Name | Seco-isolariciresinol diglucoside |
Synonyms | LGM2605 Lini Semen Flaxseed Extract Secoisolariciresinol Diglucosi Seco-isolariciresinol diglucoside SDG,Seco-isolariciresinol diglucoside Seco-isolariciresinol diglucoside(SDG)(P) SECO-ISOLARICIRESINOL DIGLUCOSIDE(SDG)(P) 2,3-Bis(3-methoxy-4-hydroxybenzyl)butane-1,4-diol 1,4-diglucoside |
CAS | 148244-82-0 |
InChI | InChI=1/C20H26O6.C6H12O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2;7-1-2-3(8)4(9)5(10)6(11)12-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3;2-11H,1H2/t15-,16-;2-,3-,4+,5-,6-/m01/s1 |
InChIKey | SBVBJPHMDABKJV-PGCJWIIOSA-N |
Molecular Formula | C32H46O16 |
Molar Mass | 542.57 |
Boling Point | 609.1°C at 760 mmHg |
Flash Point | 322.1°C |
Solubility | Insoluble in water and cold petroleum ether, easily soluble in acetone, methanol, ethanol, chloroform, ethyl acetate. |
Vapor Presure | 1.09E-15mmHg at 25°C |
Appearance | White powder |
Color | white to off-white |
Storage Condition | 2-8°C |
WGK Germany | 3 |
Reference Show more | 1. Sarula Song Xiaoling Zhao Xiaoqing et al. Evaluation of Lignan Content and Genetic Diversity in Flax [J]. Crop Journal 2019 188(01):56-62. 2. Feng Xiaohui, Zhang Fujin, Shao Wenjie, et al. Study on key influencing factors of flax lignan extraction in laboratory [J]. Inner Mongolia Agricultural Science and Technology 2013. 3. Wang Rong, Yang Kuan, Chen Chunni et al. Protective effect of flax lignan on oxidative stress in red blood cells and liver tissues induced by AAPH [J]. China Oil 2019 044(007):98-102. 4. Feng Xiaohui, Shao Wenjie, Li Guoyin and Wang Qiuyu. Study on Extraction Method of Flax Lignan [J]. Agricultural Products Processing (Journal) 2014(01):30-31. 5. Feng Xiaohui, Yao Yiping, Dong Taiyin, et al. Research on Key Factors of Lignan Accumulation in Flaxseed and Its Antioxidant Activity [J]. Journal of Inner Mongolia Agricultural University (Natural Science Edition) 2020 v.41;No.159(03):51-55. 6. Yang Xueyan opened Nie Lin Feng Wang Fang Deng Li. Study on Comprehensive Extraction Technology of Flaxseed Functional Components [J]. China Oil and Oils 2017 42(01):116-120 124. 7. Yang Xueyan, Deng Li, Lin Feng, et al. Purification of flax lignan by macroporous adsorption resin [J]. Bioprocessing, 2016(14):16. 8. Feng Xiaohui, Li Guoyin, Song Jie, et al. Determination of lignan in flaxseed by high performance liquid chromatography [J]. Animal Husbandry and Feed Science, 2016(12). 9. Tan Chuanbo. Study on Bioactive Substances in Fresh Camellia Oil [J]. Grain and Oil, Annual Hunan Science and Technology Major Project (2018NK1030). 10. Tan Chuanbo, Tian Hua, Lai Qiongwei, et al. Comparison of Bioactive Substances in Camellia Oil by Different Processes [J]. China Oil, 2018, 43(12):48-51 56. 11. Yi Liuxi, Sarula, Wang Shuyan, Li Zhiwei, Schinbaatar, Li Qiang. SSR Correlation Analysis of Flax Lignan Content [J]. North China Agronomy Journal, 2021,36(01):63-70. 12. [IF = 6.543] Lu Min et al."Secoisolariciresinol Diglucoside Delays the Progression of Aging-Related Diseases and Extends the Lifespan of Caenorhabditis elegans via DAF-16 and HSF-1." Oxid Med Cell Longev. 2020;2020:1293935 13. [IF = 4.162] Jiuling Deng et al."A Network Pharmacology-Based Investigation to the Pharmacodynamic Material Basis and Mechanisms of the Anti-Inflammatory and Anti-Viral Effect of Isatis indigotica." Drug Des Dev Ther. 2021; 15: 3193-3206 |
plant extract | flaxseed extract is an extract of flaxseed from flax family plant, and its main components are lignans, flaxseed oil, flaxseed gum, etc. Lignans are converted in the internal organs into compounds with the same structure as the natural estrogen secreted by the body. Flax gum is a green food additive, which can replace pectin, agar, gum arabic, seaweed gum, etc., as a thickener, binder, stabilizer, emulsifier and foaming agent, etc., and is widely used in food, chemical, Pharmaceutical and other fields. |
Source plant | The main source is flax. Annual herb, 30~100cm high. Stems erect, only upper part of branches, base slightly woody, glabrous. Leaves alternate, sessile, striped to stripe-lanceolate, 1.8~3.2cm long, 2~5mm wide, apex acute, entire, veins usually 3 out. The flower is solitary at the top of the branch and between the upper leaf axils, the flower stalk is 2~3cm long; sepals 5, ovate, persistent; petals 5, obovate, blue, 7~10mm long, easy to wither; Stamens 5, filament base connate, staminodes 5, only dentate marks, interacting with stamens; ovary 5-loculed, style 5, separated, stigma striped. The capsule is spherical, about 6~8mm long and about 6~7mm in diameter. apical 5-petal cleft; seeds 10, flattened, shortly rounded. The flowering period is from June to July. The fruit period is from July to September. It is cultivated in most parts of our country. Figure 1 is flax |
main ingredients | flaxseed is not only rich in oil and protein, but also contains high edible fiber, minerals, vitamins a, B, d, e, phenolic acids, flavonoids, phytic acid, lecithin and other nutrients. 1 Flaxseed oil Flaxseed contains more than 35% oil and is rich in α-linolenic acid. Li Gaoyang used GC-MS technology to analyze the chemical composition of linseed oil and identified 13 fatty acids, including 4 saturated fatty acids and 9 unsaturated fatty acids. 9 unsaturated fatty acids accounted for 87.1% of the total fatty acids. Among them, linolenic acid (49.05%), oleic acid (22.34%), linoleic acid (13.73%) are the main ones. Wang Peipei also carried out the same analysis and identified 10 kinds of fatty acids, containing 4 kinds of unsaturated fatty acids accounting for 82.38% of the total fatty acids, of which linolenic acid has the highest proportion and is the 74.01%. 2 flax gum flax gum is a new type of natural plant colloid extracted from flaxseed. flaxseed gum, also known as Flaxseed gum, exists in flaxseed shells with a content of 10g/100g ~ 15g/100g. Its main components are 80% polysaccharides and 9% protein, its polysaccharides are mainly D-xylose, L-rhamnose, D-galactose, L-arabinose, L-fucose, etc. 3 The main lignan in linseed is ring-opening isolarix resinol (SECO) and its glycoside ring-opening isolarix resinol diglucoside (SDG). fig. 2 shows the composition and content (%) of flaxseed |
pharmacological effects | 1. lowering blood lipids, preventing coronary heart disease and atherosclerosis: α-linolenic acid (LNA) in flaxseed can significantly reduce triglyceride and cholesterol in serum. 2. Anti-tumor: α-linolenic acid and its derivatives EPA and DHA have the effects of preventing tumor occurrence and inhibiting tumor cell proliferation. 3. Prevention of colon cancer, prostate cancer, and thymic cancer: It has been proved that lignans can inhibit the activity of enzymes that promote the formation of primary bile acid (cholesterol -7 α-hydrolase), thereby affecting the metabolism of bile acid and cholesterol, To achieve the effect of preventing colon cancer. Studies have shown that high levels of EL in the prostatic fluid can reduce the incidence of prostate cancer. Lignans in flaxseed can promote the production of ED and EL, thus preventing the occurrence of prostate cancer. Clinical studies have shown that flaxseed lignans can reduce the size and number of breast tumors and are closely related to the prevention of breast cancer. 4. Prevention of diabetes: The rich soluble fiber in flaxseed can also reduce the production of postprandial blood sugar and the response to the increase of insulin in the blood, delay the gastric emptying rate, delay the digestion of starch in the small intestine or slow down glucose The absorption in the intestine also has a preventive effect on the occurrence of diabetes. 5. Brain strengthening and eyesight improving: α-linolenic acid can be converted into DHA in the liver. DHA is known as "brain gold" in my country. It can not only prevent and treat cardiovascular diseases, but more importantly, DHA has the characteristics of easily entering brain cells through blood vessels. It is an essential substance for maintaining the normal physiological function of cranial nerves and cerebral omentum, and plays an important role in the formation, growth and development of brain cells. |
detoxification method | flaxseed is composed of shell and kernel. its main components are oil and protein, and it also contains a certain amount of anti-nutritional factors or toxic substances such as viscose, phytic acid, diglycoside, anti-VB6 factor, especially the toxicity of cyanide glycoside, which greatly limits the use of flaxseed. The toxicity of cyanogenic glycosides is the result of the release of cyanide (HCN) due to the action of β-glycosidase, and HCN is a respiratory inhibitor. Many attempts have been made to remove cyanogenic compounds from flaxseed powder. Commonly used flaxseed detoxification methods include boiling method, warm treatment method, acid treatment-wet heat treatment method and dry heat treatment method, as well as new methods developed in recent years, such as extrusion method, microwave method, autoclave method, microorganism method and solvent method. 1. Boiling method: Boiling method detoxification is flaxseed in sufficient water to make the glycosidase in it fully effective, and finally the cyanogenic glycoside is converted into HCN and released. This method is effective for flaxseed meal The detoxification effect is the best. 2. Solvent method: This method mainly uses polar solvent to extract cyanogenic glycoside to remove diglycoside from meal. Its detoxification mechanism is that cyanide is easily soluble in methanol and water, and the role of ammonia is to hydrolyze complex forms of cyanide into a simple form, and finally release it in the form of HCN. 3. Baking method: The baking method has the worst effect of removing cyanogenic glycosides, because this method is carried out under dry conditions, with no (or little) water, which inhibits the activity of the enzyme, so it cannot effectively Make cyanogenic glycosides into HCN and release them; at the same time, because there is no high pressure condition, the structure of cyanogenic glycosides and other anti-nutritional factors cannot be destroyed. 4. High-pressure cooking method: High-pressure cooking method is a processing operation under high pressure and high temperature. At a certain temperature, the enzyme activity increases, which is convenient for cyanogenic glycosides to be converted into HCN and released. In addition, the presence of water vapor can promote the enzyme reaction or improve its ability to transmit HCN. At the same time, high pressure can also make The chemical structure of cyanogenic glycosides and other anti-nutritional factors is destroyed or even lost toxicity, thereby playing a role of detoxification. 5. Microbial method: Microbial method is a small amount of glycosidase produced by mold during fermentation, and degrades cyanogenic glycosides in flaxseed to achieve the purpose of detoxification, but the activity of microbial enzymes is low, so the detoxification effect is poor. 6. Microwave method: Microwave heating due to its selective absorption characteristics, the consumption factor of water during heating is larger than that of other media, so the temperature rises faster, which will not cause other substances to heat up too fast, which is the so-called "leveling" effect. It is precisely because of the leveling effect of microwave heating that the water in flaxseed heats up rapidly, which activates the activity of glycosidase (the heating rate of glycosidase is slower than that of water), so that cyanogenic glycosides are quickly converted into cyanol, and then Cracked into HCN. The formed HCN is evaporated and released together with water. In addition, because the microwave heating has the characteristics of heating the heated material inside and outside at the same time, this makes the outer surface of the flaxseed material does not first form a burnt and hard shell, so that water and the generated HCN can be released relatively easily. 7. Extrusion method: The extrusion method has the functions of high temperature, high pressure, short-term strong extrusion, shear treatment and heat treatment, which damages the chemical structure of cyanogenic glycosides and other anti-nutritional factors or even loses toxicity, thereby playing The role of detoxification. |
extraction of rubber powder | test method for flaxseed grinding and extraction of flaxseed rubber powder weigh a certain amount of flaxseed, close the discharge port located under the screen before feeding, add flaxseed from the feed hopper to the grinding chamber composed of the gap between the screen and the sand roller, cover the feed hopper, set the grinding time, and drive the sand roller to run after starting, complete the grinding within the set time, pull open the metal insert at the discharge port, release the polished flaxseed from the discharge port, and then open the side window to clean the rubber powder on the screen. through research, flaxseed rubber powder can be successfully obtained by grinding flaxseed with sand roller when the flaxseed filling rate is controlled at 40% ~ 80%, which shows that the technology of grinding and extracting flaxseed rubber powder is feasible. |
application | 1. linseed oil has three main applications in the food industry nutritious edible oil, new health food and fortified food. After refining, linseed oil can be mixed with rice bran oil, corn oil, soybean oil and other vegetable oils according to the fatty acid mode of human body needs into nutrient blend oil. Linseed oil has entered the homes of ordinary people as a functional oil in the United States, Canada and other places. At present, the main linseed oil products in the domestic market include low-temperature cold pressed linseed oil, strong-flavor linseed oil, special linseed oil for pregnant women, special cold pressed linseed oil for students, and linseed oil blend oil. Linseed oil can also be made into soft capsules rich in linolenic acid, oral liquid and other dosage forms by microcapsule technology, which can relieve visual fatigue and other effects. As a food additive, flaxseed can be reasonably added to various foods such as infant milk powder, canned food, beverages, frozen food, and pastria in the form of fortified food to strengthen nutrition. 2. Application of flaxseed in livestock and poultry feed The development of flaxseed feed rich in flaxseed oil can increase the content of n-3 fatty acids in meat, eggs and milk on the one hand, so that the proportion of fatty acids is more in line with the requirements of human health. On the other hand, animals can also improve their own health level by taking in feed containing flaxseed oil, but they should pay attention to appropriate addition. 3. Application of flaxseed in livestock and poultry feed The development of flaxseed feed rich in flaxseed oil can increase the content of n-3 fatty acids in meat, eggs and milk on the one hand, so that the proportion of fatty acids is more in line with the requirements of human health. On the other hand, animals can also improve their own health level by taking in feed containing flaxseed oil, but they should pay attention to appropriate addition. 4. The application of flaxseed in cosmetics The flaxseed oil for cosmetics is mainly prepared by low-temperature pressing. Because it is rich in functional ingredients and has excellent spreading and permeability required by cosmetic oils, Europe and the United States The developed countries such as linseed oil and flaxseed active ingredients have been successfully developed as functional raw materials for cosmetics, and have been successfully applied to a variety of skin and hair care cosmetics and special-purpose cosmetics. Flaxseed oil is not only used as an excellent conditioner and humectant, but also has some special therapeutic uses. For example, it contains trace peptides-cyclic oil peptide A has immunosuppressive and anti-inflammatory effects. Omega-3 α-linolenic acid has obvious effects on some skin defects such as dry and rough skin, chapped skin, wrinkles, itching, allergies, eczema, acne, etc. Repair has obvious effects. Alpha-linolenic acid and linoleic acid are the most powerful 5 α-dehydrogenase inhibitors found so far, and can be used in special hair cosmetics for the treatment of alopecia. Davis invented a special hair growth cosmetic formula containing linseed oil for the root of male hair loss. |