18449-41-7
madasiatic acid
CAS: 18449-41-7;125265-67-0
Molecular Formula: C30H48O6
18449-41-7 - Names and Identifiers
18449-41-7 - Physico-chemical Properties
| Molecular Formula | C30H48O6 |
| Molar Mass | 504.71 |
| Density | 1.23±0.1 g/cm3(Predicted) |
| Melting Point | 270°C (dec.) |
| Boling Point | 641.7±55.0 °C(Predicted) |
| Specific Rotation(α) | (c, 1.5 in MeOH)+31 |
| Flash Point | 355.9°C |
| Solubility | Soluble in DMSO, methanol, ethanol, insoluble in petroleum ether. |
| Vapor Presure | 3.61E-19mmHg at 25°C |
| Appearance | White crystal |
| Color | White to Pale Red |
| pKa | 4.63±0.70(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.59 |
| MDL | MFCD11559128 |
| Physical and Chemical Properties | Soluble in DMSO, methanol, ethanol, insoluble in petroleum ether. The whole grass derived from Centella asiatica, a plant of the umbelliferae family. |
18449-41-7 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| HS Code | 29389090 |
18449-41-7 - Reference
| Reference Show more | 1. Zhao, Yun, et al. "Effect of centella asiatica on oxidative stress and lipid metabolism in hyperlipidemic animal models." Oxidative Medicine and Cellular Longevity 2014 (2014).https://doi.org/10.1155/2014/154295 2. [IF=6.543] Zhao Yun et al."Effect of Centella asiatica on Oxidative Stress and Lipid Metabolism in Hyperlipidemic Animal Models."Oxid Med Cell Longev. 2014;2014:154295 3. [IF=1.984] Jiang Hui et al."Identification of Centella asiatica’s Effective Ingredients for Inducing the Neuronal Differentiation."Evid-Based Compl Alt. 2016;2016:9634750 4. [IF=2.408] Amit Jaisi et al."Investigation of HIV-1 Viral Protein R Inhibitory Activities of Twelve Thai Medicinal Plants and Their Commercially Available Major Constituents."Chemistry & Biodiversity. 2021 Oct 27 |
18449-41-7 - Reference Information
| plant source: | asiatica |
| update date: | 2022/11/12 10:05:38 |
| overview | Centella asiatica (madecassoside,MC) is a Centella asiaticaUrb of Umbelliferae. The main active ingredient of triterpene saponins, studies have shown that MC has a wide range of in vivo and in vitro pharmacological activities, which can reduce collagen-induced arthritis inflammation, promote the proliferation of human fibroblasts cultured in vitro, treat or prevent hypertrophic scars and scars, and protect myocardial ischemia-reperfusion injury. In addition, MC also has antidepressant effect, which may be related to the reduction of brain monoamine oxidase activity. At the same time, MC also has protective effect on neurons of rats with acute spinal cord injury and dementia caused by chronic aluminum poisoning in mice. picture: Centella asiatica |
| studies on metabolism in rats | from the drug-containing plasma, urine and brain tissue of rats, the original components of capsicoside and 11 kinds of metabolites were detected, all of which were phase I metabolites. Conclusion: The metabolism of madecasioside is extensive in rats, and the main generation Xie pathway is demethylation, hydroxylation, dehydration and other reactions. |
| skin injury repair | the wound area of mice in the high dose group of hydroxyasiatic acid was significantly reduced, and the content of hydroxyproline in skin tissue was significantly increased. H2O2( 500 μmol/L) caused the decrease of HUVEC activity, the increase of LDH leakage, the increase of intracellular MDA content and the decrease of GSH content, TUNEL detection showed that the apoptosis rate of H2O2 treated group was significantly increased. Hydroxyasiatic acid (5, 10, 20 μmol/L) can inhibit lipid peroxidation and up-regulate cell activity in a concentration-dependent manner. Significantly improve the apoptosis of endothelial cells caused by H2O2 and reduce intracellular Caspase-3 activity. Conclusion: Hydroxyasiatic acid has a significant promoting effect on burn healing. It is one of the main active components of centella asiatica in the treatment of burn and scald. Its mechanism of action is related to inhibiting lipid peroxidation, promoting collagen synthesis and inhibiting apoptosis. |
| Inhibitory effect and mechanism of LPS-induced microglial cell proliferation | Cecloside can inhibit Aβ-induced apoptosis of hippocampal neurons; It can inhibit myeloperoxidase (myeloperoxidase,MPO) and reduce the production of malondialdehyde (malondi-aldehyde,MDA), from to inhibit inflammatory response and reduce oxygen free radical damage. LPS can obviously induce the proliferation and release of inflammatory factors of microglia cultured in vitro. Compared with the LPS group, the IC50 of ICP treated with ICP for 48 h was 10. 97 nmol/L. At the same time, the release of TNF-α and IL-6 in microglia was significantly reduced (P<0.05). The apoptosis rate of G2 phase cells and cells of microglia was increased, and the expression of TLR4 and NF-κB in microglia was decreased. |
| liver protection | COX-2 plays an important role in the process of inflammation and can be induced by endotoxin, mitogens, cytokines, etc. expression. In acute liver injury caused by CCl4, the inflammatory reaction is activated, and various inflammatory factors including COX-2 are produced in large quantities, leading to further necrosis of liver cells and aggravating the degree of liver injury. Moreover, it has been reported that COX-2 selective inhibitors can significantly reduce CCl4-induced liver injury and can significantly inhibit the expression of COX-2 in liver tissue. This is one of the main mechanisms of liver protection. |
| intestinal absorption mechanism | the absorption rate of racecosin is stronger than that of large intestine in rats, and its absorption rate is ileum> jejunum ≥ duodenum intestine> colon. However, there was no significant difference in ileal absorption rate and absorption rate constant of capectoside solution with different concentrations. Among the three different surfactants, polysorbate -80 has a significant promotion effect on ileal absorption of capectoside . The intestinal absorption of Cestoside is mainly concentrated in the middle of small intestine, and the absorption mechanism is presumed to be passive diffusion, and the surfactant polysorbate -80 can promote its ileal absorption. |
| separation and determination | when the mobile phase is methanol-water (volume ratio is 65: 35) and pH is 4, the separation degree of isomers increases with the increase of β-cyclodextrin concentration. In the range of 0.1~5.0g/L, the peak area of hydroxyasiatic acid has a linear relationship with the concentration (r2=0.998 9), this method is suitable for the content detection of hydroxyasiatic acid and the quality control of related drugs. hydroxyasiatic acid and its isomer termi-nolicacid were separated by adding β-cyclodextrin to methanol-water flow phase, and the content of hydroxyasiatic acid in total aglycone of 50% asiatica was determined. This method has good specificity. The concentration of hydroxyasiatic acid has a good linear relationship with peak area at 0.1~5.0g/L. It can be used for the content detection of hydroxyasiatic acid and the quality control of related drugs. chromatographic conditions chromatographic column: AgilentZorbaxSB-C18 column (150mm × 4.6mm, 5 μm); Protective column: Shimadzu Shim-packODS; Mobile phase: methanol-water (volume ratio 65: 35) mixed solution (containing 4mmol/Lβ-CD), with acetic acid to adjust pH value to 4; Flow rate 0.4 mL/min; Detection wavelength 204nm; Column temperature 25 ℃; The injection volume is 10 μL. figure 1 chromatogram of hydroxyasiatic acid standard |
| References | [1] Liu Shuyun, Fan Mingsong, Li Zhixiong, et al. Study on Metabolism of Cestaticoside in Rats [J]. Modern Chinese Medicine, 2012, 14(6):9-15. [2] Zhang Sisi, Cai Jianghui, Wan Jing Yuan, et al. Inhibitory effect and mechanism of madecassoside on LPS-induced microglia proliferation [J]. Chinese Journal of Pathophysiology, 2015, 31(3):428-434. [3] Li Hongzhong, Wan Jingyuan, Tension, et al. Protective effect of madecassoside on on acute liver injury in mice [J]. Chinese Herbal Medicine, 2008, 39(10):1525-1527. [4] Xia Liwen, Dong Peiliang. Study on absorption of racecosporin in rat intestine [J]. Drug Evaluation Research, 2011, 34(1):22-25. |
| use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: depression, burn scars, anti-cancer, prevention and treatment of coronary heart disease, myocardial infarction, cerebral thrombosis, cerebral infarction, enhance memory, skin whitening. |
Last Update：2024-04-09 20:02:46
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Product Name: Madecassic Acid Visit Supplier Webpage Request for quotationCAS: 18449-41-7
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Spot supply
Product Name: Madecassic acid Visit Supplier Webpage Request for quotationCAS: 18449-41-7
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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