Hmdb loader

Showing metabocard for Gentisate aldehyde (HMDB0004062)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-08-13 10:10:05 UTC
Update Date2023-02-21 17:16:52 UTC
HMDB IDHMDB0004062
Secondary Accession Numbers
  • HMDB04062
Metabolite Identification
Common NameGentisate aldehyde
DescriptionGentisate aldehyde belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. Gentisate aldehyde exists in all living organisms, ranging from bacteria to humans. Gentisate aldehyde has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make gentisate aldehyde a potential biomarker for the consumption of these foods. Gentisate aldehyde 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 Gentisate aldehyde.
Structure
Data?1676999812
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0004062 (Gentisate aldehyde)

  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
Download

3D MOL for HMDB0004062 (Gentisate aldehyde)

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
Download

3D SDF for HMDB0004062 (Gentisate aldehyde)

  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>
HMDB0004062

> <DATABASE_NAME>
hmdb

> <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

$$$$
Download

3D-SDF for HMDB0004062 (Gentisate aldehyde)

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
Download

PDB for HMDB0004062 (Gentisate aldehyde)

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
Download

3D PDB for HMDB0004062 (Gentisate aldehyde)

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
Download

SMILES for HMDB0004062 (Gentisate aldehyde)

OC1=CC(C=O)=C(O)C=C1
Download

INCHI for HMDB0004062 (Gentisate aldehyde)

InChI=1S/C7H6O3/c8-4-5-3-6(9)1-2-7(5)10/h1-4,9-10H
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
GentisaldehydeChEBI
2,5-DihydroxybenzaldehydeKegg
Gentisic acid aldehydeGenerator
2,5-Dihydroxybenzaldehyde polymerHMDB
Gentisate aldehydeChEBI
Chemical FormulaC7H6O3
Average Molecular Weight138.1207
Monoisotopic Molecular Weight138.031694058
IUPAC Name2,5-dihydroxybenzaldehyde
Traditional Name2,5-dihydroxybenzaldehyde
CAS Registry Number1194-98-5
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
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentHydroxybenzaldehydes
Alternative Parents
Substituents
  • Hydroxybenzaldehyde
  • Hydroquinone
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point100.00 to 103.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point276.00 to 277.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility13800 mg/L @ 25 °C (exp)The Good Scents Company Information System
LogP0.54JIN,LJ ET AL. (1998)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available119.536http://allccs.zhulab.cn/database/detail?ID=AllCCS00000400
[M+H]+Not Available121.948http://allccs.zhulab.cn/database/detail?ID=AllCCS00000400
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023295
KNApSAcK IDNot Available
Chemspider ID64111
KEGG Compound IDC05585
BioCyc IDCPD-16722
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound70949
PDB IDNot Available
ChEBI ID28508
Food Biomarker OntologyNot Available
VMH IDHC01522
MarkerDB IDNot Available
Good Scents IDrw1057161
References
Synthesis ReferenceZeng, Hanwei; Zhang, Ting; Liu, Lin; Lai, Weiming. Synthesis of hydroxybenzaldehydes by Reimer-Tiemann reaction with phase transfer catalyst. Huanan Ligong Daxue Xuebao, Ziran Kexueban (1997), 25(12), 70-74.
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available

Enzymes

Enzyme Details
1. Aldehyde oxidase
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
AOX1
Uniprot ID:
Q06278
Molecular weight:
147916.735
Reactions
Gentisic acid + Hydrogen peroxide → Gentisate aldehyde + Oxygen + Waterdetails