Record Information
Version1.0
Creation date2010-04-08 22:04:48 UTC
Update date2018-05-29 18:26:41 UTC
Primary IDFDB001015
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethyl nicotinate
DescriptionMethyl nicotinate, also known as heat spray or 3PYRCOOME, belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. Methyl nicotinate is a strong basic compound (based on its pKa). Methyl nicotinate is a herbal, tobacco, and warm tasting compound. Methyl nicotinate has been detected, but not quantified in, several different foods, such as alcoholic beverages, coffee and coffee products, fruits, nuts, and papaya. This could make methyl nicotinate a potential biomarker for the consumption of these foods.
CAS Number93-60-7
Structure
Thumb
Synonyms
SynonymSource
Heat sprayKegg
Methyl nicotinic acidGenerator
3-(Carbomethoxy)pyridineHMDB
3-(Methoxycarbonyl)pyridineHMDB
3-CarbomethoxypyridineHMDB
3-Pyridinecarboxylic acid, methyl esterHMDB
3PyrCOOMeHMDB
FEMA 3709HMDB
m-(Methoxycarbonyl)pyridineHMDB
Methyl 3-pyridinecarboxylateHMDB
Methyl ester OF pyridine-3-carboxylic acidHMDB
Methyl-nicotinateHMDB
NicomethHMDB
Nicotinic acid methyl esterHMDB
Nicotinic acid, methyl esterHMDB
NikometHMDB
MethylnicotinateMeSH
Methyl nicotinatebiospider
Predicted Properties
PropertyValueSource
Water Solubility193 g/LALOGPS
logP0.45ALOGPS
logP0.76ChemAxon
logS0.15ALOGPS
pKa (Strongest Basic)3.24ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area39.19 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity35.93 m³·mol⁻¹ChemAxon
Polarizability13.23 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H7NO2
IUPAC namemethyl pyridine-3-carboxylate
InChI IdentifierInChI=1S/C7H7NO2/c1-10-7(9)6-3-2-4-8-5-6/h2-5H,1H3
InChI KeyYNBADRVTZLEFNH-UHFFFAOYSA-N
Isomeric SMILESCOC(=O)C1=CN=CC=C1
Average Molecular Weight137.136
Monoisotopic Molecular Weight137.047678473
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
  • Methyl ester
  • 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
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 61.31%; H 5.14%; N 10.21%; O 23.33%DFC
Melting PointMp 38°DFC
Boiling PointBp25 118.5°DFC
Experimental Water Solubility47.6 mg/mL at 20 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP0.83HANSCH,C ET AL. (1995)
Experimental pKa3.13
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004i-9400000000-7c3a8027277de3a14a41View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004i-9400000000-7c3a8027277de3a14a41View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-2900000000-3915717ccabc67393833View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-e85db02b4f474d26b636View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-d9503a788323d33eecd9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zfr-9600000000-c54c379ee39a53af4ff8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-32eb9e18a26af57d26c5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-5685ba3190b1d8797adbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfr-9600000000-22a2e3fff8ba9d56edc0View in MoNA
ChemSpider ID21111785
ChEMBL IDCHEMBL379845
KEGG Compound IDNot Available
Pubchem Compound ID7151
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29806
CRC / DFC (Dictionary of Food Compounds) IDBPB04-S:BPB07-V
EAFUS ID2413
Dr. Duke IDMETHYL-NICOTINATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1028141
SuperScent ID7151
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
Flavours
FlavorCitations
tobacco
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
warm
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
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).