EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66341 - UK-3A

Default Structure
ChEBI IDCHEBI:66341
ChEBI NameUK-3A
Stars
DefinitionA lactone which is 9-methyl-1,5-dioxonane-2,6-dione substituted by a benzyl group at position 8, a [(3-hydroxy-pyridine-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
FormulaC25H28N2O8
Net Charge0
Average Mass484.505
Monoisotopic Mass484.18457
SMILESCC(C)C(=O)O[C@H]1[C@H](C)OC(=O)[C@@H](NC(=O)c2ncccc2O)COC(=O)[C@@H]1Cc1ccccc1
InChIInChI=1S/C25H28N2O8/c1-14(2)23(30)35-21-15(3)34-25(32)18(27-22(29)20-19(28)10-7-11-26-20)13-33-24(31)17(21)12-16-8-5-4-6-9-16/h4-11,14-15,17-18,21,28H,12-13H2,1-3H3,(H,27,29)/t15-,17+,18-,21-/m0/s1
InChIKeyLATFDMCUVSRKNK-DKXUYOFUSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) mycelium (BTO:0001436) PubMed (9711246) 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-3A (CHEBI:66341) has role antifungal agent (CHEBI:35718)
UK-3A (CHEBI:66341) has role antimicrobial agent (CHEBI:33281)
UK-3A (CHEBI:66341) has role bacterial metabolite (CHEBI:76969)
UK-3A (CHEBI:66341) is a aromatic amide (CHEBI:62733)
UK-3A (CHEBI:66341) is a lactone (CHEBI:25000)
UK-3A (CHEBI:66341) is a monocarboxylic acid amide (CHEBI:29347)
UK-3A (CHEBI:66341) is a monohydroxypyridine (CHEBI:38182)
Synonym  Source
(3S,6S,7R,8R)-8-benzyl-3-{[(3-hydroxypyridin-2-yl)carbonyl]amino}-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoateIUPAC
Registry NumbersSources
Reaxys:8124360Reaxys
Citations