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N-methylfluvirucin A1

Go to external page http://purl.obolibrary.org/obo/CHEBI_65750

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)-alpha-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.

Term info

Label

N-methylfluvirucin A1

Synonyms
  • (3R,4S,7R,11S)-11-ethyl-3,7-dimethyl-2-oxoazacyclotetradecan-4-yl 3,6-dideoxy-3-(methylamino)-alpha-L-talopyranoside
database cross reference
Subsets

3_STAR

IUPAC NAME
(3R,4S,7R,11S)-11-ethyl-3,7-dimethyl-2-oxoazacyclotetradecan-4-yl 3,6-dideoxy-3-(methylamino)-alpha-L-talopyranoside [ IUPAC ]

charge

0

formula

C24H46N2O5

has obo namespace

chebi_ontology

has related synonym

3-[(3-methylamino-3,6-dideoxy-alpha-L-talopyranosyl) oxy]-2,6-dimethyl-10-ethyl-13-tridecanolactam

id

CHEBI:65750

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

mass

442.63240

monoisotopicmass

442.34067

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