6,10-Dimethyl-3-isopropyl-6-cyclodecene-1,4-dione
Germacr-1(10)-ene-5,8-dione
CAS: 13657-68-6
Molecular Formula: C15H24O2
6,10-Dimethyl-3-isopropyl-6-cyclodecene-1,4-dione - Names and Identifiers
| Name | Germacr-1(10)-ene-5,8-dione |
| Synonyms | Curdione Curcuma two ketone Curcuma Tuber Extract AaruginousTurmericRhizome Germacr-1(10)-ene-5,8-dione 6,10-Dimethyl-3-isopropyl-6-cyclodecene-1,4-dione (3S,6E,10S)-6,10-Dimethyl-3-propan-2-ylcyclodec-6-ene-1,4-dione (3S,6E,10S)-6,10-dimethyl-3-(1-methylethyl)cyclodec-6-ene-1,4-dione |
| CAS | 13657-68-6 |
| InChI | InChI=1/C15H24O2/c1-10(2)13-9-14(16)12(4)7-5-6-11(3)8-15(13)17/h6,10,12-13H,5,7-9H2,1-4H3/b11-6+/t12-,13-/m0/s1 |
6,10-Dimethyl-3-isopropyl-6-cyclodecene-1,4-dione - Physico-chemical Properties
| Molecular Formula | C15H24O2 |
| Molar Mass | 236.35 |
| Density | 0.93 |
| Melting Point | 61.5-62.0 °C |
| Boling Point | 318.82°C (rough estimate) |
| Specific Rotation(α) | (c, 1.00 in CHCl3)+26 |
| Flash Point | 130℃ |
| Solubility | Easily soluble in ether and chloroform, slightly soluble in petroleum ether. |
| Vapor Presure | 5.31E-05mmHg at 25°C |
| Appearance | Colorless prismatic crystals (anhydrous ethanol) |
| Storage Condition | 2-8℃ |
| Refractive Index | 1.4700 (estimate) |
| Physical and Chemical Properties | Rhizome derived from Curcuma longa L., a ginger plant |
6,10-Dimethyl-3-isopropyl-6-cyclodecene-1,4-dione - Risk and Safety
| HS Code | 29143990 |
6,10-Dimethyl-3-isopropyl-6-cyclodecene-1,4-dione - Reference
| Reference Show more | 1. Hao Min, Lu Tulin, Mao Chunqin, et al. UPLC fingerprint and multi-component content determination of three kinds of Wenyujin rhizome processed products [J]. Chinese Journal of Traditional Chinese Medicine 2018 43(11). 2. Li Fan, Rosa, Cui You, Yuan Wei, Jiang Chengxi. Study on Primary Processing Methods of Wenyujin in Production Area [J]. Agricultural engineering technology, 2020,40(29):21-22. 3. Liu, Peng, et al. "Curdione ameliorates bleomycin-induced pulmonary fibrosis by repressing TGF-β-induced fibroblast to myofibroblast differentiation." Respiratory research 21.1 (2020): 1-10.https:// doi.org/10.1186/s12931-020-1300-y 4. [IF = 2.727] Shen Song et al. "Spectrum-effect relationship analysis by binary chromatographic fingerprint to identify components responsible for the antibacterial activity of the essential oil from Curcumae wenyujin." Int J Food Prop. 2018;21(1):546-556 5. [IF = 4.821] Le Wang et al. "HPLC fingerprint and UV-Vis spectroscopy coupled with chemometrics for Curcumae radix species discrimination and three bioactive compounds prediction." Microchem J. 2021 Jul;166:106254 6. [IF = 4.098] Le Wang et al. "Fast discrimination and quantification analysis of Curcumae Radix from four botanical origins using NIR spectroscopy coupled with chemometrics tools." Spectrochim Acta A. 2021 Jun;254:119626 7. [IF = 3.924] Peng Liu et al. "Curdione ameliorates bleomycin-induced pulmonary fibrosis by repressing TGF-β-induced fibroblast to myofibroblast differentiation." Resp Res. 2020 Dec;21(1): 1-10 |
6,10-Dimethyl-3-isopropyl-6-cyclodecene-1,4-dione - Reference Information
| physical and chemical properties | colorless prismatic crystals (anhydrous ethanol), melting point 61~62 ℃,[Α] 25D 26 °(c = 1, chloroform), soluble in ether, chloroform, slightly soluble in petroleum ether. |
| active ingredient of Zedoary turmeric oil | curdione is also called turmeric Dione, it is a kind of sesquiterpene compound with anti-tumor activity isolated from Zedoary turmeric oil, which has good clinical curative effect on cervical cancer, and is also effective for vulvar cancer, skin cancer and lip cancer. General for intratumoral injection, irritating pain. [anticancer Pharmacology] 1. With the volatile oil from Curcuma wenyujin crystals I (curcumol), crystallization II (curdione), the test found that two drugs in 75mg/kg subcutaneous injection of mice sarcoma S37, cervical cancer U14, EAC had higher inhibition rate of EAC, but the inhibition of sarcoma S180 was weak. The number of fibrocytes around the tumor tissue was significantly increased when the tumor was significantly reduced, with a layer of lymphocytes inside, phagocytic cells surrounding the tumor cells and other immune reactions. In the electron microscope observation, it was found that the treatment group had obvious changes in the nucleus of the tumor, mainly in the reduction of the proportion of the nucleus, the nuclear shape tended to be normal, the number of chromatin, nucleoli and chromatin particles decreased, it can be concluded that curcumol can inhibit the nuclear metabolism of sarcoma in mice. 2. In vitro test results, curcumol and curdione on Ehrlich ascites cancer cells have obvious destructive effect, can make its degeneration and necrosis. In vitro inhibition test also proved that different concentrations of Zedoary Turmeric oil Injection on tumor cells also have obvious direct damage, and has the effect of strong, fast characteristics; The more the number of tumor cells in the liquid medicine, the greater the concentration of the drug solution required to kill 90% of the tumor cells. |
| Zedoary turmeric | Zedoary turmeric commonly used alias writing, ezedoary turmeric. Dried rhizomes of Curcuma zedoaria Rosc, Curcuma Curcuma aromatica Salisb. Or Guangxi Curcuma Kwang siensis S. G. Lee et C. F. Liang. [plant morphology] Rhizoma curcumae is a perennial herb. The rhizomes are meat-like and ovoid, the lateral rhizomes are cylindrical, the roots are slender, often bulging into spindle-shaped tuberous roots at the ends, Green in cross-section. Leaf blade Oval-round, 25-60cm in length, 10-15cm in width, with purple spot in middle, hairless; Petiole longer than leaf blade. Scapes extracted from rhizomes, leaves preceded, spikes broadly elliptic, 6-15cm long; Bracts ovoid to obovoid, Lower Green, upper purple, apical red; Calyx White, the Crown tube was 2-2.5 in length, with 3 lobes, roundish, one piece was larger on the top, one piece was slightly pocket on the top, 1.5-2cm in length, yellow; The lip was yellow, subobovoid, ca. 2cm in length, apical emasculated; Septum base with pricking distance. Capsule ovoid-triangular, smooth. Seeds oblong, with aril. Flowering 4~6 months. Figure 1 shows Curcuma phaeoculis Val. [Place of origin] Curcuma longa is mainly produced in Sichuan, Fujian, Guangdong and other places; Curcuma longa in Guangxi (adapted to be called Curcuma longa) is mainly produced in Guangxi; Curcuma wenyujin (also adapted to be called Curcuma longa) is mainly produced in Zhejiang, sichuan, Taiwan, Jiangxi and other places. [harvesting and processing] Usually, the stem and leaf are harvested and excavated after withering. Wash the sand, boil or steam to the heart, remove fibrous roots after drying. [chemical composition] the volatile oil contains 1%~ 2.5%, which is composed of a variety of sesquiterpene derivatives and eucalyptol, and the main component is curzerenone. In addition, curcumol (curcumol), curdione (curdione) and curzerene (curzerene) are also contained. Guangxi Rhizoma curcumae volatile oil mainly contains linderazulene (linderazulene), germacrone (germacrone), isocurcumol (ISO curcumenol) resin, etc. Rhizoma curcumae contains 2%~ 4% of the volatile oil, including curcumol, curdone, isofuralene, germacrene, camphor, borneol, isoborneol, Α-pinene, β-pinene and tetramethylpyrazine, etc. |
| biological activity | Curdione (Curdione) is a kind of sesquiterpene substances isolated from Rhizoma curcumae, it has the effect of inhibiting platelet aggregation and resisting thrombosis. |
| Chemical properties | rhizome from Curcuma longa longa L. |
| Use | for content determination/identification/pharmacological experiments. Pharmacological Efficacy: The mouse sarcoma 37, mouse cervical cancer U14 and mouse Ehrlich ascites carcinoma have obvious inhibitory effect, can make the cancer cell sexual necrosis. Ehrlich ascites carcinoma treated by this product can successfully make mice get active immunity. Clinical for the treatment of cervical cancer has a good effect. |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
Last Update：2024-04-09 20:49:11
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