berkeleytrione: polyketide-terpenoid metabolite, isolated from a Penicillium sp.; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
berkeleytrione : A meroterpenoid found in Penicillium rubrum and has been shown to exhibit inhibitory activity against caspase-1. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
| ID Source | ID |
|---|---|
| PubMed CID | 21580418 |
| CHEMBL ID | 252716 |
| CHEBI ID | 69022 |
| SCHEMBL ID | 23361501 |
| MeSH ID | M0476472 |
| Synonym |
|---|
| CHEMBL252716 |
| chebi:69022 , |
| berkeleytrione |
| 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 |
| Q16840653 |
| SCHEMBL23361501 |
| methyl (1r,2s,9r,10s,11r,13r,15s)-9,15-dihydroxy-2,6,6,10,13,15-hexamethyl-17-methylidene-7,14,16-trioxotetracyclo[11.3.1.02,11.05,10]heptadec-4-ene-1-carboxylate |
| DTXSID301031469 |
| Role | Description |
|---|---|
| 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. |
| [role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Class | Description |
|---|---|
| cyclic terpene ketone | An alicyclic ketone in which the carbocyclic ring structure forms part of a terpene skeleton. |
| meroterpenoid | Meroterpenoids are complex organooxygen natural products produced from polyketide and terpenoid precursors. |
| tertiary alcohol | A tertiary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has three other carbon atoms attached to it. |
| carbopolycyclic compound | A polyclic compound in which all of the ring members are carbon atoms. |
| beta-diketone | A diketone in which the two keto groups are separated by a single carbon atom. |
| methyl ester | Any carboxylic ester resulting from the formal condensation of a carboxy group with methanol. |
| tertiary alpha-hydroxy ketone | An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing two organyl groups. |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1858539 | Cytotoxicity against human THP-1 cells assessed as cell growth inhibition measured after 24 hrs by MTT assay | 2021 | European journal of medicinal chemistry, Jan-01, Volume: 209 | Meroterpenoids produced by fungi: Occurrence, structural diversity, biological activities, and their molecular targets. |
| AID1858538 | Cytotoxicity against human HL-60 cells assessed as cell growth inhibition measured after 24 hrs by MTT assay | 2021 | European journal of medicinal chemistry, Jan-01, Volume: 209 | Meroterpenoids produced by fungi: Occurrence, structural diversity, biological activities, and their molecular targets. |
| AID311773 | Inhibition of caspase 1 | 2007 | Journal of natural products, Nov, Volume: 70, Issue:11 | The berkeleyacetals, three meroterpenes from a deep water acid mine waste Penicillium. |
| AID1858540 | Cytotoxicity against human Caco-2 cells assessed as cell growth inhibition measured after 24 hrs by MTT assay | 2021 | European journal of medicinal chemistry, Jan-01, Volume: 209 | Meroterpenoids produced by fungi: Occurrence, structural diversity, biological activities, and their molecular targets. |
| AID311772 | Inhibition of MMP3 | 2007 | Journal of natural products, Nov, Volume: 70, Issue:11 | The berkeleyacetals, three meroterpenes from a deep water acid mine waste Penicillium. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 3 (50.00) | 29.6817 |
| 2010's | 2 (33.33) | 24.3611 |
| 2020's | 1 (16.67) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (12.64) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (16.67%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 5 (83.33%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||