CHEBI:65749 - 6-desmethyl-N-methylfluvirucin A1

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ChEBI Name 6-desmethyl-N-methylfluvirucin A1
ChEBI ASCII Name 6-desmethyl-N-methylfluvirucin A1
Definition A lactam that is 4-hydroxyazacyclotetradecan-2-one substituted by an ethyl group at position 11, a methyl group at position 3 and a 3,6-dideoxy-3-(methylamino)-α-L-talopyranosyl moiety at position 4 via a glycosyl linkage (the 3R,4S,11S stereoisomer). It is isolated from the fermentation broth of Nonomuraea turkmeniaca MA7364 and exhibits anthelminthic activity.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H44N2O5
Net Charge 0
Average Mass 428.60590
Monoisotopic Mass 428.32502
InChI InChI=1S/C23H44N2O5/c1-5-17-11-8-6-7-9-13-18(15(2)22(28)25-14-10-12-17)30-23-21(27)19(24-4)20(26)16(3)29-23/h15-21,23-24,26-27H,5-14H2,1-4H3,(H,25,28)/t15-,16+,17+,18+,19-,20-,21-,23+/m1/s1
SMILES [H][C@]1(O[C@@H](C)[C@@H](O)[C@@H](NC)[C@H]1O)O[C@H]1CCCCCC[C@H](CC)CCCNC(=O)[C@@H]1C
Metabolite of Species Details
Nonomuraea turkmeniaca (NCBI:txid103838) of strain MA7364 See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): anthelminthic drug
Substance intended to kill parasitic worms (helminths).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 6-desmethyl-N-methylfluvirucin A1 (CHEBI:65749) has functional parent fluvirucin A1 (CHEBI:71508)
6-desmethyl-N-methylfluvirucin A1 (CHEBI:65749) has role anthelminthic drug (CHEBI:35443)
6-desmethyl-N-methylfluvirucin A1 (CHEBI:65749) has role metabolite (CHEBI:25212)
6-desmethyl-N-methylfluvirucin A1 (CHEBI:65749) is a aminoglycoside (CHEBI:47779)
6-desmethyl-N-methylfluvirucin A1 (CHEBI:65749) is a lactam (CHEBI:24995)
6-desmethyl-N-methylfluvirucin A1 (CHEBI:65749) is a macrocycle (CHEBI:51026)
(3R,4S,11S)-11-ethyl-3-methyl-2-oxoazacyclotetradecan-4-yl 3,6-dideoxy-3-(methylamino)-α-L-talopyranoside
Synonym Source
3-[(3-methylamino-3,6-dideoxy-α-L-talopyranosyl)oxy]-2-methyl-10-ethyl-13-tridecanolactam ChEBI
Registry Number Type Source
11289518 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17636954 PubMed citation Europe PMC
Last Modified
02 January 2013