CHEBI:133094 - cyclo(L-Leu-L-Pro)

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ChEBI Name cyclo(L-Leu-L-Pro)
ChEBI ID CHEBI:133094
ChEBI ASCII Name cyclo(L-Leu-L-Pro)
Definition A homodetic cyclic peptide composed from leucyl and prolyl residues.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C11H18N2O2
Net Charge 0
Average Mass 210.273
Monoisotopic Mass 210.13683
InChI InChI=1S/C11H18N2O2/c1-7(2)6-8-11(15)13-5-3-4-9(13)10(14)12-8/h7-9H,3-6H2,1-2H3,(H,12,14)/t8-,9-/m0/s1
InChIKey SZJNCZMRZAUNQT-IUCAKERBSA-N
SMILES C1C[C@@]2([H])C(N[C@H](C(N2C1)=O)CC(C)C)=O
Metabolite of Species Details
Bacillus amyloliquefaciens (NCBI:txid1390) See: PubMed
Achromobacter xylosoxidans (NCBI:txid85698) 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.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cyclo(L-Leu-L-Pro) (CHEBI:133094) has role bacterial metabolite (CHEBI:76969)
cyclo(L-Leu-L-Pro) (CHEBI:133094) has role marine metabolite (CHEBI:76507)
cyclo(L-Leu-L-Pro) (CHEBI:133094) is a dipeptide (CHEBI:46761)
cyclo(L-Leu-L-Pro) (CHEBI:133094) is a homodetic cyclic peptide (CHEBI:24613)
cyclo(L-Leu-L-Pro) (CHEBI:133094) is a pyrrolopyrazine (CHEBI:48337)
IUPAC Name
(3S,8aS)-3-(2-methylpropyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Synonyms Sources
cyclo(L-leucyl-L-prolyl) ChEBI
cyclo(L-Pro-L-Leu) ChEBI
cyclo(L-prolyl-L-leucyl) ChEBI
cyclo(Leu-Pro) ChEBI
cyclo(Pro-Leu) ChEBI
Cyclo-L-leu-L-pro ChemIDplus
Gancidin W ChemIDplus
L,L-Cyclo(leucylprolyl) HMDB
L-cyclo(Leu-pro) HMDB
L-cyclo(Leucyloprolyl) HMDB
L-Leucyl-L-proline lactam HMDB
Manual Xref Database
HMDB0034276 HMDB
View more database links
Registry Numbers Types Sources
2873-36-1 CAS Registry Number ChemIDplus
85716 Reaxys Registry Number Reaxys
85716 Beilstein Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15574949 PubMed citation Europe PMC
24698790 PubMed citation Europe PMC
26945590 PubMed citation Europe PMC
5007250 PubMed citation Europe PMC
Last Modified
19 August 2016