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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 03:15:52 UTC

Update Date

2023-02-21 17:28:50 UTC

HMDB ID

HMDB0041571

Secondary Accession Numbers

HMDB41571

Metabolite Identification

Common Name

Propylpyrazine

Description

Propylpyrazine 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. Propylpyrazine is a green, nutty, and vegetable tasting compound. Propylpyrazine has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make propylpyrazine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Propylpyrazine.

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-(N-Propyl)-pyrazine	HMDB
2-Propyl-pyrazine	HMDB
2-Propylpyrazine	HMDB
FEMA 3961	HMDB
N-Propylpyrazine	HMDB
Propyl-pyrazine	HMDB

Chemical Formula

C₇H₁₀N₂

Average Molecular Weight

122.171

Monoisotopic Molecular Weight

122.08439833

IUPAC Name

2-propylpyrazine

Traditional Name

2-propylpyrazine

CAS Registry Number

18138-03-9

SMILES

CCCC1=CN=CC=N1

InChI Identifier

InChI=1S/C7H10N2/c1-2-3-7-6-8-4-5-9-7/h4-6H,2-3H2,1H3

InChI Key

DJLLTFRHLPVCEL-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: HMDB0041571)
Cytoplasm (HMDB: HMDB0041571)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041571)

Source

Exogenous

Food

Food (HMDB: HMDB0041571)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Endogenous

Plant

Coffea (HMDB: HMDB0041571)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041571)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	65.00 °C. @ 12.00 mm Hg	The Good Scents Company Information System
Water Solubility	5476 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.361 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	85.2 g/L	ALOGPS
logP	1.24	ALOGPS
logP	0.81	ChemAxon
logS	-0.16	ALOGPS
pKa (Strongest Basic)	1.24	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	35.56 m³·mol⁻¹	ChemAxon
Polarizability	13.73 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]+	124.174	31661259
DarkChem	[M-H]-	122.125	31661259
DeepCCS	[M+H]+	126.118	30932474
DeepCCS	[M-H]-	123.349	30932474
DeepCCS	[M-2H]-	159.824	30932474
DeepCCS	[M+Na]+	134.678	30932474
AllCCS	[M+H]+	125.5	32859911
AllCCS	[M+H-H2O]+	120.7	32859911
AllCCS	[M+NH4]+	130.0	32859911
AllCCS	[M+Na]+	131.3	32859911
AllCCS	[M-H]-	127.6	32859911
AllCCS	[M+Na-2H]-	129.7	32859911
AllCCS	[M+HCOO]-	132.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propylpyrazine	CCCC1=CN=CC=N1	1394.1	Standard polar	33892256
Propylpyrazine	CCCC1=CN=CC=N1	965.5	Standard non polar	33892256
Propylpyrazine	CCCC1=CN=CC=N1	1017.4	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 - Propylpyrazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00bc-9200000000-4a67451421fe1dcb03a5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propylpyrazine 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 - Propylpyrazine 10V, Positive-QTOF	splash10-000i-0090000000-439364747509d5c61176	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 20V, Positive-QTOF	splash10-00kr-1290000000-32774f211bb1f9146c04	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 40V, Positive-QTOF	splash10-014i-3490000000-17ff4293bb6cda43a845	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 10V, Negative-QTOF	splash10-000i-0090000000-69f2c59dd85223733b07	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 20V, Negative-QTOF	splash10-000i-0090000000-0714123aa882f1c8d3b1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 40V, Negative-QTOF	splash10-066r-2090000000-ef11a37046186c938786	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 10V, Positive-QTOF	splash10-00di-1900000000-043deb98468c8b8771e1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 20V, Positive-QTOF	splash10-00xs-9200000000-111f0691642193eb7ace	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 40V, Positive-QTOF	splash10-1003-9000000000-7ae10d96f1ac9668a29c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 10V, Negative-QTOF	splash10-00di-0900000000-f917b7eaee02fed474b8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 20V, Negative-QTOF	splash10-00dl-5900000000-dbbc0ebf339c971e5f83	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propylpyrazine 40V, Negative-QTOF	splash10-00kf-9000000000-8e7951e70994b0283975	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)	2021-09-24	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

FDB021561

KNApSAcK ID

Not Available

Chemspider ID

78899

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

87466

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1049831

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Lee SM, Kwon GY, Kim KO, Kim YS: Metabolomic approach for determination of key volatile compounds related to beef flavor in glutathione-Maillard reaction products. Anal Chim Acta. 2011 Oct 10;703(2):204-11. doi: 10.1016/j.aca.2011.07.028. Epub 2011 Jul 26. [PubMed:21889635 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Propylpyrazine (HMDB0041571)

MOL for HMDB0041571 (Propylpyrazine)

3D MOL for HMDB0041571 (Propylpyrazine)

3D SDF for HMDB0041571 (Propylpyrazine)

3D-SDF for HMDB0041571 (Propylpyrazine)

PDB for HMDB0041571 (Propylpyrazine)

3D PDB for HMDB0041571 (Propylpyrazine)

SMILES for HMDB0041571 (Propylpyrazine)

INCHI for HMDB0041571 (Propylpyrazine)

Structure for HMDB0041571 (Propylpyrazine)

3D Structure for HMDB0041571 (Propylpyrazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra