CHEBI:65704 - cyathusal C

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ChEBI Name cyathusal C
ChEBI ID CHEBI:65704
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H20O8
Net Charge 0
Average Mass 388.36800
Monoisotopic Mass 388.11582
InChI InChI=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+
InChIKey BNFPYGWOFGPTQR-AATRIKPKSA-N
SMILES COc1c(O)c(O)c-2c(C(OC(C)C)Oc3cc(oc(=O)c-23)\C=C\C)c1C=O
Metabolite of Species Details
Cyathus stercoreus (NCBI:txid181520) See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 δ-lactone (CHEBI:18946)
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)
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 Xref Database
20568730 ChemSpider
View more database links
Registry Number Type Source
11195427 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17511503 PubMed citation Europe PMC
Last Modified
05 August 2014