Benzyl nicotinate (CHEM019073)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:47:55 UTC
Update Date2016-11-09 01:15:55 UTC
Accession NumberCHEM019073
Identification
Common NameBenzyl nicotinate
ClassSmall Molecule
DescriptionA benzyl ester resulting from the formal condensation of the carboxy group of nicotinic acid with benzyl alcohol. It has been used as a rubefacient.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-Pyridinecarboxylic acid phenylmethyl esterChEBI
Benzyl pyridine-3-carboxylateChEBI
Nicotinic acid benzyl esterChEBI
Phenylmethyl 3-pyridinecarboxylateChEBI
PycarilChEBI
PykarylChEBI
RubrimentChEBI
3-Pyridinecarboxylate phenylmethyl esterGenerator
Benzyl pyridine-3-carboxylic acidGenerator
Nicotinate benzyl esterGenerator
Phenylmethyl 3-pyridinecarboxylic acidGenerator
Benzyl nicotinic acidGenerator
Nicotinic acid benzyl ester, hexafluorosilicate (2-) (2:1)MeSH
Pyridine-3-carboxylic acid benzyl esterMeSH
Chemical FormulaC13H11NO2
Average Molecular Mass213.232 g/mol
Monoisotopic Mass213.079 g/mol
CAS Registry Number94-44-0
IUPAC Namebenzyl pyridine-3-carboxylate
Traditional Namebenzyl nicotinate
SMILESO=C(OCC1=CC=CC=C1)C1=CN=CC=C1
InChI IdentifierInChI=1S/C13H11NO2/c15-13(12-7-4-8-14-9-12)16-10-11-5-2-1-3-6-11/h1-9H,10H2
InChI KeyKVYGGMBOZFWZBQ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyloxycarbonyls
Direct ParentBenzyloxycarbonyls
Alternative Parents
Substituents
  • Benzyloxycarbonyl
  • Pyridine carboxylic acid
  • Pyridine carboxylic acid or derivatives
  • Pyridine
  • Heteroaromatic compound
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Azacycle
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.04 g/LALOGPS
logP2.4ALOGPS
logP2.48ChemAxon
logS-2ALOGPS
pKa (Strongest Basic)3.24ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area39.19 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity60.54 m³·mol⁻¹ChemAxon
Polarizability22.39 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-7fd349a3c0bf94c71efdSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-5090000000-04c72541b15d19b6abc1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9010000000-71c9e8a3e73f0e901718Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-3aaa81e9d8f6765d27f4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1090000000-b050d4e026d0cea4a3ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03mi-9770000000-3f721ea815e97ba58506Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9100000000-dca1e0b725258575209aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-3190000000-19600f308a2d5b113acdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9100000000-32fb161c5efede741a88Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9300000000-2df6b590d039172cb152Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0090000000-1bc63a3967eb8ad02d83Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-4390000000-b9c1457355d581ed58e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9600000000-071e79c67979d58147faSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0249074
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID6923
ChEBI ID31268
PubChem Compound ID7191
Kegg Compound IDC12865
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16526902
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16967307
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18472233
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20582189
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21445772
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24786192
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25741402
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=26333062
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=7389748