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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

2012-09-12 03:01:05 UTC

Update Date

2023-02-21 17:28:39 UTC

HMDB ID

HMDB0041345

Secondary Accession Numbers

HMDB41345

Metabolite Identification

Common Name

2,3-Diethyl-5-methylpyrazine

Description

2,3-Diethyl-5-methylpyrazine, also known as fema 3336, belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. 2,3-Diethyl-5-methylpyrazine is a citrus, earthy, and fatty tasting compound. 2,3-Diethyl-5-methylpyrazine has been detected, but not quantified, in several different foods, such as herbs and spices, milk and milk products, nuts, and potato. This could make 2,3-diethyl-5-methylpyrazine a potential biomarker for the consumption of these foods.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,3-Diethyl-5-methyl-pyrazine	HMDB
2,3-Diethyl-6-methylpyrazine	HMDB
2-Methyl-5,6-diethylpyrazine	HMDB
5-Methyl-2,3-diethylpyrazine	HMDB
FEMA 3336	HMDB

Chemical Formula

C₉H₁₄N₂

Average Molecular Weight

150.2209

Monoisotopic Molecular Weight

150.115698458

IUPAC Name

2,3-diethyl-5-methylpyrazine

Traditional Name

2,3-diethyl-5-methylpyrazine

CAS Registry Number

18138-04-0

SMILES

CCC1=C(CC)N=C(C)C=N1

InChI Identifier

InChI=1S/C9H14N2/c1-4-8-9(5-2)11-7(3)6-10-8/h6H,4-5H2,1-3H3

InChI Key

PSINWXIDJYEXLO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrazines

Direct Parent

Pyrazines

Alternative Parents

Substituents

Pyrazine
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: HMDB0041345)
Cytoplasm (HMDB: HMDB0041345)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041345)

Source

Exogenous

Exogenous (HMDB: HMDB0041345)

Food

Food (HMDB: HMDB0041345)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Nut

Nuts (FooDB: FOOD00869)

Milk and milk product

Milk and milk products (FooDB: FOOD00863)

Endogenous

Plant

Plant (HMDB: HMDB0041345)

Animal

Animal (HMDB: HMDB0041345)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0041345)

Biological role

Nutrient (HMDB: HMDB0041345)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	191.00 to 193.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1636 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.95	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	8.21 g/L	ALOGPS
logP	2.18	ALOGPS
logP	1.33	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Basic)	1.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	25.78 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	44.77 m³·mol⁻¹	ChemAxon
Polarizability	17.79 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]+	133.753	31661259
DarkChem	[M-H]-	132.327	31661259
DeepCCS	[M+H]+	136.765	30932474
DeepCCS	[M-H]-	132.938	30932474
DeepCCS	[M-2H]-	170.395	30932474
DeepCCS	[M+Na]+	145.934	30932474
AllCCS	[M+H]+	132.2	32859911
AllCCS	[M+H-H2O]+	127.7	32859911
AllCCS	[M+NH4]+	136.5	32859911
AllCCS	[M+Na]+	137.7	32859911
AllCCS	[M-H]-	136.5	32859911
AllCCS	[M+Na-2H]-	138.1	32859911
AllCCS	[M+HCOO]-	139.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Diethyl-5-methylpyrazine	CCC1=C(CC)N=C(C)C=N1	1483.4	Standard polar	33892256
2,3-Diethyl-5-methylpyrazine	CCC1=C(CC)N=C(C)C=N1	1111.0	Standard non polar	33892256
2,3-Diethyl-5-methylpyrazine	CCC1=C(CC)N=C(C)C=N1	1144.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Diethyl-5-methylpyrazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fe0-2900000000-6efa00c55b52b9277a53	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Diethyl-5-methylpyrazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0uds-3900000000-726f870c35f2ad731663	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine LC-ESI-qTof , Positive-QTOF	splash10-000i-0910000000-8bee07deff3ad52c2d75	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine , positive-QTOF	splash10-000i-0910000000-8bee07deff3ad52c2d75	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 10V, Positive-QTOF	splash10-0udi-0900000000-a0cc3ff93aa91d953a67	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 20V, Positive-QTOF	splash10-0udi-1900000000-28289a925ac7b5ea8fb6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 40V, Positive-QTOF	splash10-0006-9200000000-f22f7666ac33555b192b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 10V, Negative-QTOF	splash10-0002-0900000000-48b0dfd3134b18af373a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 20V, Negative-QTOF	splash10-0002-1900000000-41acd473b6f79b722ab1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 40V, Negative-QTOF	splash10-0613-8900000000-f229582b88fb30efdef2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 10V, Negative-QTOF	splash10-0002-0900000000-da19f339d6fe409994dd	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 20V, Negative-QTOF	splash10-00xv-4900000000-cb263b67139b0157b20c	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 40V, Negative-QTOF	splash10-014l-9800000000-1c3046195918ae97468f	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 10V, Positive-QTOF	splash10-0udi-0900000000-7dff70ee86f025608d41	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 20V, Positive-QTOF	splash10-0udi-2900000000-cfc961b3999a511d5b5e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diethyl-5-methylpyrazine 40V, Positive-QTOF	splash10-0006-9100000000-0f0ca449d3de44974d37	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	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

FDB021268

KNApSAcK ID

Not Available

Chemspider ID

26886

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

28905

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1018961

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 2,3-Diethyl-5-methylpyrazine (HMDB0041345)

MOL for HMDB0041345 (2,3-Diethyl-5-methylpyrazine)

3D MOL for HMDB0041345 (2,3-Diethyl-5-methylpyrazine)

3D SDF for HMDB0041345 (2,3-Diethyl-5-methylpyrazine)

3D-SDF for HMDB0041345 (2,3-Diethyl-5-methylpyrazine)

PDB for HMDB0041345 (2,3-Diethyl-5-methylpyrazine)

3D PDB for HMDB0041345 (2,3-Diethyl-5-methylpyrazine)

SMILES for HMDB0041345 (2,3-Diethyl-5-methylpyrazine)

INCHI for HMDB0041345 (2,3-Diethyl-5-methylpyrazine)

Structure for HMDB0041345 (2,3-Diethyl-5-methylpyrazine)

3D Structure for HMDB0041345 (2,3-Diethyl-5-methylpyrazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra