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cis-8-Octadecenoic Acid

(Synonyms: cis-8-Octadecenoate) 目录号 : GC41585

A monounsaturated fatty acid

cis-8-Octadecenoic Acid Chemical Structure

Cas No.:5684-71-9

规格 价格 库存 购买数量
500μg
¥770.00
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1mg
¥1,473.00
现货
5mg
¥5,396.00
现货

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Sample solution is provided at 25 µL, 10mM.

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产品描述

cis-8-Octadecenoic acid is a monounsaturated fatty acid and an isomer of oleic acid , trans-vaccenic acid , trans-petroselinic acid , and cis-petroselinic acid . It has been found in partially hydrogenated vegetable oil and milk fat.[1]

Reference:
[1]. Yoshinaga, K., Asanuma, M., Mizobe, H., et al. Characterization of cis- and trans-octadecenoic acid positional isomers in edible fat and oil using gas chromatography-flame ionisation detector equipped with highly polar ionic liquid capillary column. Food Chem. 160, 39-45 (2014).

Chemical Properties

Cas No. 5684-71-9 SDF
别名 cis-8-Octadecenoate
化学名 8Z-octadecenoic acid
Canonical SMILES CCCCCCCCC/C=C\CCCCCCC(O)=O
分子式 C18H34O2 分子量 282.5
溶解度 30mg/mL in DMSO, or in DMF 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 3.5398 mL 17.6991 mL 35.3982 mL
5 mM 0.708 mL 3.5398 mL 7.0796 mL
10 mM 0.354 mL 1.7699 mL 3.5398 mL
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Research Update

Incorporation of trans-8- and cis-8-Octadecenoic Acid isomers in human plasma and lipoprotein lipids

Lipids 1989 Jan;24(1):61-9.PMID:2747432DOI:10.1007/BF02535266.

Mixtures of deuterium-labeled trans-8, cis-8 and cis-9-octadecenoic acids (8t-18:1, 8c-18:1, 9c-18:1) were fed as triglycerides (TG) to two adult male subjects. Blood samples were collected sequentially over a 48-hour period. Plasma and lipoprotein lipids were separated by thin layer chromatography and analyzed by gas chromatography-mass spectroscopy. Results indicate (i) absorption of the 8t- and 8c-18:1 isomers were similar to 9c-18:1; (ii) the 8t-18:1 isomer was cleared approximately 30% faster than 9c-18:1 from plasma TG; (iii) cholesterol ester samples contained 8.4 times less 8t-18:1 than 9c-18:1; (iv) incorporation at the 1-acyl phosphatidylcholine (PC) position was higher for 8t-18:1 and 8c-18:1 (2.2 and 1.7 times) than for 9c-18:1; and (v) discrimination at the 2-acyl PC position was 4.6-fold against 8t-18:1 and 1.3-fold against 8c-18:1 compared with 9c-18:1. Discrimination against uptake of the delta-8 isomers in both neutral and phospholipid classes suggests that both 8t- and 8c-18:1 may be preferentially oxidized relative to 9c-18:1. Except for triglycerides, data for each of the lipid classes from total plasma and individual lipoprotein samples were similar. These data indicate that differences for incorporation and turnover of the 8t- and 8c-18:1 isomers relative to 9c-18:1 are not substantially influenced by the lipoprotein classes. The maximum isotopic enrichment detected in the chylomicron triglycerides fractions was 60%, which indicates that a substantial amount of endogenous triglycerides was mobilized during absorption of the deuterated fats.

Miracle fruit seed as a potential supplement for the treatment of learning and memory disorders in Alzheimer's disease

Front Pharmacol 2023 Jan 11;13:1080753.PMID:36712676DOI:10.3389/fphar.2022.1080753.

Currently, the treatment of Alzheimer's disease (AD) is still at the stage of symptomatic treatment due to lack of effective drugs. The research on miracle fruit seeds (MFSs) has focused on lipid-lowering and antidiabetic effects, but no therapeutic effects have been reported in AD. The purpose of this study was to provide data resources and a potential drug for treatment of AD. An AD mouse model was established and treated with MFSs for 1 month. The Morris water maze test was used to assess learning memory function in mice. Nissl staining was used to demonstrate histopathological changes. MFSs were found to have therapeutic implications in the AD mouse model, as evidenced by improved learning memory function and an increase in surviving neurons. To explore the mechanism of MFSs in treating AD, network pharmacological approaches, Gene Ontology (GO), Kyoto Encyclopedia of Genes and Genomes (KEGG), and molecular docking studies were carried out. Based on the network pharmacology strategy, 74 components from MFS corresponded to 293 targets related to the AD pathology. Among these targets, AKT1, MAPK3, ESR1, PPARG, PTGS2, EGFR, PPARA, CNR1, ABCB1, and MAPT were identified as the core targets. According to the relevant number of core targets, cis-8-Octadecenoic Acid, cis-10-octadecenoic acid, 2-dodecenal, and tetradecane are likely to be highly correlated with MFS for AD. Enrichment analysis indicated the common targets mainly enriched in AD and the neurodegeneration-multiple disease signaling pathway. The molecular docking predictions showed that MFSs were stably bound to core targets, specifically AKT1, EGFR, ESR1, PPARA, and PPARG. MFSs may play a therapeutic role in AD by affecting the insulin signaling pathway and the Wnt pathway. The findings of this study provide potential possibilities and drug candidates for the treatment of AD.