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Andrographolide Structure

Andrographolide

Chemical 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
Andrographolide is the bitter principle, a colorless and neutral crystalline substance. It is the major labdane diterpenoid isolated from Andrographis paniculate. It exhibits antiviral, anti-inflammatory, and anticancer activities. The underlying mechanism is the inhibition of the mitogen-activated protein kinase/extracellular signal-regulated kinase (MAPK/ERK) signaling (specifically p38 MAPK/ERK1/2) pathway and downstream transcription factors such as nuclear factor kappa B (NF-κB) and nuclear factor of activated T cells (NFAT). Andrographolide is also confirmed with chemopreventive effects against and the inhibitory effects on cancer cell growth in breast, colon, epidermoid, gastric, liver, leukemia, myeloma, peripheral blood lymphocytes, and prostate cancers.

Safety Information

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

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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