CHEBI:68698 - rotiorinol B

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ChEBI Name rotiorinol B
ChEBI ID CHEBI:68698
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 5-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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C23H28O6
Net Charge 0
Average Mass 400.46480
Monoisotopic Mass 400.18859
InChI InChI=1S/C23H28O6/c1-6-22(4,27)11-13(2)7-8-16-9-15-10-18-19(14(3)24)21(26)29-23(18,5)20(25)17(15)12-28-16/h7-12,18-20,25,27H,6H2,1-5H3/b8-7+,13-11+/t18?,19?,20-,22?,23-/m1/s1
InChIKey YRXFYJLGTKETDE-UZOHKBMQSA-N
SMILES CCC(C)(O)\C=C(C)\C=C\C1=CC2=CC3C(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): 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 B (CHEBI:68698) has role Chaetomium metabolite (CHEBI:76960)
rotiorinol B (CHEBI:68698) is a γ-lactone (CHEBI:37581)
rotiorinol B (CHEBI:68698) is a azaphilone (CHEBI:50941)
rotiorinol B (CHEBI:68698) is a methyl ketone (CHEBI:51867)
rotiorinol B (CHEBI:68698) is a organic heterotricyclic compound (CHEBI:26979)
rotiorinol B (CHEBI:68698) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(9R,9aR)-3-acetyl-9-hydroxy-6-[(1E,3E)-5-hydroxy-3,5-dimethylhepta-1,3-dien-1-yl]-9a-methyl-9,9a-dihydro-2H-furo[3,2-g]isochromen-2-one
Synonym Source
6-acetyl-3-(5-hydroxy-3,5-dimethyl-1E,3E-heptadienyl)-9R-hydroxy-8a(R)-methyl-7H-furo[2,3-g]-2-benzopyran-7-one ChEBI
Manual Xref Database
9727827 ChemSpider
View more database links
Registry Number Type Source
15840536 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16792406 PubMed citation Europe PMC
Last Modified
14 October 2013