Andrographolide

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Cat.No. 4626 - Andrographolide | C20H30O5 | CAS No. 5508-58-7
Description: Inhibits NFκB; blocks androgen receptor (AR) expression
Chemical Name: (3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-2(3H)-furanone
Purity: ≥99% (HPLC)
Datasheet
Citations
Reviews
Literature
Pathways

Biological Activity

Inhibitor of NF-κB signaling; also attenuates concanavaline-induced IFNγ production in murine T cells (IC50 = 1.7 μM). Blocks androgen receptor (AR) expression in AR-expressing C4-2 cells. Activates Nrf2 in BEAS-2B cells in response to cigarette smoke extract.

Technical Data

M. Wt 350.45
Formula C20H30O5
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 5508-58-7
PubChem ID 452937
InChI Key BOJKULTULYSRAS-UQZPWQSVSA-N
Smiles C=C1CC[C@@]([C@@](CO)(C)[C@H](O)CC3)([H])[C@]3(C)[C@@H]1C/C=C2[C@H](O)COC/2=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 35.05 100
ethanol 3.5 10

Preparing Stock Solutions

The following data is based on the product molecular weight 350.45. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.85 mL 14.27 mL 28.53 mL
5 mM 0.57 mL 2.85 mL 5.71 mL
10 mM 0.29 mL 1.43 mL 2.85 mL
50 mM 0.06 mL 0.29 mL 0.57 mL

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References

References are publications that support the biological activity of the product.

Liu et al (2011) Andrographolide targets androgen receptor pathway in castration-resistant prostate cancer. Genes Cancer. 2 151 PMID: 21779488

Burgos et al (2005) Andrographolide inhibits IFN-gamma and IL-2 cytokine production and protects against cell apoptosis. Planta.Med. 71 429 PMID: 15931581

Guan et al (2012) Andrographolide protects against cigarette smoke-induced oxidative lung injury via augmentation of Nrf2 activity. Br.J.Pharmacol. [Epub ahead of print] PMID: 23146110


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Keywords: Andrographolide, Andrographolide supplier, nfkb, nrf2, inhibitors, inhibits, androgen, receptors, AR, expression, ifng, ifngamma, interferons, immunosuppressants, NF-kB/IkB, Androgen, Receptor, Nrf2, 4626, Tocris Bioscience

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Pathways for Andrographolide

NF-κB

NF-κB Signaling Pathway

NF-κB signaling plays an important role in inflammation, the innate and adaptive immune response and stress. Dysregulated signaling can occur in inflammatory and autoimmune diseases.