Andrographolide , 98% , 5508-58-7

Synonym(s):
;ent-(3β,12E,14R)-3,14,19-Trihydroxy-8(17),12-labdadien-16,15-olide;Andro;Andrographis;Andrographolide - CAS 5508-58-7 - Calbiochem

CAS NO.：5508-58-7

Empirical Formula: C20H30O5

Molecular Weight: 350.45

MDL number: MFCD07778082

EINECS: 226-852-5

PRODUCT Properties

• Melting point: 229-232 °C (lit.)
• Boiling point: 557.3±50.0 °C(Predicted)
• alpha: -126 º (c=1.5,HAc)
• Density: d421 1.2317
• storage temp.: 2-8°C
• solubility: Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 8 mg/ml).
• pka: 12.36±0.20(Predicted)
• form: Off-white solid
• color: Off-white
• optical activity: [α]20/D 126°, c = 1.5 in acetic acid
• λmax: 223nm(MeOH)(lit.)
• Merck: 14,633
• BRN: 42762
• Stability: Stable for 2 years from date of purchsae as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
• InChIKey: BOJKULTULYSRAS-QPSYGYIJSA-N
• LogP: 0.424 (est)

Description and Uses

Andrographolide is a diterpene lactone compound extracted from Andrographis. paniculata (Burm. F) Nees. Andrographis paniculata is also known as lanhelian, yijianxi, zhanshecao, kucao, kudancao, etc. Since this product originates in India, it is also known as Indian grass. This product is dry ground part of Jupiteraceae plant Andrographis paniculata (conus) may originate in South Asia. It is commonly cultivated in China such as in Fujian, Guangdong, Hainan, Guangxi, and Yunnan and also in Australia and was also introduced in Jiangsu and Shaanxi.
Andrographis paniculata is commonly used in traditional Chinese medicine. Its ability of relieving “snake venom, and internal injuries cough” was recorded in “Lingnan herbal medicine records.” “Quanzhou Materia Medica” described it as “heat-clearing and detoxifying, anti-inflammatory, detumescence and inhibition throat inflammation, dysentery and high fever.”
The above ground part of Andrographis paniculata contains andrographolide, neo-andrographolide, 14-deoxygenated andrographolide, etc., and the root contains mainly flavonoids.

Andrographolide is a labdane diterpenoid. Andrographolide is the main bioactive component isolated from the medicinal plant Andrographis paniculata. It has a broad range of therapeutic applications including anti-inflammatory and anti-platelet aggregation activities and potential antineoplastic properties. Andrographolide showed significant antihepatotoxic action in P. berghei K173- induced hepatic damage in M. natalensis. Andrographolide inhibits tumor necrosis factor-α (TNF-α)-induced intercellular adhesion mol.-1 (ICAM-1) expression and adhesion of HL-60 cells onto human umbilical vein endothelial cells (HUVEC), which are associated with inflammatory diseases. These findings suggest that Andrographolide may have potential as a cardiovascular-protective agent.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302-H315-H319-H332-H335
• Precautionary statements: P261-P280-P305+P351+P338
• Hazard Codes: Xn
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• RTECS: LU3490750
• HS Code: 29322980