Science | Nature | Cell | View More
Natural Products
Germacrone 4,5-epoxide
Germacrone 4,5-epoxide
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Germacrone 4,5-epoxide
Price:
CAS No.: 92691-35-5
Catalog No.: CFN96431
Molecular Formula: C15H22O2
Molecular Weight: 234.33 g/mol
Purity: >=98%
Type of Compound: Sesquiterpenoids
Physical Desc.: Cryst.
Source: The herbs of Curcuma phaeocaulis
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
Guestbook:
Contact Us
Order & Inquiry & Tech Support

Tel: (0086)-27-84237683
Tech: service@chemfaces.com
Order: manager@chemfaces.com
Address: 176, CheCheng Eest Rd., WETDZ, Wuhan, Hubei 430056, PRC
How to Order
Orders via your E-mail:

1. Product number / Name / CAS No.
2. Delivery address
3. Ordering/billing address
4. Contact information
Order: manager@chemfaces.com
Delivery time
Delivery & Payment method

1. Usually delivery time: Next day delivery by 9:00 a.m. Order now

2. We accept: Wire transfer & Credit card & Paypal
Citing Use of our Products
* Packaging according to customer requirements(5mg, 10mg, 20mg and more). We shipped via FedEx, DHL, UPS, EMS and others courier.
According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
Other Packaging *Packaging according to customer requirements(100uL/well, 200uL/well and more), and Container use Storage Tube With Screw Cap
Our products had been exported to the following research institutions and universities, And still growing.
  • Uniwersytet Jagielloński w Kra... (Poland)
  • National Research Council of Ca... (Canada)
  • University of Hertfordshire (United Kingdom)
  • National Hellenic Research Foun... (Greece)
  • Universite Libre de Bruxelles (Belgium)
  • University of Otago (New Zealand)
  • University of Wollongong (Australia)
  • Heinrich-Heine-University Düss... (Germany)
  • Copenhagen University (Denmark)
  • University of South Australia (Australia)
  • Harvard University (USA)
  • More...
Package
Featured Products
Cepharanthine

Catalog No: CFN98570
CAS No: 481-49-2
Price: $40/20mg
Myricetin

Catalog No: CFN98877
CAS No: 529-44-2
Price: $40/20mg
Morroniside

Catalog No: CFN98161
CAS No: 25406-64-8
Price: $50/20mg
Corosolic acid

Catalog No: CFN98685
CAS No: 4547-24-4
Price: $60/20mg
24-Methylenecycloartan-3-ol

Catalog No: CFN99496
CAS No: 1449-09-8
Price: $ /
Loganic acid

Catalog No: CFN98212
CAS No: 22255-40-9
Price: $50/20mg
Alisol O

Catalog No: CFN92404
CAS No: 928148-51-0
Price: $ / mg
Decursin

Catalog No: CFN98509
CAS No: 5928-25-6
Price: $138/20mg
Eburicol

Catalog No: CFN97175
CAS No: 6890-88-6
Price: $ /
Terpineol

Catalog No: CFN92688
CAS No: 98-55-5
Price: $30/20mg
Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: (4S,5S)-(+)-Germacrone-4,5-epoxide inhibits certain subtypes of cytochrome P450 (CYP).
Targets: P450 (e.g. CYP17) | IL Receptor | gp120/CD4 | IFN-γ
In vitro:
Chem Biodivers. 2014 Jul;11(7):1034-41.
Suppression of Inflammatory cytokine production by ar-Turmerone isolated from Curcuma phaeocaulis.[Pubmed: 25044589 ]
Rhizomes of Curcuma phaeocaulis Valeton (Zingiberaceae) have traditionally been used for controlling inflammatory conditions. Numerous studies have aimed to isolate and characterize the bioactive constituents of C. phaeocaulis. It has been reported that its anti-inflammatory properties are a result of cyclooxygenase-2 inhibition; however, its effect on the T-cell function remains to be elucidated.
METHODS AND RESULTS:
In this study, four known sesquiterpenoids, viz., ar-turmerone (TM), germacrone (GM), (+)-(4S,5S)-Germacrone 4,5-epoxide (GE), and curzerenone (CZ), were isolated from C. phaeocaulis rhizomes and evaluated for their effects on the CD4(+) T-cell function. While GM, GE, and CZ had no effect on the activation of splenic T cells or CD4(+) T cells, TM suppressed the interferon (IFN)-γ production, without affecting the interleukin (IL)-4 expression. TM also decreased the expression of IL-2 in CD4(+) T cells, but did not change their cell-division rates upon stimulation.
CONCLUSIONS:
These results suggest that TM, a major constituent of C. phaeocaulis rhizomes selectively exerts potent anti-inflammatory effects via suppression of the inflammatory cytokines IFN-γ and IL-2.
Germacrone 4,5-epoxide Description
Source: The herbs of Curcuma phaeocaulis
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
ChemFaces New Products and Compounds
Parvisoflavanone

Catalog No: CFN95077
CAS No: 49776-79-6
Price: $413/5mg
Silybin A

Catalog No: CFN95149
CAS No: 22888-70-6
Price: $318/20mg
6alpha-Hydroxydehydropachymic acid

Catalog No: CFN95412
CAS No: 176390-67-3
Price: $413/5mg
1,3,4,6-Tetragalloylglucose

Catalog No: CFN95425
CAS No: 26922-99-6
Price: $318/10mg
New compound 15

Catalog No: CFN95413
CAS No: N/A
Price: $413/5mg
Ephedrannin D1

Catalog No: CFN95547
CAS No: 1592431-55-4
Price: $318/5mg
ZP-amide C

Catalog No: CFN95362
CAS No: 412316-38-2
Price: $413/5mg
4-Methoxybenzoylacetic acid

Catalog No: CFN95446
CAS No: 13422-77-0
Price: $318/5mg
Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089
Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.2675 mL 21.3374 mL 42.6749 mL 85.3497 mL 106.6872 mL
5 mM 0.8535 mL 4.2675 mL 8.535 mL 17.0699 mL 21.3374 mL
10 mM 0.4267 mL 2.1337 mL 4.2675 mL 8.535 mL 10.6687 mL
50 mM 0.0853 mL 0.4267 mL 0.8535 mL 1.707 mL 2.1337 mL
100 mM 0.0427 mL 0.2134 mL 0.4267 mL 0.8535 mL 1.0669 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Kinase Assay:
J Nat Med. 2011 Jul;65(3-4):583-7.
Compounds isolated from Curcuma aromatica Salisb. inhibit human P450 enzymes.[Pubmed: 21287405 ]
Curcuma species (Zingiberaceae) are used as both food and medicine in Asia. Ten sesquiterpenes (1-10) and two curcuminoids (11 and 12) were isolated from the rhizomes of Curcuma aromatica Salisb. and identified.
METHODS AND RESULTS:
The compounds were evaluated for their ability to inhibit cytochrome P450 (CYP). Among them, the sesquiterpene (4S,5S)-(+)-Germacrone 4,5-epoxide (7) inhibited certain subtypes of CYP more potently than or at levels comparable to the curcuminoids curcumin (11) and demethoxycurcumin (12); 7 (IC(50) = 1.0 ± 0.2 μM) > 12 (IC(50) = 7.0 ± 1.7 μM) > 11 (IC(50) = 14.9 ± 1.4 μM) for CYP3A4 inhibition; 12 (IC(50) = 1.4 ± 0.2 μM) > 11 (IC(50) = 6.0 ± 1.4 μM) > 7 (IC(50) = 7.6 ± 2.5 μM) for CYP2C9 inhibition; and 7 (IC(50) = 33.2 ± 3.6 μM) = 12 (IC(50) = 34.0 ± 14.2 μM) > 11 (IC(50) > 100 μM) for CYP1A2 inhibition.
CONCLUSIONS:
These results suggest the possibility that Curcuma aromatica Salisb. may cause food-drug interactions via cytochrome P450 inhibition by sesquiterpene 7 and curcuminoids 11 and 12.
Cepharanthine

Catalog No: CFN98570
CAS No: 481-49-2
Price: $40/20mg
Myricetin

Catalog No: CFN98877
CAS No: 529-44-2
Price: $40/20mg
Morroniside

Catalog No: CFN98161
CAS No: 25406-64-8
Price: $50/20mg
Corosolic acid

Catalog No: CFN98685
CAS No: 4547-24-4
Price: $60/20mg
24-Methylenecycloartan-3-ol

Catalog No: CFN99496
CAS No: 1449-09-8
Price: $ /
Loganic acid

Catalog No: CFN98212
CAS No: 22255-40-9
Price: $50/20mg
Alisol O

Catalog No: CFN92404
CAS No: 928148-51-0
Price: $ / mg
Decursin

Catalog No: CFN98509
CAS No: 5928-25-6
Price: $138/20mg
Eburicol

Catalog No: CFN97175
CAS No: 6890-88-6
Price: $ /
Terpineol

Catalog No: CFN92688
CAS No: 98-55-5
Price: $30/20mg
Tags: buy Germacrone 4,5-epoxide | Germacrone 4,5-epoxide supplier | purchase Germacrone 4,5-epoxide | Germacrone 4,5-epoxide cost | Germacrone 4,5-epoxide manufacturer | order Germacrone 4,5-epoxide | Germacrone 4,5-epoxide distributor