Actofunicone
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| Category | Bioactive by-products |
| Catalog number | BBF-01457 |
| CAS | 358376-44-0 |
| Molecular Weight | 418.39 |
| Molecular Formula | C21H22O9 |
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Description
It is produced by the strain of Talararomyces flavus FKI-0076. Actofunicone is an antifungal activity enhancer of Miconazole.
Specification
| Synonyms | FKI-0076; Benzoic acid, 2-((6-(2-(acetyloxy)propyl)-4-oxo-4H-pyran-3-yl)carbonyl)-3,5-dimethoxy-, methyl ester, (+)- |
| IUPAC Name | methyl 2-[6-[(2S)-2-acetyloxypropyl]-4-oxopyran-3-carbonyl]-3,5-dimethoxybenzoate |
| Canonical SMILES | CC(CC1=CC(=O)C(=CO1)C(=O)C2=C(C=C(C=C2OC)OC)C(=O)OC)OC(=O)C |
| InChI | InChI=1S/C21H22O9/c1-11(30-12(2)22)6-14-8-17(23)16(10-29-14)20(24)19-15(21(25)28-5)7-13(26-3)9-18(19)27-4/h7-11H,6H2,1-5H3/t11-/m0/s1 |
| InChI Key | VSHBHDIKPQHDHQ-NSHDSACASA-N |
Properties
| Appearance | Light Yellow Oily Matter |
Reference Reading
1. Funicone-related compounds, potentiators of antifungal miconazole activity, produced by Talaromycesflavus FKI-0076
Masayoshi Arai, Hiroshi Tomoda, Takako Okuda, Haiyan Wang, Noriko Tabata, Rokuro Masuma, Yuichi Yamaguchi, Satoshi Omura J Antibiot (Tokyo). 2002 Feb;55(2):172-80. doi: 10.7164/antibiotics.55.172.
Talaromyces flavus FKI-0076, a soil isolate, was found to produce compounds which reinforce the anti-Candida albicans activity of miconazole. Four structurally related compounds, a novel one, designated actofunicone, and the knowns deoxyfunicone, vermistatin and NG-012, were isolated from the culture broth by solvent extraction, ODS column chromatography and HPLC. The structure of actofunicone was elucidated as benzoic acid, 3,5-dimethoxy-2-[[4-oxo-6-(2-acetyloxy propyl)-4H-pyran-3-yl]carbonyl]-, methyl ester by various spectroscopic analyses including NMR experiments. These compounds potentiated the anti-C. albicans activity of miconazole, decreasing the IC50 value of miconazole from 19 microM to 1.6 approximately 3.7 microM in the presence of the funicones.
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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 ╳
