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CHEBI:66339 - UK-2A

ChEBI IDCHEBI:66339
ChEBI NameUK-2A
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 an isobutyryloxy 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
FormulaC26H30N2O9
Net Charge0
Average Mass514.531
Monoisotopic Mass514.19513
SMILESCOc1ccnc(C(=O)N[C@H]2COC(=O)C(Cc3ccccc3)[C@@H](OC(=O)C(C)C)C(C)OC2=O)c1O
InChIInChI=1S/C26H30N2O9/c1-14(2)24(31)37-22-15(3)36-26(33)18(28-23(30)20-21(29)19(34-4)10-11-27-20)13-35-25(32)17(22)12-16-8-6-5-7-9-16/h5-11,14-15,17-18,22,29H,12-13H2,1-4H3,(H,28,30)/t15?,17?,18-,22-/m0/s1
InChIKeyMLGCATYQZVMGBG-DRHHIBKESA-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-2A (CHEBI:66339) has role antifungal agent (CHEBI:35718)
UK-2A (CHEBI:66339) has role antimicrobial agent (CHEBI:33281)
UK-2A (CHEBI:66339) has role bacterial metabolite (CHEBI:76969)
UK-2A (CHEBI:66339) is a aromatic amide (CHEBI:62733)
UK-2A (CHEBI:66339) is a aromatic ether (CHEBI:35618)
UK-2A (CHEBI:66339) is a lactone (CHEBI:25000)
UK-2A (CHEBI:66339) is a monocarboxylic acid amide (CHEBI:29347)
UK-2A (CHEBI:66339) is a monohydroxypyridine (CHEBI:38182)
Synonym  Source
(3S,7R)-8-benzyl-3-{[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]amino}-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoateIUPAC
Registry NumbersSources
Reaxys:8124863Reaxys
Citations