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Myriocin from Mycelia sterilia

SIGMA/M1177 - ≥98% (HPLC), powder

Synonym: (2S,3R,4R,6E)-2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-eicosenoic acid; ISP-I; Thermozymocidin

CAS Number: 35891-70-4
Empirical Formula (Hill Notation): C21H39NO6
Molecular Weight: 401.54
MDL Number: MFCD01632772
Linear Formula: C21H39NO6
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-M1177-5MG 5 mg
 $93.50
1/EA		 Add To Favorites
45-M1177-25MG 25 mg
 $324.00
1/EA		 Add To Favorites
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M1177-25MG

 

assay ≥98% (HPLC)
color off-white
form powder
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
Quality Level 200 
SMILES string CCCCCCC(=O)CCCCCCC=CC[C@@H](O)[C@H](O)[C@@](N)(CO)C(O)=O
solubility methanol: 2 mg/mL
storage temp. 2-8°C
Application: Myriocin from Mycelia sterilia has been used as an inhibitor of sphingolipid or ceramide biosynthesis in various studies.
Biochem/physiol Actions: Myriocin from Mycelia sterilia is a fungal metabolite with potent immunosuppressant activity. It inhibits serine palmitoyltransferase at picomolar concentrations blocking synthesis of ceramide, a precursor of sphingomyelin and glycosphingolipids. It disrupts substratum adhesion of melanoma cells. It has been suggested that its immunosuppressant activity in the cytotoxic T-cell line CTTL-2 is due to apoptosis induction.
Packaging: 5, 25 mg in glass bottle
Preparation Note: The material is readily and completely dissolved in 2 mg/ml methanol after heating at 55°C for several minutes.
Symbol GHS06  GHS06
Signal word Danger
Hazard statements H301
Precautionary statements P301 + P310
Hazard Codes Xn
Risk Statements 22
RIDADR UN 2811 6.1 / PGIII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 51111800

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