EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:72948 - deoxybrevianamide E

ChEBI IDCHEBI:72948
ChEBI Namedeoxybrevianamide E
Stars
DefinitionA cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at position 2 on the indole ring by a 1,1-dimethylallyl group.
Last Modified2 April 2013
SubmitterKAX
DownloadsMolfile
FormulaC21H25N3O2
Net Charge0
Average Mass351.450
Monoisotopic Mass351.19468
SMILES[H][C@@]12CCCN1C(=O)[C@H](Cc1c(C(C)(C)C=C)nc3ccccc13)NC2=O
InChIInChI=1S/C21H25N3O2/c1-4-21(2,3)18-14(13-8-5-6-9-15(13)22-18)12-16-20(26)24-11-7-10-17(24)19(25)23-16/h4-6,8-9,16-17,22H,1,7,10-12H2,2-3H3,(H,23,25)/t16-,17-/m0/s1
InChIKeyKUGNSEAHJVSMAJ-IRXDYDNUSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
deoxybrevianamide E (CHEBI:72948) has functional parent brevianamide F (CHEBI:64530)
deoxybrevianamide E (CHEBI:72948) is a dipeptide (CHEBI:46761)
deoxybrevianamide E (CHEBI:72948) is a indole alkaloid (CHEBI:38958)
deoxybrevianamide E (CHEBI:72948) is a indoles (CHEBI:24828)
deoxybrevianamide E (CHEBI:72948) is a pyrrolopyrazine (CHEBI:48337)
IUPAC Name 
(3S,8aS)-3-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Synonyms  Source
cyclo-2-(1,1-dimethylallyl)-L-tryptophyl-L-prolineChEBI
cyclo-L-prolyl-2-(1,1-dimethylallyl)-L-tryptophanChEBI
L-prolyl-2-(1,1-dimethylallyl)-L-tryptophan anhydrideChEBI
UniProt Name  Source
deoxybrevianamide EUniProt
Registry NumbersSources
Reaxys:630815Reaxys
CAS:34610-68-9ChemIDplus
Citations