CHEBI:69022 - berkeleytrione

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ChEBI Name berkeleytrione
ChEBI ID CHEBI:69022
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
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Formula C26H34O7
Net Charge 0
Average Mass 458.54400
Monoisotopic Mass 458.23045
InChI InChI=1S/C26H34O7/c1-13-22(4)12-15-23(5,26(13,20(31)33-8)19(30)25(7,32)18(22)29)10-9-14-21(2,3)16(27)11-17(28)24(14,15)6/h9,15,17,28,32H,1,10-12H2,2-8H3/t15-,17-,22-,23+,24-,25+,26+/m1/s1
InChIKey BNDPVNXDSQOTOY-OKCDOLPESA-N
SMILES COC(=O)[C@@]12C(=C)[C@@](C)(C[C@@H]3[C@]1(C)CC=C1C(C)(C)C(=O)C[C@@H](O)[C@@]31C)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 berkeleytrione (CHEBI:69022) has role Penicillium metabolite (CHEBI:76964)
berkeleytrione (CHEBI:69022) has role cysteine protease inhibitor (CHEBI:64152)
berkeleytrione (CHEBI:69022) is a β-diketone (CHEBI:67265)
berkeleytrione (CHEBI:69022) is a carbopolycyclic compound (CHEBI:35294)
berkeleytrione (CHEBI:69022) is a cyclic terpene ketone (CHEBI:36130)
berkeleytrione (CHEBI:69022) is a meroterpenoid (CHEBI:64419)
berkeleytrione (CHEBI:69022) is a methyl ester (CHEBI:25248)
berkeleytrione (CHEBI:69022) is a tertiary α-hydroxy ketone (CHEBI:139592)
berkeleytrione (CHEBI:69022) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
methyl (1R,6aS,7R,9S,11R,12aR,12bS)-1,9-dihydroxy-4,4,6a,9,11,12b-hexamethyl-13-methylidene-3,8,10-trioxo-1,3,4,6,6a,8,9,10,11,12,12a,12b-dodecahydro-7,11-methanocycloocta[a]naphthalene-7(2H)-carboxylate
Synonym Source
berkeleytrione UniProt
Registry Number Type Source
9741890 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15012097 PubMed citation Europe PMC
17970594 PubMed citation Europe PMC
18237180 PubMed citation Europe PMC
21916432 PubMed citation Europe PMC
Last Modified
20 August 2020