Germacrone
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| Category | Bioactive by-products |
| Catalog number | BBF-04078 |
| CAS | 6902-91-6 |
| Molecular Weight | 218.33 |
| Molecular Formula | C15H22O |
| Purity | 95% |
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Description
Germacrone is isolated from the rhizoma of Curcuma wenyujin. It has anti-tumor activity. Germacrone is a natural antiviral agent against porcine parvovirus (PPV).
Specification
| Synonyms | Germacron; 3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (E,E)- |
| Storage | Store at 2-8°C |
| IUPAC Name | (3E,7E)-3,7-Dimethyl-10-(propan-2-ylidene)cyclodeca-3,7-dienone |
| Canonical SMILES | CC1=CCC(=C(C)C)C(=O)CC(=CCC1)C |
| InChI | InChI=1S/C15H22O/c1-11(2)14-9-8-12(3)6-5-7-13(4)10-15(14)16/h7-8H,5-6,9-10H2,1-4H3/b12-8+,13-7+ |
| InChI Key | CAULGCQHVOVVRN-SWZPTJTJSA-N |
Properties
| Appearance | Cryst. |
| Application | antibacterial; antifungal |
| Antibiotic Activity Spectrum | neoplastics (Tumor); viruses |
| Boiling Point | 330.3°C at 760 mmHg |
| Melting Point | 55-58°C |
| Flash Point | 148.4±18.7 °C |
| Density | 0.916 g/cm3 |
| Solubility | Soluble in ethanol, methanol, DMF, DMSO |
Reference Reading
1.Structural determination of two new sesquiterpenes biotransformed from germacrone by Mucor alternata.
Jia N;Xiao Chi M;Xiu Lan X;Hong Wei J;Dean G Magn Reson Chem. 2008 Feb;46(2):178-81.
Eight transformed sesquiterpenes of germacrone by Mucor alternata were obtained. Their structures were characterized on the basis of spectral methods including 2D NMR. Among them, (1S, 4S, 5S, 10R)-isozedoarondiol (2) and (1R, 4S, 5S, 10R)-diepoxy-12-hydroxygermacrone (3) are new compounds.
2.[Comparison of content of curdione, curcumol, germacrone and beta-elemene in different varieties of vinegar backed Rhizoma Curcuma].
Jiang G;Lu T;Mao C;Su T;Sun X Zhongguo Zhong Yao Za Zhi. 2010 Nov;35(21):2834-7.
OBJECTIVE: ;To establish a HPLC method for determination of 4 components in different varieties of vinegar backed Rhizoma Curcuma.;METHOD: ;The method was established by using an Elite Hypersil ODS2 column (4.6 mm x 250 mm, 5 microm). The mobile phase comprising acetonitrile (A) and water (B) was used to elute the targets in gradient elution mode. Flow rate and detection wavelength were set at 1 mL x min(-1) and 214 nm, respectively. The column temperature was 25 degrees C and the injection volume was 10 microL.;RESULT: ;All calibration curves showed good linearity with r > 0.999 5. Recoveries measured at three concentrations were in the range of 97.27% - 99.27% with RSD < 3%.;CONCLUSION: ;The validated method is simple, reliable, and successfully applied to determine the contents of the selected compounds in vinegar backed Rhizoma Curcuma. The results of the determination showed that contents of the four components in vinegar backed Curcuma wenyujin were relatively high.
3.New Sesquiterpenoids and Anti-Platelet Aggregation Constituents from the Rhizomes of Curcuma zedoaria.
Chen JJ;Tsai TH;Liao HR;Chen LC;Kuo YH;Sung PJ;Chen CL;Wei CS Molecules. 2016 Oct 17;21(10). pii: E1385.
Two new sesquiterpenoids-13-hydroxycurzerenone (;1;) and 1-oxocurzerenone (;2;)-have been isolated from the rhizomes of ;Curcuma zedoaria;, together with 13 known compounds (;3;-;15;). The structures of two new compounds were determined through spectroscopic and MS analyses. Among the isolated compounds, 13-hydroxycurzerenone (;1;), 1-oxocurzerenone (;2;), curzerenone (;3;), germacrone (;4;), curcolone (;5;), procurcumenol (;6;), ermanin (;7;), curcumin (;8;), and a mixture of stigmast-4-en-3,6-dione (;12;) and stigmasta-4,22-dien-3,6-dione (;13;) exhibited inhibition (with inhibition % in the range of 21.28%-67.58%) against collagen-induced platelet aggregation at 100 μM. Compounds ;1;, ;5;, ;7;, ;8;, and the mixture of ;12; and ;13; inhibited arachidonic acid (AA)-induced platelet aggregation at 100 μM with inhibition % in the range of 23.44%-95.36%.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
