365645
Andrographolide
98%
Synonym(s):
3-dehydroandrographolide, Andrographis, Andrographiside aglycon
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About This Item
Empirical Formula (Hill Notation):
C20H30O5
CAS Number:
Molecular Weight:
350.45
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
226-852-5
Beilstein/REAXYS Number:
42762
MDL number:
Assay:
98%
Form:
powder
Quality Level
assay
98%
form
powder
optical activity
[α]20/D −126°, c = 1.5 in acetic acid
mp
229-232 °C (lit.)
functional group
ester, hydroxyl
SMILES string
C[C@@]1(CO)[C@H](O)CC[C@@]2(C)[C@H](C\C=C3/[C@H](O)COC3=O)C(=C)CC[C@H]12
InChI
1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1
InChI key
BOJKULTULYSRAS-OTESTREVSA-N
General description
Andrographolide, a bioactive diterpene lactone, is the main constituent of Andrographis paniculata, a plant used in traditional medicines. It is known to have different biological activities such as anti-inflammatory, anti-malarial, anti-cancer and hepatoprotective activity. It also shows potent anti-viral effect against dengue virus.
Application
- Andrographolide-based drug candidate against Keap1-Nrf2 pathway through rigorous cheminformatics screening.: This study identifies potential andrographolide derivatives as innovative drug candidates that target the Keap1-Nrf2 pathway, crucial for antioxidant defense mechanisms. This approach highlights the compound′s versatility in developing treatments that could mitigate oxidative stress-related diseases, making it a significant area of interest for chemists and material scientists in both academia and biotech sectors (Jain and Sudandira Doss, 2023).
- TMT-based quantitative proteomics reveals the targets of andrographolide on LPS-induced liver injury.: This investigation into the proteomic changes induced by andrographolide in liver injury models offers insights into its therapeutic mechanisms, highlighting its potential as a treatment for inflammation and liver diseases, relevant for research and development in pharmaceutical and biochemical fields (Ge et al., 2023).
- Investigation of targets and anticancer mechanisms of covalently acting natural products by functional proteomics.: This study evaluates andrographolide′s roles within the context of its anticancer properties, providing a detailed analysis of its interactions at the molecular level, essential for material scientists and chemists working on novel cancer therapies (Zhao et al., 2023).
Biochem/physiol Actions
Diterpenoid lactone with anti-inflammatory properties. It blocks T-cell proliferation to allogenic stimuli and the chemotactic migration of macrophages induced by complement. Blocks the proliferation of several cancer cell lines in vitro.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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In vitro and in vivo anti-inflammatory effects of andrographolide.
Abu-Ghefreh Ala'AA, et al.
International Immunopharmacology, 9(3), 313-318 (2009)
Activity of andrographolide against dengue virus.
Panraksa P, et al.
Antiviral Research, 139, 69-78 (2017)
Hepatoprotective activity of andrographolide from Andrographis paniculata against carbontetrachloride.
Handa SS and Sharma A.
The Indian Journal of Medical Research, 92, 276-283 (1990)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 365645-100MG | 04061835555055 |
| 365645-500MG | 04061835511945 |