365645

Andrographolid

98%

• Synonym(e): 3-dehydroandrographolide, Andrographis, Andrographiside aglycon
• Empirische Formel (Hill-System): C₂₀H₃₀O₅
• CAS-Nummer: 5508-58-7
• Molekulargewicht: 350.45
• Beilstein: 42762
• EG-Nummer: 226-852-5
• MDL-Nummer: MFCD07778082
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24862550
• NACRES: NA.22

Eigenschaften

• Assay: 98%
• Form: powder
• Optische Aktivität: [α]20/D −126°, c = 1.5 in acetic acid
• mp (Schmelzpunkt): 229-232 °C (lit.)
• Funktionelle Gruppe: ester; hydroxyl
• SMILES String: C[C@@]1(CO)[C@H](O)CC[C@@]2(C)[C@H](C\C=C3/[C@H](O)COC3=O)C(=C)CC[C@H]12
• InChI: 1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1
• InChIKey: BOJKULTULYSRAS-OTESTREVSA-N

Beschreibung

Allgemeine Beschreibung

Andrographolide, a bioactive diterpene lactone, is the main constituent of Andrographis paniculata, a plant used in traditional medicines. It is known to have different biological activities such as anti-inflammatory[1], anti-malarial, anti-cancer[2] and hepatoprotective activity.[3] It also shows potent anti-viral effect against dengue virus.[4]

Anwendung

• Andrographolide-based drug candidate against Keap1-Nrf2 pathway through rigorous cheminformatics screening.: This study identifies potential andrographolide derivatives as innovative drug candidates that target the Keap1-Nrf2 pathway, crucial for antioxidant defense mechanisms. This approach highlights the compound′s versatility in developing treatments that could mitigate oxidative stress-related diseases, making it a significant area of interest for chemists and material scientists in both academia and biotech sectors (Jain and Sudandira Doss, 2023).


• TMT-based quantitative proteomics reveals the targets of andrographolide on LPS-induced liver injury.: This investigation into the proteomic changes induced by andrographolide in liver injury models offers insights into its therapeutic mechanisms, highlighting its potential as a treatment for inflammation and liver diseases, relevant for research and development in pharmaceutical and biochemical fields (Ge et al., 2023).


• Investigation of targets and anticancer mechanisms of covalently acting natural products by functional proteomics.: This study evaluates andrographolide′s roles within the context of its anticancer properties, providing a detailed analysis of its interactions at the molecular level, essential for material scientists and chemists working on novel cancer therapies (Zhao et al., 2023).

Biochem./physiol. Wirkung

Diterpenoid lactone with anti-inflammatory properties. It blocks T-cell proliferation to allogenic stimuli and the chemotactic migration of macrophages induced by complement. Blocks the proliferation of several cancer cell lines in vitro.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)