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6-desmethyl-N-methylfluvirucin A1

Go to external page http://purl.obolibrary.org/obo/CHEBI_65749

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)-alpha-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.

Term info

Label

6-desmethyl-N-methylfluvirucin A1

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

3_STAR

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

charge

0

formula

C23H44N2O5

has obo namespace

chebi_ontology

has related synonym

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

id

CHEBI:65749

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

inchikey

XKCKFIWDRHTTCA-LKRNETLMSA-N

mass

428.60590

monoisotopicmass

428.32502

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