Home>>Lipids>> Glycerolipids>>1,2-Dioleoyl-3-linoleoyl-rac-glycerol

1,2-Dioleoyl-3-linoleoyl-rac-glycerol

(Synonyms: 1,2反-油酸-3-亚油酸甘油酯,OOL) 目录号 : GC40330

A triacylglycerol

1,2-Dioleoyl-3-linoleoyl-rac-glycerol Chemical Structure

Cas No.:2190-20-7

规格 价格 库存 购买数量
5mg
¥942.00
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10mg
¥1,662.00
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25mg
¥3,941.00
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50mg
¥5,551.00
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产品描述

1,2-Dioleoyl-3-linoleoyl-rac-glycerol (OOL) is a triacylglycerol containing oleic acid at the sn-1 and sn-2 positions and linoleic acid at the sn-3 position. It is found in a variety of seed and vegetable oils, including pumpkin seed, olive, and sesame oils.[1] [2] [3] 

Reference:
[1]. Ghaleb, M.L., Farines, M., and Soulier, J. Chemical composition of seed oils of pumpkin, gourd and melon. Rev. Fr. Corps Gras 38(1-2), 17-22 (1991).
[2]. Ruiz-Samblás, C., Rodríguez-Cuadros, L., González-Casado, A., et al. A straightforward quantification of triacylglycerols (and fatty acids) in monovarietal extra virgin olive oils by high-temperature GC. Anal. Methods 4(3), 753-758 (2012).
[3]. U.S.Pharmacopeia, and Formulary, N. Official Monographs NF 19; Sesame Oil. USP 24-NF 19, 3rd Supplement 19th ed., 3138-3139 (2001).

Chemical Properties

Cas No. 2190-20-7 SDF
别名 1,2反-油酸-3-亚油酸甘油酯,OOL
化学名 9Z,12Z-octadecadienoic acid 2,3-bis[[(9Z)-1-oxo-9-octadecen-1-yl]oxy]propyl ester
Canonical SMILES CCCCCCCC/C=C\CCCCCCCC(OC(COC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)=O
分子式 C57H102O6 分子量 883.4
溶解度 10mg/mL in ethanol, or in DMF 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 1.132 mL 5.66 mL 11.3199 mL
5 mM 0.2264 mL 1.132 mL 2.264 mL
10 mM 0.1132 mL 0.566 mL 1.132 mL
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Research Update

Enantiomeric separation of asymmetric triacylglycerol by recycle high-performance liquid chromatography with chiral column

J Chromatogr A 2011 May 20;1218(20):2880-6.PMID:21429494DOI:10.1016/j.chroma.2011.02.067.

In our previous studies, we employed recycle HPLC for the separation of triacylglycerol (TAG)-positional isomers (PIs). In this study, a recycle HPLC system equipped with a polysaccharide-based chiral column was applied to the enantiomeric separation of some asymmetric TAGs having straight-chain C16-C18 acyl residues. As a result, 1,2-dipalmitoyl-3-oleoyl-rac-glycerol (rac-PPO), 1,2-dioleoyl-3-palmitoyl-rac-glycerol (rac-OOP), and 1,2-dipalmitoyl-3-linoleoyl-rac-glycerol (rac-PPL) were resolved into their respective enantiomers. However, neither 1,2-Dioleoyl-3-linoleoyl-rac-glycerol (rac-OOL), consisting of only unsaturated fatty acids, nor 1,2-dipalmitoyl-3-stearoyl-rac-glycerol (rac-PPS), consisting of only saturated fatty acids, was resolved. These results suggest that the asymmetric TAGs, used in this study, having both a palmitic acid moiety and an oleic acid (or a linoleic acid) moiety at the sn-1 or sn-3 positions are resolved by the chiral column. This new chiral separation method can be used in combination with atmospheric pressure chemical ionization mass spectrometry to determine the sn-OOP/sn-POO ratio in palm oil. This method is applicable for the chiral separation of asymmetric TAGs in palm oil.

Research on the effect of spleen-invigorating and anti-swelling active ingredients in crude and processed coix seed based on Spectrum - Effects relationship combined with chemometrics

J Pharm Biomed Anal 2021 Oct 25;205:114350.PMID:34507270DOI:10.1016/j.jpba.2021.114350.

Coix seed (CS) is the dry mature seed kernel of Coix lacrma-jobi L. var. mayuen (Roman.) Stapf, which has the effect of spleen-invigorating and anti-swelling. However, research reports on the main active ingredients of CS were minimal. The purpose of this study was to find the main active ingredients that affect the efficacy of CS to invigorate the spleen and reduce swelling through the spectrum-effect relationship, combined with chemometrics, grey relational analysis (GRA) and entropy method, and to compare the differences between the effects of crude and processed CS. First of all, the HPLC-ELSD method was used to establish the chromatographic fingerprint of CS, and 12 batches of CS samples were analyzed through chemometrics in this study. Then, we studied the effect of spleen-invigorating and anti-swelling in CS. Finally, through grey relational analysis and entropy method, the spectrum-effect relationship between the chromatographic fingerprint and the seven pharmacodynamic effect indexes was studied. The results showed that the main pharmacologically active ingredients were 1,3-Dioleoyl-2-palmitoylglycerol (peak 8), 1,2-dilinoleoyl-3-oleoyl-rac-glycerol (peak 2), 1,3-Dipalmitoyl-2-Linolein (peak 5), 1,2-Dilinoleoyl-3-palmitoyl-rac-glycerol (peak 3), 1,2-Dioleoyl-3-linoleoyl-rac-glycerol (peak 4), and glycerol trioleate (peak 7), and the comprehensive efficacy of bran-fried CS was better than that of raw CS. In summary, we have identified the main active ingredients related to the efficacy of CS. As far as we know, this is the first time that the crude and processed CS spectrum-effect relationship has been established and compared, which provides a theoretical basis for subsequent studies on the material basis and molecular mechanism of CS pharmacodynamics.