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| Synonyms | PLEUROMULIN | (3aS,4R,5S,6S,8R,9R,9aR,12R)-5-Hydroxy-4,6,9,12-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-hydroxyacetate | HY-N2301 | [(2R,3S,4S,6R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8 |
|---|---|
| Specifications & Purity | ≥95% |
| Source | Pleurotus |
| Storage Temp | Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
Pleuromutilin is a potent diterpene antibiotic with activity against gram-positive bacteria. The antibiotic was isolated in 1951 from the genus|Pleurotus.|It has been demonstrated through crystallization and biochemical research that Pleuromutilins acts by blocking substrate binding to the donor site and acceptor site of the ribosome's peptidyl-transferase center, which results in inhibition of the peptide bond formation. The compound encounters minimum cross-resistance with other compounds, which is attributed to its mode of action. Pleuromutilins targets a wide spectrum of pathogens and has been used in skin and respiratory tract infection studies. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Diterpenoids |
| Intermediate Tree Nodes | Mutilane diterpenoids - Mutilin derivatives |
| Direct Parent | Pleuromutilin and derivatives |
| Alternative Parents | Secondary alcohols Ketones Carboxylic acid esters Monocarboxylic acids and derivatives Primary alcohols Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Substituents | Pleuromutilin - Secondary alcohol - Ketone - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as pleuromutilin and derivatives. These are mutilins with a hydroxyacetate derivative attached to the C8 carbon atom of the cyclopenta[8]annulene moiety. |
| External Descriptors | Not available |
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| Pubchem Sid | 488201358 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488201358 |
| IUPAC Name | [(2R,3S,4S,6R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-hydroxyacetate |
| INCHI | InChI=1S/C22H34O5/c1-6-20(4)11-16(27-17(25)12-23)21(5)13(2)7-9-22(14(3)19(20)26)10-8-15(24)18(21)22/h6,13-14,16,18-19,23,26H,1,7-12H2,2-5H3/t13-,14+,16-,18+,19+,20-,21?,22?/m1/s1 |
| InChIKey | ZRZNJUXESFHSIO-JKZASVEESA-N |
| Smiles | CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CO)C |
| Isomeric SMILES | C[C@@H]1CCC23CCC(=O)[C@H]2C1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CO)C |
| PubChem CID | 46782767 |
| Molecular Weight | 378.51 |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 08, 2024 | P329427 | |
| Certificate of Analysis | Mar 08, 2024 | P329427 | |
| Certificate of Analysis | Mar 08, 2024 | P329427 | |
| Certificate of Analysis | May 08, 2023 | P329427 | |
| Certificate of Analysis | May 08, 2023 | P329427 | |
| Certificate of Analysis | May 08, 2023 | P329427 | |
| Certificate of Analysis | May 08, 2023 | P329427 | |
| Certificate of Analysis | May 08, 2023 | P329427 | |
| Certificate of Analysis | May 08, 2023 | P329427 |
| Solubility | Soluble in ethanol, methanol, DMF and DMSO. Limited water solubility. |
|---|---|
| Molecular Weight | 378.500 g/mol |
| XLogP3 | 3.500 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 378.241 Da |
| Monoisotopic Mass | 378.241 Da |
| Topological Polar Surface Area | 83.800 Ų |
| Heavy Atom Count | 27 |
| Formal Charge | 0 |
| Complexity | 645.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 6 |
| Undefined Atom Stereocenter Count | 2 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |