Butylparaben (CHEM002940)

Record Information
Version1.0
Creation Date2014-08-29 04:48:30 UTC
Update Date2026-05-14 19:40:26 UTC
Accession NumberCHEM002940
Identification
Common NameButylparaben
ClassSmall Molecule
Description
Butylparaben is a preservative and flavouring agent. Butylparaben has been shown to exhibit anti-microbial function Butylparaben belongs to the family of Hydroxybenzoic Acid Derivatives. These are compounds containing an hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxylic acid. (1).
Contaminant Sources
  • Cosmetic Chemicals
  • EAFUS Chemicals
  • FooDB Chemicals
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Flavouring Agent
  • Food Toxin
  • Household Toxin
  • Industrial/Workplace Toxin
  • Metabolite
  • Organic Compound
  • Preservative
  • Synthetic Compound
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-(Butoxycarbonyl)phenolHMDB
4-Hydroxybenzoic acid butyl esterHMDB
4-Hydroxybenzoic acid, butyl esterHMDB
Aseptoform butylHMDB
Benzoic acid, 4-hydroxy-, butyl esterHMDB
Benzoic acid, P-hydroxy-, butyl esterHMDB
ButobenHMDB
Butyl //p//-hydroxybenzoateHMDB
Butyl 4-hydroxybenzoateHMDB
Butyl butexHMDB
Butyl chemoseptHMDB
Butyl P-hydroxybenzoateHMDB
Butyl par aseptHMDB
Butyl parabenHMDB
Butyl parahydroxybenzoateHMDB
Butyl parahydroxybenzoate (JP15)HMDB
Butyl paraseptHMDB
Butyl tegoseptHMDB
Butyl-P-hydroxybenzoateHMDB, MeSH
Butyl-paraseptHMDB
Butylparaben (NF)HMDB
FEMA 2203HMDB
Lexgard bHMDB
N-Butyl 4-hydroxybenzoateHMDB
N-Butyl hydroxybenzoateHMDB
N-Butyl P-hydroxybenzoateHMDB
N-Butyl parabenHMDB
N-Butyl parahydroxybenzoateHMDB
N-Butyl-4-hydroxybenzoateHMDB
N-Butyl-P-hydroxybenzoateHMDB
N-Butyl-parabenHMDB
NipabutylHMDB
P-Hydroxy butyl benzoateHMDB
P-Hydroxybenzoic acid butyl esterHMDB
P-Hydroxybenzoic acid N-butyl esterHMDB
P-Hydroxybenzoic acid, butyl esterHMDB
P-Hydroxybenzoic butyl esterHMDB
ParaseptHMDB
Preserval bHMDB
Solbrol bHMDB
SPFHMDB
Tegosept bHMDB
Tegosept butylHMDB
ButylparabenKEGG
Butyl parahydroxybenzoic acidGenerator
Chemical FormulaC11H14O3
Average Molecular Mass194.227 g/mol
Monoisotopic Mass194.094 g/mol
CAS Registry Number94-26-8
IUPAC Namebutyl 4-hydroxybenzoate
Traditional Namebutylparaben
SMILESCCCCOC(=O)C1=CC=C(O)C=C1
InChI IdentifierInChI=1S/C11H14O3/c1-2-3-8-14-11(13)9-4-6-10(12)7-5-9/h4-7,12H,2-3,8H2,1H3
InChI KeyQFOHBWFCKVYLES-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct Parentp-Hydroxybenzoic acid alkyl esters
Alternative Parents
Substituents
  • P-hydroxybenzoic acid alkyl ester
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point68 - 69°C
Boiling PointNot Available
Solubility0.207 mg/mL at 20°C
Predicted Properties
PropertyValueSource
Water Solubility0.47 g/LALOGPS
logP3.81ALOGPS
logP3ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)8.5ChemAxon
pKa (Strongest Basic)-6.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity53.94 m³·mol⁻¹ChemAxon
Polarizability21.45 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0032575
FooDB IDFDB010512
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkButylparaben
Chemspider ID6916
ChEBI IDNot Available
PubChem Compound ID7184
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Qian L, Guan Y, Xiao H: Preparation and characterization of inclusion complexes of a cationic beta-cyclodextrin polymer with butylparaben or triclosan. Int J Pharm. 2008 Jun 5;357(1-2):244-51. doi: 10.1016/j.ijpharm.2008.01.018. Epub 2008 Jan 19.
2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.