Showing Compound Methyl nicotinate (FDB001015)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:48 UTC

Update date

2019-11-26 02:55:46 UTC

Primary ID

FDB001015

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Methyl nicotinate

Description

Methyl nicotinate, also known as heat spray, 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 herbal, tobacco, and warm tasting compound. Methyl nicotinate has been detected, but not quantified in, several different foods, such as papayas (Carica papaya), nuts, coffee and coffee products, arabica coffees (Coffea arabica), and beer. This could make methyl nicotinate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Methyl nicotinate.

CAS Number

93-60-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Heat spray	Kegg
Methyl nicotinic acid	Generator
3-(Carbomethoxy)pyridine	HMDB
3-(Methoxycarbonyl)pyridine	HMDB
3-Carbomethoxypyridine	HMDB
3-Pyridinecarboxylic acid, methyl ester	HMDB
3PyrCOOMe	HMDB
FEMA 3709	HMDB
m-(Methoxycarbonyl)pyridine	HMDB
Methyl 3-pyridinecarboxylate	HMDB
Methyl ester OF pyridine-3-carboxylic acid	HMDB
Methyl-nicotinate	HMDB
Nicometh	HMDB
Nicotinic acid methyl ester	HMDB
Nicotinic acid, methyl ester	HMDB
Nikomet	HMDB
Methylnicotinate	MeSH
Methyl nicotinate	biospider

Predicted Properties

Property	Value	Source
Water Solubility	193 g/L	ALOGPS
logP	0.45	ALOGPS
logP	0.76	ChemAxon
logS	0.15	ALOGPS
pKa (Strongest Basic)	3.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.19 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	35.93 m³·mol⁻¹	ChemAxon
Polarizability	13.23 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C7H7NO2

IUPAC name

methyl pyridine-3-carboxylate

InChI Identifier

InChI=1S/C7H7NO2/c1-10-7(9)6-3-2-4-8-5-6/h2-5H,1H3

InChI Key

YNBADRVTZLEFNH-UHFFFAOYSA-N

Isomeric SMILES

COC(=O)C1=CN=CC=C1

Average Molecular Weight

137.136

Monoisotopic Molecular Weight

137.047678473

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Pyridinecarboxylic 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 Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Coffea

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 61.31%; H 5.14%; N 10.21%; O 23.33%	DFC
Melting Point	Mp 38°	DFC
Boiling Point	Bp25 118.5°	DFC
Experimental Water Solubility	47.6 mg/mL at 20 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	0.83	HANSCH,C ET AL. (1995)
Experimental pKa	3.13
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Methyl nicotinate, non-derivatized, GC-MS Spectrum	splash10-004i-9400000000-7c3a8027277de3a14a41	Spectrum
GC-MS	Methyl nicotinate, non-derivatized, GC-MS Spectrum	splash10-004i-9400000000-7c3a8027277de3a14a41	Spectrum
Predicted GC-MS	Methyl nicotinate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-2900000000-3915717ccabc67393833	Spectrum
Predicted GC-MS	Methyl nicotinate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004r-9800000000-0cea1906676461ed29c8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-25c4881143e47feacc46	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-6ef3da21ae8cb58abff3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9000000000-d39e1ba22abd5ae85978	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004r-9700000000-c549580fcc9134d76868	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9000000000-708f104f0f9756cb0cf6	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-32eb9e18a26af57d26c5	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-5685ba3190b1d8797adb	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zfr-9600000000-22a2e3fff8ba9d56edc0	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-e85db02b4f474d26b636	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-d9503a788323d33eecd9	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zfr-9600000000-c54c379ee39a53af4ff8	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004r-9800000000-9b5a7359997b2991b989	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-11c7a58d26a3d1b6b743	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-4a57feca57eb4437e7f9	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-2900000000-cfea7dc96477fb5ebf5b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a7r-9600000000-bacb939b30ab7d0aa156	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fb9-9100000000-1f1aabacaabef9e522ef	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

21111785

ChEMBL ID

CHEMBL379845

KEGG Compound ID

Not Available

Pubchem Compound ID

7151

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB29806

CRC / DFC (Dictionary of Food Compounds) ID

BPB04-S:BPB07-V

EAFUS ID

2413

Dr. Duke ID

METHYL-NICOTINATE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1028141

SuperScent ID

7151

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
tobacco	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
warm	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.