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CHEBI:65704 - cyathusal C

ChEBI IDCHEBI:65704
ChEBI Namecyathusal C
Stars
DefinitionAn organic heterotricyclic compound that is 1H,6H-pyrano[4,3-c]isochromene-7-carbaldehyde substituted by hydroxy groups at positions 9 and 10, methoxy group at position 8, oxo group at position 1, a propan-2-yloxy group at position 6 and a propenyl group at position 3. It is isolated from the fermented mushroom Cyathus stercoreus and exhibits radical scavenging activities.
Last Modified5 August 2014
DownloadsMolfile
FormulaC20H20O8
Net Charge0
Average Mass388.372
Monoisotopic Mass388.11582
SMILESC/C=C/c1cc2c(c(=O)o1)-c1c(O)c(O)c(OC)c(C=O)c1C(OC(C)C)O2
InChIInChI=1S/C20H20O8/c1-5-6-10-7-12-14(19(24)27-10)15-13(20(28-12)26-9(2)3)11(8-21)18(25-4)17(23)16(15)22/h5-9,20,22-23H,1-4H3/b6-5+
InChIKeyBNFPYGWOFGPTQR-AATRIKPKSA-N
Species of MetaboliteComponentSourceComments
Cyathus stercoreus (ncbitaxon:181520) - PubMed (17511503)
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
cyathusal C (CHEBI:65704) has role fungal metabolite (CHEBI:76946)
cyathusal C (CHEBI:65704) has role radical scavenger (CHEBI:48578)
cyathusal C (CHEBI:65704) is a arenecarbaldehyde (CHEBI:33855)
cyathusal C (CHEBI:65704) is a aromatic ether (CHEBI:35618)
cyathusal C (CHEBI:65704) is a cyclic ether (CHEBI:37407)
cyathusal C (CHEBI:65704) is a organic heterotricyclic compound (CHEBI:26979)
cyathusal C (CHEBI:65704) is a polyketide (CHEBI:26188)
cyathusal C (CHEBI:65704) is a polyphenol (CHEBI:26195)
cyathusal C (CHEBI:65704) is a δ-lactone (CHEBI:18946)
IUPAC Name 
9,10-dihydroxy-8-methoxy-1-oxo-6-(propan-2-yloxy)-3-[(1E)-prop-1-en-1-yl]-1H,6H-pyrano[4,3-c]isochromene-7-carbaldehyde
Manual XrefsDatabases
20568730ChemSpider
Registry NumbersSources
Reaxys:11195427Reaxys
Citations