Showing metabocard for Gentisate aldehyde (MMDBc0032013)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-18 01:58:38 UTC
Update Date2025-11-05 17:13:03 UTC
Metabolite IDMMDBc0032013
Metabolite Identification
Common NameGentisate aldehyde
DescriptionGentisate aldehyde is a member of the class of aromatic aldehydes, specifically a metabolite involved in various biochemical pathways. Its chemical structure features a benzene ring with a hydroxyl group and an aldehyde functional group, which contributes to its reactivity and biological roles. Gentisate aldehyde is implicated in metabolic processes, including the degradation of aromatic compounds and the biosynthesis of various secondary metabolites. It has been identified as one of nine metabolites exhibiting significant fluctuations in patients with acute exacerbation of pulmonary asthma (AEPA), suggesting its potential as a biomarker for the prediction and diagnosis of this condition (PMID:35429725 ). The presence of gentisate aldehyde in metabolic profiles highlights its relevance in understanding the biochemical alterations associated with respiratory diseases.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x000055c204d6d4b0>


  Mrv0541 02231219522D          

 10 10  0  0  0  0            999 V2000
   14.4660  -10.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3240  -11.8304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1806   -8.9430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8951   -9.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1806  -10.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6095  -11.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8951  -10.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6095  -10.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1806  -11.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8951  -11.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  2  0  0  0  0
  4  7  1  0  0  0  0
  5  7  2  0  0  0  0
  5  9  1  0  0  0  0
  6  8  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x000055c204d6d4b0>

HMDB0004062
     RDKit          3D
Gentisate aldehyde
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.3992   -1.9471    0.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1994   -0.7083    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462   -0.2277    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2026   -1.1262    0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5145   -0.7441   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -1.6738   -0.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457    0.6052   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033    1.5076   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6174    1.1153   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6517    2.0426   -0.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0756   -0.1018    0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0342   -2.1993    0.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165   -1.8991    0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7733    0.9321   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8675    2.5777   -0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6125    1.8470   -0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9  3  1  0
  2 11  1  0
  4 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
 10 16  1  0
M  END
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3D SDF for #<Metabolite:0x000055c204d6d4b0>


  Mrv0541 02231219522D          

 10 10  0  0  0  0            999 V2000
   14.4660  -10.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3240  -11.8304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1806   -8.9430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8951   -9.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1806  -10.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6095  -11.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8951  -10.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6095  -10.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1806  -11.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8951  -11.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  2  0  0  0  0
  4  7  1  0  0  0  0
  5  7  2  0  0  0  0
  5  9  1  0  0  0  0
  6  8  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032013

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O3/c8-4-5-3-6(9)1-2-7(5)10/h1-4,9-10H

> <INCHI_KEY>
CLFRCXCBWIQVRN-UHFFFAOYSA-N

> <FORMULA>
C7H6O3

> <MOLECULAR_WEIGHT>
138.1207

> <EXACT_MASS>
138.031694058

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
12.838369099750986

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5-dihydroxybenzaldehyde

> <ALOGPS_LOGP>
1.02

> <JCHEM_LOGP>
1.7286175173333331

> <ALOGPS_LOGS>
-0.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.78625756365329

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.762911963628909

> <JCHEM_PKA_STRONGEST_BASIC>
-5.914121113442431

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
36.60380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dihydroxybenzaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x000055c204d6d4b0>

HMDB0004062
     RDKit          3D
Gentisate aldehyde
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.3992   -1.9471    0.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1994   -0.7083    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462   -0.2277    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2026   -1.1262    0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5145   -0.7441   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -1.6738   -0.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457    0.6052   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033    1.5076   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6174    1.1153   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6517    2.0426   -0.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0756   -0.1018    0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0342   -2.1993    0.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165   -1.8991    0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7733    0.9321   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8675    2.5777   -0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6125    1.8470   -0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9  3  1  0
  2 11  1  0
  4 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
 10 16  1  0
M  END
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PDB for #<Metabolite:0x000055c204d6d4b0>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      27.003 -19.003   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      32.338 -22.083   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      28.337 -16.694   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      29.671 -17.464   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.337 -19.774   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.004 -21.314   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.671 -19.003   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.004 -19.774   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.337 -21.314   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.671 -22.083   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    4                                                            
CONECT    4    3    7                                                       
CONECT    5    1    7    9                                                  
CONECT    6    2    8   10                                                  
CONECT    7    4    5    8                                                  
CONECT    8    6    7                                                       
CONECT    9    5   10                                                       
CONECT   10    6    9                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x000055c204d6d4b0>

COMPND    HMDB0004062
HETATM    1  O1  UNL     1      -2.399  -1.947   0.462  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.199  -0.708   0.269  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.846  -0.228   0.063  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.203  -1.126   0.080  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.515  -0.744  -0.108  1.00  0.00           C  
HETATM    6  O2  UNL     1       2.544  -1.674  -0.084  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.746   0.605  -0.319  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.703   1.508  -0.338  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.617   1.115  -0.148  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.652   2.043  -0.171  1.00  0.00           O  
HETATM   11  H1  UNL     1      -3.076  -0.102   0.274  1.00  0.00           H  
HETATM   12  H2  UNL     1       0.034  -2.199   0.247  1.00  0.00           H  
HETATM   13  H3  UNL     1       3.016  -1.899   0.791  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.773   0.932  -0.470  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.868   2.578  -0.504  1.00  0.00           H  
HETATM   16  H6  UNL     1      -2.613   1.847  -0.045  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4    9
CONECT    4    5   12
CONECT    5    6    7    7
CONECT    6   13
CONECT    7    8   14
CONECT    8    9    9   15
CONECT    9   10
CONECT   10   16
END
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SMILES for #<Metabolite:0x000055c204d6d4b0>

OC1=CC(C=O)=C(O)C=C1
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INCHI for #<Metabolite:0x000055c204d6d4b0>

InChI=1S/C7H6O3/c8-4-5-3-6(9)1-2-7(5)10/h1-4,9-10H
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Synonyms
ValueSource
GentisaldehydeChEBI
2,5-DihydroxybenzaldehydeKegg
Gentisic acid aldehydeGenerator
2,5-Dihydroxybenzaldehyde polymerHMDB
Gentisate aldehydeChEBI
Molecular FormulaC7H6O3
Average Mass138.1207
Monoisotopic Mass138.031694058
IUPAC Name2,5-dihydroxybenzaldehyde
Traditional Name2,5-dihydroxybenzaldehyde
CAS Registry NumberNot Available
SMILES
OC1=CC(C=O)=C(O)C=C1
InChI Identifier
InChI=1S/C7H6O3/c8-4-5-3-6(9)1-2-7(5)10/h1-4,9-10H
InChI KeyCLFRCXCBWIQVRN-UHFFFAOYSA-N