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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

Quality Level

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
Stéphane Helleringer et al.
AIDS and behavior, 17(6), 2100-2108 (2012-11-28)
To reduce HIV incidence, prevention programs centered on the use of antiretrovirals require scaling-up HIV testing and counseling (HTC). Home-based HTC services (HBHTC) increase HTC coverage, but HBHTC has only been evaluated during one-off campaigns. Two years after an initial
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

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