Name | Maslinic acid |
Synonyms | Maslinic acid CRATEGOLIC ACID CRATEGOLIC ACID (PLEASE CALL) Maslinic Acid(Crategolic Acid) Maslinic acid, Crataegolic acid CRATEGOLIC ACID(MASLINIC ACID)(P) (2alpha,3beta)-2,3-dihydroxyolean-12-en-28-oic acid 2-.alpha.,3-.beta.-Dihydroxyolean-12-en-28-oic Acid (2alpha,3beta)-2,3-Dihydroxy-olean-12-en-28-oic acid (4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid |
CAS | 4373-41-5 |
InChI | InChI=1/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23-,27-,28+,29+,30-/m0/s1 |
InChIKey | MDZKJHQSJHYOHJ-LLICELPBSA-N |
Molecular Formula | C30H48O4 |
Molar Mass | 472.7 |
Density | 1.14±0.1 g/cm3(Predicted) |
Melting Point | 267~269℃ |
Boling Point | 570.0±50.0 °C(Predicted) |
Specific Rotation(α) | +43 (Py). +42.1 (c, 1.02 in Py) |
Flash Point | 312.6°C |
Solubility | Soluble in mixed solvent of pyridine and chloroform methanol, slightly soluble in methanol and ethyl acetate |
Vapor Presure | 2.3E-15mmHg at 25°C |
Appearance | White powder |
Color | white to off-white |
pKa | 4.63±0.70(Predicted) |
Storage Condition | 2-8°C |
Stability | Hygroscopic |
Refractive Index | 1.568 |
MDL | MFCD00049293 |
Physical and Chemical Properties | Soluble in pyridine, chloroform methanol mixed solvent, slightly soluble in methanol, ethyl acetate from jujube, olive, Hawthorn, etc |
In vitro study | Maslinic acid (MA) inhibits LPS-induced NF-κB translocation to nucleus and phosphorylation of IκB-α. Maslinic acid has also been reported to suppress NF-κB regulated osteoclastogenesis in bone marrow monocytes and inhibit TNF-α-induced NF-κB activity and its downstream genes’ expression in pancreatic cancer cells. To confirm if the anti-inflammatory effects of olive pomace extracts (OPEs) inRAW264.7 cells can be attributed to Maslinic acid, dose-dependence experiments determined the effective concentration of Maslinic acid to be 10-20 μM. 20 μM Maslinic acid significantly suppresses TNF-α production and inhibits IL-1, IL-6, and COX-2 mRNA expression in RAW 264.7 cell. Maslinic acid (at 10 and 20 μM) significantly suppresses the DNA-binding activity of NF-κB p65 in LPS-induced RAW 264.7 cells. Pretreatment with Maslinic acid significantly reduces the LPS-induced phosphorylation of IκB-α. |
In vivo study | Paw swelling is alleviated when mice are administered with 200 mg/kg Maslinic acid (MA), significantly suppressing inflammation, compared to the carrageenan induced control group, 4 h after λ-carrageenan injection (0.91±0.51 mm and 1.79±0.4 mm, respectively). |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
HS Code | 29181990 |
Reference Show more | 1. Zhou Shengqin, Jiang Qiong. Simultaneous determination of triterpene acids in different growth parts of lozenges tea by RP-HPLC method [J]. Chinese patent medicine 2015 37(3):570-573. 2. Hu Haobin. Determination of four kinds of triterpene acids in beilissu mixture by one-Test multi-evaluation method [J]. Journal of Nanjing University of Chinese Medicine 2015 000(003):277-279. 3. Li Wenxia, Kong Jing, Wu Qiuhong, Wang Menglin, Lu Dongbo, Sun Rendi, Huang Guangwei, Li Sitong, fan Yuyuan, Huang Yujuan, Gaoyuan, Liu Lu Road, Chen Siyu, Jiang Yanyan, shi Renbing. Study on quality evaluation of decoction pieces of Mosla chinensis based on quality characterization of effective benchmark characteristic maps [J]. Global Journal of Traditional Chinese Medicine, 2021,14(05):789-798. 4. Dong Li, raiting Xue. Effect of high temperature and high humidity gas impact treatment on quality of mid-short wave infrared dried jujube [J]. Food Research and Development, 2020,41(22):107-112. 5. [IF = 1.175] Wang Meng et al.. "J Plant Biochem Biot. 2022 Jan;:1-16 |
pharmacological action | maslinic acid is a pentacyclic triterpene acid, which exists in a variety of natural plants, especially olive, and has high safety to human body. In recent years, it has been found that maslinic acid has many biological activities such as anti-cancer, anti-oxidation, anti-AIDS, anti-bacteria, anti-diabetes and so on, which has aroused people's research interest. Scientists at the University of Granada in Spain have discovered that maslinic acid can inhibit serine protease, and HIV uses this enzyme to release itself from infected cells to the outside and spread to the whole body of the virus infected person. maslinic acid has anti-tumor and anti-HIV effects, which can reduce the probability of HIV spread in the body by 80%. |
precautions | this product should be stored at low temperature, special products should be stored under nitrogen, and the content of improper storage for a long time will be reduced. |
biological activity | Maslinic acid can inhibit the DNA binding activity of NF-κB p65 and eliminate IκB-α phosphorylation. |
Target | Value |
use | for content determination/identification/pharmacological experiments and other pharmacological effects: anti-tumor, anti-HIV, anti-inflammatory, antibacterial and other effects |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |