Melinacidin IV
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| Category | Antibiotics |
| Catalog number | BBF-01146 |
| CAS | 37934-52-4 |
| Molecular Weight | 728.84 |
| Molecular Formula | C30H28N6O8S4 |
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Description
It is produced by the strain of Verticillium tenerum. It is similar to Chaetocin and has anti-gram-positive bacterial and HeLa cell activity.
Specification
| Synonyms | 11,11'-Dihydroxychaetocin; (6S,6'S)-6,6'-Dihydroxychaetocin; Chetocin, 11,11'-dihydroxy-; Chaetocin, 6,6'-dihydroxy-, (6S,6'S)-; 11α,11'α-Dihydroxychactocin |
| IUPAC Name | (1S,3R,6S,11R,14S)-2-hydroxy-14-(hydroxymethyl)-3-[(1S,3R,6S,11R,14S)-2-hydroxy-14-(hydroxymethyl)-18-methyl-13,17-dioxo-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-trien-3-yl]-18-methyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-triene-13,17-dione |
| Canonical SMILES | CN1C(=O)C23C(C4(C(N2C(=O)C1(SS3)CO)NC5=CC=CC=C54)C67C(C89C(=O)N(C(C(=O)N8C6NC1=CC=CC=C71)(SS9)CO)C)O)O |
| InChI | InChI=1S/C30H28N6O8S4/c1-33-23(43)29-17(39)27(13-7-3-5-9-15(13)31-19(27)35(29)21(41)25(33,11-37)45-47-29)28-14-8-4-6-10-16(14)32-20(28)36-22(42)26(12-38)34(2)24(44)30(36,18(28)40)48-46-26/h3-10,17-20,31-32,37-40H,11-12H2,1-2H3 |
| InChI Key | VGJIEAUSEFTEPX-UHFFFAOYSA-N |
Properties
| Appearance | Crystal |
| Antibiotic Activity Spectrum | gram-posotive becteria; Neoplastics (Tumor) |
| Melting Point | 233-234 °C (dec.) |
| Solubility | Soluble in DMSO |
Reference Reading
1. Westerdykella reniformis sp. nov., producing the antibiotic metabolites melinacidin IV and chetracin B
Ghada A Ebead, David P Overy, Fabrice Berrué, Russell G Kerr IMA Fungus. 2012 Dec;3(2):189-201. doi: 10.5598/imafungus.2012.03.02.11. Epub 2012 Dec 11.
Westerdykella reniformis Ebead & Overy sp. nov. is described based on morphology and phylogenetic analyses using ITS, nLSU rDNA, and β-tubulin gene sequences. Westerdykella reniformis is characterized by the production of cleistothecioid ascomata, containing small globose to subglobose asci with 32, aseptate, dark colored, pronouncedly reniform ascospores having a concave central groove. The isolate was obtained from a red alga (Polysiphonia sp.) collected from the tidal zone in Canada at low tide. Organic extracts enriched in extrolites, obtained from fermentation on a rice-based media, inhibited the growth of methicillin-resistant Staphylococcus aureus (MRSA), vancomycin-resistant Enterococcus faecium (VRE), S. warneri, and Proteus vulgaris. Presented here is the identification of the compounds responsible for the observed antimicrobial activity, the taxonomic description of W. reniformis, and a dichotomous key to the known species of Westerdykella based on macro- and micromorphological characters.
2. Melinacidin-Producing Acrostalagmus luteoalbus, a Major Constituent of Mixed Mycobiota Contaminating Insulation Material in an Outdoor Wall
Aino Maria A Andersson, Johanna Salo, Raimo Mikkola, Tamás Marik, László Kredics, Jarek Kurnitski, Heidi Salonen Pathogens. 2021 Jul 4;10(7):843. doi: 10.3390/pathogens10070843.
Occupants may complain about indoor air quality in closed spaces where the officially approved standard methods for indoor air quality risk assessment fail to reveal the cause of the problem. This study describes a rare genus not previously detected in Finnish buildings, Acrostalagmus, and its species A. luteoalbus as the major constituents of the mixed microbiota in the wet cork liner from an outdoor wall. Representatives of the genus were also present in the settled dust in offices where occupants suffered from symptoms related to the indoor air. One strain, POB8, was identified as A. luteoalbus by ITS sequencing. The strain produced the immunosuppressive and cytotoxic melinacidins II, III, and IV, as evidenced by mass spectrometry analysis. In addition, the classical toxigenic species indicating water damage, mycoparasitic Trichoderma, Aspergillus section Versicolores, Aspergillus section Circumdati, Aspergillus section Nigri, and Chaetomium spp., were detected in the wet outdoor wall and settled dust from the problematic rooms. The offices exhibited no visible signs of microbial growth, and the airborne load of microbial conidia was too low to explain the reported symptoms. In conclusion, we suggest the possible migration of microbial bioactive metabolites from the wet outdoor wall into indoor spaces as a plausible explanation for the reported complaints.
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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 ╳
