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SML0417

Sigma-Aldrich

Costunolide

≥97% (HPLC)

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About This Item

Formule empirique (notation de Hill):
C15H20O2
Numéro CAS:
553-21-9
Poids moléculaire :
232.32
Numéro MDL:
MFCD00210262
Code UNSPSC :
12352200
ID de substance PubChem :
329825412
Nomenclature NACRES :
NA.77

Pureté

≥97% (HPLC)

Forme

powder

Activité optique

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

Couleur

white to beige

Solubilité

DMSO: 10 mg/mL (clear solution)

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

HRYLQFBHBWLLLL-AHNJNIBGSA-N

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Description générale

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.

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H317

Classification des risques

Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Anne Herman et al.
Contact dermatitis, 81(5), 354-367 (2019-06-06)
Most diabetic patients sensitized to FreeStyle Libre react to isobornyl acrylate (IBOA), with a considerable number of them also showing unexpected positive patch test reactions to sesquiterpene lactone (SL) mix (SLM) tested in the baseline series. To compile patch test
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
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
Maximilian Frey et al.
Scientific reports, 9(1), 14295-14295 (2019-10-06)
Sesquiterpene lactones (STL) are a subclass of isoprenoids with many known bioactivities frequently found in the Asteraceae family. In recent years, remarkable progress has been made regarding the biochemistry of STL, and today the biosynthetic pathway of the core backbones
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
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