Germacrone

Germacrone
  • CAS No.:6902-91-6
Other grades of this product :
Germacrone Basic information
Product Name:Germacrone
Synonyms:(E,E)-Germacra-3,7(11),9-trien-6-one;(E,E)-3,7-Dimethyl-10-(1-methylethylidene)-3,7-cyclodecadien-1-one;3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (E,E)-;3,7-Dimethyl-10-(1-methylethylidene)-3,7-cyclodecadien-1-one;Germacra-3,7(11),9-trien-6-one, (E,E)-;Germacron;trans,trans-3,7-Dimethyl-10-isopropylidene-3,7-cyclodecadien-1-one;(3E,7E)-3,7-Dimethyl-10-isopropylidene-3,7-cyclodecadien-1-one
CAS:6902-91-6
MF:C15H22O
MW:218.33
EINECS:
Product Categories:chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
Mol File:6902-91-6.mol
Germacrone Chemical Properties
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
λmax309nm(MeOH)(lit.)
BRN 2047453
Stability:Light Sensitive
CAS DataBase Reference6902-91-6
NIST Chemistry Reference3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (e,e)-(6902-91-6)
Safety Information
Safety Statements 23-24/25
RTECS GU2210000
HS Code 29142990
MSDS Information
Germacrone Usage And Synthesis
DescriptionGermacrone 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).
UsesGermacrone 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.
Synthesis Reference(s)Tetrahedron Letters, 24, p. 3489, 1983 DOI: 10.1016/S0040-4039(00)86020-7
HazardA poison by ingestion
Safety ProfileA poison by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
Germacrone Preparation Products And Raw materials
Preparation ProductsATRACTYLINE(DISCONTINUED)(SH)

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