Fudecalone
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Others |
| Catalog number | BBF-01447 |
| CAS | |
| Molecular Weight | 250.33 |
| Molecular Formula | C15H22O3 |
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Description
It is produced by the strain of Penicillum sp. FO-2030. Fudecalone completely inhibited Eimeria Tenella, a coccidius resistant to Monesin, at a concentration of 16 μmol/L.
Specification
| IUPAC Name | (1R,3aS,6aR,10aS)-1-hydroxy-4,7,7-trimethyl-3,3a,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-6-one |
| Canonical SMILES | CC1=CC(=O)C2C(CCCC23C1COC3O)(C)C |
| InChI | InChI=1S/C15H22O3/c1-9-7-11(16)12-14(2,3)5-4-6-15(12)10(9)8-18-13(15)17/h7,10,12-13,17H,4-6,8H2,1-3H3/t10-,12+,13+,15-/m0/s1 |
| InChI Key | HHSBIKHOYFPWGC-ZGFBFQLVSA-N |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | parasites |
| Melting Point | 250-252°C |
Reference Reading
1. Fudecalone, a new anticoccidial agent produced by Penicillium sp. FO-2030
N Tabata, H Tomoda, R Masuma, Y Iwai, S Omura J Antibiot (Tokyo). 1995 Jan;48(1):53-8. doi: 10.7164/antibiotics.48.53.
Penicillium sp. FO-2030, a soil isolate, was found to produce a new anticoccidial compound. The active compound, designated fudecalone, was isolated from the fermentation broth of the producing strain by solvent extraction, silica gel column chromatography and preparative HPLC. The structure of fudecalone was elucidated to be 3,3a,6,6a,7,8,9,10-octahydro-1-hydroxy-4,7,7-trimethyl-1H-naphtho[1,8a- c]furan-6-one mainly by spectroscopic studies including various NMR measurements. The anticoccidial activity using cell systems indicated that schizont formation of monensin-resistant Eimeria tenella was completely inhibited by fudecalone at concentrations more than 16 microM.
2. Synthesis of the proposed structure of fudecalone, an anticoccidial drimane terpenoid
H Watanabe, T Furuuchi, T Yamaguchi, T Kitahara Org Lett. 1999 Oct 7;1(7):1079-80. doi: 10.1021/ol990882a.
[formula: see text] The proposed structure of fudecalone (1), an anticoccidial drimane sesquiterpene, was synthesized as a racemate in six steps starting from a known phthalide (5). Interestingly, our synthetic 1 showed conformation 1b, while the natural one was reported as 1a, and the NMR spectral data were not identical.
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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 ╳
