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CHEBI:66340 - UK-2B

ChEBI IDCHEBI:66340
ChEBI NameUK-2B
Stars
DefinitionA lactone which is 9-methyl-1,5-dioxonane-2,6-dione substituted by a benzyl group at position 8, a [(3-hydroxy-4-methoxypyridine-2-yl)carbonyl]amino group at position 3 and a (2-methylbut-2-enoyl)oxy group at position 7. It is isolated from the mycelia cake of Streptomyces sp. 517-02 and exhibits potent antifungal activity.
Last Modified6 March 2014
DownloadsMolfile
FormulaC27H30N2O9
Net Charge0
Average Mass526.542
Monoisotopic Mass526.19513
SMILESC/C=C(\C)C(=O)OC1C(C)OC(=O)C(NC(=O)c2nccc(OC)c2O)COC(=O)C1Cc1ccccc1
InChIInChI=1S/C27H30N2O9/c1-5-15(2)25(32)38-23-16(3)37-27(34)19(29-24(31)21-22(30)20(35-4)11-12-28-21)14-36-26(33)18(23)13-17-9-7-6-8-10-17/h5-12,16,18-19,23,30H,13-14H2,1-4H3,(H,29,31)/b15-5+
InChIKeyNRCFYQYMBDTOBT-PJQLUOCWSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) mycelium (BTO:0001436) PubMed (8784423) Strain: 517-02
Roles Classification
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
UK-2B (CHEBI:66340) has role antifungal agent (CHEBI:35718)
UK-2B (CHEBI:66340) has role antimicrobial agent (CHEBI:33281)
UK-2B (CHEBI:66340) has role bacterial metabolite (CHEBI:76969)
UK-2B (CHEBI:66340) is a aromatic amide (CHEBI:62733)
UK-2B (CHEBI:66340) is a aromatic ether (CHEBI:35618)
UK-2B (CHEBI:66340) is a lactone (CHEBI:25000)
UK-2B (CHEBI:66340) is a monocarboxylic acid amide (CHEBI:29347)
UK-2B (CHEBI:66340) is a monohydroxypyridine (CHEBI:38182)
Synonym  Source
8-benzyl-3-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl (2E)-2-methylbut-2-enoateIUPAC
Registry NumbersSources
Reaxys:7611502Reaxys
Citations