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2,3-Dihydroxybenzoic acid (PC000304)

Record Information
Version1.0
Creation date2015-10-09 22:29:45 UTC
Update date2017-01-19 02:36:19 UTC
FoodComEx IDPC000304
FoodDB RecordFDB012200
Chemical Information
Name2,3-Dihydroxybenzoic acid
DescriptionOccurs in Gentiana lutea (yellow gentian) 2-Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma (PMID 16351159), and is normally found with increased levels after consumption of many nutrients and drugs, i.e.: cranberry juice (PMID 14733499), aspirin ingestion. (PMID 3342084) It has been found associated with idiopathic oro-facial pain due to stress (oxidative stress might enhance the production of free radicals); it has been suggested that OH radicals are responsible for the production of many systemic and local tissue injury diseases which may initially manifest as pain syndrome, and 2-Pyrocatechuic acid is a biological marker for the detection and quantification of OH radicals, and patients had significantly increased circulating levels of 2-Pyrocatechuic acid after aspirin ingestion than control subjects. (PMID 7748148)
CAS Number303-38-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-Pyrocatechuatebiospider
2-Pyrocatechuic acidbiospider
2,3 DHBChEBI
2,3-DIHYDROXY-benzoateGenerator
2,3-Dihydroxy-benzoic acidbiospider
2,3-Dihydroxybenzoatebiospider
3-Hydroxysalicylatebiospider
3-Hydroxysalicylic acidbiospider
Catechol-3-carboxylateGenerator
Catechol-3-carboxylic aciddb_source
Catecholcarboxylatebiospider
Catecholcarboxylic acidbiospider
DHBAbiospider
DOBKbiospider
o-Pyrocatechuatebiospider
o-Pyrocatechuic aciddb_source
Pyrocatechuatebiospider
Pyrocatechuic acidChEBI
Pyrocatechuic acid, 8CIdb_source
Resorcylic acidbiospider
Chemical FormulaC7H6O4
IUPAC name2,3-dihydroxybenzoic acid
InChI IdentifierInChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)
InChI KeyGLDQAMYCGOIJDV-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C1=C(O)C(O)=CC=C1
Average Molecular Weight154.121
Monoisotopic Molecular Weight154.026608673
Chemical Taxonomy
Description Belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentSalicylic acids
Alternative Parents
Substituents
  • Salicylic acid
  • Benzoic acid
  • Benzoyl
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Vinylogous acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP1.20HANSCH,C ET AL. (1995)
Experimental Water SolubilityNot Available
Melting PointMp 204° (anhyd.)DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci A191
AKSci J92924
MetaSci HMDB0000397
Sigma-Aldrich HMDB0000397
Toronto Research Chemicals D451650