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A0612312

Andrographolide , Analysis standard , 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

Pack Size Price Stock Quantity
20MG RMB73.60 In Stock
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Update time: 2022-07-08

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)
CAS DataBase Reference 5508-58-7

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

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