CAS 35891-70-4|Myriocin
| Common Name | Myriocin | ||
|---|---|---|---|
| CAS Number | 35891-70-4 | Molecular Weight | 401.538 |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 636.7±55.0 °C at 760 mmHg |
| Molecular Formula | C21H39NO6 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 338.8±31.5 °C |
| Symbol | GHS06 | Signal Word | Danger |
Names
| Name | myriocin |
|---|---|
| Synonym | More Synonyms |
Myriocin BiologicalActivity
| Description | Myriocin, a fungal metabolite 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[1]. Myriocin strongly suppresses replication of both the subgenomic HCV-1b replicon and the JFH-1 strain of genotype 2a infectious HCV[2], with an IC50 of 3.5 µg/mL for inhibiting HCV infection[3]. |
|---|---|
| Related Catalog | Research Areas >>InfectionResearch Areas >>OthersSignaling Pathways >>Others >>Others |
| Target | Serine-palmitoyl-transferase (SPT)[1] |
| References | [1]. He Q, et al. Inhibition of serine palmitoyltransferase by myriocin, a natural mycotoxin, causes inductionof 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. |
Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 636.7±55.0 °C at 760 mmHg |
| Molecular Formula | C21H39NO6 |
| Molecular Weight | 401.538 |
| Flash Point | 338.8±31.5 °C |
| Exact Mass | 401.277740 |
| PSA | 141.08000 |
| LogP | 4.21 |
| Vapour Pressure | 0.0±4.3 mmHg at 25°C |
| Index of Refraction | 1.522 |
| InChIKey | ZZIKIHCNFWXKDY-GNTQXERDSA-N |
| SMILES | CCCCCCC(=O)CCCCCCC=CCC(O)C(O)C(N)(CO)C(=O)O |
| Storage condition | -20℃ |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 2 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,109,1972
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 300 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,109,1972
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 5 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,109,1972
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 250 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- 85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978 Volume(issue)/page/year: 3,2067,1978
Safety Information
| Symbol | GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301 |
| Precautionary Statements | P301 + P310 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Faceshields;Gloves |
| Hazard Codes | Xi; Xn |
| Risk Phrases | 22 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 3.0 |
| RTECS | JX3890000 |
| Hazard Class | 6.1 |
Articles70
More Articles| Fungal metabolite myriocin promotes human herpes simplex virus-2 infection. Life Sci. 120 , 31-8, (2015) Myriocin is a fungal metabolite with antiviral activity, including influenza, hepatitis B, and hepatitis C viruses. We investigated whether myriocin has activity against human HSV-2, one of the most p... | |
| Phosphorylation of caveolin-1 on tyrosine-14 induced by ROS enhances palmitate-induced death of beta-pancreatic cells. Biochim. Biophys. Acta 1852(5) , 693-708, (2015) A considerable body of evidence exists implicating high levels of free saturated fatty acids in beta pancreatic cell death, although the molecular mechanisms and the signaling pathways involved have n... | |
| Ceramide metabolism regulates autophagy and apoptotic cell death induced by melatonin in liver cancer cells. J. Pineal Res. 59 , 178-89, (2015) Autophagy is a process that maintains homeostasis during stress, although it also contributes to cell death under specific contexts. Ceramides have emerged as important effectors in the regulation of ... |
Synonyms
| Thermozymocidin |
| ISP-1 |
| 6-Eicosenoic acid, 2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-, (2S,3R,4R,6E)- |
| (2S,3R,4R,6E)-2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-icosenoic acid |
| D-Serine, 2-[(1R,2R,4E)-1,2-dihydroxy-12-oxo-4-octadecen-1-yl]- |
| ISP-I |
| Myriocin from Mycelia sterilia |
| MFCD01632772 |
| Myriocin |
| Myriocin,Mycelia sterilia |
| antibiotic ISP-I |
| (E,2S,3R,4R)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid |
| 2-[(1R,2R,4E)-1,2-Dihydroxy-12-oxo-4-octadecen-1-yl]-D-serine |
