Showing Compound Card for tert-Butyl 4-hydroxybenzoate (CDB005706)

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Record Information
Version1.0
Created at2020-04-27 16:47:33 UTC
Updated at2021-01-04 18:49:10 UTC
CannabisDB IDCDB005706
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Nametert-Butyl 4-hydroxybenzoate
DescriptionTert-Butyl 4-hydroxybenzoate or 4-Hydroxybenzoic acid tert-butyl ester 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. Tert-Butyl 4-hydroxybenzoate is a hydrophobic molecule that is largely insoluble in water. 4-Hydroxybenzoic acid tert-butyl ester is one of three structural isomers of hydroxybenzoic acid tert-butyl ester wherein the hydroxyl group is substituted at three positions (the ortho, meta and para positions) of the benzene ring. Tert-Butylhydroxybenzoates are found in marijuana (cannabis) smoke. Tert-butyl 4-hydroxybenzoate is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Tert-butyl 4-hydroxybenzoic acidGenerator
Chemical FormulaC11H14O3
Average Molecular Weight194.23
Monoisotopic Molecular Weight194.0943
IUPAC Nametert-butyl 4-hydroxybenzoate
Traditional Nametert-butyl 4-hydroxybenzoate
CAS Registry Number25804-49-3
SMILES
CC(C)(C)OC(=O)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C11H14O3/c1-11(2,3)14-10(13)8-4-6-9(12)7-5-8/h4-7,12H,1-3H3
InChI KeyWHWMOMRHHQLBQQ-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
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.27ALOGPS
logP2.73ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)8.49ChemAxon
pKa (Strongest Basic)-6.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity53.87 m³·mol⁻¹ChemAxon
Polarizability20.89 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MStert-Butyl 4-hydroxybenzoate, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000b-0900000000-89a6ff71cd6eaf83811f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dr-2900000000-a969dca1a1337c9daefb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05i3-9400000000-b5a9276d5f30fd3e11232016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-1900000000-ca6d6901af8fb8b7c64c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-3900000000-c535ae846772ffd2afb12016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0603-9200000000-45eadce7bef60af72e4a2016-08-03View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound117640
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available