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CHEBI:68709 - 7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid

ChEBI IDCHEBI:68709
ChEBI Name7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid
Stars
ASCII Name7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid
DefinitionAn organic heterotricyclic compound that is 4,10-dihydro-1H,3H-pyrano[4,3-b]chromene substituted by hydroxy groups at positions 7 and 8, a methoxy group at position 1, 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.
Secondary ChEBI IDCHEBI:39503
Last Modified13 January 2014
DownloadsMolfile
FormulaC15H14O8
Net Charge0
Average Mass322.269
Monoisotopic Mass322.06887
SMILESCOC1OC(C)Cc2oc3cc(O)c(O)c(C(=O)O)c3c(=O)c21
InChIInChI=1S/C15H14O8/c1-5-3-7-10(15(21-2)22-5)13(18)9-8(23-7)4-6(16)12(17)11(9)14(19)20/h4-5,15-17H,3H2,1-2H3,(H,19,20)
InChIKeyRSFJMLCZHPZXCW-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:
Chaetomium metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
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).
ChEBI Ontology
Outgoing Relation(s)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68709) has role Chaetomium metabolite (CHEBI:76960)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68709) has role EC 3.5.2.6 (β-lactamase) inhibitor (CHEBI:35625)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68709) is a catechols (CHEBI:33566)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68709) is a cyclic ether (CHEBI:37407)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68709) is a cyclic ketone (CHEBI:3992)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68709) is a monocarboxylic acid (CHEBI:25384)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68709) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name 
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid
Synonym  Source
SB236050ChEBI
Manual XrefsDatabases
113PDBeChem
4510270ChemSpider
Registry NumbersSources
Reaxys:9580813Reaxys
Citations