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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:17 UTC

Update Date

2023-02-21 17:19:09 UTC

HMDB ID

HMDB0029729

Secondary Accession Numbers

HMDB29729

Metabolite Identification

Common Name

5-Ethyl-2-methylpyridine

Description

5-Ethyl-2-methylpyridine belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group. 5-Ethyl-2-methylpyridine is a strong, earthy, and nutty tasting compound. 5-Ethyl-2-methylpyridine has been detected, but not quantified in, several different foods, such as cocoa beans (Theobroma cacao), alcoholic beverages, herbal tea, green tea, and pulses. This could make 5-ethyl-2-methylpyridine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 5-Ethyl-2-methylpyridine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-Ethyl-a-picoline	HMDB
5-Ethyl-alpha-picoline	HMDB
Aldehydecollidine	HMDB
FEMA 3546	HMDB
2-Methyl-5-ethylpyridine	MeSH

Chemical Formula

C₈H₁₁N

Average Molecular Weight

121.1796

Monoisotopic Molecular Weight

121.089149357

IUPAC Name

5-ethyl-2-methylpyridine

Traditional Name

5-ethyl-2-methylpyridine

CAS Registry Number

104-90-5

SMILES

CCC1=CN=C(C)C=C1

InChI Identifier

InChI=1S/C8H11N/c1-3-8-5-4-7(2)9-6-8/h4-6H,3H2,1-2H3

InChI Key

NTSLROIKFLNUIJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Methylpyridines

Direct Parent

Methylpyridines

Alternative Parents

Substituents

Methylpyridine
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0029729)
Cytoplasm (HMDB: HMDB0029729)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029729)

Source

Endogenous

Endogenous (HMDB: HMDB0029729)

Plant

Exogenous

Food

Food (HMDB: HMDB0029729)

Tea

Herb and spice

Herb

Peppermint (FooDB: FOOD00113)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Cocoa and cocoa products (FooDB: FOOD00860)

Pulse

Pulses (FooDB: FOOD00867)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0029729)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0029729)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-70.9 °C	Not Available
Boiling Point	172.00 to 175.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	12 mg/mL at 20 °C	Not Available
LogP	2.178 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	31.1 g/L	ALOGPS
logP	2.19	ALOGPS
logP	1.84	ChemAxon
logS	-0.59	ALOGPS
pKa (Strongest Basic)	6.19	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.89 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	38.13 m³·mol⁻¹	ChemAxon
Polarizability	14.45 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	125.965	31661259
DarkChem	[M-H]-	123.842	31661259
DeepCCS	[M+H]+	128.492	30932474
DeepCCS	[M-H]-	124.758	30932474
DeepCCS	[M-2H]-	162.094	30932474
DeepCCS	[M+Na]+	137.409	30932474
AllCCS	[M+H]+	122.5	32859911
AllCCS	[M+H-H2O]+	117.6	32859911
AllCCS	[M+NH4]+	127.2	32859911
AllCCS	[M+Na]+	128.5	32859911
AllCCS	[M-H]-	127.7	32859911
AllCCS	[M+Na-2H]-	129.8	32859911
AllCCS	[M+HCOO]-	132.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Ethyl-2-methylpyridine	CCC1=CN=C(C)C=C1	1466.1	Standard polar	33892256
5-Ethyl-2-methylpyridine	CCC1=CN=C(C)C=C1	989.9	Standard non polar	33892256
5-Ethyl-2-methylpyridine	CCC1=CN=C(C)C=C1	1038.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 5-Ethyl-2-methylpyridine EI-B (Non-derivatized)	splash10-0ab9-7900000000-e29b4b7d7a232205ca0a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 5-Ethyl-2-methylpyridine EI-B (Non-derivatized)	splash10-0adi-7900000000-a64ea8a8474480267f8b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 5-Ethyl-2-methylpyridine EI-B (Non-derivatized)	splash10-0ab9-7900000000-e29b4b7d7a232205ca0a	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 5-Ethyl-2-methylpyridine EI-B (Non-derivatized)	splash10-0adi-7900000000-a64ea8a8474480267f8b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Ethyl-2-methylpyridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fu-8900000000-f416cbf1ec4b8da3712a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Ethyl-2-methylpyridine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Ethyl-2-methylpyridine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 10V, Positive-QTOF	splash10-00di-0900000000-0b1f0d7d9177caf54000	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 20V, Positive-QTOF	splash10-00di-3900000000-32c024469cc769ef68b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 40V, Positive-QTOF	splash10-0kdi-9200000000-69c9b4e305843eb16a8d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 10V, Negative-QTOF	splash10-00di-0900000000-3fb27d734ba52be02b26	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 20V, Negative-QTOF	splash10-00di-1900000000-c8abaaea92c1b5d01da1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 40V, Negative-QTOF	splash10-0udi-9700000000-bb7d22631bd86f2f22f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 10V, Negative-QTOF	splash10-00di-0900000000-300e5678301fe5e998c4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 20V, Negative-QTOF	splash10-00di-3900000000-44fe0e68dbc7a4f82c09	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 40V, Negative-QTOF	splash10-00kf-9200000000-4820028e4434f54c6449	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 10V, Positive-QTOF	splash10-00di-2900000000-7f1ddec209a9c19f8d6e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 20V, Positive-QTOF	splash10-004l-9200000000-b4442907573bc3a08f9b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2-methylpyridine 40V, Positive-QTOF	splash10-0ufr-9000000000-035591f2ecbcf20783f2	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000925

KNApSAcK ID

Not Available

Chemspider ID

21105900

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

5-Ethyl-2-methylpyridine

METLIN ID

Not Available

PubChem Compound

7728

PDB ID

Not Available

ChEBI ID

481701

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1008351

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 5-Ethyl-2-methylpyridine (HMDB0029729)

MOL for HMDB0029729 (5-Ethyl-2-methylpyridine)

3D MOL for HMDB0029729 (5-Ethyl-2-methylpyridine)

3D SDF for HMDB0029729 (5-Ethyl-2-methylpyridine)

3D-SDF for HMDB0029729 (5-Ethyl-2-methylpyridine)

PDB for HMDB0029729 (5-Ethyl-2-methylpyridine)

3D PDB for HMDB0029729 (5-Ethyl-2-methylpyridine)

SMILES for HMDB0029729 (5-Ethyl-2-methylpyridine)

INCHI for HMDB0029729 (5-Ethyl-2-methylpyridine)

Structure for HMDB0029729 (5-Ethyl-2-methylpyridine)

3D Structure for HMDB0029729 (5-Ethyl-2-methylpyridine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra