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CHEBI:68708 - 7,8-dihydroxy-3-methyl-10-oxo-10H-chromeno[3,2-c]pyridine-9-carboxylic acid

ChEBI IDCHEBI:68708
ChEBI Name7,8-dihydroxy-3-methyl-10-oxo-10H-chromeno[3,2-c]pyridine-9-carboxylic acid
Stars
ASCII Name7,8-dihydroxy-3-methyl-10-oxo-10H-chromeno[3,2-c]pyridine-9-carboxylic acid
DefinitionA pyridochromene that is 10H-chromeno[3,2-c]pyridine substituted by hydroxy groups at positions 7 and 8, a methyl group at position 3, an oxo group at position 10 and a carboxy group at position 9. Isolated from Chaetomium funicola, it exhibits inhibitory activity against metallo-β-lactamases.
Last Modified13 January 2014
DownloadsMolfile
FormulaC14H9NO6
Net Charge0
Average Mass287.227
Monoisotopic Mass287.04299
SMILESCc1cc2oc3cc(O)c(O)c(C(=O)O)c3c(=O)c2cn1
InChIInChI=1S/C14H9NO6/c1-5-2-8-6(4-15-5)12(17)10-9(21-8)3-7(16)13(18)11(10)14(19)20/h2-4,16,18H,1H3,(H,19,20)
InChIKeyJQSDDXAUCUZICT-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Chaetomium funicola (ncbitaxon:79816) - PubMed (12019104)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 3.5.2.6 (beta-lactamase) inhibitor  An EC 3.5.2.* (non-peptide cyclic amide C-N hydrolase) inhibitor that interferes with the action of β-lactamase (EC 3.5.2.6).
Chaetomium metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
ChEBI Ontology
Outgoing Relation(s)
7,8-dihydroxy-3-methyl-10-oxo-10H-chromeno[3,2-c]pyridine-9-carboxylic acid (CHEBI:68708) has role Chaetomium metabolite (CHEBI:76960)
7,8-dihydroxy-3-methyl-10-oxo-10H-chromeno[3,2-c]pyridine-9-carboxylic acid (CHEBI:68708) has role EC 3.5.2.6 (β-lactamase) inhibitor (CHEBI:35625)
7,8-dihydroxy-3-methyl-10-oxo-10H-chromeno[3,2-c]pyridine-9-carboxylic acid (CHEBI:68708) is a catechols (CHEBI:33566)
7,8-dihydroxy-3-methyl-10-oxo-10H-chromeno[3,2-c]pyridine-9-carboxylic acid (CHEBI:68708) is a cyclic ketone (CHEBI:3992)
7,8-dihydroxy-3-methyl-10-oxo-10H-chromeno[3,2-c]pyridine-9-carboxylic acid (CHEBI:68708) is a monocarboxylic acid (CHEBI:25384)
7,8-dihydroxy-3-methyl-10-oxo-10H-chromeno[3,2-c]pyridine-9-carboxylic acid (CHEBI:68708) is a pyridochromene (CHEBI:53792)
IUPAC Name 
7,8-dihydroxy-3-methyl-10-oxo-10H-chromeno[3,2-c]pyridine-9-carboxylic acid
Synonym  Source
SB236049ChEBI
Manual XrefsDatabases
8036394ChemSpider
Registry NumbersSources
Reaxys:9576391Reaxys
Citations