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CHEBI:68788 - chaetopyranin

ChEBI IDCHEBI:68788
ChEBI Namechaetopyranin
Stars
DefinitionA chromenol that is 3,4-dihydro-2H-chromene substituted by a hydroxy group at position 6, a 3-hydroxybut-1-en-1-yl at position 2, a formyl group at position 5 and a prenyl group at position 7. Isolated from Chaetomium globosum, it exhibits radical scavenging and cytotoxic activity towards several tumour cell lines.
Last Modified15 October 2013
DownloadsMolfile
FormulaC19H24O4
Net Charge0
Average Mass316.397
Monoisotopic Mass316.16746
SMILES[H]C(=O)c1c(O)c(CC=C(C)C)cc2c1CCC(/C=C/C(C)O)O2
InChIInChI=1S/C19H24O4/c1-12(2)4-6-14-10-18-16(17(11-20)19(14)22)9-8-15(23-18)7-5-13(3)21/h4-5,7,10-11,13,15,21-22H,6,8-9H2,1-3H3/b7-5+
InChIKeyXWZLFKLXNARMNW-FNORWQNLSA-N
Species of MetaboliteComponentSourceComments
Chaetomium globosum (ncbitaxon:38033) - PubMed (17125234)
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role:
Chaetomium metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
ChEBI Ontology
Outgoing Relation(s)
chaetopyranin (CHEBI:68788) has role Chaetomium metabolite (CHEBI:76960)
chaetopyranin (CHEBI:68788) has role radical scavenger (CHEBI:48578)
chaetopyranin (CHEBI:68788) is a aldehyde (CHEBI:17478)
chaetopyranin (CHEBI:68788) is a chromenol (CHEBI:39436)
IUPAC Name 
6-hydroxy-2-[(1E)-3-hydroxybut-1-en-1-yl]-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-chromene-5-carbaldehyde
Manual XrefsDatabases
10167287ChemSpider
Registry NumbersSources
Reaxys:19422229Reaxys
Citations