Myriocin

Myriocin is an amino fatty acid antibiotic derived from certain thermophylic fungi, in this case Mycelia sterilia. It is a potent immunosuppressant having 10- to 100-fold more activity than cyclosporin A. Myriocin is a potent inhibitor of serine palmitoyltransferase (Ki = 0.28 nM), the enzyme that catalyzes the first step of sphingolipid biosynthesis. It disrupts substratum adhesion of melanoma cells. It also suppresses cell proliferation in the murine cytotoxic T cell line CTLL-2 (IC50 = 15 nM) via apoptosis. Myriocin suppresses replication of the hepatitis C virus in a murine model.Formal Name: 2S-amino-3R,4R-dihydroxy-2-(hydroxymethyl)-14-oxo-6E-eicosenoic acid. CAS Number: 35891-70-4. Synonyms: ISP-1, Thermozymocidin. Molecular Formula: C21H39NO6. Formula Weight: 401.5. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: Methanol: 2 mg/ml. SMILES: O=C(CCCCCC)CCCCCC/C=C/C[C@@H](O)[C@H](O)[C@@](C(O)=O)(N)CO. InChi Code: InChI=1S/C21H39NO6/c1-2-3-4-10-13-17(24)14-11-8-6-5-7-9-12-15-18(25)19(26)21(22,16-23)20(27)28/h9,12,18-19,23,25-26H,2-8,10-11,13-16,22H2,1H3,(H,27,28)/b12-9+/t18-,19+,21+/m1/s1. InChi Key: ZZIKIHCNFWXKDY-GNTQXERDSA-N. Origin: Fungus/Mycelia sterilia.