CHEBI:141542 - 2-ethyl-5-methylpyrazine

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ChEBI Name 2-ethyl-5-methylpyrazine
ChEBI ID CHEBI:141542
Definition A member of the class of pyrazines that is pyrazine with an ethyl group at position 2 and a methyl group at position 5 or vice versa. Found in tea, soybean paste, chocolate and sesame seed oil.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
Download Molfile XML SDF
Formula C7H10N2
Net Charge 0
Average Mass 122.168
Monoisotopic Mass 122.08440
InChI InChI=1S/C7H10N2/c1-3-7-5-8-6(2)4-9-7/h4-5H,3H2,1-2H3
InChIKey OXCKCFJIKRGXMM-UHFFFAOYSA-N
SMILES CCC1=NC=C(C)N=C1
Roles Classification
Chemical Role(s): Maillard reaction product
Any thermal degradation product obtained as a result of a chemical reaction between an amino acid and a reducing sugar (Maillard reaction, a non-enzymatic browning procedure that usually imparts flavour to starch-based food products).
Biological Role(s): flavouring agent
A food additive that is used to added improve the taste or odour of a food.
Application(s): flavouring agent
A food additive that is used to added improve the taste or odour of a food.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-ethyl-5-methylpyrazine (CHEBI:141542) has role flavouring agent (CHEBI:35617)
2-ethyl-5-methylpyrazine (CHEBI:141542) has role Maillard reaction product (CHEBI:77523)
2-ethyl-5-methylpyrazine (CHEBI:141542) is a pyrazines (CHEBI:38314)
2-ethyl-5-methylpyrazine (CHEBI:141542) is a volatile organic compound (CHEBI:134179)
IUPAC Name
2-ethyl-5-methylpyrazine
Synonyms Sources
2,5-methylethylpyrazine HMDB
2-ethyl-5-methyl-pyrazine HMDB
2-methyl-5-ethylpyrazine HMDB
FEMA 3154 HMDB
Manual Xrefs Databases
24144 ChemSpider
FDB021558 FooDB
HMDB0041568 HMDB
View more database links
Registry Numbers Types Sources
13360-64-0 CAS Registry Number ChemIDplus
13360-64-0 CAS Registry Number NIST Chemistry WebBook
956719 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10564041 PubMed citation Europe PMC
11893403 PubMed citation Europe PMC
21535802 PubMed citation Europe PMC
22417522 PubMed citation Europe PMC
25274471 PubMed citation Europe PMC
29391642 PubMed citation Europe PMC
IND20593237 Agricola citation Europe PMC
Last Modified
05 October 2018
General Comments
2018-10-05 Relevant article: Nguyen, T.T. and Yamanishi, T. (1975) Flavor components in vietnamese green tea and lotus tea. Agr. Biol. Chem., 39(6), 1263-1267.
2018-10-05 Hwang, H.I, Hartman, T.G. Rosen, R.T. and Ho, C.T. (1993) Formation of pyrazines from the maillard reaction of glucose and glutamine- amide-15N. J. Agric. Food Chem., 41(11), 2112-2115.