Introduction：Basic information about CAS 69207-52-9|2-Tetradecyl-2-oxiranecarboxylic acid methyl ester, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 2-Tetradecyl-2-oxiranecarboxylic acid methyl ester |
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| CAS Number | 69207-52-9 | Molecular Weight | 298.46100 |
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| Density | 0.944g/cm3 | Boiling Point | 361.4ºC at 760 mmHg |
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| Molecular Formula | C18H34O3 | Melting Point | 44-46 ºC |
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| MSDS | / | Flash Point | 150.9ºC |
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Names
| Name | Methyl palmoxirate |
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| Synonym | More Synonyms |
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BiologicalActivity
| Description | McN3716 is a carnitine palmitoyltransferase I (CPT-1) inhibitor. |
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| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Metabolic Disease |
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| Target | Carnitine palmitoyltransferase I (CPT-1)[1] |
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| In Vivo | Inhibition of brain mitochondrial β-oxidation by McN3716 (Methyl palmoxirate, MEP) significantly reduces the levels of all measured HETE and epoxytrienoic acids (EET), nonenzymatic auto-oxidative metabolites of ARA, by 23% to 44% and 32% to 50% compared with vehicle-injected rats, respectively, except for 15-HETE which was unaffected. There is a significant 34% reduction in the level of 6-keto-PGF1α, a byproduct of PGI2 (prostacyclin) in McN3716-treated rats. Similarly, the brain level of hydroxyeicosapentaenoic acids, nonenzymatic auto-oxidative metabolites of EPA, is reduced by 35% to 76% upon McN3716 treatment relative to vehicle[1]. |
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| Animal Admin | Rats[1] Male Sprague Dawley rats are used. The rats receive ad libitum access to standard chow and water. At 15 weeks of age, six rats were subjected to either high-energy, head-focused microwave irradiation or CO2 asphyxiation. A separate group of 11 rats were implanted with a tail vein catheter (intravenous catheter 24 gauge/0.75 inch) and received either an intravenous injection of vehicle or 10 mg/kg of McN3716. Fifteen minutes after injection, rats were rapidly euthanized by high-energy, head-focused microwave irradiation (13.5 kW for 1.6 seconds) to avert ischemia for accurate quantification of in vivo basal levels of nonenzymatic auto-oxidative PUFA metabolites and enzymatically derived metabolites. Previously, we reported that this method reduced β-oxidation of fatty acid by 23% to 74%. McN3716 (Methyl palmoxirate, MEP) readily crosses the blood–brain barrier with a plasma half-life of 0.6 minute in the rat. The brain was excised and stored at -80°C for lipidomics profiling. |
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| References | [1]. Chen CT, et al. Inhibiting mitochondrial β-oxidation selectively reduces levels of nonenzymatic oxidative polyunsaturated fatty acid metabolites in the brain. J Cereb Blood Flow Metab. 2014 Mar;34(3):376-9. |
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Chemical & Physical Properties
| Density | 0.944g/cm3 |
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| Boiling Point | 361.4ºC at 760 mmHg |
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| Melting Point | 44-46 ºC |
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| Molecular Formula | C18H34O3 |
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| Molecular Weight | 298.46100 |
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| Flash Point | 150.9ºC |
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| Exact Mass | 298.25100 |
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| PSA | 38.83000 |
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| LogP | 5.01960 |
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| Index of Refraction | 1.46 |
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| InChIKey | RSSDZUNGAWCFPT-UHFFFAOYSA-N |
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| SMILES | CCCCCCCCCCCCCCC1(C(=O)OC)CO1 |
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| Storage condition | 2-8℃ |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- RR0425000
- CHEMICAL NAME :
- 2-Oxiranecarboxylic acid, 2-tetradecyl-, methyl ester
- CAS REGISTRY NUMBER :
- 69207-52-9
- LAST UPDATED :
- 198910
- DATA ITEMS CITED :
- 2
- MOLECULAR FORMULA :
- C18-H34-O3
- MOLECULAR WEIGHT :
- 298.52
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 145 mg/kg
- SEX/DURATION :
- female 15-22 day(s) after conception lactating female 21 day(s) post-birth
- TOXIC EFFECTS :
- Reproductive - Specific Developmental Abnormalities - urogenital system Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive)
- REFERENCE :
- TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 35,47A,1987
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 29 mg/kg
- SEX/DURATION :
- female 15-22 day(s) after conception lactating female 21 day(s) post-birth
- TOXIC EFFECTS :
- Reproductive - Effects on Newborn - biochemical and metabolic
- REFERENCE :
- TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 35,47A,1987
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Synonyms
| methyl 2-tetradecyloxirane-2-carboxylate |
| 2-Tetradecyloxiranecarboxylic acid methyl ester |
| methyl 2-tetradecylglycidate |
| MCN-3716 |
| Methyl parmoxirate |
| methyl 2-tetradecyloxiranecarboxylate |
| 2-Tetradecyloxirane-2-carboxylic acid methyl ester |
| ethyl palmoxirate |
| 2-Tetradecyl-2-oxiranecarboxylic acid methyl ester |
| McN3716 |
