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CHEBI:66340 - UK-2B

Default Structure
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:
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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