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Merck
CN

SML0417

Sigma-Aldrich

Costunolide

≥97% (HPLC), apoptosis inducer, powder

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About This Item

Empirical Formula (Hill Notation):
C15H20O2
CAS Number:
553-21-9
Molecular Weight:
232.32
MDL number:
MFCD00210262
UNSPSC Code:
12352200
PubChem Substance ID:
329825412
NACRES:
NA.77

Key Documents

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Product Name

Costunolide, ≥97% (HPLC)

Quality Level

100

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 potent inducer of apoptosis and potent anti-cancer agent. Costunolide has anti-inflammatory, anti-viral, anti-fungal, antimycobacterial activity and inhibits telomerase activity.
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
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000218962
0000218962
0000171275
0000171276
0000162165

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Jui-Ling Hsu et al.
The Journal of urology, 185(5), 1967-1974 (2011-03-23)
Costunolide is a natural sesquiterpene lactone. We elucidated what to our knowledge is a novel mechanism to highlight its potential in chemotherapy for prostate cancer, particularly androgen refractory prostate cancer. Several pharmacological and biochemical assays were used to characterize the
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
Yeong-In Yang et al.
Gynecologic oncology, 123(3), 588-596 (2011-09-29)
The acquired resistance to platinum-based drugs has become an obstacle in the management of ovarian cancer. We investigated the apoptosis-inducing effect of costunolide, a natural sesquiterpene lactone, in platinum-resistant human ovarian cancer cells, along with the molecular mechanism of action.
Cândida Aparecida Leite Kassuya et al.
Journal of ethnopharmacology, 124(3), 369-376 (2009-06-16)
Magnolia ovata (A.St.-Hil.) Spreng (formerly Talauma ovata), known as "pinha-do-brejo" or "baguaçu", is a large tree widely distributed in Brazil. Its trunk bark has been used in folk medicine against fever. However, no data have been published to support the
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