Fuscin
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| Category | Antibiotics |
| Catalog number | BBF-01861 |
| CAS | 83-85-2 |
| Molecular Weight | 276.28 |
| Molecular Formula | C15H16O5 |
| Purity | ≥95% |
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Description
Produced by the strain of Oidiodendron fuscum Ag 122 and Camb 111, Fuscin has resistance to gram-positive bacteria and mycobacterium (weak) activity. Fuscin is also an anti-HIV compound and antagonist of CKR-5 (CCR5).
Specification
| Synonyms | 9,10-Dihydro-5-hydroxy-4,8,8-trimethyl-2-H,4-H-benzo(1,2-b-4,3-c)-dipyran-2,6(8H)-dione; 2-Hydroxy-4,8,8-trimethyl-9,10-dihydro-4H-pyrano[3,2-f]isochromene-5,6-dione |
| Storage | -20°C |
| IUPAC Name | 5-hydroxy-4,8,8-trimethyl-9,10-dihydro-4H-pyrano[4,3-f]chromene-2,6-dione |
| Canonical SMILES | CC1C2=C(C(=O)C3=C(C2=CC(=O)O1)CCC(O3)(C)C)O |
| InChI | InChI=1S/C15H16O5/c1-7-11-9(6-10(16)19-7)8-4-5-15(2,3)20-14(8)13(18)12(11)17/h6-7,17H,4-5H2,1-3H3 |
| InChI Key | OSJKAGRXDVEZQO-UHFFFAOYSA-N |
Properties
| Appearance | Orange Flake Crystalline |
| Antibiotic Activity Spectrum | Gram-positive bacteria; mycobacteria |
| Boiling Point | 417.6°C at 760 mmHg |
| Melting Point | 230°C |
| Flash Point | 155.5ºC |
| Density | 1.35 g/cm3 |
| Solubility | Soluble in DMSO |
Reference Reading
1. Studies on the endoplasmic reticulum. V. Its form and differentiation in pigment epithelial cells of the frog retina
E YAMADA, K R PORTER J Biophys Biochem Cytol . 1960 Sep;8(1):181-205. doi: 10.1083/jcb.8.1.181.
Pigment epithelial cells of the frog's retina have been examined by methods of electron microscopy with special attention focused on the fine structure of the endoplasmic reticulum and the myeloid bodies. These cells, as reported previously, send apical prolongations into the spaces between the rod outer segments, and within these extensions, pigment migrates in response to light stimulation. The cytoplasm of these cells is filled with a compact lattice of membrane-limited tubules, the surfaces of which are smooth or particle-free. In this respect, the endoplasmic reticulum here resembles that encountered in cells which produce lipid-rich secretions. The myeloid bodies comprise paired membranes arranged in stacks shaped like biconvex lenses. At their margins the membranes are continuous with elements of the ER and in consequence of this the myeloid body is referred to as a differentiation of the reticulum. The paired membranes resemble in their thickness and spacings those which make up the outer segments; they are therefore regarded as intracellular photoreceptors of possible significance in the activation of pigment migration and other physiologic functions of these cells. The fuscin granules are enclosed in membranes which are also continuous with those of the ER. The granules seem to move independently of the prolongations in which they are contained. The report also describes the fine structure of the terminal bar apparatus, the fibrous layer intervening between the epithelium and the choroid blood vessels, and comments on the functions of the organelles depicted.
2. Bioactive Metabolites from the Deep Subseafloor Fungus Oidiodendron griseum UBOCC-A-114129
Sandrine Ruchaud, Camille Jégou, Marion Navarri, Gaëtan Burgaud, Stéphane Bach, Blandine Baratte, Georges Barbier, Sandrine Pottier, Arnaud Bondon, Yannick Fleury Mar Drugs . 2017 Apr 7;15(4):111. doi: 10.3390/md15040111.
Four bioactive compounds have been isolated from the fungusOidiodendron griseumUBOCC-A-114129 cultivated from deep subsurface sediment. They were structurally characterized using a combination of LC-MS/MS and NMR analyses as fuscin and its derivatives (dihydrofuscin, dihydrosecofuscin, and secofuscin) and identified as polyketides. Albeit those compounds were already obtained from terrestrial fungi, this is the first report of their production by anOidiodendronspecies and by the deepest subseafloor isolate ever studied for biological activities. We report a weak antibacterial activity of dihydrosecofuscin and secofuscin mainly directed against Gram-positive bacteria (Minimum Inhibitory Concentration (MIC) equal to Minimum Bactericidal Concentration (MBC), in the range of 100 μg/mL). The activity on various protein kinases was also analyzed and revealed a significant inhibition of CDC2-like kinase-1 (CLK1) by dihysecofuscin.
3. Elemental analysis of frog outer segment and fuscin granule by means of x-ray microanalyzer
E Yamada Sens Processes . 1978 Dec;2(4):285-95.
Elemental analysis was made on the rod outer segments and fuscin granules in the frog eye by means of an energy-dispersive X-ray spectrometer combined with an electron microscope. The materials were prepared from the unfixed fresh retina by means of air-dried or freeze-dried cryosection, freeze-substitution, or the freeze-drying embedding method. An outer segment in the air-dried cryosection showed P, K, S, Cl, and Ca peaks. The dry section of freeze-substituted or freeze-dried embedded outer segment showed P, K, S, and Cl; K was lost in the wet section. The fuscin granules showed prominent peaks of Ca and Zn constantly, in addition to S, Cl, Mg, K, and occasionally Cu. The K peak was also lost in the wet section.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
