CHEBI:69025 - berkeleyone B

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ChEBI Name berkeleyone B
ChEBI ID CHEBI:69025
Definition A meroterpenoid found in Penicillium rubrum and has been shown to exhibit inhibitory activity against caspase-1.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C26H34O7
Net Charge 0
Average Mass 458.54400
Monoisotopic Mass 458.23045
InChI InChI=1S/C26H34O7/c1-14-23(5)13-16-22(4)11-10-17(27)33-21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h9,16,31H,1,10-13H2,2-8H3/t16-,22+,23+,24-,25-,26-/m0/s1
InChIKey IWYHWTWGKBGNTO-GSISZECUSA-N
SMILES COC(=O)[C@@]12C(=C)[C@@](C)(C[C@H]3[C@]4(C)CCC(=O)OC(C)(C)C4=CC[C@]13C)C(=O)[C@](C)(O)C2=O
Metabolite of Species Details
Penicillium rubrum (NCBI:txid1266769) Chloroform extract See: PubMed
Roles Classification
Biological Role(s): cysteine protease inhibitor
Any protease inhibitor that restricts the action of a cysteine protease.
Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in Penicillium.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via meroterpenoid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing berkeleyone B (CHEBI:69025) has role Penicillium metabolite (CHEBI:76964)
berkeleyone B (CHEBI:69025) has role cysteine protease inhibitor (CHEBI:64152)
berkeleyone B (CHEBI:69025) is a β-diketone (CHEBI:67265)
berkeleyone B (CHEBI:69025) is a ε-lactone (CHEBI:50239)
berkeleyone B (CHEBI:69025) is a cyclic terpene ketone (CHEBI:36130)
berkeleyone B (CHEBI:69025) is a meroterpenoid (CHEBI:64419)
berkeleyone B (CHEBI:69025) is a methyl ester (CHEBI:25248)
berkeleyone B (CHEBI:69025) is a organic heterotetracyclic compound (CHEBI:38163)
berkeleyone B (CHEBI:69025) is a terpene lactone (CHEBI:37668)
berkeleyone B (CHEBI:69025) is a tertiary α-hydroxy ketone (CHEBI:139592)
berkeleyone B (CHEBI:69025) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
rel-methyl (7aS,8R,10S,12R,13aS,13bS)-10-hydroxy-5,5,7a,10,12,13b-hexamethyl-14-methylidene-3,9,11-trioxo-1,2,3,7,7a,9,10,11,12,13,13a,13b-dodecahydro-8,12-methanocycloocta[3,4]benzo[1,2-c]oxepine-8(5H)-carboxylate
Synonym Source
berkeleyone B UniProt
Registry Number Type Source
21969349 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21916432 PubMed citation Europe PMC
Last Modified
18 August 2020