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365645

Sigma-Aldrich

Andrographolide

98%

Sinonimo/i:

3-dehydroandrographolide, Andrographis, Andrographiside aglycon

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100 MG
CHF 48.70
500 MG
CHF 184.00

About This Item

Formula empirica (notazione di Hill):
C20H30O5
Numero CAS:
Peso molecolare:
350.45
Beilstein:
42762
Numero CE:
Numero MDL:
Codice UNSPSC:
12352005
ID PubChem:
NACRES:
NA.22

CHF 48.70


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Livello qualitativo

Saggio

98%

Stato

powder

Attività ottica

[α]20/D −126°, c = 1.5 in acetic acid

Punto di fusione

229-232 °C (lit.)

Gruppo funzionale

ester
hydroxyl

Stringa SMILE

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
BOJKULTULYSRAS-OTESTREVSA-N

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Descrizione generale

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[1], anti-malarial, anti-cancer[2] and hepatoprotective activity.[3] It also shows potent anti-viral effect against dengue virus.[4]

Applicazioni


  • 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).

Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Certificati d'analisi (COA)

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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)
In vitro and in vivo anti-inflammatory effects of andrographolide.
Abu-Ghefreh Ala'AA, et al.
International Immunopharmacology, 9(3), 313-318 (2009)
Mayur M Uttekar et al.
European journal of medicinal chemistry, 56, 368-374 (2012-08-04)
Andrographolide, a diterpene lactone of the Andrographis paniculata, displays anti-HIV activity in vitro. A series of andrographolide derivatives have been synthesized and evaluated for their anti-HIV activity in a cell-free virus infectivity assay using TZM-bl cells. As compared to andrographolide
Jonathan Chee Woei Lim et al.
Clinical and experimental pharmacology & physiology, 39(3), 300-310 (2011-10-25)
1. Andrographis paniculata (Burm. f) Nees, commonly known as 'king of bitters', is a herbaceous plant belonging to the Family Acanthaceae. It has been widely used for centuries in Asian countries like China, India, Thailand and Malaysia for the treatment of

Questions

1–3 of 3 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. Is the andrographolide can be detected by spectrophotometry UV-VIS ???

    1 answer
    1. Due to the presence of pi bonds in the molecular structure, Andrographolide has chromophores. As a result, this compound may be detected by UV-Vis spectrophotometry.
      Please see the link below to review a publication that may be helpful:
      https://www.pharmahealthsciences.net/pdfs/volume7-issue12019/8.vol7-issue1-2019-MS-15711.pdf

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