| Identification | Back Directory | [Name]
Tomentosin | [CAS]
33649-15-9 | [Synonyms]
C09562
Tomentosin
Tomentosin (Parthenium)
(3aR)-3,3aα,4,7,8,8aα-Hexahydro-7β-methyl-3-methylene-6-(3-oxobutyl)-2H-cyclohepta[b]furan-2-one
(3aα)-3-Methylene-6-(3-oxobutyl)-7β-methyl-3,3aα,4,7,8,8aα-hexahydro-2H-cyclohepta[b]furan-2-one
2H-Cyclohepta[b]furan-2-one, 3,3a,4,7,8,8a-hexahydro-7-methyl-3-methylene-6-(3-oxobutyl)-, (3aR,7S,8aR)- | [Molecular Formula]
C15H20O3 | [MOL File]
33649-15-9.mol | [Molecular Weight]
248.32 |
| Chemical Properties | Back Directory | [Melting point ]
121-122 °C(Solv: methanol (67-56-1)) | [Boiling point ]
416.2±45.0 °C(Predicted) | [density ]
1.08±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Soluble in DMSO (50 mg/ml) | [form ]
oil | [color ]
Yellow | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 month. |
| Hazard Information | Back Directory | [Description]
Extracts of Inula which contain tomentosin (33649-15-9) have been used for centuries in traditional medicine for the treatment of inflammation.1 It suppresses the production of inflammatory mediators in RAW264.7 cells by inhibiting NFkB activation.2 It induces telomere shortening and caspase-dependent apoptosis in cervical cancer cells3 and induces apoptosis in human osteosarcoma MG-63 cells4. It causes G2/M arrest and apoptosis in human melanoma cell lines.5 | [Uses]
Tomentosin is a antiphlogistic sesquiterpene lactone that can be isolated from Inula falconeri.Tomentosin induces apoptosis and inhibits proliferation, migration and invasion of pancreatic cancer cells[1]. | [Definition]
ChEBI: Tomentosin is a sesquiterpene lactone. | [References]
Lu et al. (2012), Inula japonica extract inhibits mast cell-mediated allergic reaction and mast cell activation; Ethnopharmacol. 143 151
Park et al. (2014), Suppressive effect of tomentosin on the production of inflammatory mediators in RAW264.7 cells; Biol. Pharm. Bull., 37 1177
Merghoub et al. (2017), Tomentosin Induces Telomere Shortening and Caspase-Dependent Apoptosis in Cervical Cancer Cells; J. Cell Biochem., 118 1689
Lee et al. (2019), Tomentosin Displays Anti-Carcinogenic Effect in Human Osteosarcoma MG-63 Cells via the Induction of Intracellular Reactive Oxygen Species; Int. J. Mol. Sci., 20(6) 1508
Rozenblat et al. (2008), Induction of G2/M arrest and apoptosis by sesquiterpene lactones in human melanoma cell lines; Biochem. Pharmacol., 75 369 |
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