Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 03:33:35 UTC
Update Date2021-09-26 22:59:41 UTC
HMDB IDHMDB0249074
Secondary Accession NumbersNone
Metabolite Identification
Common NameBenzyl nicotinate
Descriptionbenzyl nicotinate, also known as pycaril or pykaryl, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Based on a literature review a significant number of articles have been published on benzyl nicotinate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benzyl nicotinate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benzyl nicotinate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
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 Weight213.2319
Monoisotopic Molecular Weight213.078978601
IUPAC Namebenzyl pyridine-3-carboxylate
Traditional Namebenzyl nicotinate
CAS Registry NumberNot Available
SMILES
O=C(OCC1=CC=CC=C1)C1=CN=CC=C1
InChI Identifier
InChI=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
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+146.21430932474
DeepCCS[M-H]-143.81830932474
DeepCCS[M-2H]-177.5630932474
DeepCCS[M+Na]+152.29230932474
AllCCS[M+H]+148.132859911
AllCCS[M+H-H2O]+143.932859911
AllCCS[M+NH4]+152.032859911
AllCCS[M+Na]+153.132859911
AllCCS[M-H]-150.832859911
AllCCS[M+Na-2H]-150.732859911
AllCCS[M+HCOO]-150.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Benzyl nicotinateO=C(OCC1=CC=CC=C1)C1=CN=CC=C12665.4Standard polar33892256
Benzyl nicotinateO=C(OCC1=CC=CC=C1)C1=CN=CC=C11851.0Standard non polar33892256
Benzyl nicotinateO=C(OCC1=CC=CC=C1)C1=CN=CC=C11792.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Benzyl nicotinate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-7fd349a3c0bf94c71efd2021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Benzyl nicotinate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 10V, Positive-QTOFsplash10-03dl-5090000000-04c72541b15d19b6abc12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 20V, Positive-QTOFsplash10-0006-9010000000-71c9e8a3e73f0e9017182016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 40V, Positive-QTOFsplash10-0006-9000000000-3aaa81e9d8f6765d27f42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 10V, Negative-QTOFsplash10-03di-1090000000-b050d4e026d0cea4a3ce2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 20V, Negative-QTOFsplash10-03mi-9770000000-3f721ea815e97ba585062016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 40V, Negative-QTOFsplash10-004i-9100000000-dca1e0b725258575209a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 10V, Positive-QTOFsplash10-03di-3190000000-19600f308a2d5b113acd2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 20V, Positive-QTOFsplash10-0006-9100000000-32fb161c5efede741a882021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 40V, Positive-QTOFsplash10-052f-9300000000-2df6b590d039172cb1522021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 10V, Negative-QTOFsplash10-03di-0090000000-1bc63a3967eb8ad02d832021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 20V, Negative-QTOFsplash10-03di-4390000000-b9c1457355d581ed58e72021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl nicotinate 40V, Negative-QTOFsplash10-004i-9600000000-071e79c67979d58147fa2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID6923
KEGG Compound IDC12865
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7191
PDB IDNot Available
ChEBI ID31268
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1222581
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]