Structure

Myriocin

CAS
35891-70-4
Catalog Number
ACM35891704
Category
Inhibitors
Molecular Weight
401.54
Molecular Formula
C21H39NO6

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Specification

Description
Myriocin (Thermozymocidin), a fungal metabolite could be isolated from Myriococcum albomyces, Isaria sinclairi and Mycelia sterilia, is a potent inhibitor of serine-palmitoyl-transferase (SPT) and a key enzyme in de novo synthesis of sphingolipids. Myriocin suppresses replication of both the subgenomic HCV-1b replicon and the JFH-1 strain of genotype 2a infectious HCV, with an IC50 of 3.5 µg/mL for inhibiting HCV infection.
Synonyms
(2S,3R,4R,6E)-2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-eicosenoic acid
IUPAC Name
(E,2S,3R,4R)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid
Canonical SMILES
CCCCCCC(=O)CCCCCC/C=C/C[C@H]([C@@H]([C@@](CO)(C(=O)O)N)O)O
InChI
ZZIKIHCNFWXKDY-GNTQXERDSA-N
InChI Key
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
Boiling Point
636.7±55.0 °C(Predicted)
Melting Point
170-172 °C
Density
1.123±0.06 g/cm3(Predicted)
Solubility
Soluble in DMSO (up to 20 mg/ml)
Appearance
Off-white solid
Storage
Powder-20°C, 3 years; In solvent-80°C. 6 months; -20°C, 1 month.
pKa
1.79±0.50(Predicted)
Shipping
Room temperature
Source
Myriococcum albomyces, Isaria sinclairi, Mycelia sterilia
Stability
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 4 months.
Storage Temperature
-20 °C
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