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Showing Compound 3-Hydroxybenzoic acid (FDB010507)

Record Information
Version1.0
Creation date2010-04-08 22:09:09 UTC
Update date2019-11-26 03:03:40 UTC
Primary IDFDB010507
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Hydroxybenzoic acid
DescriptionPresent in fruits. Isolated from Citrus paradisi (grapefruit) Produced in the gut microflora as one of the three main metabolites formed from the catechin diet. Its use in the production of glycol benzoates for the application of plasticizer in adhesive formulations is increasing. It is also used in the manufacture of alkyd resins and drilling mud additive for crude oil recovery applications. It is used as a rubber polymerization activators and retardants. 3-Hydroxybenzoic acid is found in many foods, some of which are corn, bilberry, citrus, and beer.
CAS Number99-06-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3-CarboxyphenolChEBI
m-Hydroxybenzoic acidChEBI
m-Salicylic acidChEBI
m-HydroxybenzoateGenerator
m-SalicylateGenerator
3-HydroxybenzoateGenerator
3-Hydroxybenzoic acid, monosodium saltHMDB
Sodium 3-hydroxybenzoic acidHMDB
3-Hydroxybenzoic acid, copper (2+) (1:1) saltHMDB
3-Hydroxy benzoateHMDB
3-Hydroxy benzoic acidHMDB
Acido m-idrossibenzoicoHMDB
Kyselina 3-hydroxybenzoovaHMDB
m-HbaHMDB
Meta-hydroxybenzoateHMDB
Meta-hydroxybenzoic acidHMDB
3-Hydroxybenzoic acidKEGG
3-Hydroxybenzenecarboxylic acidHMDB
3-hydroxy benzoatebiospider
3-hydroxy benzoic acidbiospider
3pcbbiospider
7720-19-6 (mono-hydrochloride salt)biospider
Benzoic acid, 3-hydroxy-biospider
Benzoic acid, m-hydroxy-biospider
BEZbiospider
M-hbabiospider
M-hydroxybenzoatebiospider
M-hydroxybenzoic acidbiospider
M-salicylatebiospider
M-salicylic acidbiospider
Predicted Properties
PropertyValueSource
Water Solubility10.2 g/LALOGPS
logP1.81ALOGPS
logP1.33ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.84ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.3 m³·mol⁻¹ChemAxon
Polarizability12.92 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC7H6O3
IUPAC name3-hydroxybenzoic acid
InChI IdentifierInChI=1S/C7H6O3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H,(H,9,10)
InChI KeyIJFXRHURBJZNAO-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C1=CC(O)=CC=C1
Average Molecular Weight138.122
Monoisotopic Molecular Weight138.031694053
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
  • 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 60.87%; H 4.38%; O 34.75%DFC
    Melting PointMp 202°DFC
    Boiling PointNot Available
    Experimental Water Solubility7.25 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
    Experimental logP1.50HANSCH,C ET AL. (1995)
    Experimental pKaNot Available
    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
    EI-MSMass Spectrum (Electron Ionization)splash10-0079-9800000000-3a33a2ce526649dfab2e2015-03-01View Spectrum
    GC-MS3-Hydroxybenzoic acid, 2 TMS, GC-MS Spectrumsplash10-00r6-4970000000-64e7f8ae165c16e980cbSpectrum
    GC-MS3-Hydroxybenzoic acid, non-derivatized, GC-MS Spectrumsplash10-000i-9500000000-d9aa814a2f50d1d836f5Spectrum
    GC-MS3-Hydroxybenzoic acid, non-derivatized, GC-MS Spectrumsplash10-01b9-0490000000-8dc7d3f9d21b46e65fceSpectrum
    GC-MS3-Hydroxybenzoic acid, non-derivatized, GC-MS Spectrumsplash10-00r6-4970000000-64e7f8ae165c16e980cbSpectrum
    GC-MS3-Hydroxybenzoic acid, non-derivatized, GC-MS Spectrumsplash10-01bc-2970000000-477e1a234b54225b30d5Spectrum
    Predicted GC-MS3-Hydroxybenzoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0079-6900000000-5fa59abbf3516f7f1f5dSpectrum
    Predicted GC-MS3-Hydroxybenzoic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00r6-7950000000-6f1a99dee5c832c26f1fSpectrum
    Predicted GC-MS3-Hydroxybenzoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
    MS/MS
    TypeDescriptionSplash KeyView
    MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000i-0900000000-3af4e5d6be21011f52302017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9200000000-3ab18be5287b6641a69d2017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-0d35a29dba0bb23785162017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-7e857f89355a610eeaff2017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-939e8bb535cf951463462017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000l-4900000000-81482c693c488ad8f4c52017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - , negativesplash10-0006-9300000000-3ea8e8c9716e4cd850942017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0v00-9000000000-a7519a6737a56791b32a2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-9100000000-f3ee48547af32228569f2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-002b-9000000000-91492c478336a09f89be2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0006-9200000000-d2267887d40d9d3f14212021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0002-9100000000-a69645e9bb295c644ecb2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0002-9100000000-6b4d7fb8d228954a5f4e2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-9000000000-44051ba8922f4aa466372021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-9000000000-0d14d8fa47f3fce12bbf2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-32454e9da3c7f75adb072021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-014i-9000000000-c278e100585f9519c40d2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 50V, Negativesplash10-000l-4900000000-4b5c001da72732066e472021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0006-9200000000-da1c26e4fbbf500035ee2021-09-20View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-3900000000-8414bbe165f5609620942015-04-24View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000f-9400000000-65d56d101aeab33c87bd2015-04-24View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9000000000-8e8d3089786e50374c302015-04-24View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-3900000000-09f6fef5d396e66708ec2015-04-25View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-9500000000-c48f64be4d63def937192015-04-25View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-587072f8cf909dafae1e2015-04-25View Spectrum
    NMR
    TypeDescriptionView
    1D NMR1H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)Spectrum
    1D NMR13C NMR Spectrum (1D, 15.09 MHz, DMSO-d6, experimental)Spectrum
    1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
    ChemSpider ID7142
    ChEMBL IDCHEMBL65369
    KEGG Compound IDC00587
    Pubchem Compound ID7420
    Pubchem Substance IDNot Available
    ChEBI ID30764
    Phenol-Explorer ID429
    DrugBank IDNot Available
    HMDB IDHMDB02466
    CRC / DFC (Dictionary of Food Compounds) IDFBS56-O:FBS56-O
    EAFUS ID1725
    Dr. Duke IDM-HYDROXYBENZOIC-ACID
    BIGG IDNot Available
    KNApSAcK IDNot Available
    HET ID3HB
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    Flavornet IDNot Available
    GoodScent IDNot Available
    SuperScent IDNot Available
    Wikipedia IDNot Available
    Phenol-Explorer Metabolite ID429
    Duplicate IDSNot Available
    Old DFC IDSNot Available
    Associated Foods
    FoodContent Range AverageReference
    FoodReference
    Biological Effects and Interactions
    Health Effects / Bioactivities
    DescriptorIDDefinitionReference
    anti sicklingDUKE
    EnzymesNot Available
    PathwaysNot Available
    MetabolismNot Available
    BiosynthesisNot Available
    Organoleptic Properties
    FlavoursNot Available
    Files
    MSDSshow
    References
    Synthesis ReferenceNot Available
    General ReferenceNot Available
    Content Reference— 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.
    — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).