[CAS NO. 35891-70-4] Myriocin
PRODUCTS SPECIFICATIONS [35891-70-4]
DESCRIPTION [35891-70-4]
Overview
| MDL | MFCD01632772 |
|---|---|
| Molecular Weight | 401.54 |
| Molecular Formula | C21H39NO6 |
| SMILES | CCCCCCC(CCCCCC/C=C/C[C@@H](O)[C@H](O)[C@](CO)(N)C(O)=O)=O |
3 Publications Citing Use of MCE
Summary
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 IC 50 of 3.5 µg/mL for inhibiting HCV infection [1] [2] [3] .
IC50 & Target
Serine-palmitoyl-transferase (SPT) [1]
In Vitro
Myriocin (Thermozymocidin; 0-10000 nM; 96 h; Huh7/Rep-Feo cells) inhibits the replication of a subgenomic hepatitis C virus (HCV) genotype 1b replicon
[2]
.
Myriocin (100 nM; 72 h) decreases in the sphingomyelin content of Huh7 cells
[2]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Western Blot Analysis [2]
| Cell Line: | Huh7/Rep-Feo cells |
| Concentration: | 0, 300, and 1000 nM |
| Incubation Time: | 96 hours |
| Result: | Decreased the levels of HCV NS5A in a concentration-dependent manner. |
In Vivo
Myriocin (Thermozymocidin; 0-1 mg/kg; i.p.; daily, for 5 d; male Balb/c mice) blocks de novo synthesis of sphingolipids in vivo by SPT inhibition and induced c-myc expression in liver [1] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
| Animal Model: | Male Balb/c mice (22 g, 7-8 weeks old) [1] |
| Dosage: | 0, 0.1, 0.3, and 1.0 mg/kg |
| Administration: | Intraperitoneal injection; daily, for 5 days |
| Result: |
Altered not significantly the levels of plasma alanine aminotransferase and aspartate aminotransferase.
Decreased free sphinganine in a dose-dependent manner in both the liver and kidney. Decreased in the activity of liver SPT with a correlation coefficient of -0.76. Increased the expression of liver c-myc in a dose-dependent manner. |
Appearance
Solid
Source
Myriococcum albomyces , Isaria sinclairi , Mycelia sterilia
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
| Powder | -20°C | 3 years |
|---|---|---|
| In solvent | -80°C | 6 months |
| -20°C | 1 month |
Solvent & Solubility
DMSO : 4.35 mg/mL ( 10.83 mM ; ultrasonic and warming and heat to 60°C)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 2.4904 mL | 12.4521 mL | 24.9041 mL |
| 5 mM | 0.4981 mL | 2.4904 mL | 4.9808 mL |
| 10 mM | 0.2490 mL | 1.2452 mL | 2.4904 mL |
-
1.
Add each solvent one by one: 50% PEG300 >> 50% saline
Solubility: 5 mg/mL (12.45 mM); Suspended solution; Need ultrasonic
-
2.
-
3.
Add each solvent one by one: 10% DMSO >> 90% (20% SBE-β-CD in saline)
Solubility: ≥ 1.25 mg/mL (3.11 mM); Clear solution
-
4.
Add each solvent one by one: 10% DMSO >> 90% corn oil
Solubility: ≥ 1.25 mg/mL (3.11 mM); Clear solution
References
- [1] He Q, et, al. Inhibition of serine palmitoyltransferase by myriocin, a natural mycotoxin, causes induction of c-myc in mouse liver. Mycopathologia. 2004 Apr;157(3):339-47.
- [2] Amemiya F, et, al. Targeting lipid metabolism in the treatment of hepatitis C virus infection. J Infect Dis. 2008 Feb 1;197(3):361-70.
- [3] Ciesek S, et, al. The suppressive effect that myriocin has on hepatitis C virus RNA replication is independent of inhibition of serine palmitoyl transferase. J Infect Dis. 2008 Oct 1;198(7):1091-3.
Synonyms