Urauchimycin B
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| Category | Antibiotics |
| Catalog number | BBF-02737 |
| CAS | 148163-08-0 |
| Molecular Weight | 450.48 |
| Molecular Formula | C22H30N2O8 |
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Description
Urauchimycin B is produced by the strain of Str. sp. Ni-80. It can inhibit the morphological differentiation of Candida albicans.
Specification
| Synonyms | Benzamide, 3-(formylamino)-2-hydroxy-N-(7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl)- |
| IUPAC Name | 3-formamido-2-hydroxy-N-[7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]benzamide |
| Canonical SMILES | CC1C(C(C(=O)OC(C(C(=O)O1)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)CCC(C)C)O |
| InChI | InChI=1S/C22H30N2O8/c1-11(2)8-9-15-18(26)13(4)32-22(30)17(12(3)31-21(15)29)24-20(28)14-6-5-7-16(19(14)27)23-10-25/h5-7,10-13,15,17-18,26-27H,8-9H2,1-4H3,(H,23,25)(H,24,28) |
| InChI Key | KJGZFCSJCWHCFC-UHFFFAOYSA-N |
Properties
| Appearance | Colorless and Amorphous Powder |
| Antibiotic Activity Spectrum | yeast |
| Boiling Point | 744.2±60.0°C at 760 mmHg |
| Density | 1.30±0.1 g/cm3 |
Reference Reading
1. Anti-Candida properties of urauchimycins from actinobacteria associated with trachymyrmex ants
Thais D Mendes, Warley S Borges, Andre Rodrigues, Scott E Solomon, Paulo C Vieira, Marta C T Duarte, Fernando C Pagnocca Biomed Res Int. 2013;2013:835081. doi: 10.1155/2013/835081. Epub 2013 Mar 18.
After decades of intensive searching for antimicrobial compounds derived from actinobacteria, the frequency of isolation of new molecules has decreased. To cope with this concern, studies have focused on the exploitation of actinobacteria from unexplored environments and actinobacteria symbionts of plants and animals. In this study, twenty-four actinobacteria strains isolated from workers of Trachymyrmex ants were evaluated for antifungal activity towards a variety of Candida species. Results revealed that seven strains inhibited the tested Candida species. Streptomyces sp. TD025 presented potent and broad spectrum of inhibition of Candida and was selected for the isolation of bioactive molecules. From liquid shake culture of this bacterium, we isolated the rare antimycin urauchimycins A and B. For the first time, these molecules were evaluated for antifungal activity against medically important Candida species. Both antimycins showed antifungal activity, especially urauchimycin B. This compound inhibited the growth of all Candida species tested, with minimum inhibitory concentration values equivalent to the antifungal nystatin. Our results concur with the predictions that the attine ant-microbe symbiosis may be a source of bioactive metabolites for biotechnology and medical applications.
2. Novel antimycin antibiotics, urauchimycins A and B, produced by marine actinomycete
N Imamura, M Nishijima, K Adachi, H Sano J Antibiot (Tokyo). 1993 Feb;46(2):241-6. doi: 10.7164/antibiotics.46.241.
Two novel antimycin antibiotics, urauchimycins A and B, were isolated from a fermentation broth of a Streptomyces sp. Ni-80. The strain was isolated from an unidentified sponge. Their chemical structures were determined by 2D NMR analysis. They are the first antimycin antibiotics which possess a branched side chain moiety. They exhibited inhibitory activity against morphological differentiation of Candida albicans.
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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 ╳
