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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:41:22 UTC

Update Date

2023-02-21 17:27:45 UTC

HMDB ID

HMDB0040144

Secondary Accession Numbers

HMDB40144

Metabolite Identification

Common Name

2-Ethoxy-6-methylpyrazine

Description

2-Ethoxy-6-methylpyrazine belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group. 2-Ethoxy-6-methylpyrazine is a nutty and roasted tasting compound. Based on a literature review very few articles have been published on 2-Ethoxy-6-methylpyrazine.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Ethoxy-6-methyl-pyrazine	HMDB
Pyrazine, 6-ethoxy-2-methyl	HMDB

Chemical Formula

C₇H₁₀N₂O

Average Molecular Weight

138.1671

Monoisotopic Molecular Weight

138.079312952

IUPAC Name

2-ethoxy-6-methylpyrazine

Traditional Name

2-ethoxy-6-methylpyrazine

CAS Registry Number

53163-97-6

SMILES

CCOC1=CN=CC(C)=N1

InChI Identifier

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

InChI Key

XBLZVFYOCZVABA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Alkyl aryl ethers

Alternative Parents

Substituents

Alkyl aryl ether
Pyrazine
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
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: HMDB0040144)
Cytoplasm (HMDB: HMDB0040144)

Source

Exogenous

Exogenous (HMDB: HMDB0040144)

Food

Food (HMDB: HMDB0040144)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040144)

Biological role

Nutrient (HMDB: HMDB0040144)

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	The Good Scents Company Information System
Water Solubility	1824 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.703 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	150 g/L	ALOGPS
logP	1.68	ALOGPS
logP	0.46	ChemAxon
logS	0.04	ALOGPS
pKa (Strongest Basic)	0.39	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	37.86 m³·mol⁻¹	ChemAxon
Polarizability	14.85 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]+	128.744	31661259
DarkChem	[M-H]-	127.084	31661259
DeepCCS	[M+H]+	129.099	30932474
DeepCCS	[M-H]-	125.585	30932474
DeepCCS	[M-2H]-	162.619	30932474
DeepCCS	[M+Na]+	137.718	30932474
AllCCS	[M+H]+	129.3	32859911
AllCCS	[M+H-H2O]+	124.7	32859911
AllCCS	[M+NH4]+	133.6	32859911
AllCCS	[M+Na]+	134.8	32859911
AllCCS	[M-H]-	129.7	32859911
AllCCS	[M+Na-2H]-	131.6	32859911
AllCCS	[M+HCOO]-	133.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.2 minutes	32390414
Predicted by Siyang on May 30, 2022	9.7314 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.54 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1031.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	334.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	126.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	212.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	72.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	291.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	451.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	102.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	768.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	40.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	853.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	239.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	241.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	435.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	399.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	50.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Ethoxy-6-methylpyrazine	CCOC1=CN=CC(C)=N1	1371.1	Standard polar	33892256
2-Ethoxy-6-methylpyrazine	CCOC1=CN=CC(C)=N1	1037.6	Standard non polar	33892256
2-Ethoxy-6-methylpyrazine	CCOC1=CN=CC(C)=N1	1077.1	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-Ethoxy-6-methylpyrazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p6-9500000000-a3935d791142bfb2a0c7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethoxy-6-methylpyrazine 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 - 2-Ethoxy-6-methylpyrazine 10V, Positive-QTOF	splash10-000i-4900000000-49b4ba07233992d9b19b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 20V, Positive-QTOF	splash10-000i-4900000000-e72c65289f9f5000fb3a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 40V, Positive-QTOF	splash10-0udi-9000000000-e04c4aa177dd65063363	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 10V, Negative-QTOF	splash10-000i-0900000000-2685c9cc945530cfcf6c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 20V, Negative-QTOF	splash10-01b9-9100000000-6cba39f3db3dc2aa5a83	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 40V, Negative-QTOF	splash10-00kf-9000000000-c025a56adad7cc292c16	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 10V, Negative-QTOF	splash10-000i-0900000000-61b2af5066e4ffd157f4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 20V, Negative-QTOF	splash10-0a4i-3900000000-ae8b1d606683728f550f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 40V, Negative-QTOF	splash10-0a4i-6900000000-4f73aaf97337bd259cf8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 10V, Positive-QTOF	splash10-000i-0900000000-62354725b3b19b7296ed	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 20V, Positive-QTOF	splash10-03di-5900000000-f769a2979b20c1ac1fde	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethoxy-6-methylpyrazine 40V, Positive-QTOF	splash10-05mo-9000000000-79979c9820dd5e2bcfc5	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

FDB019841

KNApSAcK ID

Not Available

Chemspider ID

94267

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

104421

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1464091

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-Ethoxy-6-methylpyrazine (HMDB0040144)

MOL for HMDB0040144 (2-Ethoxy-6-methylpyrazine)

3D MOL for HMDB0040144 (2-Ethoxy-6-methylpyrazine)

3D SDF for HMDB0040144 (2-Ethoxy-6-methylpyrazine)

3D-SDF for HMDB0040144 (2-Ethoxy-6-methylpyrazine)

PDB for HMDB0040144 (2-Ethoxy-6-methylpyrazine)

3D PDB for HMDB0040144 (2-Ethoxy-6-methylpyrazine)

SMILES for HMDB0040144 (2-Ethoxy-6-methylpyrazine)

INCHI for HMDB0040144 (2-Ethoxy-6-methylpyrazine)

Structure for HMDB0040144 (2-Ethoxy-6-methylpyrazine)

3D Structure for HMDB0040144 (2-Ethoxy-6-methylpyrazine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra