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CHEBI:65968 - glioperazine B

ChEBI IDCHEBI:65968
ChEBI Nameglioperazine B
Stars
DefinitionA member of the class of 2,5-diketopiperazines with an indole substituent. It is a microbial metabolite isolated from the mycelia of a liquid fermentation culture of the fungus, Bionectria byssicola and has been shown to exhibit antibacterial activity against Staphylococcus aureus.
Last Modified8 February 2013
DownloadsMolfile
FormulaC17H21N3O4S
Net Charge0
Average Mass363.439
Monoisotopic Mass363.12528
SMILESCO[C@]1(Cc2cnc3ccccc23)NC(=O)[C@@](SC)([C@@H](C)O)NC1=O
InChIInChI=1S/C17H21N3O4S/c1-10(21)17(25-3)15(23)19-16(24-2,14(22)20-17)8-11-9-18-13-7-5-4-6-12(11)13/h4-7,9-10,18,21H,8H2,1-3H3,(H,19,23)(H,20,22)/t10-,16+,17+/m1/s1
InChIKeyXBAWMOXUPDFOKQ-YKJXYISPSA-N
Species of MetaboliteComponentSourceComments
Bionectria byssicola (ncbitaxon:160290) - PubMed (17690474)
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)
glioperazine B (CHEBI:65968) has role metabolite (CHEBI:25212)
glioperazine B (CHEBI:65968) is a 2,5-diketopiperazines (CHEBI:65061)
glioperazine B (CHEBI:65968) is a ether (CHEBI:25698)
glioperazine B (CHEBI:65968) is a indoles (CHEBI:24828)
glioperazine B (CHEBI:65968) is a organic sulfide (CHEBI:16385)
IUPAC Name 
(3S,6S)-3-[(1R)-1-hydroxyethyl]-6-(1H-indol-3-ylmethyl)-6-methoxy-3-(methylsulfanyl)piperazine-2,5-dione
Manual XrefsDatabases
10480064ChemSpider
Registry NumbersSources
Reaxys:11195587Reaxys
Citations