ChemicalBook > Product Catalog > Natural Products > SESQUITERPENE > (1aR,4E,10aR)-1a,3,6,10a-Tetrahydro-1a,5,9-trimethyloxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-one
(1aR,4E,10aR)-1a,3,6,10a-Tetrahydro-1a,5,9-trimethyloxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-one
(1aR,4E,10aR)-1a,3,6,10a-Tetrahydro-1a,5,9-trimethyloxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-one Basic information
- Product Name:
- (1aR,4E,10aR)-1a,3,6,10a-Tetrahydro-1a,5,9-trimethyloxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-one
- Synonyms:
-
- (1aR,4E,10aR)-1a,3,6,10a-Tetrahydro-1a,5,9-trimethyloxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-one
- Zederone
- Oxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-one, 1a,3,6,10a-tetrahydro-1a,5,9-trimethyl-, (1aR,4E,10aR)-
- CAS:
- 7727-79-9
- MF:
- C15H18O3
- MW:
- 246.3
- Mol File:
- 7727-79-9.mol
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(1aR,4E,10aR)-1a,3,6,10a-Tetrahydro-1a,5,9-trimethyloxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-one Chemical Properties
- Melting point:
- 153.4-153.9℃ (acetone hexane )
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- color
- Light yellow to yellow
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(1aR,4E,10aR)-1a,3,6,10a-Tetrahydro-1a,5,9-trimethyloxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-one Usage And Synthesis
Uses
Zederone, a germacrane-type sesquiterpene, has potently cytotoxic against human white blood cancer cells and human prostate cancer cells. Zederone significantly inhibits the proliferation and downregulates the protein expressions of mTOR, and phosphorylated p70 S6 kinase (p-p70s6K) in SKOV3 cells[1][2].
target
TNF-α | Nrf2 | NADPH-oxidase | P450 (e.g. CYP17) | Antifection
IC 50
mTOR
References
[1] Prapapan Pimkaew, et al. Zederone, a sesquiterpene from Curcuma elata Roxb, is hepatotoxic in mice. Int J Toxicol. 2013 Nov-Dec;32(6):454-62. DOI:10.1177/1091581813504595
[2] Zhilei Zhang, et al. A study of zederone for the inhibition on ovarian cancer cell proliferation through mTOR/p70s6K signalling pathway. J BUON. 2020 Mar-Apr;25(2):785-791. PMID:32521868
(1aR,4E,10aR)-1a,3,6,10a-Tetrahydro-1a,5,9-trimethyloxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-oneSupplier
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