Record Information
Version1.0
Creation date2010-04-08 22:09:09 UTC
Update date2018-05-28 22:48:17 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
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-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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
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
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
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-00r6-4970000000-64e7f8ae165c16e980cbView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-9500000000-d9aa814a2f50d1d836f5View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01b9-0490000000-8dc7d3f9d21b46e65fceView in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-00r6-4970000000-64e7f8ae165c16e980cbView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-01bc-2970000000-477e1a234b54225b30d5View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-6900000000-5fa59abbf3516f7f1f5dView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00r6-7950000000-6f1a99dee5c832c26f1fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000i-0900000000-3af4e5d6be21011f5230View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9200000000-3ab18be5287b6641a69dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-0d35a29dba0bb2378516View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-7e857f89355a610eeaffView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-939e8bb535cf95146346View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000l-4900000000-81482c693c488ad8f4c5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0006-9300000000-3ea8e8c9716e4cd85094View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-3900000000-8414bbe165f560962094View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000f-9400000000-65d56d101aeab33c87bdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9000000000-8e8d3089786e50374c30View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-3900000000-09f6fef5d396e66708ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-9500000000-c48f64be4d63def93719View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-587072f8cf909dafae1eView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0079-9800000000-3a33a2ce526649dfab2eView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
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
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).