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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:30:15 UTC

Update Date

2023-02-21 17:18:44 UTC

HMDB ID

HMDB0029410

Secondary Accession Numbers

HMDB29410

Metabolite Identification

Common Name

2-Acetyl-3-ethylpyrazine

Description

2-Acetyl-3-ethylpyrazine belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 2-Acetyl-3-ethylpyrazine is a chip, corn, and earthy tasting compound. Based on a literature review a significant number of articles have been published on 2-Acetyl-3-ethylpyrazine.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(3-Ethyl-2-pyrazinyl)-ethanone	HMDB
1-(3-Ethyl-2-pyrazinyl)ethanone	HMDB
1-(3-Ethylpyrazinyl)-ethanone	HMDB
1-(3-Ethylpyrazinyl)ethan-1-one	HMDB
1-(3-Ethylpyrazinyl)ethanone	HMDB
1-(3-Ethylpyrazinyl)ethanone, 9ci	HMDB
2-Acetyl-3-ethyl-1,4-diazine	HMDB
2-Ethyl-3-acetyl pyrazine	HMDB
3-Ethyl-2-acetylpyrazine	HMDB
FEMA 3250	HMDB
Pyrazine, 2-acetyl-3-ethyl	HMDB

Chemical Formula

C₈H₁₀N₂O

Average Molecular Weight

150.1778

Monoisotopic Molecular Weight

150.079312952

IUPAC Name

1-(3-ethylpyrazin-2-yl)ethan-1-one

Traditional Name

1-(3-ethylpyrazin-2-yl)ethanone

CAS Registry Number

32974-92-8

SMILES

CCC1=NC=CN=C1C(C)=O

InChI Identifier

InChI=1S/C8H10N2O/c1-3-7-8(6(2)11)10-5-4-9-7/h4-5H,3H2,1-2H3

InChI Key

PPJSYGVFDJEMRP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Pyrazine
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0029410)
Cytoplasm (HMDB: HMDB0029410)

Source

Endogenous

Endogenous (HMDB: HMDB0029410)

Exogenous

Food

Food (HMDB: HMDB0029410)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0029410)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	220.00 to 221.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	20720 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.026 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	30.5 g/L	ALOGPS
logP	0.94	ALOGPS
logP	0.31	ChemAxon
logS	-0.69	ALOGPS
pKa (Strongest Acidic)	14.6	ChemAxon
pKa (Strongest Basic)	0.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	42.85 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	40.99 m³·mol⁻¹	ChemAxon
Polarizability	15.75 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	131.417	31661259
DarkChem	[M-H]-	131.496	31661259
DeepCCS	[M+H]+	138.009	30932474
DeepCCS	[M-H]-	134.818	30932474
DeepCCS	[M-2H]-	171.725	30932474
DeepCCS	[M+Na]+	146.874	30932474
AllCCS	[M+H]+	131.2	32859911
AllCCS	[M+H-H2O]+	126.6	32859911
AllCCS	[M+NH4]+	135.5	32859911
AllCCS	[M+Na]+	136.7	32859911
AllCCS	[M-H]-	131.5	32859911
AllCCS	[M+Na-2H]-	132.9	32859911
AllCCS	[M+HCOO]-	134.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Acetyl-3-ethylpyrazine	CCC1=NC=CN=C1C(C)=O	1568.1	Standard polar	33892256
2-Acetyl-3-ethylpyrazine	CCC1=NC=CN=C1C(C)=O	1163.1	Standard non polar	33892256
2-Acetyl-3-ethylpyrazine	CCC1=NC=CN=C1C(C)=O	1178.5	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-Acetyl-3-ethylpyrazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9600000000-9b392c46489438a928a6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetyl-3-ethylpyrazine 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-Acetyl-3-ethylpyrazine 10V, Positive-QTOF	splash10-0udi-0900000000-d9d690262e62a69b5d13	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 20V, Positive-QTOF	splash10-0ue9-1900000000-a21fe0e5b38c6b57fb29	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 40V, Positive-QTOF	splash10-001l-9400000000-b0d35be18fb4ac02c539	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 10V, Negative-QTOF	splash10-0002-0900000000-857ce5d97ad595b8cdde	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 20V, Negative-QTOF	splash10-052b-0900000000-7232ec3b876069f007c1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 40V, Negative-QTOF	splash10-0pb9-9400000000-507dd6eff33d4ce586cd	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 10V, Negative-QTOF	splash10-0002-0900000000-4d7456f3c4973a6be646	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 20V, Negative-QTOF	splash10-0006-9600000000-3ba82adda29b19741155	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 40V, Negative-QTOF	splash10-0zfv-6900000000-3fd51549f832157ce6e4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 10V, Positive-QTOF	splash10-0udi-0900000000-81a977070b916db5be38	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 20V, Positive-QTOF	splash10-0f89-5900000000-981843cb544fe8d2c138	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-3-ethylpyrazine 40V, Positive-QTOF	splash10-0006-9000000000-c7b0f32b203e40830f1b	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB000499

KNApSAcK ID

Not Available

Chemspider ID

55779

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61918

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1001401

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-Acetyl-3-ethylpyrazine (HMDB0029410)

MOL for HMDB0029410 (2-Acetyl-3-ethylpyrazine)

3D MOL for HMDB0029410 (2-Acetyl-3-ethylpyrazine)

3D SDF for HMDB0029410 (2-Acetyl-3-ethylpyrazine)

3D-SDF for HMDB0029410 (2-Acetyl-3-ethylpyrazine)

PDB for HMDB0029410 (2-Acetyl-3-ethylpyrazine)

3D PDB for HMDB0029410 (2-Acetyl-3-ethylpyrazine)

SMILES for HMDB0029410 (2-Acetyl-3-ethylpyrazine)

INCHI for HMDB0029410 (2-Acetyl-3-ethylpyrazine)

Structure for HMDB0029410 (2-Acetyl-3-ethylpyrazine)

3D Structure for HMDB0029410 (2-Acetyl-3-ethylpyrazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra