Name | Fytic acid |
Synonyms | Alkalovert Fytic acid Phytic acid sauredesphytins phyticacidsolution inocitol hexaphosphate Inositol Hexaphosphate Myo-inositol hexaphosphate Inositol-hexaphosphoric acid myo-Inositol hexakisphosphate myo-Inositol, hexakis(dihydrogen phosphate) (2,3,4,5,6-Pentaphosphonooxycyclohexyl) dihydrogen phosphate (1R,2S,3r,4R,5S,6s)-cyclohexane-1,2,3,4,5,6-hexayl hexakis(phosphate) |
CAS | 83-86-3 |
EINECS | 201-506-6 |
InChI | InChI=1/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/p-12/t1-,2-,3-,4+,5-,6- |
InChIKey | IMQLKJBTEOYOSI-GPIVLXJGSA-N |
Molecular Formula | C6H18O24P6 |
Molar Mass | 660.04 |
Density | 1.432g/mLat 25°C |
Melting Point | <25℃ |
Boling Point | 105°C |
Flash Point | 673.9°C |
Water Solubility | MISCIBLE |
Solubility | Easily soluble in water, ethanol and acetone, almost insoluble in ether, benzene and chloroform. |
Vapor Presure | 0.039Pa at 60℃ |
Appearance | The 70% is light yellow to light brown slurry liquid and the 98% is white powder. |
Specific Gravity | 1.282 |
Merck | 14,7387 |
BRN | 2201952 |
pKa | 1.13±0.10(Predicted) |
Storage Condition | 2-8°C |
Stability | Stable. Incompatible with strong oxidizing agents. |
Sensitive | Thermal sensitivity |
Refractive Index | n20/D 1.4 |
MDL | MFCD00082309 |
Physical and Chemical Properties | trait light yellow to light brown serous liquid. density 1.285 |
Use | The food industry is used for the preservation and color protection of fruits, vegetables and aquatic products, and is also used for metal rust prevention and resist. |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R35 - Causes severe burns |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
UN IDs | 1760 |
WGK Germany | - |
RTECS | NM7525000 |
HS Code | 29199000 |
Hazard Class | 8 |
Packing Group | III |
Toxicity | LD50 intravenous in mouse: 500mg/kg |
Reference Show more | 1. Gao Feixiong, Liang zhiku, Li Yunxiang. Inhibitory effect of phytic acid from Taraxacum mongolicum on salmonella and its mechanism [J]. Natural product research and development, 985, 031(006):975-980. 2. Hu Aijun, Tian Lingling, Zheng Jie, etc. Study on extraction of phytic acid from rice bran by ultrasonic wave [J]. Journal of food and fat, 2012, 000(011):28-30. 3. Yang Daoqiang, Xing Jianrong, Lu Shengmin. Effects of different pretreatment methods on the quality of soybean milk [J]. Food Science, 2016, 37(001):69-73. 4. Yuan Yuan, ji wan, Zhang Yan, et al. High voltage electrostatic field synergistic antioxidant inhibition of soybean oil oxidation [J]. Food Science, 2018, 39(13). 5. Jiang, Susu, Weixi Cai, and Baojun Xu. "Food quality improvement of soy milk made from short-time germinated soybeans." Foods 2.2 (2013): 198-212.https://doi.org/10.3390/foods2020198 6. Song, Bei, Haisheng Tan, and Jinsong Yang. "Effect of three drying methods on the drying kinetics and quality of acerola cherry." Journal of Food Processing and Preservation 44.9 (2020): e14674.https://doi.org/10.1111/jfpp.14674 7. [IF=9.229] Cailong Zhou et al."Nature-Inspired Strategy toward Superhydrophobic Fabrics for Versatile Oil/Water Separation."Acs Appl Mater Inter. 2017;9(10):9184-9194 8. [IF=8.131] Wenjing Ma et al."Nature-inspired creation of a robust free-standing electrospun nanofibrous membrane for efficient oil-water separation."Environ Sci-Nano. 2018 Dec;5(12):2909-2920 9. [IF=8.198] Gaobo Lou et al."Fully Biobased Surface-Functionalized Microcrystalline Cellulose via Green Self-Assembly toward Fire-Retardant, Strong and Tough Epoxy Biocomposites."Acs Sustain Chem Eng. 2021;9(40):13595-13605 10. [IF=7.514] Zuoyong Zhang et al."Effect of pH regulation on the components and functional properties of proteins isolated from cold-pressed rapeseed meal through alkaline extraction and acid precipitation."Food Chem. 2020 Oct;327:126998 11. [IF=2.19] Bei Song et al."Effect of three drying methods on the drying kinetics and quality of acerola cherry."J Food Process Pres. 2020 Sep;44(9):e14674 12. [IF=1.718] HUANG Jiaming et al."A study on the factors influencing the preservation rate of ascorbic acid in acerola cherry pulp."Food Science and Technology. 2022 May;42: |
light yellow or light brown viscous liquid. Soluble in water, ethanol and acetone, insoluble in benzene, ethanol, ether, hexane and chloroform. In case of high temperature decomposition, with strong chelating ability.
with rice bran or wheat bran as raw material, after dilute acid immersion and filtration, with lime and sodium hydroxide neutralization, precipitation, and then ion exchange resin for acidification and exchange, reduced pressure concentration, decolorization and filtration, phytic acid was obtained. Alternatively, it is prepared by the reaction of cyclohexanol with inorganic phosphoric acid. Calcium and magnesium phytate can also be obtained by removing metal ions.
is a light yellow to yellow brown syrup-like liquid. Soluble in water, ethanol, acetone, insoluble in benzene, chloroform and anhydrous ether. The pH value of the aqueous solution was 0. 40 when the concentration was 1.3%, 0.7 when the concentration was 1.7, and 2. 26 when the concentration was 0.13%. Thermal decomposition. Phytic acid has a chelating effect on metal ions. Fe3 + can be quantitatively precipitated at lower pH values, and soluble complexes can be formed with all other polyvalent metal ions at medium or higher pH values. In addition, it can significantly inhibit the oxidation of Vc, and the mixture with VE has a synergistic antioxidant effect.
phytic acid can be prepared from chaff cake. The rice bran cake was crushed to a fineness of 1mm and passed through a 20-mesh sieve. The dosage of hydrochloric acid is about 8 times of the raw material, the concentration is 0. Imol/L, the retention rate is pH2-3, and the soaking time is 6~8H. It is reported that the acid leaching solution is added with urea, ammonium salt or sodium sulfate, sodium chloride and other salts (the amount of addition is o. O 5% to 5%), which can reduce the amount of egg quality, sugars and the like dissolved in acid leaching to 0. Below 01%. The precipitation and neutralization of fresh lime water as precipitation agent. When lime water is added to the filtrate, it is necessary to add and stir, and the pH is controlled at 5.8~6.0. After the addition, stand for 2H to allow calcium phytate to precipitate. The obtained precipitate was washed with water and then dissolved in dilute hydrochloric acid, and a saturated oxalic acid solution was added thereto to precipitate calcium oxalate. After filtration, decolorizing with an appropriate amount of activated carbon, and refining by ion exchange column, the filtrate is concentrated and dried to obtain phytic acid product.
phytic acid is widely found in plant seeds and belongs to natural nutrition. Its most prominent feature is strong complexation with metal ions and oxidation resistance. Can remove too many harmful metal ions. Used for fruit and vegetable products, fruit and vegetable drinks, edible oils and meat products of antioxidant.
can be used as chelating agent, antioxidant, water softening agent, metal corrosion inhibitor, electroplating brightener and feed additives, widely used in food, cosmetic, pharmaceutical, chemical, anti-corrosion and other industries.
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
What is phytic acid? | phytic acid, also known as hexaethoxide hexaphosphate, exists in plant seeds in the form of calcium phytate and the like in nature. Phytic acid was extracted from rice bran and chaff. Because of its unique chemical properties and physiological functions, phytic acid has been widely used in food, medicine, metal processing, polymer industry, daily chemical industry and so on. Its molecule contains six phosphoric acid groups (12 free hydrogen), it is easy to combine with multivalent ions complexation reaction, complexation reaction is the formation of complexes. Value acid has a very strong complexation, can form insoluble complexes, so there will be a wide range of functions and uses. as an important natural substance, phytic acid is widely found in legumes, cereals, dried fruits, vegetables and fruits, especially in seeds, the seed is used to store phosphorus (at least 80% of the phosphorus in the grain is in the form of phytic acid), which has good stability and is not easy to rot. If it is combined with certain minerals such as magnesium, calcium, iron, zinc and other cations, the formation of phytate and fixed, therefore, phytate is a key factor in phosphorus nutrition and mineral nutrition. |
skin care efficacy and function | value the principle of acid in skin care is somewhat similar to kojic acid, which can inhibit tyrosinase activity in vivo, thereby controlling the pigmentation of the skin. But because the value of the acid is extracted from plants, it is edible, so in the role of antioxidant and whitening when the sensitization rate is low, high safety, it is considered as an ideal alternative component of kojic acid. as early as the early 1995, phytic acid has been used as a skin whitening agent in clinical practice. In the process of melanin formation, it works by blocking the entry of iron and copper, this antioxidant effect is important for the skin and can help protect the skin from sun damage while lightening the dark complexion. The value of acid is used in all kinds of packaged food because of its characteristics in this regard, the seeds are not easy to decay because of the antioxidant effect of phytate, phytic acid is commonly used as a preservative in the food industry, the same mechanism is used to prevent food decay. The anti-oxidation and anti-free radical effect of phytic acid is due to the chelating property of phytic acid, because most oxidation processes in nature require metal ions as catalysts, which will produce highly active free radicals, after the complexation of iron ions, can reduce the generation of free radicals, but also slow down the oxidation reaction, and only calculate relatively stable. These effects have been concerned in the field of cosmetics, so the value acid component has been paid more and more attention in recent years. In addition, the value acid also has the effect of mild exfoliation. Compared with other acid components such as fruit acid, it will be much milder under the same PH condition. The acid binds to the calcium in the pores and softens it, Helps to make the pores temporarily smaller. Studies have also shown that phytic acid can reduce inflammation, so it is very suitable for people with sensitive skin or rosacea. |
content analysis | weigh about 0.3g (to the nearest 0.0002g) and place in a 300ml Erlenmeyer flask, 10ml of nitric acid and 5ml of perchloric acid were added, and the mixture was heated in an electric furnace in a fume hood. The temperature was gradually raised to allow white smoke to escape until the solution was transparent and nearly dry, and cooled. The bottle wall was washed with A small amount of water, transferred quantitatively to A 100ml volumetric flask, and diluted to the scale with water to be solution A. Add 80ml of water, 10ml of nitric acid solution (TS-158), and 50ml of quinomolybdate limonone reagent (TS-202) into a 300ml Erlenmeyer flask. Heat and age the solution in a boiling water bath until it is clear, cool to room temperature. The precipitate was quantitatively transferred to a constant-weight sand-cored glass funnel, and the precipitate and the bottle wall were washed several times with a small amount of water. The funnel was dried in an oven at (120 2) °c for 1H, cooled to room temperature in a desiccator, and weighed. The percentage content (X1) of phytic acid (C6H18O24P6) is calculated according to formula (1): x1 = m1 × 0.01400 × 3.552/m× 20/100 × 100=24.86 × m1/m where m1-mass of sediment, g; m-mass of sample, g;0.01400-conversion factor of phosphorus and phosphorus, 30.974/2212.74;3.552-conversion factor of phosphorus and phytic acid, 660.04/ (30.974 × 6). The results should be expressed to one decimal place. The difference between two parallel determination results is not more than 0.3%, and the arithmetic mean value is taken as the determination result. |
toxicity | LD50 4192mg/kg (mouse, oral). Chromosome Aberration Test of animal testis cells and animal bone marrow cells were negative. |
usage limit | GB 2760-96: GMP for shrimp preservation; Edible oils, fruit and vegetable products, fruit and vegetable juices, meat products, 0.2 g/kg (residues less than or equal to 20 mg/kg). |
Use | the food industry is used for the preservation and color protection of fruits, vegetables and aquatic products, and is also used for metal rust prevention, anti-oxidation agent has oxidation resistance and chelating effect, can be used for fruit and vegetable products, fruit and vegetable juices and beverages, edible oils and meat products, the maximum use of 0.2g/kg, can also be used for the preservation of shrimp, according to the production needs of the appropriate amount of use, the residue of 20 mg/kg. chelating agent; Antioxidant; Preservative; Color fixative; Water softener; Metal corrosion inhibitor and rust inhibitor; Fermentation accelerator. Can be used for canned aquatic products, fruits, agricultural products, beverages (cool drinks, milk drinks) and other to improve color, the amount of raw materials for the amount of 0.02% ~ 0.2%. The fermentation time can be shortened and the color and flavor can be improved by adding 0.01% ~ 0.05% of the raw material in the production of fermented products. The final content in the finished product should be less than or equal to 0.001% to 0.02%. It is also used to prevent the blackening of boiled shellfish, the fading of fruit juice, the occurrence of green spots in crab meat, and the production of magnesium ammonium phosphate glass-like crystals in aquatic cans. The product is mainly used as food additives and pharmaceutical raw materials. It can prevent the formation of magnesium ammonium phosphate crystals (MgNH4OP4 · 6H2O) in the can, that is, the so-called Struvite prevention agent, tin and other metal dissolution prevention agent and anti-browning agent; Used as a flavor enhancer of soybean paste, soy sauce, pickled products and discoloration, discoloration prevention agent; Oil Antioxidant; pH regulator, buffer; Bee head vegetables, burdock, bean sprouts and other agricultural products preservative; Chestnut, anti-browning agents for canned fruits such as pear, preservatives for pasta; Quality improvers for aquatic products; Anticoagulants; Stabilizers for vitamins B2, C, E, etc, sake, wine, anti-gold agent, anti-bacteriophage infection agent of wine such as brandy; Fermentation promoter. According to China's GB-2760-88 regulations, can be used for the preservation, the residue should not exceed 20ppm. In addition, industrial can also be used for rust inhibitor, detergent, explosion inhibitor, antistatic agent, paint, visualization agent, rare earth metal analysis reagent and so on. Especially in the application of cyanide plating solution, the metal surface treatment with phytic acid or sodium phytate instead of sodium cyanide is very remarkable. A mineral chelating agent that combines with a mineral to form a mineral-phytate complex. The conversion coating can also be formed by complexing with metal ions bound on the surface of the magnesium alloy, so that the resistance of the magnesium alloy to corrosion can be improved. |
production method | widely exists in nature, but hardly exists in a single free state. Generally, the complex form of calcium, magnesium or potassium double salt (calcium hexaphosphate magnesium) and protein is widely present in plants, and it is often found in seeds, grains, embryos, rice bran. There are many reports on the preparation of this product. Rice bran or wheat bran is used as raw material, after being soaked in dilute acid, it is filtered, neutralized and precipitated with lime and sodium hydroxide, and then acidified and exchanged with ion exchange resin, concentrated under reduced pressure, decolorized and filtered to obtain the finished product. In addition, it is also possible to use a method of removing metal ions by chemical synthesis of cyclohexanol and inorganic phosphoric acid, or by using calcium magnesium phytate as a raw material. It can also be extracted from corn activated sludge. extracted from rice bran or cottonseed cake by acid leaching and alkali precipitation. Calcium magnesium phytate was heated in 2% HCl and treated with cation exchange resin. The crushed rice bran was soaked in dilute hydrochloric acid with pH value of 2 at 50~60 ℃ for 4~6h, the filter residue was soaked for 2H after filtration, and the waste residue was filtered, l0h was allowed to stand, and the supernatant was aspirated; Appropriate amounts of Ca(OH)2 and Mg(OH)2 were added to the supernatant, and the pH value was adjusted from 3.4 to 7.0 with NaOH solution, after stirring for 15min, the mixture was allowed to stand for 2-3H; The supernatant was discarded, filtered, and the residue was sequentially washed with aqueous alkali solution with pH value of 7.5 and distilled water to obtain calcium magnesium phytate in a yield of 95%-98%. Calcium magnesium phytate is dissolved in dilute hydrochloric acid solution with pH value of 3, and then soaked and stirred at 75 ℃ for 1 h to maintain pH value of 3.5-4.5, so that calcium magnesium phytate dissolves and protein precipitates. Adding 1% of the weight of the supernatant diatomite, stirring and static Suction filtration to remove protein and other precipitates; The filtrate sequentially passed through strong acidic cation exchange resin and strong basic anion exchange resin to obtain dilute phytic acid solution; it is concentrated under reduced pressure at 75 ° C. To a content of 55% to 65%. Put the above phytic acid solution into a polyol solvent (such as ethylene glycol, propylene glycol or glycerin), and heat and reflux at 130~150 °c for 3~4H, the pH value of the hydrolysate is adjusted to 8~9 at I00 ℃ ± 10 ℃, and then the mixture is stirred for 1 h while standing for filtration. The filtrate is heated to 135 ℃ for dehydration, and then 3 times the amount of anhydrous ethanol is added, the crystallization product is precipitated by standing. |