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fluvirucin A1

Go to external page http://purl.obolibrary.org/obo/CHEBI_71508

A lactam that is 4-hydroxyazacyclotetradecan-2-one substituted by an ethyl group at position 11, methyl groups at position 3 and 7 and a 3-amino-3,6-dideoxy-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 an unidentified actinomycete species and exhibits potent inhibitory activity against influenza A virus.

Term info

Label

fluvirucin A1

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

charge

0

formula

C23H44N2O5

has obo namespace

chebi_ontology

has related synonym

(2R,3S,6R,10S)-3-[(3-amino-3,6-dideoxy-alpha-L-talopyranosyl)-oxy]-2,6-dimethyl-10-ethyl-13-tridecanelactam

id

CHEBI:71508

inchi

InChI=1S/C23H44N2O5/c1-5-17-9-6-8-14(2)11-12-18(15(3)22(28)25-13-7-10-17)30-23-21(27)19(24)20(26)16(4)29-23/h14-21,23,26-27H,5-13,24H2,1-4H3,(H,25,28)/t14-,15-,16+,17+,18+,19-,20-,21-,23+/m1/s1

inchikey

ZRJBXPCQRSLIKK-BDPAYSQHSA-N

mass

428.60590

monoisotopicmass

428.32502

smiles

[H][C@]1(O[C@@H](C)[C@@H](O)[C@@H](N)[C@H]1O)O[C@H]1CC[C@H](C)CCC[C@H](CC)CCCNC(=O)[C@@H]1C