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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

Basic information Safety Supplier Related

(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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