Germacrone

Bezeichnung:Germacrone

CAS-Nr6902-91-6

Englisch Name:Germacrone

CBNumberCB1497650

SummenformelC15H22O

Molgewicht218.33

MOL-Datei6902-91-6.mol

Germacrone physikalisch-chemischer Eigenschaften

Schmelzpunkt	55-58 °C
Siedepunkt	153-157 °C(Press: 13 Torr)
Dichte	0.9908 g/cm3
storage temp.	2-8°C
Löslichkeit	Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
Farbe	White to Off-White
maximale Wellenlänge (λmax)	309nm(MeOH)(lit.)
BRN	2047453
Stabilität	Light Sensitive
LogP	4.760 (est)
CAS Datenbank	6902-91-6
NIST chemische Informationen	3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (e,e)-(6902-91-6)

Sicherheit

S-Sätze:	23-24/25
RTECS-Nr.	GU2210000
HS Code	29142990

Gefahreninformationscode (GHS)

Germacrone Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
Germacrone is a sesquiterpene that has been found in gingeraceae plants and has diverse biological activities. It inhibits pseudorabies virus (PRV) replication in Vero cells when used at concentrations ranging from 10 to 150 μM. Germacrone (50-250 μM) enhances cytotoxicity and apoptosis induced by doxorubicin in doxorubicin-resistant MCF-7/adr cells. In vivo, germacrone (5, 10, and 20 mg/kg) reduces body weight gain, visceral fat pad weight, serum insulin and plasma glucose levels, and hepatic lipid levels in a mouse model of high-fat diet-induced obesity. It decreases brain malondialdehyde (MDA) levels and activity of superoxide dismutase (SOD) and glutathione peroxidase (GPX), as well as reduces infarct volume in a rat model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO).
Verwenden
Germacrone is an antiviral isolate of Geranium macrorrhizum which inhibits and prevents early stage influenza virus infection. It also inhibits the proliferation of glioma cells by promoting apoptosis.
Definition
ChEBI: (E,E)-germacrone is a germacrane sesquiterpenoid that has formula C15H22O. It is a natural product found in traditional medicinal plants of the family Zingiberaceae. The compound exhibits a range of pharmacological activities including anti-inflammatory, anticancer, antiviral, anti-androgenic, antioxidant, antimicrobial, antifungal, neuroprotective and insecticidal activities. It has a role as a volatile oil component, an antiviral agent, an insecticide, an anti-inflammatory agent, an antioxidant, an antineoplastic agent, an apoptosis inducer, an autophagy inducer, an antimicrobial agent, an androgen antagonist, a neuroprotective agent, a plant metabolite, an antifungal agent, an antitussive, an antifeedant and a hepatoprotective agent. It is a germacrane sesquiterpenoid and an olefinic compound.
Synthesis Reference(s)
Tetrahedron Letters, 24, p. 3489, 1983 DOI: 10.1016/S0040-4039(00)86020-7
Hazard
A poison by ingestion
Sicherheitsprofil
A poison by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.

Germacrone Upstream-Materialien And Downstream Produkte

Germacrone Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

6902-91-6, Germacrone Verwandte Suche:

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