S1442

Sordarin sodium salt

from Sordaria araneosa, ≥98% (HPLC), solid

• Empirical Formula (Hill Notation): C₂₇H₃₉NaO₈
• CAS Number: 463356-00-5
• Molecular Weight: 514.58
• MDL number: MFCD08277029
• UNSPSC Code: 51111800
• PubChem Substance ID: 24899480
• NACRES: NA.77

Properties

• biological source: Sordaria araneosa
• Quality Level: 200
• assay: ≥98% (HPLC)
• form: solid
• solubility: H₂O: soluble ≤10 mg/mL
• antibiotic activity spectrum: fungi
• mode of action: protein synthesis | interferes
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: [Na+].[H]C(=O)[C@]12C[C@]3([H])C=C(C(C)C)[C@@]1(C([O-])=O)[C@]3(CO[C@@H]4O[C@H](C)[C@@H](OC)[C@@H](O)[C@@H]4O)C[C@]5([H])[C@H](C)CC[C@@]25[H]
• InChI: 1S/C27H40O8.Na/c1-13(2)19-8-16-9-25(11-28)18-7-6-14(3)17(18)10-26(16,27(19,25)24(31)32)12-34-23-21(30)20(29)22(33-5)15(4)35-23;/h8,11,13-18,20-23,29-30H,6-7,9-10,12H2,1-5H3,(H,31,32);/q;+1/p-1/t14-,15-,16+,17-,18-,20+,21+,22-,23-,25+,26+,27+;/m1./s1
• InChI key: ILUKWKGTAAZHDW-IGICPMPSSA-M

Description

Application

Soradrin sodium salt has been used as an antifungal compound to treat mycelia for immunofluorescence microscopy studies. It may be used in in vitro diphtheria toxin sensitivity assays.

Biochem/physiol Actions

Sordarin is an antifungal metabolite possessing a tetracyclic diterpene glycoside structure. It is a highly potent inhibitor of eukaryotic protein synthesis with selectivity for the fungal translation machinery. The elongation factor EF-2 is the molecular target for sordarin. It blocks ribosomal translocation by stabilizing the EF2-ribosome complex in a manner similar to that of fusidic acid in the bacterial system. Additional cellular components (including rpP0, which is an essential protein of the ribosomal large subunit stalk) are involved in its mechanism of action. Sordarin inhibits in vitro translation in the pathogenic fungi C. albicans, C. glabrata, and C. neoformans. In addition to its therapeutic potential, sordarin is a useful tool for the analysis of protein translation events.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)