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Bovine Metabolome Database

Showing metabocard for Gentisic acid (BMDB00152)

Version	1.0
Creation Date	2005-11-16 15:48:42
Update Date	2009-05-05 20:57:43
Accession Number	BMDB00152
Common Name	Gentisic acid
Description	Gentisic acid is a dihydroxybenzoic acid. It is a crystalline powder that forms monoclinic prism in water solution. Gentisic acid is an active metabolite of salicylic acid degradation. There is an increasing amount of evidence indicating that gentisic acid has a broad spectrum of biological activity, such as anti-inflammatory, antirheumatic and antioxidant properties. Gentisic acid is also a byproduct of tyrosine and benzoate metabolism.
Synonyms	2,5-Dihydroxybenzoate 2,5-Dihydroxybenzoic acid 2,5-Dioxybenzoate 2,5-Dioxybenzoic acid 3,6-Dihydroxybenzoate 3,6-Dihydroxybenzoic acid 5-Hydroxysalicylate 5-Hydroxysalicylic acid 5-hydroxy-Salicylate 5-hydroxy-Salicylic acid Carboxyhydroquinone Dihydroxybenzoicacid Gensigen Gensigon Gentisate Gentisic acid Gentisinate Gentisinic acid Hydroquinonecarboxylate Hydroquinonecarboxylic acid
Chemical IUPAC Name	2,5-dihydroxybenzoic acid
Chemical Formula	C7H6O4
Chemical Structure
Chemical Taxonomy	Kingdom Organic Super Class Organic acids Class Aromatic Acids Sub Class Phenolic acids Family Mammalian_Metabolite Species phenol or hydroxyhetarene; carboxylic acid; aromatic compound Biofunction — Application — Source Endogenous
Average Molecular Weight	154.120
Monoisotopic Molecular Weight	154.026611
Isomeric SMILES	OC(=O)C1=CC(O)=CC=C1O
Canonical SMILES	OC(=O)C1=CC(O)=CC=C1O
KEGG Compound ID	C00628
BioCyc ID	Not Available
BiGG ID	Not Available
Wikipedia Link	Gentisic acid
METLIN ID	618
PubChem Compound	3469
PubChem Substance	11335713
ChEBI ID	17189
CAS Registry Number	490-79-9
InChI Identifier	InChI=1/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
Synthesis Reference	Morris, Steward G. Preparation of gentisic acid and its fatty alcohol esters.Journal of the American Chemical Society (1949), 71 2056-7
Melting Point (Experimental)	199.5 oC
Experimental Water Solubility	5.0 mg/mL at 5 oC [MERCK (1989)] Source: PhysProp
Predicted Water Solubility	12.3 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge	-1
State	Solid
Experimental LogP/Hydrophobicity	1.74 [SANGSTER (1994)] Source: PhysProp
Predicted LogP/Hydrophobicity	1.23 [Predicted by ALOGPS]; 1.386 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)	Show PDF/HTML
MOL File	Show
SDF File	Show
PDB File	Show
2D Structure
3D Structure
Experimental PDB ID	Not Available
Experimental 1H NMR Spectrum	Download Spectrum Download FID (Varian) Show Experimental Conditions
Experimental 13C NMR Spectrum	Not Available
Experimental 13C HSQC Spectrum	Download Spectrum Download FID (Bruker) Show Experimental Conditions
Predicted 1H NMR Spectrum	Show Image Show Peaklist
Predicted 13C NMR Spectrum	Show Image Show Peaklist
Mass Spectrum	Low Energy Download File Show Experimental Conditions Medium Energy Download File Show Experimental Conditions High Energy Download File Show Experimental Conditions
Simplified TOCSY Spectrum	Not Available
BMRB Spectrum	Not Available
Cellular Location	Cytoplasm
Biofluid Location	Not Available
Tissue Location	Not Available
Concentrations (Normal)	Not Available
Concentrations (Abnormal)	Not Available
Pathway Names	Tyrosine Metabolism
HMDB Pathways	Name Tyrosine Metabolism Image Show
KEGG Pathways	Name Tyrosine Metabolism Image Show
SimCell Pathways	Name Tyrosine Metabolism Image Show Graph SBML
General References	Wikipedia

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