Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Biochemical Engineering >  Plant extracts >  Germacrone

Germacrone

Basic information Safety Supplier Related

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
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Inhibitors
Mol File:
6902-91-6.mol
More
Less

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
λmax
309nm(MeOH)(lit.)
BRN 
2047453
Stability:
Light Sensitive
LogP
4.760 (est)
CAS DataBase Reference
6902-91-6
NIST Chemistry Reference
3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (e,e)-(6902-91-6)
More
Less

Safety Information

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

Germacrone Usage And Synthesis

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.

GermacroneSupplier

Chembest Research Laboratories Limited
Tel
+86-21-20908456
Email
sales@BioChemBest.com
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Email
Sales-CN@TCIchemicals.com
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Email
sales@jingyan-chemical.com
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Email
3007715519@qq.com
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Email
cdhxsj@163.com