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Merck

SML0417

Sigma-Aldrich

Costunolide

≥97% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C15H20O2
Número de CAS:
Peso molecular:
232.32
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥97% (HPLC)

form

powder

optical activity

[α]/D +110.0 to +130.0°, c = 0.5 in chloroform-d

color

white to beige

solubility

DMSO: 10 mg/mL (clear solution)

storage temp.

−20°C

SMILES string

C\C1=C/CC\C(C)=C\[C@H]2OC(=O)C(=C)[C@@H]2CC1

InChI

1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5+,11-9+/t13-,14+/m0/s1

InChI key

HRYLQFBHBWLLLL-AHNJNIBGSA-N

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General description

Costunolide has anti-ulcer and antipyretic properties. It inhibits the cellular proliferation of melanin, human lamin-B by farnesyl-protein transferase (FPTase) and protein tyrosine phosphatase 1B (hPTP1B). Costunolide has strong larvicidal activity against A.albopictus. It inhibits the expression of inducible nitric oxide synthase and DNA-binding activity of nuclear factor kappa B subunit (NF-κB). It might function as a natural herbicide.

Application

Costunolide has been used to study its effects in allergic asthma using female Balb/c mice and rat basophilic leukemia (RBL)-2H3 mast cells.

Biochem/physiol Actions

Costunolide is a sesquiterpene lactone originally isolated from plants widely used in many herbal medicines. It has a variety of effects. Costunolide is a potent inducer of apoptosis, a potent anti-cancer agent, has anti-inflammatory, anti-viral, anti-fungal, antimycobacterial activity and has been shown to inhibit telomerase activity.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Aldana M Ramirez et al.
PloS one, 8(5), e65030-e65030 (2013-06-07)
The daisy-like flowers of pyrethrum (Tanacetum cinerariifolium) are used to extract pyrethrins, a botanical insecticide with a long history of safe and effective use. Pyrethrum flowers also contain other potential defense compounds, particularly sesquiterpene lactones (STLs), which represent problematic allergenic
Nobuhiro Ikezawa et al.
The Journal of biological chemistry, 286(24), 21601-21611 (2011-04-26)
Sesquiterpene lactones (STLs) are terpenoid natural products possessing the γ-lactone, well known for their diverse biological and medicinal activities. The occurrence of STLs is sporadic in nature, but most STLs have been isolated from plants in the Asteraceae family. Despite
Azhar Rasul et al.
Molecules (Basel, Switzerland), 18(2), 1418-1433 (2013-01-26)
Despite the availability of several therapeutic options, a safer and more effective modality is urgently needed for treatment of bladder cancer. Costunolide, a member of sesquiterpene lactone family, possesses potent anticancer properties. In this study, for the first time we
J Eliza et al.
Chemico-biological interactions, 188(3), 467-472 (2010-08-17)
Antioxidant properties of many medicinal plants have been widely recognized and some of them have been commercially exploited. Plant derived antioxidants play a very important role in alleviating problems related to oxidative stress. The present study was aimed at assessing
Arman Beyraghdar Kashkooli et al.
Metabolic engineering, 54, 12-23 (2019-03-02)
The therapeutic properties of complex terpenes often depend on the stereochemistry of their functional groups. However, stereospecific chemical synthesis of terpenes is challenging. To overcome this challenge, metabolic engineering can be employed using enzymes with suitable stereospecific catalytic activity. Here

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