CHEBI:68788 - chaetopyranin

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ChEBI Name chaetopyranin
ChEBI ID CHEBI:68788
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB0259026, eMolecules:35875953, eMolecules:12800964, ZINC000031155604
Download Molfile XML SDF
Formula C19H24O4
Net Charge 0
Average Mass 316.39150
Monoisotopic Mass 316.16746
InChI InChI=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+
InChIKey XWZLFKLXNARMNW-FNORWQNLSA-N
SMILES CC(O)\C=C\C1CCc2c(O1)cc(CC=C(C)C)c(O)c2C=O
Metabolite of Species Details
Chaetomium globosum (NCBI:txid38033) 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): Chaetomium metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Xref Database
10167287 ChemSpider
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Registry Number Type Source
19422229 Reaxys Registry Number Reaxys
Citation Type Source
17125234 PubMed citation Europe PMC
Last Modified
15 October 2013