Name | Cyanidin 3-O-glucoside |
Synonyms | CHRYSANTHEMIN Kuromanin Chloride KUROMANIN CHLORIDE cyanidol3-glucoside KUROMANINE CHLORIDE cyanidine3-glucoside CYANIDIN-3-GLUCOSIDE cyanidin-3-glucoside Cyanidin 3-O-glucoside CYANIDIN-3-GLUCOSIDE CHLORIDE CYANIDIN-3-O-GLUCOSIDE CHLORIDE |
CAS | 7084-24-4 |
EINECS | 230-384-7 |
InChI | InChI=1/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26)/p+1/t16-,17-,18+,19-,21-/m1/s1 |
InChIKey | YTMNONATNXDQJF-UBNZBFALSA-N |
Molecular Formula | C21H21ClO11 |
Molar Mass | 484.84 |
Solubility | Soluble in methanol, ethanol, acetone, soluble in water, insoluble in chloroform. |
Appearance | Black brown crystalline powder |
Color | Dark Red to Black |
Storage Condition | -20°C |
Stability | Hygroscopic |
MDL | MFCD27665410 |
Physical and Chemical Properties | Soluble in methanol, ethanol, acetone, soluble in water, insoluble in chloroform, ether and other non-polar solvents. Larvicides derived from leguminous plants Glycine max(L.)merr skin |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
RTECS | DK1270000 |
HS Code | 29389090 |
source plant | 1. Anthocyanin, also known as anthocyanidin, is a major color-forming substance in plant flowers and fruits. It is known as the seventh essential nutrient for the human body after water, protein, fat, carbohydrate, vitamin and mineral, therefore, it has become the most promising class of natural pigments. Mulberry Anthocyanins with high extraction rate and stable structure, has been listed as the Ministry of Health approved the use of food additives varieties, in the field of food and health products have been widely used. Cyanidin-3-o-glucoside (C3G) is one of the main components of Mulberry Anthocyanins. 2. Black soybean is a kind of traditional crops cultivated in our country, which has a long history of edible and medicinal, since ancient times, the folk useful black soybean blood, blood circulation and black hair beauty records. Black Soybean Hull, also known as black coat, is a leguminous plant black soybean (Glycine max (L.) merr.) dry mature seed coat, rich in anthocyanins, mainly in delphinidin, cyanidin, with antioxidant activity, inhibition of mutagenesis, anti-inflammatory, cancer prevention, anti-aging and other health benefits, has been a natural food additives and health food raw materials. At present, only South Korean scholar Lee and other reported five kinds of anthocyanins isolated from black bean hulls: cyanidin-3-o-glucoside, delphinate-3-o-glucoside, Petunia-3-o-glucoside, anthocyanidin-3-o-glucoside and cyanidin. In addition, it has been reported in the literature that cyanidin-3-o-glucoside is an important active ingredient of Black Soybean Hull. 3. Anthocyanins are a kind of flavonoids phytochemicals widely distributed in plants. Anthocyanins extracted from food or plants often contain different anthocyanins, such as cyanidin, pelargonidin, pekinin, malvidin, etc., Glycosides can also be divided into mono-glycosides, di-glycosides, Tri-glycosides and other structures, these monomeric anthocyanins with different structures have different physiological activities. Anthocyanins have many therapeutic effects, such as anti-oxidation, anti-atherosclerosis, anti-insulin resistance, regulation of blood lipids, and so on, in which cyanidin-3-O-β-glucoside (cyanidin-3-o-glucoside, Cy-3-g) is the main active ingredient. The latest research reports show that purple corn anthocyanins can inhibit the weight gain of high-fat-induced obese mice, but its effective components and mechanism are not clear, it is speculated that the content of purple corn anthocyanins was 7% of the Cy-3-g played a major role. |
analytical method | C3G the analytical method is mainly HPLC. Chromatographic conditions are generally, column: Phe nomenex Luna Su C18 column (250mm × 4.60, 5 μm); Mobile phase: Phase A is 0.5% phosphoric acid solution, phase B was water-acetonitrile (50: 50,V/ V). Gradient Elution: 0min 18% B), 23min(50% B), 28min(18% B), 33min(18% B), 40min(stop); Flow rate: 0.8/min; detection wavelength: 520nm; Column temperature: 30. Figure 1 shows the high performance liquid chromatogram of cyanidin-3-o-glucoside (C3G) in Mulberry extract. |
pharmacological effects | Modern pharmacological studies have shown that C3G has significant antioxidant, anti-tumor, protection of the nervous system, restoration of transient visual impairment and other health care effects. Other studies have found that C3G can be used as a plant protective agent to protect cotton leaves from the harm of cotton bollworm. C3G in Black Soybean Hull could reduce the production of reactive oxygen species in 3T3-L1 adipocytes, thereby improving insulin resistance induced by H2O2 or TNF-α in a dose-dependent manner; at the same time, it can reduce the expression of retinol binding protein in type 2 diabetic rats, improve hyperglycemia and improve insulin sensitivity, so as to improve the symptoms of diabetes. |
storage | It has been reported that high temperature and light for a long time have obvious destructive effect on Mulberry anthocyanin. Mulberry fresh fruit placed at room temperature, Mulberry C3G degradation rate increased significantly with the extension of storage time. Mulberry may be due to long-term exposure to air, light caused by the degradation of C3G but the specific reasons need to be further studied. Therefore, Mulberry fresh fruit should be timely extracted anthocyanins, and stored in a closed low temperature environment. |
Use | for content determination/identification/pharmacological experiments and other pharmacological effects: as a natural food pigment, anthocyanin is safe, non-toxic, rich in resources, and has a certain nutritional and pharmacological effects, in food, cosmetics, medicine has great potential applications. It has antioxidant and eliminate free radicals, reduce serum and liver fat content, anti-mutation, anti-tumor, prevent peroxidation in the human body, improve vision and other functions. |