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CHEBI:66339 - UK-2A

Default Structure
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:
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-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