Myriocin (ISP-1) | 2567

A fungal metabolite with potent immunosuppressant activity that is 10-100 fold more compared to Cyclosporin A (Cat. No. 1522). It inhibits serine palmitoyltransferase (Ki = 0.28 nM) blocking the synthesis of ceramide. It was found to suppress melanoma cell proliferation by cell cycle arrest at the G 2/M phase through decreased sphingolipid levels and increased p53 and p21 (waf1/cip1) expression.

Myriocin is a fungal metabolite with potent immunosuppressant activity that is 10-100 fold more compared to Cyclosporin A (Cat. No. 1522). It inhibits serine palmitoyltransferase (Ki = 0.28 nM) blocking the synthesis of ceramide.

2567 | Myriocin (ISP-1) DataSheet

Alternate Name/Synonyms: (2S,3R,4R,6E)-2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-eicosenoic acid

Appearance: Off-white solid

Formulation: N/A

CAS Number: 35891-70-4

Structure Available?: Y

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C₂₁H₃₉NO₆

Molecular Weight: 401.54

Cell-Permeable?: Yes

Purity: ≥98%

Solubilities: DMSO (~20 mg/ml)

Handling: Protect from air and light

Country of Origin: USA

Tag Line: A potent immunosuppressant

MDL Number: MFCD01632772

PubChem CID: 6438394

SMILES: CCCCCCC(=O)CCCCCCC=CCC(C(C(CO)(C(=O)O)N)O)O

InChi: 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