CHEBI:6631 - maculosin

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ChEBI Name maculosin
ChEBI ID CHEBI:6631
Definition A homodetic cyclic peptide that is a dipeptide composed of L-proline and L-tyrosine joined by peptide linkages.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46156
Supplier Information
Download Molfile XML SDF
Formula C14H16N2O3
Net Charge 0
Average Mass 260.28840
Monoisotopic Mass 260.11609
InChI InChI=1S/C14H16N2O3/c17-10-5-3-9(4-6-10)8-11-14(19)16-7-1-2-12(16)13(18)15-11/h3-6,11-12,17H,1-2,7-8H2,(H,15,18)/t11-,12-/m0/s1
InChIKey LSGOTAXPWMCUCK-RYUDHWBXSA-N
SMILES [H][C@@]12CCCN1C(=O)[C@H](Cc1ccc(O)cc1)NC2=O
Metabolite of Species Details
Cordyceps sinensis (NCBI:txid72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia 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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing maculosin (CHEBI:6631) has functional parent L-proline (CHEBI:17203)
maculosin (CHEBI:6631) has functional parent L-tyrosine (CHEBI:17895)
maculosin (CHEBI:6631) has role metabolite (CHEBI:25212)
maculosin (CHEBI:6631) is a dipeptide (CHEBI:46761)
maculosin (CHEBI:6631) is a homodetic cyclic peptide (CHEBI:24613)
maculosin (CHEBI:6631) is a phenols (CHEBI:33853)
maculosin (CHEBI:6631) is a pyrrolopyrazine (CHEBI:48337)
IUPAC Name
(3S,8aS)-3-(4-hydroxybenzyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Synonyms Sources
Cyclo(L-Pro-L-Tyr) KEGG COMPOUND
CYCLO-(L-TYROSINE-L-PROLINE) INHIBITOR PDBeChem
Manual Xrefs Databases
C00002350 KNApSAcK
C00030074 KNApSAcK
C10605 KEGG COMPOUND
TYP PDBeChem
View more database links
Registry Numbers Types Sources
4549-02-4 CAS Registry Number ChemIDplus
5583746 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16593989 PubMed citation Europe PMC
IND20593317 Agricola citation Europe PMC
IND91012774 Agricola citation Europe PMC
Last Modified
28 July 2014