Name | Dehydroandrographolide |
Synonyms | 14-(P) Dehydroandrographolide DEHYDROANDROGRAPHOLIDE Dehydroandrographoline Dehydroanddrographolide ANDROGRAPHOLIDE, DEHYDRO- andrographolide, Dehydro- 14-Deoxy-11-dehydroandrographolide DEOXY-11,12-DIDEHYDROANDROGRAPHOLIDE DEOXY-11,12-DiDehydroandrographolide 2(3H)-Furanone,3-[2-[(1S,4aS,5R,6R,8aS)-decahydro- (3E)-3-[2-[(1S,4aS,5R,6R,8aS)-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]-2(3H)-furanone |
CAS | 134418-28-3 |
InChI | InChI=1/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5-6,9,15-17,21-22H,1,4,7-8,10-12H2,2-3H3/b6-5+/t15-,16?,17-,19+,20+/m1/s1 |
Molecular Formula | C20H28O4 |
Molar Mass | 332.43 |
Density | 1.17±0.1 g/cm3(Predicted) |
Melting Point | 205-208oC |
Boling Point | 508.0±45.0 °C(Predicted) |
Flash Point | 182.403°C |
Solubility | Soluble in ethanol, acetone, soluble in chloroform, slightly soluble in benzene, almost insoluble in water. |
Vapor Presure | 0mmHg at 25°C |
Appearance | Colorless needle crystal (30% or 50% ethanol) |
Color | White |
pKa | 14.84±0.70(Predicted) |
Storage Condition | 2-8 ℃, dark |
Sensitive | Sensitive to light |
Refractive Index | 1.567 |
MDL | MFCD03093712 |
Physical and Chemical Properties | White crystalline powder, soluble in ethanol, acetone, soluble in chloroform, slightly soluble in benzene, almost insoluble in water, derived from Andrographis paniculata. |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
HS Code | 29322090 |
Reference Show more | 1. Zhang Shixin, Peng Li, Tao, Fan Ming, et al. Screening of Active Substances for Inhibiting Postharvest Penicilliosis of Pear Fruits from Clinical Drugs [J]. 2020 of Food Science 41(5). 2. Shao Yanhua, Wang Jiangang, Lai Xiaoping, et al. Study on Fingerprint of Diterpene Lactones from Andrographis paniculata [J]. Chinese Medicinal Materials, 2014, 37(2):219-223. 3. Shao Yanhua, Gao Junli, Li Qian, et al. Study on Chemical Stability of Andrographis paniculata Lactones in Different Solvents [J]. Huaxi Pharmaceutical Journal, 2016, 31(01):68-71. 4. Zeng Wujing, Xu Ling, He Qiuling, et al. Study on Agronomic Characters of Andrographis paniculata and Its Correlation with Diterpene Lactones [J]. Chinese Journal of Traditional Chinese Medicine, 2019(15). 5. Shao Xiaoting, yu zhang, Guo Zeilin, et al. Preparation of Hyaluronic Acid-Phenylboric Acid Nanoparticles Carrying Effective Parts of Andrographis paniculata Diterpene Lactone [J]. Chinese patent medicine, 2019, 041(011):2553-2560. 6. Huang Jialing, Zeng Lingjie, Cui Dandan, Chen Yuanxia, Zhang Xiaoyuan, Zhang Junsong. Correlation between Andrographis paniculata grade and leaf-to-stem ratio, extract and lactone composition [J]. Chinese patent medicine, 2020,42(10):2675-2679. 7. [IF = 3.935] Meng Xia et al."Correlation analysis of physicochemical properties with anti-inflammatory activity of Andrographis paniculata (Burm.f.) Nees based on HPLC-DAD, colorimeter and multivariate statistics: a comprehensive quality evaluation strategy." J Pharmac |
Chemical constituents | Fritillaria cirrhosa has a long history of use, at present, it has been found that the main effective components of Fritillaria cirrhosa are steroidal alkaloids and steroidal alkaloids. There are more than 100 compounds in Fritillaria cirrhosa that have been separated and determined the structure of alkaloids, among which the proportion of steroidal alkaloids is the largest, about 75%, followed by cholesteric derivatives. Steroid derivatives can be divided into the west of the alkali and the alkali, and the cholesteric derivatives can be divided into the White and the like. In addition to alkaloids, Fritillaria cirrhosa also contains a large number of non-alkaloid components, non-alkaloids mainly contain saponins, terpenoids, steroids, fatty acids, purines, pyrimidines, alkenes, alcohols, furans, ketones, alkanes and inorganic elements Ca, Mg, K, Fe, Co, Ni, Mn, Ba, Ti, Al, Sn, Cr, Sr, etc. With the different varieties of Fritillaria cirrhosa, the types and contents of alkaloids and non-alkaloids are quite different. With the different growth cycles, the types and contents of alkaloids and non-alkaloids in Fritillaria cirrhosa will change. |
pharmacological research | Fritillaria cirrhosa is a precious Chinese herbal medicine for moistening lung and relieving cough. It has a long history of application and outstanding curative effect, expectorant Cough, scattered and other functions, for Cough, expectoration of blood-stained sputum, swelling and toxin, treatment of fatigue Cough, expectoration hemoptysis, chest depression, lung impotence, lung, throat, breast. Fritillaria cirrhosa not only has good antitussive and expectorant effect, but also can nourish the lung Yin, ventilating the lung, moistening the lung and clearing the lung heat. It is a good medicine for the treatment of chronic cough and phlegm, tuberculosis and other diseases of traditional Chinese medicine prescription or traditional Chinese medicine preparations have Chuanbei, such as snake bile Chuanbei Dew, Chuanbei pipa syrup, etc., this will enhance the effect of treatment of disease. |
extraction process | at present, according to the existing literature, the extraction methods of alkaloids from Fritillaria cirrhosa mainly include percolation extraction, reflux extraction, enzymatic extraction, supercritical fluid extraction and so on. Due to the differences between the extraction of target compounds, the factors and evaluation indexes of various methods, and the different test methods, the extraction process parameters of various methods are also different. |
Chemical properties | white crystalline powder, soluble in ethanol, acetone, soluble in chloroform, slightly soluble in benzene, almost insoluble in water, from the whole plant of Andrographis paniculata. |
Use | for content determination/identification/pharmacological experiments. Pharmacological Efficacy: dehydroandrographolide has anti-inflammatory and antipyretic effects. It can inhibit the increase of capillary permeability and the development of inflammatory edema during inflammation, and can reduce the amount of inflammatory exudation, but has no obvious effect on proliferative inflammation. Clinical use for respiratory tract and intestinal infectious diseases has good curative effect. The traditional heat-clearing and detoxifying, antibacterial and anti-inflammatory medicine has special effects on bacterial and viral upper respiratory tract infections and dysentery, and is known as a natural antibiotic drug. Enhance immune function. |