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Germacrone

CAS No.6902-91-6
Chemical Name:Germacrone
CBNumber:CB1497650
Molecular Formula:C15H22O
Formula Weight:218.33
MOL File:6902-91-6.mol

Germacrone Property

Melting point 55-58 °C
Boiling point 153-157 °C(Press: 13 Torr)
Density 0.9908 g/cm3
storage temp. 2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Solid
color White to Off-White
λmax 309nm(MeOH)(lit.)
BRN 2047453
Stability Light Sensitive
LogP 4.760 (est)
CAS DataBase Reference 6902-91-6
FDA UNII E2WQ6N4FBP
NIST Chemistry Reference 3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (e,e)-(6902-91-6)
UNSPSC Code 41116107
NACRES NA.24

Safety

Safety Statements :23-24/25
RTECS :GU2210000
HS Code :29142990

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P280-P305+P351+P338-P337+P313

Germacrone Price More Price(3)

Brand: Sigma-Aldrich(India)
Product number: 42924
Product name : Germacrone
Purity: analytical standard
Packaging: 10MG
Price: ₹82085.98
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: G0519
Product name : Germacrone
Purity: min. 98.0 %
Packaging: 20MG
Price: ₹5300
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: G0519
Product name : Germacrone
Purity: min. 98.0 %
Packaging: 100MG
Price: ₹14800
Updated: 2022/05/26
Buy: Buy

Germacrone Chemical Properties,Usage,Production

Description 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).
Uses 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
Safety Profile A poison by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.