Showing Compound 6,7-Dihydro-2,5-dimethyl-5H-cyclopentapyrazine (FDB019484)

Record Information

Version

1.0

Creation date

2010-04-08 22:14:23 UTC

Update date

2019-11-26 03:17:32 UTC

Primary ID

FDB019484

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

6,7-Dihydro-2,5-dimethyl-5H-cyclopentapyrazine

Description

6,7-Dihydro-2,5-dimethyl-5H-cyclopentapyrazine 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. 6,7-Dihydro-2,5-dimethyl-5H-cyclopentapyrazine is a burnt, earthy, and nutty tasting compound. 6,7-Dihydro-2,5-dimethyl-5H-cyclopentapyrazine has been detected, but not quantified in, several different foods, such as cocoa and cocoa products, robusta coffees (Coffea canephora), breakfast cereal, arabica coffees (Coffea arabica), and coffee and coffee products. This could make 6,7-dihydro-2,5-dimethyl-5H-cyclopentapyrazine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 6,7-Dihydro-2,5-dimethyl-5H-cyclopentapyrazine.

CAS Number

38917-61-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2,5-Dimethyl-6,7-dihydro-(5H)-cyclopentapyrazine	HMDB
2,5-Dimethyl-6,7-dihydro-5H-cyclopenta[b]pyrazine	HMDB
5h-cyclopentapyrazine, 6,7-dihydro-2,5-dimethyl-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	11.5 g/L	ALOGPS
logP	1.83	ALOGPS
logP	0.97	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Basic)	1.75	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	0	ChemAxon
Refractivity	42.94 m³·mol⁻¹	ChemAxon
Polarizability	17.07 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H12N2

IUPAC name

2,5-dimethyl-5H,6H,7H-cyclopenta[b]pyrazine

InChI Identifier

InChI=1S/C9H12N2/c1-6-3-4-8-9(6)10-5-7(2)11-8/h5-6H,3-4H2,1-2H3

InChI Key

CTFGVWCFSGCLHZ-UHFFFAOYSA-N

Isomeric SMILES

CC1CCC2=C1N=CC(C)=N2

Average Molecular Weight

148.205

Monoisotopic Molecular Weight

148.100048394

Classification

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 heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 72.94%; H 8.16%; N 18.90%	DFC
Melting Point	Not Available
Boiling Point	Bp12 90-91°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	6,7-Dihydro-2,5-dimethyl-5H-cyclopentapyrazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001j-2900000000-c1e83c8d2e97432002a8	Spectrum
Predicted GC-MS	6,7-Dihydro-2,5-dimethyl-5H-cyclopentapyrazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0900000000-b4c5580d24ab87d771fa	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-1900000000-481f96962d72558f84b3	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kcr-9600000000-c34ab3e7e7465bfd9d37	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-276f718afdf772401b48	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-a469551d404672368100	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014l-4900000000-55ff7fded4e49a96f936	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0900000000-2ef1a63f0d174650da9c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-1900000000-392e18cabc33199fe354	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-005c-9200000000-0a5cda27313684a9b33b	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-aff21bfca25e06c85423	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-4127051532b1d57df8b2	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014l-5900000000-f5a9d7cb47a3f7a9f9c1	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

462010

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

530404

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB39831

CRC / DFC (Dictionary of Food Compounds) ID

MBF97-N:MBF97-N

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1595401

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
burnt	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
earthy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
nutty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
roasted	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.