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6-desmethyl-N-methylfluvirucin A1
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.


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06. Name of Biological Source of Chemical: Archaea, Cyanobacteria and Bacteria > Eubacteria > Firmicutes > Actinobacteria > Actinobacteridae > Actinomycetales > Streptosporangiaceae
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more general categories    information about this item
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) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antiinfective agent [CHEBI:35441] (82) 
 antiparasitic agent [CHEBI:35442] (30) 
 anthelminthic drug [CHEBI:35443] (20) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Archaea, Cyanobacteria and Bacteria (302) 
 Eubacteria (239) 
 Firmicutes (214) 
 Actinobacteria (204) 
 Actinobacteridae (204) 
 Actinomycetales (204) 
 Streptosporangiaceae (3) 
 Nonomuraea (3) 
 Nonomuraea turkmeniaca (2)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 unspecified structure [PO:0000004] (703)
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) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 lactam [CHEBI:24995] (252) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (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) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 aminoglycoside [CHEBI:47779] (66) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 aminoglycoside [CHEBI:47779] (66) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 aminoglycoside [CHEBI:47779] (66) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (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) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 lactam [CHEBI:24995] (252) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 aminoglycoside [CHEBI:47779] (66) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 aminoglycoside [CHEBI:47779] (66) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (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) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (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) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
 macrocycle [CHEBI:51026] (234) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 lactam [CHEBI:24995] (252) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (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) 
 6-desmethyl-N-methylfluvirucin A1 [CHEBI:65749] (1)
ChEBI Compound Accession Identifier  [CHEBI:65749]
ChEBI Compound Description  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.
ChEBI Compound Identification Number  65749
ChEBI InChI Value  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
ChEBI InChIKey Value  XKCKFIWDRHTTCA-LKRNETLMSA-N
ChEBI Compound Name  6-desmethyl-N-methylfluvirucin A1
ChEBI SMILES Value  [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
ChEBI Substance ID  160709565
ChEBI URL  ChEBI:65749
ChemSpider ID  28532966
Ontomatica Chemical Accession Key (OnChAKey)  XKCKFIWDRHTTCA_LKRNETLMSA_N_000_000000
PubChem Compound ID  70697745