| Size | Price | Stock | Qty |
|---|---|---|---|
| 5mg |
|
||
| 10mg |
|
||
| Other Sizes |
|
Purity: ≥98%
Myriocin (formerly also known as antibiotic ISP-1 and thermozymocidin), a fungal metabolite and an atypical amino acid and an antibiotic isolated from Myriococcum albomyces, Isaria sinclairi and Mycelia sterilia, is a novel and potent inhibitor of serine-palmitoyl-transferase (SPT) which is a key enzyme in de novo synthesis of sphingolipids. Myriocin strongly 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. Myriocin, also known as antibiotic ISP-1 and thermozymocidin,
| ln Vitro |
Myriocin (Thermozymocidin; 0-10000 nM; 96 h; Huh7/Rep-Feo cells) suppresses the replication of the subgenomic hepatitis C virus (HCV) genotype 1b replicon [2]. Myriocin (100 nM; 72 hours) decreases sphingomyelin levels in Huh7 cells [2].
|
|---|---|
| ln Vivo |
Myriocin (Thermozymocidin; 0–1 mg/kg; intraperitoneally; daily for 5 days; male Balb/c mice) induces the expression of c-myc in the liver and inhibits SPT, thereby blocking de novo sphingolipid synthesis in vivo [1].
|
| Cell Assay |
Western Blot Analysis[2]
Cell Types: Huh7/Rep-Feo Cell Tested Concentrations: 0, 300 and 1000 nM Incubation Duration: 96 hrs (hours) Experimental Results: HCV NS5A levels diminished in a concentration-dependent manner. |
| Animal Protocol |
Animal/Disease Models: Male Balb/c mouse (22 g, 7-8 weeks old) [1]
Doses: 0, 0.1, 0.3, and 1.0 mg/kg Route of Administration: intraperitoneal (ip) injection; one time/day for 5 days Experimental Results: Plasma Alanine aminotransferase and aspartate aminotransferase levels were not Dramatically altered. Free dihydrosphingosine was diminished in the liver and kidneys in a dose-dependent manner. Liver SPT activity diminished, with a correlation coefficient of -0.76. Increases hepatic c-myc expression in a dose-dependent manner. |
| References |
|
| Additional Infomation |
Myriocin is an amino acid-based antibiotic derived from certain thermophilic fungi; acts as a potent inhibitor of serine palmitoyltransferase, the first step in sphingosine biosynthesis. Myriocin also possesses immunosuppressant activity. It has a role as an antimicrobial agent, an antifungal agent, an immunosuppressive agent, an EC 2.3.1.50 (serine C-palmitoyltransferase) inhibitor, an apoptosis inducer, an antineoplastic agent and a fungal metabolite. It is a sphingoid, an alpha-amino fatty acid, a non-proteinogenic alpha-amino acid and a hydroxy monocarboxylic acid.
Myriocin has been reported in Melanocarpus albomyces, Streptomyces, and other organisms with data available. |
| Molecular Formula |
C21H39NO6
|
|---|---|
| Molecular Weight |
401.5375
|
| Exact Mass |
401.277
|
| CAS # |
35891-70-4
|
| PubChem CID |
6438394
|
| Appearance |
White to off-white solid powder
|
| Density |
1.1±0.1 g/cm3
|
| Boiling Point |
636.7±55.0 °C at 760 mmHg
|
| Flash Point |
338.8±31.5 °C
|
| Vapour Pressure |
0.0±4.3 mmHg at 25°C
|
| Index of Refraction |
1.522
|
| LogP |
4.21
|
| Hydrogen Bond Donor Count |
5
|
| Hydrogen Bond Acceptor Count |
7
|
| Rotatable Bond Count |
18
|
| Heavy Atom Count |
28
|
| Complexity |
468
|
| Defined Atom Stereocenter Count |
3
|
| SMILES |
CCCCCCC(=O)CCCCCC/C=C/C[C@H]([C@@H]([C@@](CO)(C(=O)O)N)O)O
|
| InChi Key |
ZZIKIHCNFWXKDY-ANSFIGKPSA-N
|
| InChi Code |
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+/m0/s1
|
| Chemical Name |
(2R,3R,4S,E)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid
|
| Synonyms |
Thermozymocidin; ISP-I; ISP I; ISP1
|
| HS Tariff Code |
2934.99.9001
|
| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
DMSO : ~2.86 mg/mL (~7.12 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 0.29 mg/mL (0.72 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 2.9 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 2: ≥ 0.29 mg/mL (0.72 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 2.9 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. View More
Solubility in Formulation 3: 5 mg/mL (12.45 mM) in 50% PEG300 50% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. |
| Preparing Stock Solutions | 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 |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
COA