Record Information
Version1.0
Creation date2010-04-08 22:04:44 UTC
Update date2019-11-26 02:55:31 UTC
Primary IDFDB000848
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3,5-Dihydroxybenzoic acid
Description3,5-Dihydroxybenzoic acid, also known as alpha-resorcylic acid or a-resorcylate, 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. 3,5-Dihydroxybenzoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 3,5-Dihydroxybenzoic acid is found, on average, in the highest concentration within beers. 3,5-Dihydroxybenzoic acid has also been detected, but not quantified in, a few different foods, such as nuts, peanuts, and pulses. This could make 3,5-dihydroxybenzoic acid a potential biomarker for the consumption of these foods.
CAS Number99-10-5
Structure
Thumb
Synonyms
SynonymSource
alpha-Resorcylic acidChEBI
a-ResorcylateGenerator
a-Resorcylic acidGenerator
alpha-ResorcylateGenerator
Α-resorcylateGenerator
Α-resorcylic acidGenerator
3,5-DihydroxybenzoateGenerator
3,5-Dihydroxy-benzoic acidHMDB
3,5-Dihydroxybenzoic acid (acd/name 4.0)HMDB
5-CarboxyresorcinolHMDB
BenzoateHMDB
Benzoic acidHMDB
alpha-Resorcylic acid, copper (2+) saltHMDB
alpha-Resorcylic acid, sodium saltHMDB
3,5-DHBAHMDB
3,5-Dihydroxybenzoic acidHMDB
α-Resorcylic acidbiospider
a-Resorcylic acid, 8CIdb_source
Resorcinol-5-carboxylic aciddb_source
α-resorcylateGenerator
α-resorcylic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility12 g/LALOGPS
logP1.29ALOGPS
logP1.02ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.61ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.28 m³·mol⁻¹ChemAxon
Polarizability13.88 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC7H6O4
IUPAC name3,5-dihydroxybenzoic acid
InChI IdentifierInChI=1S/C7H6O4/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,8-9H,(H,10,11)
InChI KeyUYEMGAFJOZZIFP-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C1=CC(O)=CC(O)=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
  • Hydroxybenzoic acid
  • Benzoic acid
  • Resorcinol
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Foods
  • Cocoa and cocoa products
  • Grains:

    Nuts and legumes:

    Fruits and vegetables:

    Fats and oils:

    Beverages:

    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 232-233° (anhyd.)DFC
    Boiling PointNot Available
    Experimental Water SolubilityNot Available
    Experimental logP0.86HANSCH,C ET AL. (1995)
    Experimental pKapKa 4.04DFC
    Isoelectric pointNot Available
    ChargeNot Available
    Optical RotationNot Available
    Spectroscopic UV DataNot Available
    DensityNot Available
    Refractive IndexNot Available
    Spectra
    Spectra
    EI-MS/GC-MS
    TypeDescriptionSplash KeyView
    Predicted GC-MS3,5-Dihydroxybenzoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f79-2900000000-46dcc0b7ed6c27ee5f7cSpectrum
    Predicted GC-MS3,5-Dihydroxybenzoic acid, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05ai-4092000000-a4387f9715089c352d97Spectrum
    MS/MS
    TypeDescriptionSplash KeyView
    MS/MSLC-MS/MS Spectrum - CE-QTOF-MS system (Agilent 7100 CE + 6550 QTOF) 15V, NegativeNot AvailableSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-004ea53dae9593c251b3Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-8314761384814f791220Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dl-9700000000-9ee7d6c075af3dc0245cSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-0fd6d253983c87b951d2Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pb9-0900000000-fceb71e190d0e9b6a22aSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-7900000000-3f3552574ef874889467Spectrum
    NMRNot Available
    ChemSpider ID7146
    ChEMBL IDCHEMBL95308
    KEGG Compound IDNot Available
    Pubchem Compound ID7424
    Pubchem Substance IDNot Available
    ChEBI IDNot Available
    Phenol-Explorer ID436
    DrugBank IDNot Available
    HMDB IDHMDB13677
    CRC / DFC (Dictionary of Food Compounds) IDBJS09-O:BJS09-O
    EAFUS IDNot Available
    Dr. Duke IDALPHA-RESORCYLIC-ACID
    BIGG IDNot Available
    KNApSAcK IDC00016318
    HET ID34D
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    Flavornet IDNot Available
    GoodScent IDNot Available
    SuperScent IDNot Available
    Wikipedia IDNot Available
    Phenol-Explorer Metabolite ID436
    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
    FlavoursNot Available
    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.