Record Information
Version1.0
Creation date2010-04-08 22:04:44 UTC
Update date2015-07-20 21:34:59 UTC
Primary IDFDB000842
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,4-Dihydroxybenzoic acid
DescriptionFound in avocado, beer, wine and coffee. Food flavour ingredient and flavour modifier
CAS Number89-86-1
Structure
Thumb
Synonyms
SynonymSource
2,4-DihydroxybenzoateGenerator
24-Dihydroxybenzoic acidHMDB
24-Dihydroxy-benzoic acidHMDB
Beta-Resorcylic acidHMDB
24-DihydroxybenzoateHMDB
24-Dihydroxy-benzoateHMDB
b-ResorcylateHMDB
b-Resorcylic acidHMDB
beta-ResorcylateHMDB
Β-resorcylateHMDB
Β-resorcylic acidHMDB
2,4-DHBAHMDB
2,4-Dihydroxy-benzoic acidHMDB
4-CarboxyresorcinolHMDB
4-Hydroxysalicylic acidHMDB
b-Resorcylic acid, 8ciHMDB
beta-Resorcinolic acidHMDB
FEMA 3798HMDB
p-Hydroxysalicylic acidHMDB
Resorcinol-4-carboxylic acidHMDB
Resorcylic acid, betaHMDB
beta-Resorcylic acid, monosodium saltHMDB
beta-Resorcylic acid, sodium saltHMDB
beta-Resorcylic acid, lead saltHMDB
β-Resorcinolic acidbiospider
β-Resorcylic acidbiospider
4-Dihydroxy-benzoateGenerator
4-DihydroxybenzoateGenerator
b-Resorcylic acid, 8CIdb_source
Benzoic acid, 2,4-dihydroxy-biospider
beta-Resorcylic acidbiospider
Resorcylic acid, βbiospider
β-resorcylateGenerator
β-resorcylic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility12.4 g/LALOGPS
logP1.23ALOGPS
logP1.67ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.1ChemAxon
pKa (Strongest Basic)-5.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.28 m³·mol⁻¹ChemAxon
Polarizability13.8 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H6O4
IUPAC name2,4-dihydroxybenzoic acid
InChI IdentifierInChI=1S/C7H6O4/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,8-9H,(H,10,11)
InChI KeyUIAFKZKHHVMJGS-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C1=C(O)C=C(O)C=C1
Average Molecular Weight154.121
Monoisotopic Molecular Weight154.026608673
Classification
Description belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentHydroxybenzoic acid derivatives
Alternative Parents
Substituents
  • Dihydroxybenzoic acid
  • Hydroxybenzoic acid
  • Salicylic acid
  • Salicylic acid or derivatives
  • Benzoic acid
  • Benzoyl
  • Resorcinol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Vinylogous acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 54.55%; H 3.92%; O 41.52%DFC
Melting PointMp 218-219° (213° rapid heat)DFC
Boiling PointNot Available
Experimental Water Solubility5.78 mg/mL at 25 oCBEILSTEIN
Experimental logP1.63HANSCH,C ET AL. (1995)
Experimental pKapKa3 14 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID1446
ChEMBL IDCHEMBL328910
KEGG Compound IDNot Available
Pubchem Compound ID1491
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID431
DrugBank IDDB02839
HMDB IDHMDB29666
CRC / DFC (Dictionary of Food Compounds) IDBJR86-E:BJR86-E
EAFUS ID931
Dr. Duke ID2,4-DIHYDROXYBENZOIC-ACID
BIGG IDNot Available
KNApSAcK IDC00033542
HET IDDOB
Flavornet IDNot Available
GoodScent IDrw1097221
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite ID431
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.