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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:35:58 UTC

Update Date

2023-02-21 17:27:32 UTC

HMDB ID

HMDB0040054

Secondary Accession Numbers

HMDB40054

Metabolite Identification

Common Name

3-Ethyl-2-methoxypyrazine

Description

3-Ethyl-2-methoxypyrazine, also known as 2-methoxy-3-ethylpyrazine or pyrazine, 3-ethyl-2-methoxy, belongs to the class of organic compounds known as methoxypyrazines. These are pyrazines containing a methoxyl group attached to the pyrazine ring. 3-Ethyl-2-methoxypyrazine is a bell, earthy, and nutty tasting compound. 3-Ethyl-2-methoxypyrazine has been detected, but not quantified, in alcoholic beverages and potato.

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-Ethyl-3-methoxy-pyrazine	HMDB
2-Methoxy-3-ethylpyrazine	HMDB
Pyrazine, 3-ethyl-2-methoxy	HMDB

Chemical Formula

C₇H₁₀N₂O

Average Molecular Weight

138.1671

Monoisotopic Molecular Weight

138.079312952

IUPAC Name

2-ethyl-3-methoxypyrazine

Traditional Name

2-ethyl-3-methoxypyrazine

CAS Registry Number

25680-58-4

SMILES

CCC1=C(OC)N=CC=N1

InChI Identifier

InChI=1S/C7H10N2O/c1-3-6-7(10-2)9-5-4-8-6/h4-5H,3H2,1-2H3

InChI Key

DPCILIMHENXHQX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxypyrazines. These are pyrazines containing a methoxyl group attached to the pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrazines

Direct Parent

Methoxypyrazines

Alternative Parents

Substituents

Methoxypyrazine
Alkyl aryl ether
Heteroaromatic compound
Azacycle
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0040054)
Cytoplasm (HMDB: HMDB0040054)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040054)

Source

Exogenous

Exogenous (HMDB: HMDB0040054)

Food

Food (HMDB: HMDB0040054)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0040054)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040054)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	90.00 °C. @ 40.00 mm Hg	The Good Scents Company Information System
Water Solubility	2474 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.80	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	123 g/L	ALOGPS
logP	1.64	ALOGPS
logP	0.81	ChemAxon
logS	-0.05	ALOGPS
pKa (Strongest Basic)	1.04	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.01 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	37.74 m³·mol⁻¹	ChemAxon
Polarizability	14.51 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]+	128.577	31661259
DarkChem	[M-H]-	127.621	31661259
DeepCCS	[M+H]+	128.482	30932474
DeepCCS	[M-H]-	125.0	30932474
DeepCCS	[M-2H]-	161.988	30932474
DeepCCS	[M+Na]+	137.06	30932474
AllCCS	[M+H]+	129.4	32859911
AllCCS	[M+H-H2O]+	124.7	32859911
AllCCS	[M+NH4]+	133.8	32859911
AllCCS	[M+Na]+	135.0	32859911
AllCCS	[M-H]-	128.6	32859911
AllCCS	[M+Na-2H]-	130.5	32859911
AllCCS	[M+HCOO]-	132.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Ethyl-2-methoxypyrazine	CCC1=C(OC)N=CC=N1	1375.7	Standard polar	33892256
3-Ethyl-2-methoxypyrazine	CCC1=C(OC)N=CC=N1	1020.7	Standard non polar	33892256
3-Ethyl-2-methoxypyrazine	CCC1=C(OC)N=CC=N1	1063.4	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 - 3-Ethyl-2-methoxypyrazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-6900000000-05afb1430df307a1f31d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Ethyl-2-methoxypyrazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Ethyl-2-methoxypyrazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0079-7900000000-8fa2ea6f69700055de01	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 10V, Positive-QTOF	splash10-000i-0900000000-799bcf66742ebff7cbf3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 20V, Positive-QTOF	splash10-000i-2900000000-69ae0434002c9bf95961	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 40V, Positive-QTOF	splash10-0pbc-9100000000-96070d62fe104e938193	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 10V, Negative-QTOF	splash10-000i-0900000000-07b4d0233567e63c940d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 20V, Negative-QTOF	splash10-0a4i-9700000000-3d013151967ddfee856b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 40V, Negative-QTOF	splash10-0zfr-9000000000-1a9a805f66c5dfc67c98	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 10V, Negative-QTOF	splash10-000i-0900000000-797afe6824f01f278b69	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 20V, Negative-QTOF	splash10-0a4i-2900000000-64a632f9b21cb79c5314	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 40V, Negative-QTOF	splash10-0k96-9100000000-74b08ab8d6b84725fc86	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 10V, Positive-QTOF	splash10-000i-1900000000-aa8657e3ec178d890e18	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 20V, Positive-QTOF	splash10-000i-9600000000-7f1d199955e9158f5bf6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethyl-2-methoxypyrazine 40V, Positive-QTOF	splash10-0zfu-9000000000-87ab424fc97de457cc70	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹³C 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

FDB019741

KNApSAcK ID

Not Available

Chemspider ID

30627

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

33135

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1031841

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 3-Ethyl-2-methoxypyrazine (HMDB0040054)

MOL for HMDB0040054 (3-Ethyl-2-methoxypyrazine)

3D MOL for HMDB0040054 (3-Ethyl-2-methoxypyrazine)

3D SDF for HMDB0040054 (3-Ethyl-2-methoxypyrazine)

3D-SDF for HMDB0040054 (3-Ethyl-2-methoxypyrazine)

PDB for HMDB0040054 (3-Ethyl-2-methoxypyrazine)

3D PDB for HMDB0040054 (3-Ethyl-2-methoxypyrazine)

SMILES for HMDB0040054 (3-Ethyl-2-methoxypyrazine)

INCHI for HMDB0040054 (3-Ethyl-2-methoxypyrazine)

Structure for HMDB0040054 (3-Ethyl-2-methoxypyrazine)

3D Structure for HMDB0040054 (3-Ethyl-2-methoxypyrazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra