CHEBI:71508 - fluvirucin A1

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ChEBI Name fluvirucin A1
ChEBI ID CHEBI:71508
ChEBI ASCII Name fluvirucin A1
Definition 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-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 an unidentified actinomycete species and exhibits potent inhibitory activity against influenza A virus.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H44N2O5
Net Charge 0
Average Mass 428.60590
Monoisotopic Mass 428.32502
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
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
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor
An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): EC 3.2.1.18 (exo-alpha-sialidase) inhibitor
An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fluvirucin A1 (CHEBI:71508) has role antimicrobial agent (CHEBI:33281)
fluvirucin A1 (CHEBI:71508) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425)
fluvirucin A1 (CHEBI:71508) has role metabolite (CHEBI:25212)
fluvirucin A1 (CHEBI:71508) is a aminoglycoside (CHEBI:47779)
fluvirucin A1 (CHEBI:71508) is a lactam (CHEBI:24995)
fluvirucin A1 (CHEBI:71508) is a macrocycle (CHEBI:51026)
Incoming 6-desmethyl-N-methylfluvirucin A1 (CHEBI:65749) has functional parent fluvirucin A1 (CHEBI:71508)
N-methylfluvirucin A1 (CHEBI:65750) has functional parent fluvirucin A1 (CHEBI:71508)
IUPAC Name
(3R,4S,7R,11S)-11-ethyl-3,7-dimethyl-2-oxoazacyclotetradecan-4-yl 3-amino-3,6-dideoxy-α-L-talopyranoside
Synonym Source
(2R,3S,6R,10S)-3-[(3-amino-3,6-dideoxy-α-L-talopyranosyl)-oxy]-2,6-dimethyl-10-ethyl-13-tridecanelactam ChEBI
Citations Waiting for Citations Types Sources
1880065 PubMed citation Europe PMC
1938616 PubMed citation Europe PMC
Last Modified
02 January 2013