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fluvirucin A1
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.


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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281] > antiviral agent [CHEBI:22587] > antiviral drug [CHEBI:36044] > neuraminidase inhibitor [CHEBI:52425]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 fluvirucin A1 [CHEBI:71508] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antibiotic [CHEBI:22582] (193) 
 fluvirucin A1 [CHEBI:71508] (1)
 antiviral agent [CHEBI:22587] (216) 
 antiviral drug [CHEBI:36044] (50) 
 neuraminidase inhibitor [CHEBI:52425] (10) 
 fluvirucin A1 [CHEBI:71508] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 amide [CHEBI:32988] (1863) 
 cyclic amide [CHEBI:3990] (252) 
 lactam [CHEBI:24995] (252) 
 fluvirucin A1 [CHEBI:71508] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 lactam [CHEBI:24995] (252) 
 fluvirucin A1 [CHEBI:71508] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 aminoglycoside [CHEBI:47779] (66) 
 fluvirucin A1 [CHEBI:71508] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 aminoglycoside [CHEBI:47779] (66) 
 fluvirucin A1 [CHEBI:71508] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 aminoglycoside [CHEBI:47779] (66) 
 fluvirucin A1 [CHEBI:71508] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 aminoglycoside [CHEBI:47779] (66) 
 fluvirucin A1 [CHEBI:71508] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 lactam [CHEBI:24995] (252) 
 fluvirucin A1 [CHEBI:71508] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 lactam [CHEBI:24995] (252) 
 fluvirucin A1 [CHEBI:71508] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 aminoglycoside [CHEBI:47779] (66) 
 fluvirucin A1 [CHEBI:71508] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 aminoglycoside [CHEBI:47779] (66) 
 fluvirucin A1 [CHEBI:71508] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 lactam [CHEBI:24995] (252) 
 fluvirucin A1 [CHEBI:71508] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 lactam [CHEBI:24995] (252) 
 fluvirucin A1 [CHEBI:71508] (1)
 macrocycle [CHEBI:51026] (234) 
 fluvirucin A1 [CHEBI:71508] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 lactam [CHEBI:24995] (252) 
 fluvirucin A1 [CHEBI:71508] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 lactam [CHEBI:24995] (252) 
 fluvirucin A1 [CHEBI:71508] (1)
ChEBI Compound Accession Identifier  [CHEBI:71508]
ChEBI Compound Description  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.
ChEBI Compound Identification Number  71508
ChEBI InChI Value  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
ChEBI InChIKey Value  ZRJBXPCQRSLIKK-BDPAYSQHSA-N
ChEBI Compound Name  fluvirucin A1
ChEBI SMILES Value  [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
ChEBI Substance ID  160713601
ChEBI URL  ChEBI:71508
ChemSpider ID  116620
Ontomatica Chemical Accession Key (OnChAKey)  ZRJBXPCQRSLIKK_BDPAYSQHSA_N_000_000000
PubChem Compound ID  132016