CHEBI:65968 - glioperazine B

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ChEBI Name glioperazine B
ChEBI ID CHEBI:65968
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C17H21N3O4S
Net Charge 0
Average Mass 363.43100
Monoisotopic Mass 363.12528
InChI InChI=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
InChIKey XBAWMOXUPDFOKQ-YKJXYISPSA-N
SMILES CO[C@]1(Cc2c[nH]c3ccccc23)NC(=O)[C@@](NC1=O)(SC)[C@@H](C)O
Metabolite of Species Details
Bionectria byssicola (NCBI:txid160290) 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 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 Xref Database
10480064 ChemSpider
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Registry Number Type Source
11195587 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17690474 PubMed citation Europe PMC
Last Modified
08 February 2013