CHEBI:68787 - rubrorotiorin

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ChEBI Name rubrorotiorin
ChEBI ID CHEBI:68787
Definition An azaphilone that is 6,6a-dihydro-8H-furo[2,3-h]isochromen-6,8(6aH)-dione substituted by an acetyl group at position 9, a chloro group a position 5, a 3,5-dimethylhepta-1,3-dien-1-yl group at position 3 and a methyl group at position 6a. Isolated from Chaetomium cupreum, it exhibits antifungal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C23H23ClO5
Net Charge 0
Average Mass 414.87900
Monoisotopic Mass 414.12340
InChI InChI=1S/C23H23ClO5/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-28-15)19-18(14(4)25)22(27)29-23(19,5)21(26)20(16)24/h7-12H,6H2,1-5H3/b8-7+,13-9+/t12-,23-/m0/s1
InChIKey QJSWSNAZIVGTFZ-NPQXMUAYSA-N
SMILES CC[C@H](C)\C=C(C)\C=C\C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)C(C(C)=O)=C3C2=CO1
Metabolite of Species Details
Chaetomium cupreum (NCBI:txid155874) See: PubMed
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Chaetomium metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
(via azaphilone )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing rubrorotiorin (CHEBI:68787) has role Chaetomium metabolite (CHEBI:76960)
rubrorotiorin (CHEBI:68787) has role antifungal agent (CHEBI:35718)
rubrorotiorin (CHEBI:68787) is a γ-lactone (CHEBI:37581)
rubrorotiorin (CHEBI:68787) is a azaphilone (CHEBI:50941)
rubrorotiorin (CHEBI:68787) is a enone (CHEBI:51689)
rubrorotiorin (CHEBI:68787) is a methyl ketone (CHEBI:51867)
rubrorotiorin (CHEBI:68787) is a organic heterotricyclic compound (CHEBI:26979)
rubrorotiorin (CHEBI:68787) is a organochlorine compound (CHEBI:36683)
IUPAC Name
(6aS)-9-acetyl-5-chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-6a-methyl-6H-furo[2,3-h]isochromene-6,8(6aH)-dione
Manual Xref Database
10176672 ChemSpider
View more database links
Registry Numbers Types Sources
15840539 Reaxys Registry Number Reaxys
28763-04-4 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
16792406 PubMed citation Europe PMC
Last Modified
15 October 2013