Record Information
Version1.0
Creation date2010-04-08 22:04:48 UTC
Update date2019-11-26 02:55:46 UTC
Primary IDFDB001016
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEthyl nicotinate
DescriptionEthyl nicotinate, also known as nicotine acid ethyl ester or mucotherm, is a member of the class of compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. Ethyl nicotinate is soluble (in water) and a strong basic compound (based on its pKa). Ethyl nicotinate can be found in sweet orange, which makes ethyl nicotinate a potential biomarker for the consumption of this food product. Ethyl nicotinate exists in all eukaryotes, ranging from yeast to humans.
CAS Number614-18-6
Structure
Thumb
Synonyms
SynonymSource
Nicotine acid ethyl esterKegg
MucothermKegg
Ethyl nicotinic acidGenerator
Ethyl pyridine-3-carboxylateHMDB
3-CarboethoxypyridineHMDB
EthylnicotinateHMDB
Ethyl-nicotinateHMDB
Nicotinic acid, ethyl esterHMDB
β-Pyridinecarboxylic acid ethyl esterbiospider
3-(Ethoxycarbonyl)pyridinebiospider
3-Carbethoxypyridinebiospider
3-Pyridinecarboxylic acid, ethyl esterbiospider
beta-Pyridinecarboxylic acid ethyl esterbiospider
Ethyl 3-pyridinecarboxylatebiospider
Ethyl nicotinatebiospider
Nicotinic acid ethyl esterbiospider
Picolinic acid ethyl esterbiospider
Predicted Properties
PropertyValueSource
Water Solubility114 g/LALOGPS
logP1.17ALOGPS
logP1.12ChemAxon
logS-0.12ALOGPS
pKa (Strongest Basic)3.24ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area39.19 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity40.68 m³·mol⁻¹ChemAxon
Polarizability15.3 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H9NO2
IUPAC nameethyl pyridine-3-carboxylate
InChI IdentifierInChI=1S/C8H9NO2/c1-2-11-8(10)7-4-3-5-9-6-7/h3-6H,2H2,1H3
InChI KeyXBLVHTDFJBKJLG-UHFFFAOYSA-N
Isomeric SMILESCCOC(=O)C1=CN=CC=C1
Average Molecular Weight151.1626
Monoisotopic Molecular Weight151.063328537
Classification
Description Belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinecarboxylic acids and derivatives
Direct ParentPyridinecarboxylic acids
Alternative Parents
Substituents
  • Pyridine carboxylic acid
  • Heteroaromatic compound
  • Carboxylic acid ester
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 63.57%; H 6.00%; N 9.27%; O 21.17%DFC
Melting PointMp 126-127° (as hydrochloride)DFC
Boiling PointBp 223-224°DFC
Experimental Water Solubility56 mg/mL at 25 oCBEILSTEIN
Experimental logP1.32HANSCH,C ET AL. (1995)
Experimental pKa3.35
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSEthyl nicotinate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a6r-6900000000-da767270bd67d521fc9bSpectrum
Predicted GC-MSEthyl nicotinate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSEthyl nicotinate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-6ef7c28188b5f5b4ed27Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1900000000-44a38499fe89ccd89412Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ue9-9200000000-d26b16520222cedd60e2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1900000000-6ef1c39036e6efbc40c3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ufr-4900000000-43bbd5636dde5e4b6013Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9100000000-6d9d2ced1f577c4a695aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1900000000-3cdd7f4512b24ab2a536Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-69afd8990f4632e68cd2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-d6f49716b4d7d299882cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-1900000000-c78c4b68f5b4e8b7aa97Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ac0-8900000000-f4b418031272451d6efbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9700000000-a9f335b536c21f03a81aSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID69188
Pubchem Substance IDNot Available
ChEBI ID547291
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDBPB04-S:BPB09-X
EAFUS IDNot Available
Dr. Duke IDNICOTINIC-ACID-ETHYL-ESTER
BIGG IDNot Available
KNApSAcK IDC00044164
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).