CAS 10030-73-6|Palmitelaidic acid
Introduction：Basic information about CAS 10030-73-6|Palmitelaidic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Palmitelaidic acid | ||
|---|---|---|---|
| CAS Number | 10030-73-6 | Molecular Weight | 254.408 |
| Density | 0.9±0.1 g/cm3 | Boiling Point | 363.6±0.0 °C at 760 mmHg |
| Molecular Formula | C16H30O2 | Melting Point | / |
| MSDS | / | Flash Point | 239.2±14.4 °C |
Names
| Name | palmitelaidic acid |
|---|---|
| Synonym | More Synonyms |
Palmitelaidic acid BiologicalActivity
| Description | Palmitelaidic acid is the trans isomer of palmitoleic acid. Palmitoleic acid is one of the most abundant fatty acids in serum and tissue. |
|---|---|
| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>GlucokinaseNatural Products >>Acids and AldehydesResearch Areas >>Metabolic Disease |
| Target | AMPK PPARα Glucokinase |
| In Vitro | The monounsaturated fatty acid palmitoleate (palmitoleic acid) is one of the most abundant fatty acids in serum and tissues, particularly adipose tissue and liver. Its endogenous production by stearoyl-CoA desaturase 1 gives rise to its cis isoform, cis-palmitoleate. Palmitoleic acid has been correlated with multiple cardiometabolic risk factors, including high blood pressure, total cholesterol, TGs, apoA-I, apoB, and endothelial dysfunction[1]. |
| In Vivo | Palmitoleic acid promotes a faster uptake of glucose in the body, associated with higher insulin concentration. Palmitoleic acid increases the phosphorylation of AMPK, up-regulates glucokinase and down-regulates SREBP-1. Regarding AMPK downstream, palmitoleic acid increases the production of FGF-21 and stimulates the expression of PPARα[2]. Palmitoleic acid reduces body weight increase, ameliorates the development of hyperglycemia and hypertriglyceridemia, and improves insulin sensitivity. Furthermore, palmitoleic acid down-regulates mRNA expressions of proinflammatory adipocytokine genes (TNFα and resistin) in white adipose tissue and lipogenic genes (SREBP-1, FAS, and SCD-1) in liver[3]. |
| Animal Admin | Mice: Male C57BL/6J wild type and PPARα-KO mice are fed a high-fat diet or a standard diet for 12 weeks. In the last two weeks, the HF-fed mice are treated daily with oleic acid (300 mg/kg of body weight) or palmitoleic acid (00 mg/kg of body weight) by oral gavage. After 12 weeks, the mice are fasted for 6 h, injected with insulin or PBS vehicle. Blood and liver samples are collected and stored for the further analysis of RNA and protein expression[2]. |
| References | [1]. Frigolet ME, et al. The Role of the Novel Lipokine Palmitoleic Acid in Health and Disease. [2]. de Souza CO, et al. Palmitoleic Acid Improves Metabolic Functions in Fatty Liver by PPARα-Dependent AMPK Activation. J Cell Physiol. 2016 Dec 7. doi: 10.1002/jcp.25715. [3]. Yang ZH, et al. Chronic administration of palmitoleic acid reduces insulin resistance and hepatic lipid accumulation in KK-Ay Mice with genetic type 2 diabetes. Lipids Health Dis. 2011 Jul 21;10:120. |
Chemical & Physical Properties
| Density | 0.9±0.1 g/cm3 |
|---|---|
| Boiling Point | 363.6±0.0 °C at 760 mmHg |
| Molecular Formula | C16H30O2 |
| Molecular Weight | 254.408 |
| Flash Point | 239.2±14.4 °C |
| Exact Mass | 254.224579 |
| PSA | 37.30000 |
| LogP | 6.64 |
| Vapour Pressure | 0.0±1.7 mmHg at 25°C |
| Index of Refraction | 1.466 |
| InChIKey | SECPZKHBENQXJG-BQYQJAHWSA-N |
| SMILES | CCCCCCC=CCCCCCCCC(=O)O |
| Storage condition | -20°C |
Synonyms
| Palmitelaidic acid |
| trans-9-Hexadecenoic acid |
| (9E)-9-Hexadecenoic acid |
| (E)-Palmitoleic acid |
| trans-9-palmitoleic acid |
| trans-palmitoleic acid |
| trans-Hexadec-9-enoic acid |
| 9-trans-Hexadecenoic acid |
| (9E)-hexadec-9-enoic acid |
| 9-Hexadecenoic acid, (9E)- |
| 9-Hexadecenoic acid, (E)- |
| cis-9hexadecenoic acid |
