CHEBI:68786 - rotiorinol C

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name rotiorinol C
Definition An azaphilone that is 9,9a-dihydro-2H-furo[3,2-g]isochromen-2-one substituted by an acetyl group at position 3, a hydroxy group at position 9, a 7-hydroxy-3,5-dimethylhepta-1,3-dien-1-yl group at position 6 and a methyl group at position 9a. It has been isolated from Chaetomium cupreum and exhibits antifungal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H26O6
Net Charge 0
Average Mass 398.44890
Monoisotopic Mass 398.17294
InChI InChI=1S/C23H26O6/c1-13(9-14(2)7-8-24)5-6-17-10-16-11-19-20(15(3)25)22(27)29-23(19,4)21(26)18(16)12-28-17/h5-6,9-12,14,21,24,26H,7-8H2,1-4H3/b6-5+,13-9+/t14-,21+,23+/m0/s1
SMILES C[C@@H](CCO)\C=C(C)\C=C\C1=CC2=CC3=C(C(C)=O)C(=O)O[C@@]3(C)[C@H](O)C2=CO1
Metabolite of Species Details
Chaetomium cupreum (NCBI:txidtxid155874) 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 rotiorinol C (CHEBI:68786) has role Chaetomium metabolite (CHEBI:76960)
rotiorinol C (CHEBI:68786) has role antifungal agent (CHEBI:35718)
rotiorinol C (CHEBI:68786) is a γ-lactone (CHEBI:37581)
rotiorinol C (CHEBI:68786) is a azaphilone (CHEBI:50941)
rotiorinol C (CHEBI:68786) is a methyl ketone (CHEBI:51867)
rotiorinol C (CHEBI:68786) is a organic heterotricyclic compound (CHEBI:26979)
rotiorinol C (CHEBI:68786) is a primary alcohol (CHEBI:15734)
Synonym Source
6-acetyl-3-(3,5-dimethyl-1E,3E-heptadien-7-ol)-9R-hydroxy-8a(R)-methyl-7H-furo[2,3-g]-2-benzopyran-7-one ChEBI
Registry Number Type Source
15840538 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16792406 PubMed citation Europe PMC
Last Modified
14 October 2013