N-methylfluvirucin A1 (CHEBI:65750)

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CHEBI:65750 - N-methylfluvirucin A₁

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ChEBI ID	CHEBI:65750
ChEBI Name	N-methylfluvirucin A₁
Stars
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.
Last Modified	2 January 2013
Downloads	Molfile

Formula	C24H46N2O5
Net Charge	0
Average Mass	442.641
Monoisotopic Mass	442.34067
SMILES	[H][C@@]1(O[C@H]2CC[C@H](C)CCC[C@H](CC)CCCNC(=O)[C@@H]2C)O[C@@H](C)[C@@H](O)[C@@H](NC)[C@H]1O
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

Species of Metabolite	Component	Source	Comments
Nonomuraea turkmeniaca (ncbitaxon:103838)	-	PubMed (17636954)	Strain: MA7364

Roles Classification

Biological Role:	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:	anthelminthic drug Substance intended to kill parasitic worms (helminths).

ChEBI Ontology

Outgoing Relation(s)
	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 Numbers	Sources
Reaxys:11289519	Reaxys

Citations