL     1       2.617   1.265   0.395  1.00  0.00           H  
CONECT    1    2   10
CONECT    2    3    3    8
CONECT    3    4   11
CONECT    4    5    5   12
CONECT    5    6   13
CONECT    6    7    8    8
CONECT    7   14
CONECT    8    9
CONECT    9   15
END
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SMILES for #<Metabolite:0x0000564af37ee250>

OC1=CC=CC(O)=C1O
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INCHI for #<Metabolite:0x0000564af37ee250>

InChI=1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H
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Synonyms
ValueSource
1,2,3-BenzenetriolChEBI
Benzene-1,2,3-triolChEBI
Pyrogallic acidChEBI
PyrogallolKegg
PyrogallateGenerator
Acid, pyrogallicMeSH
1,2,3-Benzenetriol (acd/name 4.0)HMDB
1,2,3-Trihydroxy-benzeneHMDB
1,2,3-TrihydroxybenzenHMDB
2,3-DihydroxyphenolHMDB
C.I. oxidation base 32HMDB
Fouramine base apHMDB
Fouramine brown apHMDB
Fourrine 85HMDB
Fourrine PGHMDB
PhenolHMDB
PiralHMDB
PyroHMDB
1,2,3-TrihydroxybenzeneHMDB
Molecular FormulaC6H6O3
Average Mass126.11
Monoisotopic Mass126.031694058
IUPAC Namebenzene-1,2,3-triol
Traditional Namepyrogallol
CAS Registry NumberNot Available
SMILES
OC1=CC=CC(O)=C1O
InChI Identifier
InChI=1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H
InChI KeyWQGWDDDVZFFDIG-UHFFFAOYSA-N