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Germacrone

Product Name
Germacrone
CAS No.
6902-91-6
Chemical Name
Germacrone
Synonyms
Germacron;3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (E,E)-;3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (3E,7E)-;GERMACRONE;Germacrone-RM;GERMACRONE(RG);GerMacrol (obsol;(E,E)-GerMacrone;Germacrone (>90%);GERMACRONE(RG) 1mg
CBNumber
CB1497650
Molecular Formula
C15H22O
Formula Weight
218.33
MOL File
6902-91-6.mol
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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
NIST Chemistry Reference
3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (e,e)-(6902-91-6)
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Safety

Safety Statements 
23-24/25
RTECS 
GU2210000
HS Code 
29142990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89677
Product name
Germacrone
Purity
phyproof? Reference Substance
Packaging
10MG
Price
$533
Updated
2025/07/31
Sigma-Aldrich
Product number
42924
Product name
Germacrone
Purity
≥95.0% (HPLC)
Packaging
10mg
Price
$897
Updated
2022/05/15
TCI Chemical
Product number
G0519
Product name
Germacrone
Purity
>98.0%(GC)
Packaging
20mg
Price
$169
Updated
2025/07/31
TCI Chemical
Product number
G0519
Product name
Germacrone
Purity
>98.0%(GC)
Packaging
100mg
Price
$505
Updated
2025/07/31
Cayman Chemical
Product number
30111
Product name
Germacrone
Packaging
5mg
Price
$68
Updated
2024/03/01
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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).

Chemical Properties

White needle-shaped crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Curcuma zedoaria.

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.

References

[1] WANTING HE. Antiviral Activity of Germacrone against Pseudorabies Virus in Vitro[J]. Pathogens, 2019. DOI: 10.3390/pathogens8040258
[2] XIAO-HONG XIE. Germacrone reverses Adriamycin resistance through cell apoptosis in multidrug-resistant breast cancer cells.[J]. Experimental and therapeutic medicine, 2014, 8 5: 1611-1615. DOI: 10.3892/etm.2014.1932
[3] YUAN-RI GUO S C. Germacrone Attenuates Hyperlipidemia and Improves Lipid Metabolism in High-Fat Diet-Induced Obese C57BL/6J Mice.[J]. Journal of medicinal food, 2017, 20 1 1: 46-55. DOI: 10.1089/jmf.2016.3811
[4] TIANHUI WU. Germacrone attenuates cerebral ischemia/reperfusion injury in rats via antioxidative and antiapoptotic mechanisms[J]. Journal of cellular biochemistry, 2019, 120 11: 18901-18909. DOI: 10.1002/jcb.29210

Germacrone Preparation Products And Raw materials

Raw materials

Preparation Products

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Germacrone Suppliers

Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6003
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Beijing Ouhe Technology Co., Ltd
Tel
010-010-82967028 13522913783
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12000
Advantage
60
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
Advantage
60
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18729
Advantage
57
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11705
Advantage
57
Shanghai Sunway Pharmaceutical Technology Co., Ltd
Tel
18270980682
Fax
021 51613951
Email
mlcheng@sunwaypharm.cn
Country
China
ProdList
8669
Advantage
57
Aktin Chemicals, Inc.
Tel
86-28-85159085
Fax
86-28-85152372
Email
info@aktinchem.com
Country
China
ProdList
297
Advantage
62
Shenzhen Sungening Bio-Tech Co., Ltd
Tel
+86-0755-89668383
Fax
+86-0755-89594066/4038
Email
sales@sungening.com
Country
China
ProdList
1319
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65
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
12952
Advantage
65
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View Lastest Price from Germacrone manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
Germacrone 6902-91-6
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-03-03
Shaanxi Dideu Medichem Co. Ltd
Product
Gallium(Iii) 6902-91-6
Price
US $0.00-0.00/G
Min. Order
1G
Purity
99.0%
Supply Ability
100KG
Release date
2024-07-16
Shanghai Standard Technology Co., Ltd.
Product
Germacrone 6902-91-6
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-10-12

6902-91-6, GermacroneRelated Search:


  • (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
  • (3E,7E)-3,7-dimethyl-10-propan-2-ylidenecyclodeca-3,7-dien-1-one
  • Germacrone, 98%, from Curcuma zedoaria (Christm.) Rosc
  • GERMACRONE(RG)
  • GERMACRONE
  • (3E,7E)-10-Isopropylidene-3,7-diMethyl-3,7-cyclodecadien-1-one
  • (3E,7E)-3,7-DiMethyl-10-(propan-2-ylidene)cyclodeca-3,7-dienone
  • GerMacrol (obsol
  • (E,E)-GerMacrone
  • (3z,7z)-3,7-dimethyl-10-propan-2-ylidene-cyclodeca-3,7-dien-1-one
  • 3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (3E,7E)-
  • (3E, 7E) -3,7-dimethyl-10- (propyl-2-ylidene) cyclodecane-3,7-dien-1-one
  • GERMACRONE(RG) 1mg
  • Germacrone-RM
  • Germacrone, 10 mM in DMSO
  • Germacrone (>90%)
  • 6902-91-6
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Inhibitors