87-89-8
Inositol
CAS: 87-89-8;6917-35-7
Molecular Formula: C6H12O6
87-89-8 - Names and Identifiers
87-89-8 - Physico-chemical Properties
| Molecular Formula | C6H12O6 |
| Molar Mass | 180.16 |
| Density | 1.75 |
| Melting Point | 222-227 °C (lit.) |
| Boling Point | 232.96°C (rough estimate) |
| Water Solubility | 14 g/100 mL (25 ºC) |
| Solubility | Soluble in water (25°C,14g/100mL;60°C,28g/100mL), slightly soluble in ethanol, glacial acetic acid, ethylene glycol and glycerin, insoluble in ether, acetone and chloroform. |
| Vapor Density | 6.2 (vs air) |
| Appearance | White crystal or crystalline powder |
| Color | White |
| Merck | 14,4978 |
| BRN | 1907328 |
| pKa | 12.63±0.70(Predicted) |
| PH | 5-7 (100g/l, H2O, 20℃) |
| Storage Condition | 2-8°C |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.6170 (estimate) |
| MDL | MFCD00077932 |
| Physical and Chemical Properties | density 1.045 |
| Use | Used as biochemical reagents, also used in pharmaceutical and Organic synthesis |
87-89-8 - Risk and Safety
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 2 |
| RTECS | NM7520800 |
| TSCA | Yes |
| HS Code | 29061390 |
87-89-8 - Reference
| Reference Show more | 1. Ciyi fan Wang Haitao Liu Xiaohan et al. Effects of IP6 and INS combined with capecitabine on inflammatory factors and expression of MMP-2 MMP-9 in colorectal cancer mice [J]. Journal of precision medicine, 202035 Vol. 4, 2020-317 pages. 2. Hu Wenmin, Li Linzi, Zhang Ling, et al. Effects of pyrroloquinoline quinone on glycolipid metabolism, liver function and lipid peroxidation in hyperlipidemic rats [J]. Chinese Journal of Preventive Medicine, 2016v.17(01):23-27. 3. Fu Min, Song Yang, Li Xin, etc. Effect of inositol hexaphosphate combined with inositol on angiogenesis factors in liver metastasis of colorectal cancer [J]. Chinese Journal of Nutrition, 2016, 38(2):166-171. 4. Hu Min, Pan Lang, Zhu Pingping, etc. Effect of ultrasonic modification on properties and structure of dietary fiber from sunflower meal [J]. Chinese Journal of Food Science, 2019, v.19(11):94-105. 5. Huang, Yang, Lizhi, Yang, Xianqing et al. Isolation, purification and component analysis of polysaccharide from sepia ink from South China Sea [J]. Food science 2017(24):118-123. 6. Dong Shujia, Qin, Wei, Shuai, Liu, canzhen, et al. Effect of low nitrogen on ester synthesis in fermentation of Saccharomyces cerevisiae [J]. China brewing 2018 037(001):149-154. 7. CI Yifan, Wang Haitao, Liu Xiaohan, Chen Shen, Li Qianqian, Song Yang. Effects of IP6 and INS assisted capecitabine on inflammatory factors and expression of MMP-2 and MMP-9 in colorectal cancer mice [J]. Journal of precision medicine, 2020,35(04):313-317. 8. Fu, Min, et al. "Inositol hexaphosphate and inositol inhibit colorectal cancer metastasis to the liver in BALB/c mice." Nutrients 8.5 (2016): 286.https://doi.org/10.3390/nu8050286 9. Li, Chunlei, et al. "Inositol hexakisphosphate and inositol enhance the inhibition of colorectal cancer growth and liver metastasis by capecitabine in a mouse model." Nutrition and Cancer (2020): 1-9.https://doi.org/10.1080/01635581.2020.1820055 10. [IF=6.953] Yourui Xu et al."Isolation, characterization and bioactivities of the polysaccharides from Dicliptera chinensis (L.) Juss.."Int J Biol Macromol. 2017 Aug;101:603 11. [IF=4.546] Min Fu et al."Inositol Hexaphosphate and Inositol Inhibit Colorectal Cancer Metastasis to the Liver in BALB/c Mice."Nutrients. 2016 May;8(5):286 12. [IF=4.171] Fangfang Wu et al."Structure characterization of a novel polysaccharide from Hericium erinaceus fruiting bodies and its immunomodulatory activities."Food Funct. 2018 Jan;9(1):294-306 13. [IF=3.197] Fangfang Wu et al."Structural characterization of a novel polysaccharide fraction from Hericium erinaceus and its signaling pathways involved in macrophage immunomodulatory activity."J Funct Foods. 2017 Oct;37:574 14. [IF=6.953] Bingwu Liao et al."A novel Hericium erinaceus polysaccharide: Structural characterization and prevention of H2O2-induced oxidative damage in GES-1 cells."Int J Biol Macromol. 2020 Jul;154:1460 15. [IF=2.363] Chunlei Li et al."Inositol Hexakisphosphate and Inositol Enhance the Inhibition of Colorectal Cancer Growth and Liver Metastasis by Capecitabine in a Mouse Model."Nutrition And Cancer-An International Journal. 2020 Sep 16 16. [IF=6.576] Hui-qing Wu et al.Sequential Extraction, Characterization, and Analysis of Pumpkin Polysaccharides for Their Hypoglycemic Activities and Effects on Gut Microbiota in Mice.Front Nutr. 2021; 8: 769181 17. [IF=9.147] Ningxian Yang et al."Structure, physicochemical characterisation and properties of pectic polysaccharide from Premma puberula pamp.."Food Hydrocolloid. 2022 Feb;:107550 |
87-89-8 - Nature
Open Data Verified Data
- This product is white crystal or crystalline powder; Odorless, sweet; Melting point of 224~227 ℃. The aqueous solution was neutral to litmus test paper and had no optical rotation. Stable in air, stable to heat, strong acid and strong base, the solubility in water changes with temperature, the solubility in water is 15. 26g/lOOmL(18 °c), 27. 56g/lOOmL(50 C),74. 56g/lOOmL( 88 degrees C). Relative density of 1. 752, containing two crystal water Crystal density of 1- 524. Insoluble in ethanol, insoluble in ether and chloroform.
- inositol is usually present in the muscle, heart, liver, lung and other tissues of an animal in a free form, and may be combined with phosphoric acid to form creatine phosphate. In lower plants the main form is inositol phosphate, in higher plants is inositol hexaphosphate and inositol hexaphosphate of calcium and magnesium salts. Myo-inositol regulates the metabolism of lipids and sugars within the group classified as vitamin B according to the traditional classification and as monosaccharides according to the biochemical classification.
Last Update：2024-01-02 23:10:35
87-89-8 - Use
Open Data Verified Data
The dried calcium phytate was pulped with water at a ratio of 1 :( 3-3.5). If water paste calcium phytate can be directly hydrolyzed. The normal pressure hydrolysis needs to add the catalyst, the hydrolysis cycle is long, the inositol yield is low. Pressure hydrolysis can improve the yield and shorten the production cycle. After completion of the hydrolysis, the soluble phosphate and phosphoric acid salts can be removed by adding milk of lime to convert them to insoluble salts. Add milk of lime and neutralized to pH 8~9 can be filtered. Then 1.5% activated carbon was added and boiled for 15~20min to remove pigment and impurities. The decolorizing solution was crystallized at 32 ℃ to obtain crude myo-inositol. The crude product can be washed with distilled water to remove inorganic acid and inorganic salt. The more advanced method is to use anion and cation exchange resin to remove inorganic acid and inorganic salt, which avoids the loss of inositol caused by washing, and the product quality is better. The refined inositol can be dried at 60-70 ℃ to obtain the finished product.
Last Update：2022-01-01 11:13:25
87-89-8 - Use
Open Data Verified Data
- vitamins and hypolipidemic drugs. Promotes fat metabolism in the liver and other tissues. For fatty liver, hyperlipidemia adjuvant therapy.
- usage and dosage of oral, 0.5~1.Og, 1.5~3g a day.
- feed additives, with the addition of inositol to shrimp and salmon, can increase the growth rate and avoid the common inositol deficiency.
Last Update：2022-01-01 11:13:26
87-89-8 - Safety
Open Data Verified Data
sealed storage.
Last Update：2022-01-01 11:13:25
87-89-8 - Reference Information
| LogP | -2.08 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | myo-inositol, also known as cyclohexanol, hexahydroxycyclohexane, cyclohexitol, Myo-myo-inositol, belonging to one of the B vitamins, there are 9 kinds of isomers due to the different orientation of the hydroxyl group relative to the ring plane, of which 7 are optically inactive and 2 are optically active (left and right). In nature, it exists in all biological tissues in free or combined form. It is a common component in animal and plant cells. It can be synthesized by digestive tract microorganisms and participates in carbohydrate and lipid metabolism in the body. Animal body mainly exists in the form of phosphatidylinositol, brain, cardiac muscle and skeletal muscle is the most abundant; Plants mainly exist in the form of inositol phosphate, and can be associated with calcium, zinc, iron and the like are combined into insoluble compounds, which interfere with their digestion and absorption. Lack of inositol in the animal diet, hair removal occurs, affecting development. Inositol is related to calcium metabolism in cells, and its triphosphate derivatives can be released from lipid conjugates after cells are stimulated, act as second messengers, and mobilize intracellular calcium ions, regulation of many cell activities, such as secretion, metabolism, light transmission and cell division. |
| Food Source | the largest food sources of inositol are organic whole grains, nuts, cantaloupe, citrus fruits, lima beans, currants and cabbage. Milk also contains some inositol. |
| physiological function and function | inositol is a function of accelerating the metabolism of cells in the body and emulsifying fat, helps metabolize fat and cholesterol to avoid fatty liver. As people's material life is getting better and better, there are more and more people with fatty liver, so it is suggested that the problem of fatty liver can be improved by taking inositol. Inositol is an important and indispensable component of the human body, which can promote the metabolism of fat and cholesterol, and has a significant effect on improving hyperlipidemia, fatty liver and reducing serum lipids. Myo-inositol is good for eye protection and can prevent hair loss. |
| application field | clinically, myo-inositol is used together with vitamin B complex to prevent or reduce excess fat deposition in the liver, promote fat metabolism in the liver, reduce blood lipids, eliminate the role of fatty infiltration of liver cells. It can be used to treat fatty liver, alcoholic liver, atherosclerosis, hypercholesteremia, diabetes, alopecia, hyperlipidemia, etc. Derivatives of inositol, such as phosphatidylinositol, are one of the components of cell membranes, and phytate (phytic acid) or calcium magnesium phytate (phytin) often accumulates in the seeds of higher plants. The inositol hexaphosphate extracted from rice bran or wheat bran can be used as antioxidant, stabilizer and preservative in food. Inositol can be widely used in medicine, chemical industry, food and so on. It has curative effect on liver ulcer and vascular sclerosis. It can also be used as raw material of advanced cosmetics and has high economic value. |
| production method | enzymatic production of inositol, that is, the use of enzyme preparations (mainly phytase and phosphatase), conversion of phytic acid and its salts to inositol. Phytase is widely used in animal feed, phytic acid and its salt in plant feed can be degraded into inorganic phosphorus and inositol. obtained by hydrolysis and neutralization of phytin. The phytin and water were put into the high-pressure hydrolysis pan, and heated in a closed manner. The internal pressure gradually increased to about 0.5MPa, and the reaction was stirred for 8 hours. Check the pH of the material, 2.5-3.0 as the end point of the reaction. The hydrolysate was placed in a neutralization Pan and neutralized with milk of lime, the temperature was maintained at 70-80 °c, and the pH was controlled at 7-8. The filtrate is thrown off by a centrifuge, and the filter residue can be used as a fertilizer (as calcium phosphate). Heat the above neutralized filtrate to 80-90 ℃, add 0.5-0.7% activated carbon, stir constantly, and filter with sand core for about 20min. The filtered clear liquid is sucked into a concentrated Pan and concentrated at 90 ℃ for 4-5H, when the relative density of 1.24-1.28 can be discharged, into the enamel tank or stainless steel tank cooling. When there is crystallization, manually stir, cool to 20-25 ℃, and send it into centrifuge to spin dry to obtain yellow inositol crude product, The crude mother liquor can be poured out and the crystals can be concentrated again. Water or thread liquid is added to the crude product, heated and dissolved, activated carbon is added to decolorize, and then barium oxide solution and ammonium oxalate solution are added to precipitate and remove sulfate and calcium ions respectively. The filtrate was filtered while hot, cooled to 30 °c, crystallized, filtered (mother liquor was applied), the filter cake was washed with a small amount of ethanol, dried at 80 °c for 6h, and finally passed through a 18 mesh sieve to obtain inositol. (1) put 1 part of Bran meal and 10 parts of water into the soaking tank, adjust the PH to 2.5-3.0 with hydrochloric acid or sulfuric acid, and soak at room temperature for 4-8H (long in winter, summer is short), the insoluble calcium magnesium potassium phytate double salt in the bran meal is converted into soluble calcium magnesium potassium phytate salt. Filter, and wash the filter residue with water, the filter residue can be used as feed, combined filtrate and wash, with compressed air stirring, adding fresh milk of lime and neutralized to pH 6.8 or so. The neutralized solution was allowed to stand for 2H to fully precipitate calcium phytate. The supernatant was removed by suction and washed repeatedly with clean water until the washing solution was not pale yellow (neutral). So far, the lower white slurry is filtered with a filter press to obtain calcium phytate, namely phytin. The paste-like phytin and water were put into a high-pressure hydrolysis reaction pot to mix and beat, the concentration was controlled at 25%, heated to an internal pressure of 0.5Mpa, stirred and reacted for 8H, and the end point of the reaction was PH 2.5-3.0. The hydrolysate was placed in a neutralization Pan and neutralized with milk of lime at 70-80 °c to PH7-8. Filter to remove residue, filter residue can be used as fertilizer. The addition of catalyst can reduce the reaction temperature and shorten the reaction time. The hydrolysate is heated to 80-90 ° C., 0.5%-0.7% activated carbon is added, decolorized, filtered, and the filtrate is concentrated at 90 ° C. For 4-5H, and discharged when the relative density is 1.24-1.28. The crystals were cooled to 20-25 ° C., and the yellow inositol crude product was isolated, and the filtrate was concentrated and crystallized. The crude product was dissolved in water by heating, decolorized by adding activated carbon, added with barium hydroxide solution and ammonium oxalate solution, and precipitated to remove sulfate and calcium ions. It is filtered while hot, and the filtrate is cooled to 30 °c, separated on crystallization, and washed with a small amount of ethanol. The final product was dried at 80 °c for 8H. (2) with wheat bran as raw material, the wheat bran was soaked with 1%-1.5% hydrochloric acid for 4-8H at 30 ℃, filtered by plate and frame filter press, and the filter residue was soaked for 2 times, the filtrate was neutralized with milk of lime, PH = 7, fully stirred for 10min, filtered and washed to obtain crude calcium phytate. The crude product is dissolved in hydrochloric acid solution of PH = 1-2, and activated carbon is added to decolorize and filter, The filtrate was adjusted to PH = 10% with 4.5 Na2CO3 solution, stirred for 10min, and allowed to stand for 1-1.5H. Discard the supernatant and place the calcium phytate slurry in a pressure cooker, followed by the same procedure as above. put 1 part of Bran meal and 10 parts of water into the soaking tank, adjust the pH value to 2.5~3.0 with hydrochloric acid or sulfuric acid, and soak for 4~8H at room temperature (winter is long and summer is short), the insoluble phytate calcium magnesium potassium double salt in the bran meal is converted into soluble phytate calcium magnesium acid salt; Filtered, and the filter residue is washed with water. The filter residue can be used as feed, and the filtrate and washing liquid are combined and stirred with compressed air, add fresh milk of lime and neutralize to pH value of about 6.8; The neutralized solution is allowed to stand for 2H to fully precipitate calcium phytate, remove the supernatant, and wash repeatedly with water until the washing solution is not pale yellow (neutral); the lower white slurry is filtered by a filter press to obtain calcium phytate, namely phytin. Mix phytin and water into a high-pressure hydrolysis reaction Pan, control the concentration at 25%, Heat to an internal pressure of 0.5MPa, stir for 8H, and the terminal pH value of the reaction is 2.5-3.0, In 70~80 deg C with milk of lime and pH value of 7~8; Filtering slag, filter residue can be used as fertilizer; Adding catalyst can reduce the reaction temperature, shorten the reaction time. The hydrolysate is heated to 80~90 ℃, 0.5% ~ 0.7% activated carbon is added, decolorized and filtered; The filtrate is concentrated at 90 ℃ for 4~5h, and discharged when the relative density is 1.24~1.28; the crystals were cooled to 20-25 ° C., and the yellow inositol crude product was isolated. The filtrate was further concentrated and crystallized. The crude product is heated and dissolved in water, decolorized by adding activated carbon, added with barium hydroxide solution and ammonium oxalate solution to precipitate and remove sulfate and calcium ions; Filtered while hot, the filtrate is cooled to 30 ℃, recrystallized and separated, and washed with a small amount of ethanol. The final product was dried at 80 °c for 8H. With Bran as raw material, the bran was soaked with 1%~ 1.5% hydrochloric acid at 30 ℃ for 4~8H, filtered by plate and frame filter press, and the filter residue was soaked for 2 times, The filtrate is neutralized with lime milk to Ph = 7, fully stirred for 10min, filtered and washed to obtain crude calcium phytate; The crude product is dissolved in hydrochloric acid solution with pH = 1~2, add activated carbon to decolorize and filter; The filtrate is adjusted to pH = 10% with 4.5 Na2CO3 solution, stirred for 10min, and left to stand for 1-1.5h; Discard the supernatant, place the calcium phytate slurry in a pressure cooker, the follow-up process was the same as above. |
| side effects | due to the effects of myo-inositol on brain hormones, it may not be suitable for patients with mental disorders who are receiving other medications. The role of inositol in metabolism and glycemic control may make it unsuitable for patients with hypoglycemia. |
| identification test | 1 ml of 2% sample solution was taken in a porcelain evaporator, 6mL of nitric acid was added and evaporated to dryness on a water bath. The residue was dissolved in 1Ml of water, 0.5 of 10% strontium acetate solution was added and re-evaporated on a steam bath. Should appear purple. The melting point of the inositol hexaacetate obtained by the content analysis described below was 212 to 216 ° C., as measured by a conventional method. |
| content analysis | accurately weigh about 200mg of sample (pre-dried at 105 °c for 4H), into a TS-241 mL beaker, 5ml of a mixture of 1 part of dilute sulfuric acid solution () and 50 parts of acetic anhydride was added, and the surface dish was covered. After heating on a steam bath for 20min, cooling on an ice bath, 100ml of water was added and boiled for 20min. After cooling, a small amount of water was transferred into a 250ml separatory funnel. The solution was extracted six times with 30, 25, 20, 15, 10 and 5ml of chloroform successively (the beaker was rinsed first). All chloroform extracts were collected in a second 250ml separatory funnel, and the combined extracts were washed with 10ml of water. The chloroform solution was transferred into a 150ml weighed Soxhlet extraction flask through a funnel containing cotton pellets. The separatory funnel and funnel were washed with 10ml of chloroform and incorporated into the extract. After evaporation on a steam bath and drying in an oven at 105 ° C. For 1H, it was cooled in a desiccator and weighed. The amount of myo-inositol hexaacetate thus obtained was multiplied by 0. 4167, that is, the corresponding amount of inositol (C6H12O6). |
| toxicity | GRAS(FDA,§ 182.5370,2000). |
| Use limit | is not restrictive (FDA § 184.1370,2000). GB 14880-94: infant food, fortified beverage 210 ~ 230mg/kg. GB 2760-2002: fruit juice (fruit flavor) beverage, 60~120mg/kg. |
| note | 1. Although inositol can effectively improve some problems in patients with polycystic, however, if you do not follow the doctor's advice in the process of taking the drug, or even buy it at will, resulting in excessive intake, it is likely to affect the calcium and phosphorus balance in the body, this leads to new problems. 2, taking inositol may cause uterine contraction, and may lead to abnormal bleeding in the uterus, so even in accordance with the doctor's advice, in the process of taking also pay attention to their own situation, if there are Abdominal Pain and other abnormalities, should be even with the doctor to communicate, the problem is more serious, should immediately stop. 3, some patients may be allergic after taking inositol, so if the patient has skin itching after taking the medicine, it should be considered whether it is allergic. Myo-inositol allergy in severe cases will appear Dyspnea, chest tightness and other conditions, so patients must not randomly buy take. |
| purpose | as a food fortifier, it has a similar effect to vitamin B1. Can be used for infant food, the use of 210 ~ 250mg/kg; In the drink the use of 25 ~ 30mg/kg. inositol is an essential vitamin for lipid metabolism in the body, which can promote the absorption of vitamins and hypolipidemic drugs, promote the metabolism of fat and the growth of cells in the liver and other tissues, adjuvant therapy for hyperlipidemia. Widely used in food and feed additives. Often added to fish, shrimp and livestock feed. Dosage 350-500mg/kg. The product is one of the vitamin B complex, can promote cell metabolism, improve the role of cell nutrition, can contribute to the development, increase appetite, restore physical strength. And can prevent the accumulation of fat in the liver, accelerate the removal of excessive fat in the heart, and Choline has a synergistic effect on fat, so it is used for the treatment of liver fat and liver cirrhosis. According to the health standard for the use of food nutrition fortifier (1993) promulgated by the Ministry of Health of China, it can be used for infant food and fortified beverages, and its dosage is 380-790mg/kg. Vitamin drugs and hypolipidemic drugs, promote liver and other tissue fat metabolism, for fatty liver, hyperlipidemia adjuvant therapy. Widely used in food and beverage additives. inositol is widely used in medicine, chemical industry, food and so on. It has curative effect on liver ulcer and vascular sclerosis. It can also be used as raw material of advanced cosmetics and has high economic value. purposes: used as biochemical reagents, also used in pharmaceutical and organic synthesis, lower cholesterol; Sedative effect |
Last Update：2024-04-09 20:52:54
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