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SML0417

Sigma-Aldrich

Costunolide

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C15H20O2
CAS Number:
Molecular Weight:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Costunolide: A novel anti Costunolide: A novel anti-cancer sesquiterpene lactone cancer sesquiterpene lactone cancer sesquiterpene lactone
Rasul A, et al.
Bangladesh Journal of Pharmacology, 7, 6-13 (2012)
Ha Si et al.
PloS one, 15(4), e0231466-e0231466 (2020-04-17)
DaHuangWan (DHW) is a traditional herbal medicine used by Mongolian to treat liver cancer for many years. Clinical application of the drug has been shown to help control tumor progression, prolong survival and improve quality of life. However, the underlying
Giovanni Appendino et al.
Journal of natural products, 72(3), 340-344 (2008-12-05)
The sesterpene gamma-lactone genepolide (5) has been isolated from a Swiss horticultural variety of mountain wormwood (Artemisia umbelliformis) developed as a thujones-free alternative to native Western Alps wormwoods for the production of liqueurs. Genepolide is the formal Diels-Alder adduct of
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

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