Germacrone

ChemicalBook > CAS DataBase List > 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(RG) 1mg;Germacrone, 10 mM in DMSO
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: $522
Updated: 2024/03/01

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: $178
Updated: 2024/03/01

TCI Chemical

Product number: G0519
Product name: Germacrone
Purity: >98.0%(GC)
Packaging: 100mg
Price: $532
Updated: 2024/03/01

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).

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.

Germacrone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Germacrone manufacturers

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

Career Henan Chemical Co

Product: (3Z,7Z)-3,7-Dimethyl-10-propan-2-ylidene-cyclodeca-3,7-dien-1-one 6902-91-6
Price: US $1.00/kg
Min. Order: 1g
Purity: 99%
Supply Ability: 100KG
Release date: 2018-12-24

6902-91-6, GermacroneRelated Search:

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(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

6902-91-6

chemical reagent

pharmaceutical intermediate

phytochemical

reference standards from Chinese medicinal herbs (TCM).

standardized herbal extract

Inhibitors