CAS Number4373-41-5
SynonymsMaslinic acid; maslinicacid; (2α,3β)- 2,3-dihydroxy-Olean-12-en-28-oic acid; Hawthorn Leaf Extract; (2α,3β)-2,3-Dihydroxyolean-12-en-28-oic acid; Crataegolic acid; (2α,3β)-2,3-dihydroxy-Olean-12-en-28-oic acid; CRATEGOLIC ACID
Molecular FormulaC30H48O4
Molecular Weight472.70
Purity≥98 (HPLC)%
Density1.1±0.1 g/cm3
Boiling Point570.0±50.0 °C at 760 mmHg
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 4373-41-5 |
| Catalog No. | 2A-9030816 |
| Chinese Name | 山楂酸； 马斯里酸 |
| Synonyms | Maslinic acid; maslinicacid; (2α,3β)- 2,3-dihydroxy-Olean-12-en-28-oic acid; Hawthorn Leaf Extract; (2α,3β)-2,3-Dihydroxyolean-12-en-28-oic acid; Crataegolic acid; (2α,3β)-2,3-dihydroxy-Olean-12-en-28-oic acid; CRATEGOLIC ACID |
| Molecular Formula | C30H48O4 |
| Molecular Weight | 472.70 |
| Purity | ≥98 (HPLC) |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 570.0±50.0 °C at 760 mmHg |
| Appearance | powder |
| Water Solubility | acetone: soluble1mg/mL, clear, colorless |
| Storage Condition | 2-8°C |
| Application | Maslinic acid inhibits the DNA-binding activity of NF-κB p65 and eliminates IκB-α phosphorylation. |
| HTC | 2940000000 |
| PubChem ID | 329818034 |
| MDL Number | MFCD00049293 |
| SMILES | CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(O)=O |
| InChI | 1S/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 |
| InChI Key | MDZKJHQSJHYOHJ-LLICELPBSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352205 |
| Hazard Symbols | transportation |
| MSDS | msds/30816_1_4373_41_5.pdf |
| Bioactivity | Maslinic acid can inhibit the DNA-binding activity of NF-κB p65 and abolish the phosphorylation of IκB-α, which is required for p65 activation Related Catalog Research Areas >> Inflammation/Immunology Natural Products >> Terpenoids and Glycosides Target p65 In Vitro 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[1]. In Vivo 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)[1]. Cell Assay RAW 264.7 cells are seeded in 96-well culture plates at a density of 1×105 cells/mL and after incubation for 24 h, are treated with OPE1 (300 μg/mL or 400 μg/mL), OPE2 (20 μg/mL or 40 μg/mL), or Maslinic acid (10 μM or 20 μM) , as well as with/without LPS at the same time. Cell viability i determined using the WST-1 reagent. Briefly, WST-1 reagent (10 μL) is added to each well and incubated for 1h in a humidified incubator. The absorbance of the samples measured at 450 nm (reference wavelength is 750 nm). Viability is expressed as a percentage of the absorbance measured in LPS-treated cells[1]. Animal Admin Mice[1] Five-week-old male Balb/c mice (19-21 g) are housed in a conventional condition and provided with the free access to standard rodent chow and water. Edema is induced by intraplantar injection of 100 μL 1% carrageenan into the hind left paw. Maslinic acid is tested initially at a dose of 200 mg/kg, orally administered 60 min before and after carrageenan injection. Paw thickness is measured using electronic digital calipers, 2, 3, and 4 h following carrageenan treatment. Mice are sacrificed by carbon dioxide inhalation 4 h after carrageenan injection[1]. References [1]. Fukumitsu S, et al. Anti-inflammatory and anti-arthritic effects of pentacyclic triterpenoids maslinic acid through NF-κB inactivation. Mol Nutr Food Res. 2016 Feb;60(2):399-409. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 570.0±50.0 °C at 760 mmHg Molecular Formula C30H48O4 Molecular Weight 472.700 Flash Point 312.6±26.6 °C Exact Mass 472.355255 PSA 77.76000 LogP 7.87 Appearance of Characters white to off-white Vapour Pressure 0.0±3.6 mmHg at 25°C Index of Refraction 1.568 InChIKey MDZKJHQSJHYOHJ-LLICELPBSA-N SMILES CC1(C)CCC2(C(=O)O)CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(C)C5CCC43C)C2C1 Storage condition 2-8°C Water Solubility acetone: soluble1mg/mL, clear, colorless |
| Use of | Maslinic acid can inhibit the DNA-binding activity of NF-κB p65 and abolish the phosphorylation of IκB-α, which is required for p65 activation Properties Articles32 Name Maslinic acid Synonym More Synonyms Crategolic acid Biological Activity Description Maslinic acid can inhibit the DNA-binding activity of NF-κB p65 and abolish the phosphorylation of IκB-α, which is required for p65 activation Related Catalog Research Areas >> Inflammation/Immunology Natural Products >> Terpenoids and Glycosides References [1]. Fukumitsu S, et al. Anti-inflammatory and anti-arthritic effects of pentacyclic triterpenoids maslinic acid through NF-κB inactivation. Mol Nutr Food Res. 2016 Feb;60(2):399-409. Chemical & Physical Properties Molecular Formula C30H48O4 Exact Mass 472.355255 PSA 77.76000 Appearance of Characters white to off-white Index of Refraction 1.568 InChIKey MDZKJHQSJHYOHJ-LLICELPBSA-N |
| Transport Info | Product name: Purity: 96.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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