CAS 86390-77-4|1-Oleoyl-2-acetyl-rac-glycerol
| Common Name | 1-Oleoyl-2-acetyl-rac-glycerol | ||
|---|---|---|---|
| CAS Number | 86390-77-4 | Molecular Weight | 398.577 |
| Density | 1.0±0.1 g/cm3 | Boiling Point | 490.0±15.0 °C at 760 mmHg |
| Molecular Formula | C23H42O5 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 152.3±13.9 °C |
Names
| Name | 1-Oleoyl-2-acetyl-sn-glycerol |
|---|---|
| Synonym | More Synonyms |
1-Oleoyl-2-acetyl-rac-glycerol BiologicalActivity
| Description | 1-Oleoyl-2-acetyl-sn glycerol is a synthetic, cell permeable diacylglycerol analog. 1-Oleoyl-2-acetyl-sn glycerol activates calcium-dependent protein kinase C (PKC) and induces the superoxide-production. |
|---|---|
| Related Catalog | Signaling Pathways >>Epigenetics >>PKCResearch Areas >>Metabolic DiseaseSignaling Pathways >>TGF-beta/Smad >>PKC |
| References | [1]. Fujita I, Irita K, Takeshige K, Minakami S. Diacylglycerol, 1-oleoyl-2-acetyl-glycerol, stimulates superoxide-generation from human neutrophils. Biochem Biophys Res Commun. 1984;120(2):318-324. [2]. Martin AC, Cooper DM. Capacitative and 1-oleyl-2-acetyl-sn-glycerol-activated Ca(2+) entry distinguished using adenylyl cyclase type 8. Mol Pharmacol. 2006;70(2):769-777. |
Chemical & Physical Properties
| Density | 1.0±0.1 g/cm3 |
|---|---|
| Boiling Point | 490.0±15.0 °C at 760 mmHg |
| Molecular Formula | C23H42O5 |
| Molecular Weight | 398.577 |
| Flash Point | 152.3±13.9 °C |
| Exact Mass | 398.303223 |
| PSA | 72.83000 |
| LogP | 7.45 |
| Vapour Pressure | 0.0±2.8 mmHg at 25°C |
| Index of Refraction | 1.471 |
| InChIKey | PWTCCMJTPHCGMS-YRBAHSOBSA-N |
| SMILES | CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)OC(C)=O |
| Storage condition | −20°C |
| Stability | Temperature Sensitive. This compound can rearrange to the 1,3-isomer in solution or during prolonged storage. |
| Water Solubility | ethanol: 20 mg/mL |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves |
|---|---|
| Hazard Codes | F+ |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
Articles46
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| Calcium sensing receptor modulates extracellular calcium entry and proliferation via TRPC3/6 channels in cultured human mesangial cells. PLoS ONE 9(6) , e98777, (2014) Calcium-sensing receptor (CaSR) has been demonstrated to be present in several tissues and cells unrelated to systemic calcium homeostasis, where it regulates a series of diverse cellular functions. A... | |
| A functional tandem between transient receptor potential canonical channels 6 and calcium-dependent chloride channels in human epithelial cells. Eur. J. Pharmacol. 765 , 337-45, (2015) TRPC6 plays important human physiological functions, notably in artery and arterioles constriction, in regulation of vascular volume and in bronchial muscle constriction. It is implicated in pulmonary... |
Synonyms
| 2-Acetoxy-3-hydroxypropyl (9Z)-9-octadecenoate |
| 9-Octadecenoic acid, 2-(acetyloxy)-3-hydroxypropyl ester, (9Z)- |
| 9-Octadecenoic acid, (2S)-2-(acetyloxy)-3-hydroxypropyl ester, (9Z)- |
| 1-oleoyl-2-acetyl-sn-glycerol |
| (2S)-2-Acetoxy-3-hydroxypropyl (9Z)-9-octadecenoate |
| 2-(acetyloxy)-3-hydroxypropyl (9Z)-octadec-9-enoate |
| MFCD00166985 |
| 1-Oleoyl-2-acetyl-rac-glycerol |
