Livestock Metabolome Database: Showing metabocard for Trimethylpyrazine (LMDB00681)

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

Record Information

Version

1.0

Creation Date

2016-07-13 19:55:20 UTC

Update Date

2016-09-23 18:45:44 UTC

Lmdb

LMDB00681

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Trimethylpyrazine

Description

Trimethylpyrazine 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. Trimethylpyrazine exists in all eukaryotes, ranging from yeast to plants to humans. Trimethylpyrazine is a cocoa, earthy, and hazelnut tasting compound. Trimethylpyrazine is found, on average, in the highest concentration within kohlrabis (Brassica oleracea var. gongylodes). Trimethylpyrazine has also been detected, but not quantified in, several different foods, such as peppers (Capsicum annuum), anatidaes (Anatidae), chickens (Gallus gallus), red bell peppers (Capsicum annuum), and pulses. This could make trimethylpyrazine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Trimethylpyrazine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
235-Trimethyl-pyrazine	ChEMBL, HMDB
2,3,5-TRIMETHYL pyrazine	HMDB, MeSH
2,3,5-Trimethyl-pyrazine	HMDB
2,3,6-Trimethylpyrazine	HMDB
FEMA 3244	HMDB
Pyrazine, 2,3,5-trimethyl	HMDB
Trimethyl-pyrazine	HMDB

Chemical Formula

C₇H₁₀N₂

Average Molecular Weight

122.1677

Monoisotopic Molecular Weight

122.08439833

IUPAC Name

2,3,5-trimethylpyrazine

Traditional Name

pyrazine, trimethyl-

CAS Registry Number

14667-55-1

SMILES

CC1=NC(C)=C(C)N=C1

InChI Identifier

InChI=1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3

InChI Key

IAEGWXHKWJGQAZ-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

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.11	ALOGPS
logP	-0.068	ChemAxon
logS	-0.37	ALOGPS
pKa (Strongest Basic)	2.08	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	35.52 m³·mol⁻¹	ChemAxon
Polarizability	13.94 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-006x-9200000000-9f6faed991931d5ad1ee	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9200000000-40504210dd3941e2c04a	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-006x-9200000000-9f6faed991931d5ad1ee	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9200000000-40504210dd3941e2c04a	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-8900000000-a14528e7d6edd51f8dc6	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-00di-2900000000-76363ef0f48afd63a91a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-00di-7900000000-e98f2f5a6e323c824048	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-0ab9-9400000000-35d807ba9ebeef9ae55c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, positive	splash10-0pb9-9100000000-fff3de03d74c83ae57e0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-0zfr-9000000000-715231eb0f6256a14836	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 8V, positive	splash10-001i-9000000000-9b38357d8213dfc04a21	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 8V, positive	splash10-0a4i-9000000000-5c4795e954d5c3e9b74e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-9fd5c695f7b8a4cfe63d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-2900000000-bb37b6ad64235815e0f4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zgl-9000000000-8acc5bf685bbdae5968f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-434c116a57f2e3b72058	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-65f5a51dc79dd6ae5de8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pi0-9800000000-dfd2d2cc903cdbd80f8e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-1fbfd2b4b0ef1b9b6fee	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9400000000-a6ecdcbe708aeefa02c5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-100u-9000000000-7d5a8bbe136aa07e5c95	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-1900000000-7b36c336b1384f9bab4b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006x-9300000000-49f0534d4a86e681b444	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-b33164d500a1075f7e25	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-006x-9300000000-0bf83855966f2520d689	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Muscle

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Muscle	Detected but not Quantified	Not Applicable	Not Available	Bovine	23871026	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0031844

FooDB ID

FDB008527

Phenol Explorer ID

Not Available

KNApSAcK ID

C00053868

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Alkylpyrazine

Chemspider ID

24972

ChEBI ID

Not Available

PubChem Compound ID

26808

Kegg Compound ID

Not Available

YMDB ID

YMDB01442

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Trimethylpyrazine (LMDB00681)

Structure for LMDB00681 (Trimethylpyrazine)