CHEBI:65750 - N-methylfluvirucin A1

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ChEBI Name N-methylfluvirucin A1
ChEBI ID CHEBI:65750
ChEBI ASCII Name N-methylfluvirucin A1
Definition A lactam that is 4-hydroxyazacyclotetradecan-2-one substituted by an ethyl group at position 11, methyl group at positions 3 and 7 and a 3,6-dideoxy-3-(methylamino)-α-L-talopyranosyl moiety at position 4 via a glycosyl linkage (the 3R,4S,7R,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.
Supplier Information
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Formula C24H46N2O5
Net Charge 0
Average Mass 442.63240
Monoisotopic Mass 442.341
InChI InChI=1S/C24H46N2O5/c1-6-18-10-7-9-15(2)12-13-19(16(3)23(29)26-14-8-11-18)31-24-22(28)20(25-5)21(27)17(4)30-24/h15-22,24-25,27-28H,6-14H2,1-5H3,(H,26,29)/t15-,16-,17+,18+,19+,20-,21-,22-,24+/m1/s1
InChIKey WZHRZOAOWSWFFT-JBKILYGRSA-N
SMILES [H][C@]1(O[C@@H](C)[C@@H](O)[C@@H](NC)[C@H]1O)O[C@H]1CC[C@H](C)CCC[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 N-methylfluvirucin A1 (CHEBI:65750) has functional parent fluvirucin A1 (CHEBI:71508)
N-methylfluvirucin A1 (CHEBI:65750) has role anthelminthic drug (CHEBI:35443)
N-methylfluvirucin A1 (CHEBI:65750) has role metabolite (CHEBI:25212)
N-methylfluvirucin A1 (CHEBI:65750) is a aminoglycoside (CHEBI:47779)
N-methylfluvirucin A1 (CHEBI:65750) is a lactam (CHEBI:24995)
N-methylfluvirucin A1 (CHEBI:65750) is a macrocycle (CHEBI:51026)
IUPAC Name
(3R,4S,7R,11S)-11-ethyl-3,7-dimethyl-2-oxoazacyclotetradecan-4-yl 3,6-dideoxy-3-(methylamino)-α-L-talopyranoside
Synonym Source
3-[(3-methylamino-3,6-dideoxy-α-L-talopyranosyl) oxy]-2,6-dimethyl-10-ethyl-13-tridecanolactam ChEBI
Registry Number Type Source
11289519 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17636954 PubMed citation Europe PMC
Last Modified
02 January 2013