CHEBI:68860 - arugosin C

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ChEBI Name arugosin C
ChEBI ID CHEBI:68860
Definition An organic heterotetracyclic compound that is 1,12a-dihydrochromeno[4,5-bc][1]benzoxepin-7(2H)-one substituted by a hydroxy group at position 8, a 2-hydroxypropan-2-yl group at position 1, a methyl group at position 4 and a prenyl group at position 9. Isolated from Aspergillus, it exhibits inhibitory activity against hepatitis C protease.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H28O6
Net Charge 0
Average Mass 424.48620
Monoisotopic Mass 424.18859
InChI InChI=1S/C25H28O6/c1-12(2)6-7-14-8-9-17-19(21(14)27)22(28)18-16(26)10-13(3)23-20(18)24(31-17)15(11-30-23)25(4,5)29/h6,8-10,15,24,26-27,29H,7,11H2,1-5H3
InChIKey MYJGUMZTENHAAQ-UHFFFAOYSA-N
SMILES CC(C)=CCc1ccc2OC3C(COc4c(C)cc(O)c(C(=O)c2c1O)c34)C(C)(C)O
Metabolite of Species Details
Aspergillus (NCBI:txid5052) See: PubMed
Roles Classification
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
hepatitis C protease inhibitor
An inhibitor of hepatitis C protease, an enzyme required for production of proteins needed for viral assembly.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing arugosin C (CHEBI:68860) has role Aspergillus metabolite (CHEBI:76956)
arugosin C (CHEBI:68860) has role hepatitis C protease inhibitor (CHEBI:64924)
arugosin C (CHEBI:68860) is a cyclic ether (CHEBI:37407)
arugosin C (CHEBI:68860) is a cyclic ketone (CHEBI:3992)
arugosin C (CHEBI:68860) is a organic heterotetracyclic compound (CHEBI:38163)
arugosin C (CHEBI:68860) is a polyphenol (CHEBI:26195)
arugosin C (CHEBI:68860) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
6,8-dihydroxy-1-(2-hydroxypropan-2-yl)-4-methyl-9-(3-methylbut-2-en-1-yl)-1,12a-dihydrochromeno[4,5-bc][1]benzoxepin-7(2H)-one
Synonym Source
1,12a-dihydro-6,8-dihydroxy-1-(1-hydroxy-1-methylethyl)-4-methyl-9-(3-methylbut-2-enyl)(1)benzopyrano(4,5-bc)(1)benzoxepin-7(2H)-one ChEBI
Registry Numbers Types Sources
1606432 Reaxys Registry Number Reaxys
50875-10-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22573241 PubMed citation Europe PMC
23139125 PubMed citation Europe PMC
4796651 PubMed citation Europe PMC
Last Modified
13 January 2014