Showing metabocard for 1,3,5-trihydroxybenzene (MMDBc0054142)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 22:54:56 UTC
Update Date2025-01-16 00:01:46 UTC
Metabolite IDMMDBc0054142
Metabolite Identification
Common Name1,3,5-trihydroxybenzene
DescriptionPhloroglucinol is a benzenetriol. It is an organic compound that is used in the synthesis of pharmaceuticals and explosives. This molecule exists in two forms, or tautomers, 1,3,5-trihydroxybenzene, which has phenol-like, and 1,3,5-cyclohexanetrione (phloroglucin), which has ketone-like character. These two tautomers are in equilibrium. Phloroglucinol is a useful intermediate because it is polyfunctional. 1,3,5-Trihydroxybenzene has been found to be a metabolite in Pseudomonas (PMID: 15826166 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c91ec9a8>


  Mrv1652309042000362D          

  9  9  0  0  0  0            999 V2000
    1.4294    1.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007    1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294    1.2364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -1.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  3  7  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645c91ec9a8>

HMDB0013675
     RDKit          3D
1,3,5-Trihydroxybenzene
 15 15  0  0  0  0  0  0  0  0999 V2000
   -0.7060    2.6669    0.2655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    1.3203    0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3523    0.3715   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0538   -0.9847   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0155   -1.9535   -0.3059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2698   -1.3388   -0.0011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2677   -0.3945    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5812   -0.7982    0.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9558    0.9478    0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577    3.4027    0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931    0.6860   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -2.3958    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5222   -2.4061   -0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1049   -0.8427   -0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    1.7193    0.4399 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9  2  1  0
  1 10  1  0
  3 11  1  0
  5 12  1  0
  6 13  1  0
  8 14  1  0
  9 15  1  0
M  END
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3D SDF for #<Metabolite:0x00005645c91ec9a8>


  Mrv1652309042000362D          

  9  9  0  0  0  0            999 V2000
    1.4294    1.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007    1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294    1.2364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -1.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  3  7  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054142

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
QCDYQQDYXPDABM-UHFFFAOYSA-N

> <FORMULA>
C6H6O3

> <MOLECULAR_WEIGHT>
126.11

> <EXACT_MASS>
126.031694058

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.685180476962078

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
benzene-1,3,5-triol

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
1.0625498509999998

> <ALOGPS_LOGS>
-0.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.455560067223022

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.126324331505472

> <JCHEM_PKA_STRONGEST_BASIC>
-5.370308771902201

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
32.0007

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.58e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phloroglucinol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00005645c91ec9a8>

HMDB0013675
     RDKit          3D
1,3,5-Trihydroxybenzene
 15 15  0  0  0  0  0  0  0  0999 V2000
   -0.7060    2.6669    0.2655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    1.3203    0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3523    0.3715   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0538   -0.9847   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0155   -1.9535   -0.3059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2698   -1.3388   -0.0011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2677   -0.3945    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5812   -0.7982    0.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9558    0.9478    0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577    3.4027    0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931    0.6860   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -2.3958    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5222   -2.4061   -0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1049   -0.8427   -0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    1.7193    0.4399 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9  2  1  0
  1 10  1  0
  3 11  1  0
  5 12  1  0
  6 13  1  0
  8 14  1  0
  9 15  1  0
M  END
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PDB for #<Metabolite:0x00005645c91ec9a8>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0       2.668   2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334   1.538   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.001   2.308   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -0.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   1.538   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.668   2.308   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2    7                                                       
CONECT    4    2    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    3    6    8                                                  
CONECT    8    7                                                            
CONECT    9    5                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x00005645c91ec9a8>

COMPND    HMDB0013675
HETATM    1  O1  UNL     1      -0.706   2.667   0.265  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.371   1.320   0.177  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.352   0.371  -0.018  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.054  -0.985  -0.112  1.00  0.00           C  
HETATM    5  O2  UNL     1      -2.016  -1.953  -0.306  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.270  -1.339  -0.001  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.268  -0.394   0.195  1.00  0.00           C  
HETATM    8  O3  UNL     1       2.581  -0.798   0.300  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.956   0.948   0.286  1.00  0.00           C  
HETATM   10  H1  UNL     1      -0.058   3.403   0.404  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.393   0.686  -0.101  1.00  0.00           H  
HETATM   12  H3  UNL     1      -2.468  -2.396   0.473  1.00  0.00           H  
HETATM   13  H4  UNL     1       0.522  -2.406  -0.073  1.00  0.00           H  
HETATM   14  H5  UNL     1       3.105  -0.843  -0.589  1.00  0.00           H  
HETATM   15  H6  UNL     1       1.716   1.719   0.440  1.00  0.00           H  
CONECT    1    2   10
CONECT    2    3    3    9
CONECT    3    4   11
CONECT    4    5    6    6
CONECT    5   12
CONECT    6    7   13
CONECT    7    8    9    9
CONECT    8   14
CONECT    9   15
END
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SMILES for #<Metabolite:0x00005645c91ec9a8>

OC1=CC(O)=CC(O)=C1
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INCHI for #<Metabolite:0x00005645c91ec9a8>

InChI=1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H
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Synonyms
ValueSource
1,3,5-BenzenetriolChEBI
Benzene-1,3,5-triolChEBI
S-TrihydroxybenzeneChEBI
Dilospan SKegg
1,3,5-TrihydroxybenzeneChEBI
1,3, 5-TrihydroxybenzeneHMDB
1,3,5-Benzenetriol (acd/name 4.0)HMDB
1,3,5-Trihydroxy-benzeneHMDB
1,3,5-TrihydroxycyclohexatrieneHMDB
1,3,5-TriolHMDB
3,5-DihydroxyphenolHMDB
5-BenzenetriolHMDB
5-HydroxyresorcinolHMDB
5-OxyresorcinolHMDB
5-OxyresorcinolphloroglucinHMDB
Benzene, trihydroxyHMDB
Benzene-S-triolHMDB
FloroglucinHMDB
FloroglucinolHMDB
PhloroglucinHMDB
PhloroglucineHMDB
Phloroglucinol (1,3,5-benzenetriol)HMDB
Spasfon-lyocHMDB, MeSH
Sym-trihydroxybenzeneHMDB
SpassirexMeSH
PhloroglucinolHMDB
Molecular FormulaC6H6O3
Average Mass126.11
Monoisotopic Mass126.031694058
IUPAC Namebenzene-1,3,5-triol
Traditional Namephloroglucinol
CAS Registry NumberNot Available
SMILES
OC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H
InChI KeyQCDYQQDYXPDABM-UHFFFAOYSA-N