chiro-Inositol
D-chiro-inositol
CAS: 643-12-9
Molecular Formula: C6H12O6
chiro-Inositol - Names and Identifiers
| Name | D-chiro-inositol |
| Synonyms | D-Inositol chiro-Inositol D-CHIRO-INOSITOL D-chiro-inositol D-(+)-CHIRO-INOSITOL D-CHIRO-INOSITOL(DISD) (1R)-Cyclohexane-1r,2c,3t,4c,5t,6t-hexaol |
| CAS | 643-12-9 |
| EINECS | 211-394-0 |
| InChI | InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H |
| InChIKey | CDAISMWEOUEBRE-LKPKBOIGSA-N |
chiro-Inositol - Physico-chemical Properties
| Molecular Formula | C6H12O6 |
| Molar Mass | 180.16 |
| Density | 1.2805 (rough estimate) |
| Melting Point | 230 °C |
| Boling Point | 232.96°C (rough estimate) |
| Flash Point | 143.4°C |
| Water Solubility | 403.4g/L(11 ºC) |
| Solubility | Water |
| Vapor Presure | 1.5730 (estimate) |
| Appearance | Solid |
| Color | White to Off-White |
| pKa | 12.63±0.70(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.5730 (estimate) |
| MDL | MFCD00272608 |
| Physical and Chemical Properties | White powder Powder |
| Use | Inositol and its phosphates have been used to develop metabolically stable insulin mediators, inhibitors, and regulators of important metabolic functions such as glycolysis. Inositol is stable to degrading enzymes in vivo because of the lack of hydrolytically labile glycosidic linkages. |
chiro-Inositol - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| HS Code | 29061390 |
chiro-Inositol - Reference
| Reference Show more | 1. Bingwu Liao, Chunhui Zhou, Tingting Liu, Yangyan Dai, Huihua Huang,A novel Hericium erinaceus polysaccharide: Structural characterization and prevention of H2O2-induced oxidative damage in GES-1 cells,International Journal of Biological Macromolecules,V 2. [IF=5.555] Feier Cheng et al."Differential Gene Expression and Biological Analyses of Primary Hepatocytes Following D-Chiro-Inositol Supplement."Front Endocrinol. 2021; 12: 700049 3. [IF=5.396] Qiong Yang et al."D-chiro-Inositol Facilitates Adiponectin Biosynthesis and Activates AMPKα/PPARs Pathway to Inhibit High-fat Diet-Induced Obesity and Liver Lipid Deposition."Food & Function. 2022 May;: |
chiro-Inositol - Reference Information
| inositol isomer | D-chiral inositol (D-chiro-inositol,DCI) is one of the nine myo-inositol isomers that has optical activity. In recent years, studies have found that D-chiral inositol (DCI) not only has the function of inositol to promote lipid metabolism in liver, but also has the effect of increasing insulin sensitivity, lowering blood sugar and improving polycystic ovary syndrome (PCOS). The patient's ovulation, regulate hormone balance, improve menstrual disorders, and antioxidant, anti-aging, anti-inflammatory special physiological function. Therefore, D-chiral inositol can be used as medicines, health products and dietary supplements, and has broad development prospects. D-chiral inositol is a member of the inositol family, although "inositol". Several biologically active isomers are included, including L-chiral inositol. MYO (MYO-inositol) is converted to DCI(D-chiral inositol) by an insulin-dependent NAD / NADH isomerase. It is widely recognized as an important accessory Messenger in insulin signaling. DCI(D-chiral inositol) accelerates the dephosphorylation of glycogen synthase and pyruvate dehydrogenase, and promotes the non-oxidative and oxidative glucose treatment of the rate-limiting enzyme. DCI(D-chiral myo-inositol) can reduce insulin resistance due to muscle myo-inositol epimerization to chiral myo-inositol deficiency, at least partially restoring insulin sensitivity and glucose processing. D-chiral inositol is a nutrient that exists in the body itself, which allows the body's cells to better recognize it without rejection. In 1994, the American Dietary Supplement Health and Education Act certified D-chiral inositol as a dietary supplement. |
| insulin receptor sensitizer | D-chiral inositol (DCI) is the latest generation of insulin receptor sensitizers, as the second messenger of insulin signal transmission, it is the latest achievement of the international research on the treatment of insulin resistance syndrome. It can effectively promote insulin function, reduce blood sugar and blood triglyceride levels, further studies have also found that D-chiral inositol plays a very important role in the signal transduction of the only hypoglycemic hormone, insulin. D-chiral inositol is an indispensable substance in the body, when the lack of sufficient D-chiral inositol in the body will lead to insulin resistance phenomenon. Because it can not be directly synthesized in the body, can only be obtained by exogenous means, so it is different from any drug treatment, there is no toxic and side effects caused by all drugs. Opened up a new way for the treatment of metabolic syndrome from drug therapy to the body to supplement its essential substances, which in insulin resistance, coronary heart disease, the research field and Clinic of metabolic syndrome such as hyperinsulinemia are of epoch-making significance. The findings of this study have played a promoting role in the prevention and treatment of metabolic syndrome. |
| preparation method | D-chiral inositol pure product is white powder, slightly sweet, easily soluble in water. At present, the main preparation method for industrial production is the extraction of natural substances. D-chiral inositol exists in plants and insects such as beans and buckwheat in the form of compounds in nature (see table 1), pinitol, a precursor of D-chiral inositol, is also present in a variety of plants, such as plum, sugar pine, Red acid branch, etc. There is no breakthrough in the synthesis of chiral inositol by chemical synthesis, and the process steps are complicated and the cost is expensive. The genetic engineering method for producing D-chiral inositol is to convert muscle inositol into D-chiral inositol by genetic modification of Bacillus subtilis. At present, the biological conversion rate is low and the cost is high. As a precursor of D-chiral inositol, the antibiotic chlortetracycline is purified by acetylation reaction, which is also a production route for the preparation of D-chiral inositol. |
| biological activity | D-chiro-Inositol is an isoisomer of inositol, it is present in certain mammalian glycosylphosphatidylinositol protein anchors and inositol phosphoglycans with insulin-like biological activity. D-chiro-Inositol for polycystic ovary syndrome (PCOS) and diabetes related research. D-chiro-Inositol can reduce hyperglycemia and improve insulin resistance. |
| uses | inositol and its phosphates have been used to develop metabolically stable insulin mediators, inhibitors and important metabolic functions (e. G. Glycolysis) regulator. Inositol is stable to degrading enzymes in vivo because of the lack of hydrolytically labile glycosidic linkages. |
Last Update：2024-04-09 21:32:06
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