Record Information
Version1.0
Creation date2015-10-09 22:27:20 UTC
Update date2017-01-19 02:36:10 UTC
FoodComEx IDPC000017
FoodDB RecordFDB010508
Chemical Information
Name4-Hydroxybenzoic acid
DescriptionIsolated from many plants, free and combined. Alkyl esters of 4-hydroxybenzoic acid (see below) are used as food and cosmetic preservatives, mainly in their Na salt form, which makes them more water soluble. They are active at low concentrations and more pH-independent than the commonly used Benzoic acid DVN38-Z and 2,4-Hexadienoic acid GMZ10-P. The taste is more detectable than for those preservatives. Effectiveness increases with chain length of the alcohol, but for some microorganisms this reduces cell permeability and thus counteracts the increased efficiency. 4-Hydroxybenzoic acid is found in many foods, some of which are chicory, corn, rye, and black huckleberry.
CAS Number99-96-7
Structure
Thumb
Synonyms
SynonymSource
4-Carboxyphenolbiospider
4-hydroxy-benzoatebiospider
4-Hydroxy-benzoesaeureHMDB
4-hydroxy-benzoic acidbiospider
4-Hydroxybenzoatebiospider
Benzoic acid, 4-hydroxybiospider
Benzoic acid, 4-hydroxy-biospider
Benzoic acid, p-hydroxybiospider
Benzoic acid, p-hydroxy-biospider
Catalpinic acid (obsol.)db_source
Hydroxybenzenecarboxylic acidbiospider
Hydroxybenzoic acidbiospider
Hydroxybenzoic acid, parabiospider
P-carboxyphenolbiospider
P-hydroxy-benzoatebiospider
P-hydroxy-benzoic acidbiospider
P-hydroxybenzoatebiospider
P-hydroxybenzoic acidbiospider
P-salicyclic acidbiospider
P-salicylatebiospider
p-Salicylic aciddb_source
Para-hydroxybenzoic acidbiospider
Paraben-acidHMDB
Chemical FormulaC7H6O3
IUPAC name4-hydroxybenzoic acid
InChI IdentifierInChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)
InChI KeyFJKROLUGYXJWQN-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C1=CC=C(O)C=C1
Average Molecular Weight138.122
Monoisotopic Molecular Weight138.031694053
Chemical Taxonomy
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-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
PropertyValueReference
Experimental logP1.58HANSCH,C ET AL. (1995)
Experimental Water Solubility5 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 213-214°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 D775
AKSci J10748
AKSci J92723
Human Metabolome Library HMDB0000500
MetaSci HMDB0000500
Toronto Research Chemicals S088120