Costunolide

Bezeichnung:Costunolide

CAS-Nr553-21-9

Englisch Name:Costunolide

CBNumberCB1455816

SummenformelC15H20O2

Molgewicht232.32

MOL-Datei553-21-9.mol

Costunolide physikalisch-chemischer Eigenschaften

Schmelzpunkt	106-107 °C
Siedepunkt	385.4±42.0 °C(Predicted)
Dichte	1.03±0.1 g/cm3(Predicted)
storage temp.	-20°C
Löslichkeit	DMSO: soluble10mg/mL (clear solution)
Aggregatzustand	powder
Farbe	white to beige
InChI	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
InChIKey	HRYLQFBHBWLLLL-GRFSRWIASA-N
SMILES	O1C(=O)C(=C)[C@]2([H])CCC(C)=CCCC(C)=C[C@@]12[H] \|t:10,15\|
LogP	4.049 (est)
CAS Datenbank	553-21-9(CAS DataBase Reference)
NIST chemische Informationen	Germacra-1(10),4,11(13)-trien-12-oic acid, 6«alpha»-hydroxy-, «gamma»-lactone, (e,e)-(553-21-9)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-24/25
WGK Germany	3
HS Code	29322090

Gefahreninformationscode (GHS)

Costunolide Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Costunolide is a germacranolide sesquiterpene lactone extracted from costus oil. With alantolactone and dehydrocostuslactone, it is a component of lactone mix used to elicit reactions in Compositae-sensitive patients. An erythema-multiform-like occupational contact dermatitis case occurred in a chemistry student after accidental exposure to costus oil (CJ Le Coz & JP Lepoittevin, unpublished results).
Chemische Eigenschaften
White crystalline powder, soluble in chloroform, derived from woodsy, Inula magnifica, Kerria japonica, Malachite.
Verwenden
(+)-Costunolide is an inhibitor of osteoclast differentiation, acting as an anti-inflammatory and anti-oxidant agent. It is a sesquiterpene lactone which mediates apoptosis.
Verwenden
Costunolide is the oil extracted from Saussurea lappa is used in perfumery and in the Orient for all kinds of diseases.
Definition
ChEBI: Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound.
Allgemeine Beschreibung
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.
Biologische Aktivität
Inhibitor of human telomerase activity (IC 50 = 65 μ M in MCF-7 breast cancer cells). Suppresses proliferation and induces apoptosis in a variety of human tumor cell lines. Selectively blocks endothelial cell proliferation induced by VEGF. Inhibits expression of iNOS and IL-1 β and disrupts NF- κ B activation. Displays anti-inflammatory, antifungal and antiviral properties.
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.
Kontakt-Allergie
This germacranolide sesquiterpene lactone is extracted from costus oil. With alantolactone and dehydrocostunolide, it is a component of lactone mix used to elicit reactions in patients sensitive to Asteraceae-Compositae. An erythema-multiform-like occupational contact dermatitis case occurred in a chemical student after an accidental exposure to costus oil.

Costunolide Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

553-21-9, Costunolide Verwandte Suche:

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