CHEBI:194579 - cyclo(Pro-Arg)

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name cyclo(Pro-Arg)
ChEBI ID CHEBI:194579
Definition A homodetic cyclic peptide resulting from the formal condensation of both the amino and acid groups of proline with the acid and amino groups of arginine. It is found in the deep-sea sponge Geodia barretti.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Noemi Tejera
Supplier Information
Download Molfile XML SDF
Formula C11H19N5O2
Net Charge 0
Average Mass 253.306
Monoisotopic Mass 253.15387
InChI InChI=1S/C11H19N5O2/c12-11(13)14-5-1-3-7-10(18)16-6-2-4-8(16)9(17)15-7/h7-8H,1-6H2,(H,15,17)(H4,12,13,14)
InChIKey ZRJHYOXNWCMGMW-UHFFFAOYSA-N
SMILES NC(=N)NCCCC1NC(=O)C2CCCN2C1=O
Metabolite of Species Details
Geodia barretti (NCBI:txid519541) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cyclo(Pro-Arg) (CHEBI:194579) has functional parent arginine (CHEBI:29016)
cyclo(Pro-Arg) (CHEBI:194579) has functional parent proline (CHEBI:26271)
cyclo(Pro-Arg) (CHEBI:194579) has role animal metabolite (CHEBI:75767)
cyclo(Pro-Arg) (CHEBI:194579) has role marine metabolite (CHEBI:76507)
cyclo(Pro-Arg) (CHEBI:194579) is a dipeptide (CHEBI:46761)
cyclo(Pro-Arg) (CHEBI:194579) is a guanidines (CHEBI:24436)
cyclo(Pro-Arg) (CHEBI:194579) is a homodetic cyclic peptide (CHEBI:24613)
cyclo(Pro-Arg) (CHEBI:194579) is a pyrrolopyrazine (CHEBI:48337)
IUPAC Name
1-[3-(1,4-dioxooctahydropyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine
Synonyms Sources
cyclo Pro-Arg ChEBI
diketopiperazine Pro-Arg SUBMITTER
N-[3-(1,4-dioxooctahydropyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine IUPAC
Citations Waiting for Citations Types Sources
16706541 PubMed citation Europe PMC
35233042 PubMed citation SUBMITTER
36702957 PubMed citation Europe PMC
Last Modified
20 July 2023