EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:68710 - 7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid

ChEBI IDCHEBI:68710
ChEBI Name7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid
Stars
DefinitionAn organic heterotricyclic compound that is 1H,10H-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 and an oxo group at position 10. Isolated from Chaetomium funicola, it exhibits inhibitory activity against metallo-β-lactamases.
Last Modified13 January 2014
DownloadsMolfile
FormulaC15H12O8
Net Charge0
Average Mass320.253
Monoisotopic Mass320.05322
SMILESCOC1OC(C)=Cc2oc3cc(O)c(O)c(C(=O)O)c3c(=O)c21
InChIInChI=1S/C15H12O8/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/h3-4,15-17H,1-2H3,(H,19,20)
InChIKeyCBEPLTZXYMLBAP-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-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68710) has role Chaetomium metabolite (CHEBI:76960)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68710) has role EC 3.5.2.6 (β-lactamase) inhibitor (CHEBI:35625)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68710) is a catechols (CHEBI:33566)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68710) is a cyclic ether (CHEBI:37407)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68710) is a cyclic ketone (CHEBI:3992)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68710) is a monocarboxylic acid (CHEBI:25384)
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid (CHEBI:68710) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name 
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid
Synonym  Source
SB238569ChEBI
Manual XrefsDatabases
8059216ChemSpider
Registry NumbersSources
Reaxys:9580812Reaxys
Citations