AndrographolideAn irreversible antagonist of NFκB and AP-1

Andrographolide (CAS 5508-58-7)

Andrographolide | CAS 5508-58-7 is rated 5.0 out of 5 by 1.
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Synonym: Andro; Andrographis
Application: An irreversible antagonist of NFκB and AP-1
CAS Number: 5508-58-7
Purity: ≥98%
Molecular Weight: 350.45
Molecular Formula: C20H30O5
* Refer to Certificate of Analysis for lot specific data (including water content).
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Andrographolide is a bicyclic diterpenoid lactone displaying antiviral, antiinflammatory, antiapoptotic, and antihyperglycemic properties. This chemical is an irreversible antagonist of NF-κB and prevents in vitro T cell activation. Andrographolide displays no effect on IκBa degradation but downregulates iNOS and Mac-1 expressions and ROS production. It has been shown to prevent endotoxin shock in mouse models and is reported to activate PI 3K/Akt pathways. Andrographolide is also an inhibitor of ERK.


References

1. Yu, Bu-Chin., et al., 2003. Antihyperglycemic effect of andrographolide in streptozotocin-induced diabetic rats. Planta medica. 69(12): 1075-9. PMID: 14750020
2. Chen, Jiun-Han., et al., 2004. Andrographolide suppresses endothelial cell apoptosis via activation of phosphatidyl inositol-3-kinase/Akt pathway. Biochemical pharmacology. 67(7): 1337-45. PMID: 15013849
3. Xia, Yi-Feng., et al., 2004. Andrographolide attenuates inflammation by inhibition of NF-kappa B activation through covalent modification of reduced cysteine 62 of p50. Journal of immunology (Baltimore, Md. : 1950). 173(6): 4207-17. PMID: 15356172

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in acetone, methanol, chloroform, ether, water (Partly miscible), and DMSO.
Storage :
Store at 4° C
Melting Point :
229-232° C (lit.)
Boiling Point :
~557.3° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.57 (Predicted)
Optical Activity :
α20/D -126°, c = 1.5 in acetic acid
IC50 :
NF-κB and AP-1 activation: IC50 = ≤ 15 µM (T cell)
pK Values :
pKa: 12.32
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
LU3490750
PubChem CID :
5318517
Merck Index :
14: 633
MDL Number :
MFCD07778082
EC Number :
226-852-5
Beilstein Registry :
42762
SMILES :
C[C@@]12CC[C@H]([C@@]([C@H]1CCC(=C)[C@H]2C/C=C/3\\[C@@H](COC3=O)O)(C)CO)O

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Certificate of Analysis

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Andrographolide  Product Citations

See how others have used Andrographolide. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 28097636  Banerjee, M.|Parai, D.|Chattopadhyay, S.|Mukherjee, SK.| et al. 2017. Folia Microbiol. (Praha). 62: 237-244.

PMID: # 27084510  Banerjee, M. et al. 2016. Journal of biomedical science. 23: 40.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Jiang Jiang, T. et al. (PubMed 26279437) reported that Andrographolide exerts a pro-osteogenic effect by activation of Wnt/ -catenin signaling pathway in vitro. -SCBT Publication Review
Date published: 2015-05-08
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