epicocconone: a fluorescent compound from the fungus epicoccumnigrum; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
epicocconone : A natural cell-permeable fluorescent compound isolated from the fungus Epicoccum nigrum. [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 | 10223268 |
| CHEBI ID | 51226 |
| SCHEMBL ID | 9999829 |
| MeSH ID | M0454056 |
| Synonym |
|---|
| deep purple |
| epicocconone |
| lava purple |
| (6s,9as)-6-(hydroxymethyl)-3-[(1z,4e,6e,8e)-1-hydroxy-3-oxodeca-1,4,6,8-tetraen-1-yl]-9a-methyl-5,6-dihydro-2h-furo[3,2-g]isochromene-2,9(9ah)-dione |
| CHEBI:51226 |
| lightning fast |
| epicocconone [mi] |
| 371163-96-1 |
| 6QLH9631R8 , |
| 2h-furo(3,2-g)(2)benzopyran-2,9(9ah)-dione, 5,6-dihydro-6-(hydroxymethyl)-3-((1z,4e,6e,8e)-1-hydroxy-3-oxo-1,4,6,8-decatetraen-1-yl)-9a-methyl-, (6s,9as)- |
| (6s,9as)-5,6-dihydro-6-(hydroxymethyl)-3-((1z,4e,6e,8e)-1-hydroxy-3-oxo-1,4,6,8-decatetraen-1-yl)-9a-methyl-2h-furo(3,2-g)(2)benzopyran-2,9(9ah)-dione |
| unii-6qlh9631r8 |
| SCHEMBL9999829 |
| (6s,9as)-6-(hydroxymethyl)-3-[(1z,4e,6e,8e)-1-hydroxy-3-oxodeca-1,4,6,8-tetraenyl]-9a-methyl-5,6-dihydrofuro[3,2-g]isochromene-2,9-dione |
| Q1346935 |
| (6s,9as)-3-((1z,4e,6e,8e)-1-hydroxy-3-oxodeca-1,4,6,8-tetraen-1-yl)-6-(hydroxymethyl)-9a-methyl-5,6-dihydro-2h-furo[3,2-g]isochromene-2,9(9ah)-dione |
| DTXSID201045776 |
| AKOS040751699 |
| 2h-furo[3,2-g][2]benzopyran-2,9(9ah)-dione, 5,6-dihydro-6-(hydroxymethyl)-3-[(1z,4e,6e,8e)-1-hydroxy-3-oxo-1,4,6,8-decatetraen-1-yl]-9a-methyl-, (6s,9as)- |
Epicocconone is a natural latent fluorophore that is widely used in biotechnology because of its large Stokes shift and lack of fluorescence in its unconjugated state. It has shown applications in proteomics and fluorescent microscopy thanks to its unique pro-fluorescence properties.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Epicocconone 1 is a natural chromophore isolated from the fungus Epicoccum nigrum that has shown applications in proteomics and fluorescent microscopy thanks to its unique pro-fluorescence properties. " | ( Two-Photon Absorption and Cell Imaging of Fluorene-Functionalized Epicocconone Analogues. Baldeck, P; Bénard, M; Franck, X; Galas, L; Gallavardin, T; Lascoux, N; Leleu, S; Mougeot, R; Oger, S; Schapman, D, 2019) | 2.19 |
| "Epicocconone is a natural latent fluorophore that is widely used in biotechnology because of its large Stokes shift and lack of fluorescence in its unconjugated state. " | ( Design and synthesis of epicocconone analogues with improved fluorescence properties. Alle, T; Ball, M; Boulangé, A; Cosette, P; Franck, X; Karuso, P; Naudin, B; Peixoto, PA, 2014) | 2.15 |
| "Epicocconone is a small, cell permeable natural product with a high molar absorbtivity and a long Stokes' shift that will be useful in biotechnological applications." | ( Epicocconone, a novel fluorescent compound from the fungus epicoccumnigrum. Bell, PJ; Karuso, P, 2003) | 2.48 |
| "Epicocconone is a heterocyclic natural product from the fungus Epicoccum nigrum that fluoresces weakly in the green (520 nm). " | ( Epicocconone, a new cell-permeable long Stokes' shift fluorescent stain for live cell imaging and multiplexing. Choi, HY; Karuso, P; Veal, DA, 2006) | 3.22 |
| "Epicocconone is a natural fluorophore that reacts reversibly with proteins to form a highly fluorescent adduct and has previously been used to quantify proteins in 1D and 2D gels and in solution." | ( Real-time fluorescence monitoring of tryptic digestion in proteomics. Choi, HY; Crawford, AS; Karuso, P; Scott, GB; Veal, DA, 2008) | 1.07 |
| Role | Description |
|---|---|
| fluorochrome | A fluorescent dye used to stain biological specimens. |
| [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 |
|---|---|
| organic heterotricyclic compound | An organic tricyclic compound in which at least one of the rings of the tricyclic skeleton contains one or more heteroatoms. |
| [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] | |
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 9 (39.13) | 29.6817 |
| 2010's | 14 (60.87) | 24.3611 |
| 2020's | 0 (0.00) | 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 moderate demand-to-supply ratio for research on this compound.
| This Compound (22.05) 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 | 23 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||