fonsecinone A: isolated from Aspergillus aculeatus; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
fonsecinone A : A dimeric naphthopyran with formula C32H26O10, originally isolated from Aspergillus niger. [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 | 10325700 |
| CHEMBL ID | 451678 |
| CHEBI ID | 133759 |
| MeSH ID | M0495012 |
| Synonym |
|---|
| CHEBI:133759 |
| 5-hydroxy-10-(5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4h-naphtho[1,2-b]pyran-9-yl)-6,8-dimethoxy-2-methyl-4h-naphtho[2,3-b]pyran-4-one |
| fonsecinone a |
| 95152-75-3 |
| bdbm50241853 |
| CHEMBL451678 , |
| 5-hydroxy-10-(5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4h-naphtho(1,2-b)pyran-9-yl)-6,8-dimethoxy-2-methyl-4h-naphtho(2,3-b)pyran-4-one |
| 4h-naphtho(2,3-b)pyran-4-one, 5-hydroxy-10-(5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4h-naphtho(1,2-b)pyran-9-yl)-6,8-dimethoxy-2-methyl- |
| 4422E9639H , |
| unii-4422e9639h |
| Q27896467 |
| 5-hydroxy-9-(5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-10-yl)-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one |
| 5-hydroxy-9-(5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-benzo[g]chromen-10-yl)-8,10-dimethoxy-2-methyl-benzo[h]chromen-4-one |
| DTXSID101317742 |
| (as)-fonsecinone a |
| Role | Description |
|---|---|
| Aspergillus metabolite | Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus. |
| antibacterial agent | A substance (or active part thereof) that kills or slows the growth of bacteria. |
| [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 |
|---|---|
| biaryl | An organic aromatic compound whose structure contains two aromatic rings or ring systems, joined to each other by a single bond. |
| aromatic ether | Any ether in which the oxygen is attached to at least one aryl substituent. |
| aromatic ketone | A ketone in which the carbonyl group is attached to an aromatic ring. |
| cyclic ketone | |
| polyphenol | Members of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group. |
| naphtho-gamma-pyrone | Any naphthopyran whose skeleton consists of a naphathalene ring system ortho-fused to a gamma-pyrone. |
| [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] | |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Xanthine dehydrogenase/oxidase | Homo sapiens (human) | IC50 (µMol) | 19.5000 | 0.0013 | 2.8138 | 9.8200 | AID402731 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| xanthine dehydrogenase activity | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| xanthine oxidase activity | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| iron ion binding | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| protein binding | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| protein homodimerization activity | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| molybdopterin cofactor binding | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| flavin adenine dinucleotide binding | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| 2 iron, 2 sulfur cluster binding | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| hypoxanthine dehydrogenase activity | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| hypoxanthine oxidase activity | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| FAD binding | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| cytosol | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| extracellular space | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| peroxisome | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| cytosol | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| sarcoplasmic reticulum | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| extracellular space | Xanthine dehydrogenase/oxidase | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID332327 | Inhibition of human telomerase activity by TRAP assay | 2003 | Journal of natural products, Jan, Volume: 66, Issue:1 | New dimeric naphthopyrones from Aspergillus niger. |
| AID1777026 | Anticancer activity against cisplatin-resistant human A549 cells assessed as reduction in cell viability measured after 48 hrs in presence of cisplatin by MTT assay | |||
| AID1651643 | Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production preincubated for 3 hrs followed by LPS-stimulation and measured after 24 hrs by Griess reagent based assay | 2020 | Journal of natural products, 04-24, Volume: 83, Issue:4 | Anti-inflammatory Metabolites from |
| AID332329 | Inhibition of human telomerase activity at 100 ug/mL by TRAP assay | 2003 | Journal of natural products, Jan, Volume: 66, Issue:1 | New dimeric naphthopyrones from Aspergillus niger. |
| AID402731 | Inhibition of xanthine oxidase | 2005 | Journal of natural products, Jul, Volume: 68, Issue:7 | Structural revision of aspernigrin A, reisolated from Cladosporium herbarum IFB-E002. |
| AID332328 | Inhibition of Taq polymerase in RNase treated human HT1080 cells at 100 ug/mL by PCR | 2003 | Journal of natural products, Jan, Volume: 66, Issue:1 | New dimeric naphthopyrones from Aspergillus niger. |
| [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 (37.50) | 29.6817 |
| 2010's | 3 (37.50) | 24.3611 |
| 2020's | 2 (25.00) | 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 (12.39) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 8 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||