M1177

Myriocin

from Mycelia sterilia, ≥98% (HPLC), powder, immunosuppressant

• Synonyme(s) : (2S,3R,4R,6E)-2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-eicosenoic acid, ISP-I, Thermozymocidin
• Formule empirique (notation de Hill) : C₂₁H₃₉NO₆
• CAS Number: 35891-70-4
• Poids moléculaire : 401.54
• Numéro MDL: MFCD01632772
• Code UNSPSC : 51111800
• ID de substance PubChem : 24896622
• Nomenclature NACRES : NA.77

Propriétés

• Product Name: Myriocin from Mycelia sterilia, ≥98% (HPLC), powder
• Niveau de qualité: 200
• Essai: ≥98% (HPLC)
• Forme: powder
• Couleur: off-white
• Solubilité: methanol: 2 mg/mL
• Température de stockage: 2-8°C
• Chaîne SMILES: CCCCCCC(=O)CCCCCC\C=C\C[C@@H](O)[C@H](O)[C@@](N)(CO)C(O)=O
• 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
• Clé InChI: ZZIKIHCNFWXKDY-GNTQXERDSA-N

Description

Application

Myriocin from Mycelia sterilia has been used as an inhibitor of sphingolipid or ceramide biosynthesis in various studies.

Actions biochimiques/physiologiques

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.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301
• Conseils de prudence: P264 - P270 - P301 + P310 - P405 - P501
• Classification des risques: Acute Tox. 3 Oral
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Faceshields, Gloves