7-Hydroxypestalotin
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| Category | Mycotoxins |
| Catalog number | BBF-04602 |
| CAS | 41164-59-4 |
| Molecular Weight | 230.26 |
| Molecular Formula | C11H18O5 |
| Purity | >99% by HPLC |
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Description
A minor analogue metabolite of pestalotin isolated from penicillium decumbens. It is phytotoxic against evening primrose, prickly sida, johnsongrass, morning glory, lambsquarter and A. abla.
Specification
| Synonyms | 6,7-Dihydroxy-3-methoxy-2-decen-5-olide; LL-P880 beta; (6S)-6-[(1S,2R)-1,2-Dihydroxypentyl]-5,6-dihydro-4-methoxy-2H-pyran-2-one; (6S,1'S,2'R)-LL-P880β; LL-P880β |
| Storage | Store at -20°C |
| IUPAC Name | (2S)-2-[(1S,2R)-1,2-dihydroxypentyl]-4-methoxy-2,3-dihydropyran-6-one |
| Canonical SMILES | CCCC(C(C1CC(=CC(=O)O1)OC)O)O |
| InChI | InChI=1S/C11H18O5/c1-3-4-8(12)11(14)9-5-7(15-2)6-10(13)16-9/h6,8-9,11-12,14H,3-5H2,1-2H3/t8-,9+,11+/m1/s1 |
| InChI Key | YLHOHANRUSKHKO-YWVKMMECSA-N |
| Source | Penicillium decumbens |
Properties
| Appearance | White Powder |
| Boiling Point | 456.7±45.0°C (Predicted) |
| Melting Point | 133-134°C |
| Density | 1.20±0.1 g/cm3 (Predicted) |
| Solubility | Soluble in Ethanol, Methanol, DMF, DMSO |
Reference Reading
1. Polyphasic Approach Utilized for the Identification of Two New Toxigenic Members of Penicillium Section Exilicaulis, P. krskae and P. silybi spp. nov
Christoph Schüller, Markus Bacher, Maria Doppler, Kristof Cank, Nicholas H Oberlies, Joseph Strauss, Huzefa A Raja, Alena Kubátová, Harald Berger, Michael Sulyok, Erika Gasparotto, Thomas Rosenau, Roman Labuda, Hannes Gratzl J Fungi (Basel) . 2021 Jul 13;7(7):557. doi: 10.3390/jof7070557.
Two new species,Penicillium krskae(isolated from the air as a lab contaminant in Tulln (Austria, EU)) andPenicillium silybi(isolated as an endophyte from asymptomatic milk thistle (Silybum marianum) stems from Josephine County (Oregon, USA)) are described. The new taxa are well supported by phenotypic (especially conidial ornamentation under SEM, production of red exudate and red pigments), physiological (growth at 37 °C, response to cycloheximide and CREA), chemotaxonomic (production of specific extrolites), and multilocus phylogenetic analysis using RNA-polymerase II second largest subunit (RPB2), partial tubulin (benA), and calmodulin (CaM). Both new taxa are resolved within the sectionExilicaulisin seriesRestrictaand show phylogenetic affiliation toP. restrictum sensu stricto. They produce a large spectrum of toxic anthraquinoid pigments, namely, monomeric anthraquinones related to emodic and chloremodic acids and other interesting bioactive extrolites (i.e., endocrocin, paxilline, pestalotin, and 7-hydroxypestalotin). Of note, two bianthraquinones (i.e., skyrin and oxyskyrin) were detected in a culture extract ofP. silybi. Two new chloroemodic acid derivatives (2-chloro-isorhodoptilometrin and 2-chloro-desmethyldermoquinone) isolated from the exudate ofP. krskaeex-type culture were analyzed by nuclear magnetic resonance (NMR) and liquid chromatography-mass spectrometry (LC-MS).
2. Mycotoxins in maize harvested in Serbia in the period 2012-2015. Part 2: Non-regulated mycotoxins and other fungal metabolites
Rudolf Krska, Elizabet Janić Hajnal, David Steiner, Alexandra Malachová, Jovana Kos, Milena Stranska, Michael Sulyok Food Chem . 2020 Jul 1;317:126409. doi: 10.1016/j.foodchem.2020.126409.
The main objective of this study was to screen, for the first time, the natural occurrence of non-regulated fungal metabolites in 204 maize samples harvested in Serbia in maize growing seasons with extreme drought (2012), extreme precipitation and flood (2014) and moderate drought conditions (2013 and 2015). In total, 109 non-regulated fungal metabolites were detected in examined samples, whereby each sample was contaminated between 13 and 55 non-regulated fungal metabolites. Moniliformin and beauvericin occurred in all samples collected from each year. In samples from year 2012, oxaline, questiomycin A, cyclo (l-Pro-l-Val), cyclo (l-Pro-l-Tyr), bikaverin, kojic acid and 3-nitropropionic acid were the most predominant (98.0-100%). All samples from 2014 were contaminated with 7-hydroxypestalotin, 15-hydroxyculmorin, culmorin, butenolid and aurofusarin. Bikaverin and oxaline were quantified in 100% samples from 2013 and 2015, while 3-nitropropionic acid additionally occurred in 100% samples from 2015.
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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 ╳
